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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (6)transporters (3) Show 9 proteins XML

enzymes (6)transporters (3) Show 9 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2006-05-22 14:17:47 UTC

Update Date

2021-09-14 15:46:00 UTC

HMDB ID

HMDB0002308

Secondary Accession Numbers

HMDB0014345
HMDB02308
HMDB14345

Metabolite Identification

Common Name

Hydroxocobalamin

Description

Hydroxocobalamin, also known as hydroxycobalamin or vitamin B12a is a member of the class of compounds known as cobalamin derivatives. These organic compounds contain a corrin ring, a cobalt atom, and a nucleotide moiety. More specifically, cobalamins are characterized by a porphyrin-like corrin nucleus that contains a single cobalt atom bound to a benzimidazolyl nucleotide and a variable residue (R) group. The variable R group gives rise to the four most commonly known cobalamins: cyanocobalamin, methylcobalamin, 5-deoxyadenosylcobalamin, and hydroxycobalamin. Hydroxocobalamin is found in all living organisms ranging from microbes to plants to animals. However, it is only synthesized in microbes and plants. As humans cannot make hydroxocobalamin, it is required in the diet, making it an essential nutrient (i.e. a vitamin). Vitamin B12 is more abundant in animal products, especially meat, fish, eggs and dairy products although it is found in all fruits and vegetables in lower concentrations. In the serum, hydroxocobalamin and cyanocobalamin are believed to function as storage or transport forms of vitamin B12, whereas methylcobalamin and 5-deoxyadenosylcobalamin are the active forms of the coenzyme required for cell growth and replication. Hydroxocobalamin is often called vitamin B12 and is the natural form of vitamin B12, however, vitamin B12 refers to a group of cobalamins that are available in the human body in a variety of mostly interconvertible forms. Together with folate, cobalamins are essential cofactors required for DNA synthesis in cells where chromosomal replication and division are occurring. Cyanocobalamin is usually converted to hydroxocobalamin in the serum, whereas hydroxocobalamin is converted to either methylcobalamin or 5-deoxyadenosyl cobalamin. Cobalamins circulate bound to serum proteins called transcobalamins (TC) and haptocorrins. As a supplement hydroxocobalamin is used to treat vitamin B12 deficiency including pernicious anemia. It is also used in the prevention and treatment of vitamin B12 deficiency arising from alcoholism, malabsorption, tapeworm infestation, celiac disease, hyperthyroidism, hepatic-biliary tract disease, persistent diarrhea, ileal resection, pancreatic cancer, renal disease, prolonged stress, vegan diets, macrobiotic diets, and other restrictive diets. Other uses include treatment for cyanide poisoning, Leber's optic atrophy, and toxic amblyopia. Hydroxocobalamin is practically insoluble in water. Hydroxocobalamin was first isolated in 1949. It is on the World Health Organization's List of Essential Medicines, the most effective and safe medicines needed in a health system. Hydroxocobalamin is available as a generic medication. The wholesale cost in the developing world is about 0.12 To 0.84 USD per dose. Commercially, it is made from one of a number of different types of bacteria.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

      
  Mrv1652304202022182D          

 94105  0  0  1  0            999 V2000
   -0.6278   -1.6716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7398   -0.8680    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7398    0.8297    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -0.6278    1.6332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3401    2.0099    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4586    2.8264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8108    3.3372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9294    4.1536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6955    4.4592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8131    1.6332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9372    0.8297    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    1.7616    0.6806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1755   -0.0193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7616   -0.7232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9372   -0.8680    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    0.8131   -1.6716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5503   -2.0525    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6726   -2.8685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4404   -3.1703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5626   -3.9861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3303   -4.2881    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1424   -1.4728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7805   -1.9956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9144   -1.1815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1090    2.0429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1090    2.8680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1090   -2.0857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1090   -2.9107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5514   -0.7232    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3483   -0.5097    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5514    0.7054    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3483    0.4919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0546   -3.2899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7691   -3.7026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4835   -3.2899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7691   -4.5275    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4835   -4.9399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4835   -5.7649    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0546   -2.4650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3401   -2.0525    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3401   -2.8775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2815    4.6644    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9173   -4.5000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5191   -5.7924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6941   -7.2214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6941   -5.7924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3884   -5.5150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2816   -6.5069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1422   -5.1794    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    0.4747   -6.3353    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9316   -6.5069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7566   -6.5069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5191   -7.2214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9316   -7.9358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1381   -6.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0518   -7.7078    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8056   -8.0433    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9770   -8.8504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7617   -9.1053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9452   -6.7158    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2806   -5.9621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3576   -7.4303    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1780   -7.5166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0792    0.0301    0.0000 Co  0  7  0  0  0  0  0  0  0  0  0  0
   -0.4130    2.8448    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1265    3.4450    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1424    1.4300    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8569    1.8425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5715    1.4299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2859    1.8424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2859    2.6673    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0003    1.4298    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9324   -1.4728    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6468   -1.8852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3614   -1.4728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3614   -0.6479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0757   -1.8855    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9324    1.4300    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6468    1.0178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3614    1.4301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0758    1.0179    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3614    2.2552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5157    2.0134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5503    2.0099    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2648    2.4224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5503    2.8349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2648    3.2473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2648    4.0724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9792    2.8349    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7614   -6.9333    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7614   -6.1083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1737   -7.6476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1980   -6.1775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5582   -7.1467    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
 27  1  2  0  0  0  0
  1  2  1  0  0  0  0
 40  1  1  0  0  0  0
 29  2  1  0  0  0  0
  2 64  1  0  0  0  0
 29 73  1  0  0  0  0
 29 31  1  0  0  0  0
 73 40  1  0  0  0  0
 31  3  1  0  0  0  0
 31 78  1  0  0  0  0
  3  4  2  0  0  0  0
  5  4  1  0  0  0  0
  4 25  1  0  0  0  0
  5  6  1  6  0  0  0
 78  5  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8 42  1  0  0  0  0
  8  9  2  0  0  0  0
 25 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 84  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 67  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 22  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  6  0  0  0
 17 22  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 43  1  0  0  0  0
 20 21  2  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 67 84  1  0  0  0  0
 11 64  1  0  0  0  0
  3 64  1  0  0  0  0
 15 64  1  0  0  0  0
 25 26  1  0  0  0  0
 27 28  1  0  0  0  0
 29 30  1  1  0  0  0
 31 32  1  6  0  0  0
 39 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 36  1  0  0  0  0
 34 35  2  0  0  0  0
 37 36  1  0  0  0  0
 38 37  1  0  0  0  0
 40 39  1  6  0  0  0
 40 41  1  1  0  0  0
 27 16  1  0  0  0  0
 44 46  2  0  0  0  0
 44 51  1  0  0  0  0
 48 45  2  0  0  0  0
 45 53  1  0  0  0  0
 46 49  1  0  0  0  0
 46 48  1  0  0  0  0
 47 50  1  0  0  0  0
 47 49  2  0  0  0  0
 50 48  1  0  0  0  0
 55 50  1  1  0  0  0
 53 51  2  0  0  0  0
 51 52  1  0  0  0  0
 53 54  1  0  0  0  0
 55 60  1  0  0  0  0
 55 56  1  0  0  0  0
 57 56  1  0  0  0  0
 62 57  1  0  0  0  0
 57 58  1  6  0  0  0
 58 59  1  0  0  0  0
 60 62  1  0  0  0  0
 60 61  1  1  0  0  0
 62 63  1  1  0  0  0
 64 65  1  0  0  0  0
 65 66  1  0  0  0  0
 67 68  1  6  0  0  0
 68 69  1  0  0  0  0
 69 70  1  0  0  0  0
 70 72  1  0  0  0  0
 70 71  2  0  0  0  0
 73 74  1  1  0  0  0
 74 75  1  0  0  0  0
 75 77  1  0  0  0  0
 75 76  2  0  0  0  0
 78 79  1  0  0  0  0
 79 80  1  0  0  0  0
 80 82  2  0  0  0  0
 80 81  1  0  0  0  0
 78 83  1  6  0  0  0
 84 85  1  6  0  0  0
 84 86  1  1  0  0  0
 86 87  1  0  0  0  0
 87 89  1  0  0  0  0
 87 88  2  0  0  0  0
 63 90  1  0  0  0  0
 90 91  1  0  0  0  0
 90 92  2  0  0  0  0
 38 91  1  6  0  0  0
 38 93  1  0  0  0  0
 90 94  1  0  0  0  0
 49 64  1  0  0  0  0
M  CHG  6   3   1  11   1  15   1  49   1  64  -3  94  -1
M  END

HMDB0002308
     RDKit          3D
Hydroxocobalamin
181192  0  0  0  0  0  0  0  0999 V2000
   -1.4028    2.6538   11.7425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3932    3.7023   11.5434 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8149    3.6336   12.1911 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8429    4.2678   11.7274 N   0  0  0  0  0  4  0  0  0  0  0  0
    2.8318    4.3851   12.5171 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8390    5.2941   12.3569 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364    5.9685   11.2491 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7393    5.8349   10.0570 N   0  0  0  0  0  4  0  0  0  0  0  0
    4.2386    6.6452    9.1790 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0267    6.5555    7.7759 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1000    6.9539    6.8678 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8722    6.0824    7.2156 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9402    5.5840    7.9947 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5860    5.7503    7.5999 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8884    6.5987    6.3219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2669    6.9068    5.3106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8774    5.8389    4.4988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5980    6.1469    3.4058 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7938    4.6359    4.8075 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2819    5.9593    5.8491 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3509    4.3946    5.5631 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8860    6.6932    4.5719 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3413    6.3599    3.1269 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5410    4.9706    2.6282 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7156    4.5786    2.4272 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4769    4.1175    2.4473 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5736    2.7148    2.1454 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2625    1.9173    2.4421 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4079    0.4451    1.9545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0421    1.9958    3.8620 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4589    1.4585    4.4000 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.9040    2.2693    5.5352 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5451    1.5964    3.2494 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.3828   -0.0986    4.7699 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9470   -0.6095    6.0616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7041   -0.2005    7.3537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1367   -0.7745    7.4599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7498   -0.3739    8.6814 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8979   -0.6863    8.4344 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  CHG  6   4   1   8   1  33  -1  45   1  54  -3  56   1
M  END

      
  Mrv1652304202022182D          

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    2.1755   -0.0193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7616   -0.7232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9372   -0.8680    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    0.8131   -1.6716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5503   -2.0525    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6726   -2.8685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4404   -3.1703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5626   -3.9861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3303   -4.2881    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1424   -1.4728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7805   -1.9956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9144   -1.1815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1090    2.0429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1090    2.8680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1090   -2.0857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1090   -2.9107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5514   -0.7232    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3483   -0.5097    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5514    0.7054    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3483    0.4919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0546   -3.2899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7691   -3.7026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4835   -3.2899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7691   -4.5275    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4835   -4.9399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4835   -5.7649    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0546   -2.4650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3401   -2.0525    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3401   -2.8775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2815    4.6644    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9173   -4.5000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5191   -5.7924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6941   -7.2214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6941   -5.7924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3884   -5.5150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2816   -6.5069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.1780   -7.5166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0792    0.0301    0.0000 Co  0  7  0  0  0  0  0  0  0  0  0  0
   -0.4130    2.8448    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1424    1.4300    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8569    1.8425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5715    1.4299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2859    1.8424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2859    2.6673    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0003    1.4298    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9324   -1.4728    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6468   -1.8852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3614   -1.4728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3614   -0.6479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0757   -1.8855    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9324    1.4300    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6468    1.0178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3614    1.4301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0758    1.0179    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    1.5503    2.0099    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2648    2.4224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5503    2.8349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2648    3.2473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2648    4.0724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9792    2.8349    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7614   -6.9333    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7614   -6.1083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1737   -7.6476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1980   -6.1775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5582   -7.1467    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
 27  1  2  0  0  0  0
  1  2  1  0  0  0  0
 40  1  1  0  0  0  0
 29  2  1  0  0  0  0
  2 64  1  0  0  0  0
 29 73  1  0  0  0  0
 29 31  1  0  0  0  0
 73 40  1  0  0  0  0
 31  3  1  0  0  0  0
 31 78  1  0  0  0  0
  3  4  2  0  0  0  0
  5  4  1  0  0  0  0
  4 25  1  0  0  0  0
  5  6  1  6  0  0  0
 78  5  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8 42  1  0  0  0  0
  8  9  2  0  0  0  0
 25 10  2  0  0  0  0
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 12 13  1  0  0  0  0
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 19 20  1  0  0  0  0
 20 43  1  0  0  0  0
 20 21  2  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 67 84  1  0  0  0  0
 11 64  1  0  0  0  0
  3 64  1  0  0  0  0
 15 64  1  0  0  0  0
 25 26  1  0  0  0  0
 27 28  1  0  0  0  0
 29 30  1  1  0  0  0
 31 32  1  6  0  0  0
 39 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 36  1  0  0  0  0
 34 35  2  0  0  0  0
 37 36  1  0  0  0  0
 38 37  1  0  0  0  0
 40 39  1  6  0  0  0
 40 41  1  1  0  0  0
 27 16  1  0  0  0  0
 44 46  2  0  0  0  0
 44 51  1  0  0  0  0
 48 45  2  0  0  0  0
 45 53  1  0  0  0  0
 46 49  1  0  0  0  0
 46 48  1  0  0  0  0
 47 50  1  0  0  0  0
 47 49  2  0  0  0  0
 50 48  1  0  0  0  0
 55 50  1  1  0  0  0
 53 51  2  0  0  0  0
 51 52  1  0  0  0  0
 53 54  1  0  0  0  0
 55 60  1  0  0  0  0
 55 56  1  0  0  0  0
 57 56  1  0  0  0  0
 62 57  1  0  0  0  0
 57 58  1  6  0  0  0
 58 59  1  0  0  0  0
 60 62  1  0  0  0  0
 60 61  1  1  0  0  0
 62 63  1  1  0  0  0
 64 65  1  0  0  0  0
 65 66  1  0  0  0  0
 67 68  1  6  0  0  0
 68 69  1  0  0  0  0
 69 70  1  0  0  0  0
 70 72  1  0  0  0  0
 70 71  2  0  0  0  0
 73 74  1  1  0  0  0
 74 75  1  0  0  0  0
 75 77  1  0  0  0  0
 75 76  2  0  0  0  0
 78 79  1  0  0  0  0
 79 80  1  0  0  0  0
 80 82  2  0  0  0  0
 80 81  1  0  0  0  0
 78 83  1  6  0  0  0
 84 85  1  6  0  0  0
 84 86  1  1  0  0  0
 86 87  1  0  0  0  0
 87 89  1  0  0  0  0
 87 88  2  0  0  0  0
 63 90  1  0  0  0  0
 90 91  1  0  0  0  0
 90 92  2  0  0  0  0
 38 91  1  6  0  0  0
 38 93  1  0  0  0  0
 90 94  1  0  0  0  0
 49 64  1  0  0  0  0
M  CHG  6   3   1  11   1  15   1  49   1  64  -3  94  -1
M  END
> <DATABASE_ID>
HMDB0002308

> <DATABASE_NAME>
hmdb

> <SMILES>
[N+]1=2[Co-3]345([N+]6=C7[C@H]([C@@](CC(=O)N)(C)[C@@]6([C@@]6(N3C(=C(C)C3=[N+]4C(C(C)(C)[C@@H]3CCC(=O)N)=CC3=[N+]5C(=C7C)[C@@](CC(=O)N)([C@@H]3CCC(=O)N)C)[C@@](C)([C@H]6CC(=O)N)CCC(NC[C@@H](C)OP(=O)(O[C@@H]3[C@H](O[C@H](N(C4=CC(=C(C=C14)C)C)C=2)[C@@H]3O)CO)[O-])=O)[H])C)CCC(=O)N)O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C62H90N13O14P.Co.H2O/c1-29-20-39-40(21-30(29)2)75(28-70-39)57-52(84)53(41(27-76)87-57)89-90(85,86)88-31(3)26-69-49(83)18-19-59(8)37(22-46(66)80)56-62(11)61(10,25-48(68)82)36(14-17-45(65)79)51(74-62)33(5)55-60(9,24-47(67)81)34(12-15-43(63)77)38(71-55)23-42-58(6,7)35(13-16-44(64)78)50(72-42)32(4)54(59)73-56;;/h20-21,23,28,31,34-37,41,52-53,56-57,76,84H,12-19,22,24-27H2,1-11H3,(H15,63,64,65,66,67,68,69,71,72,73,74,77,78,79,80,81,82,83,85,86);;1H2/q;+3;/p-3/t31-,34-,35-,36-,37+,41-,52-,53-,56-,57+,59-,60+,61+,62+;;/m1../s1

> <INCHI_KEY>
YOZNUFWCRFCGIH-WZHZPDAFSA-K

> <FORMULA>
C62H89CoN13O15P

> <MOLECULAR_WEIGHT>
1346.3551

> <EXACT_MASS>
1345.567070949

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
181

> <JCHEM_AVERAGE_POLARIZABILITY>
135.55620733816397

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(10S,12R,13S,17R,23R,24R,25R,30S,35S,36S,40S,41S,42R,46R)-30,35,40-tris(2-carbamoylethyl)-24,36,41-tris(carbamoylmethyl)-1,46-dihydroxy-12-(hydroxymethyl)-5,6,17,23,28,31,31,36,38,41,42-undecamethyl-15,20-dioxo-11,14,16-trioxa-2lambda5,9,19,26,43lambda5,44lambda5,45lambda5-heptaaza-15lambda5-phospha-1-cobaltadodecacyclo[27.14.1.1^{1,34}.1^{2,9}.1^{10,13}.0^{1,26}.0^{3,8}.0^{23,27}.0^{25,42}.0^{32,44}.0^{39,43}.0^{37,45}]heptatetraconta-2(47),3,5,7,27,29(44),32,34(45),37,39(43)-decaene-2,43,44,45-tetrakis(ylium)-1,1,1-triuid-15-olate

> <JCHEM_LOGP>
-14.432696765886984

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
12

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.555006399729706

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8185514839951908

> <JCHEM_PKA_STRONGEST_BASIC>
-0.553307717953729

> <JCHEM_POLAR_SURFACE_AREA>
437.22999999999985

> <JCHEM_REFRACTIVITY>
340.0329000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
16

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(10S,12R,13S,17R,23R,24R,25R,30S,35S,36S,40S,41S,42R,46R)-30,35,40-tris(2-carbamoylethyl)-24,36,41-tris(carbamoylmethyl)-1,46-dihydroxy-12-(hydroxymethyl)-5,6,17,23,28,31,31,36,38,41,42-undecamethyl-15,20-dioxo-11,14,16-trioxa-2lambda5,9,19,26,43lambda5,44lambda5,45lambda5-heptaaza-15lambda5-phospha-1-cobaltadodecacyclo[27.14.1.1^{1,34}.1^{2,9}.1^{10,13}.0^{1,26}.0^{3,8}.0^{23,27}.0^{25,42}.0^{32,44}.0^{39,43}.0^{37,45}]heptatetraconta-2(47),3,5,7,27,29(44),32,34(45),37,39(43)-decaene-2,43,44,45-tetrakis(ylium)-1,1,1-triuid-15-olate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0002308
     RDKit          3D
Hydroxocobalamin
181192  0  0  0  0  0  0  0  0999 V2000
   -1.4028    2.6538   11.7425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3932    3.7023   11.5434 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8149    3.6336   12.1911 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8429    4.2678   11.7274 N   0  0  0  0  0  4  0  0  0  0  0  0
    2.8318    4.3851   12.5171 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8390    5.2941   12.3569 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364    5.9685   11.2491 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7393    5.8349   10.0570 N   0  0  0  0  0  4  0  0  0  0  0  0
    4.2386    6.6452    9.1790 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0267    6.5555    7.7759 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1000    6.9539    6.8678 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8722    6.0824    7.2156 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9402    5.5840    7.9947 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5860    5.7503    7.5999 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8884    6.5987    6.3219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2669    6.9068    5.3106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8774    5.8389    4.4988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5980    6.1469    3.4058 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7938    4.6359    4.8075 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2819    5.9593    5.8491 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3509    4.3946    5.5631 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8860    6.6932    4.5719 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3413    6.3599    3.1269 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5410    4.9706    2.6282 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7156    4.5786    2.4272 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4769    4.1175    2.4473 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5736    2.7148    2.1454 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2625    1.9173    2.4421 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  CHG  6   4   1   8   1  33  -1  45   1  54  -3  56   1
M  END

HEADER    PROTEIN                                 20-APR-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-20         0                                  
HETATM    1  C   UNK     0      -1.172  -3.120   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      -1.381  -1.620   0.000  0.00  0.00           N+0
HETATM    3  N   UNK     0      -1.381   1.549   0.000  0.00  0.00           N+1
HETATM    4  C   UNK     0      -1.172   3.049   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.502   3.752   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.723   5.276   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.513   6.229   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.735   7.753   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -3.165   8.324   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.518   3.049   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       1.749   1.549   0.000  0.00  0.00           N+1
HETATM   12  C   UNK     0       3.288   1.270   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.061  -0.036   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.288  -1.350   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       1.749  -1.620   0.000  0.00  0.00           N+1
HETATM   16  C   UNK     0       1.518  -3.120   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.894  -3.831   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.122  -5.355   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.555  -5.918   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.784  -7.441   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       6.217  -8.004   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       3.999  -2.749   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.190  -3.725   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.440  -2.205   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.203   3.813   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.203   5.354   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.203  -3.893   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.203  -5.433   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -2.896  -1.350   0.000  0.00  0.00           C+0
HETATM   30  H   UNK     0      -4.383  -0.951   0.000  0.00  0.00           H+0
HETATM   31  C   UNK     0      -2.896   1.317   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -4.383   0.918   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -3.835  -6.141   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -5.169  -6.912   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      -6.503  -6.141   0.000  0.00  0.00           O+0
HETATM   36  N   UNK     0      -5.169  -8.451   0.000  0.00  0.00           N+0
HETATM   37  C   UNK     0      -6.503  -9.221   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -6.503 -10.761   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -3.835  -4.601   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -2.502  -3.831   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -2.502  -5.371   0.000  0.00  0.00           C+0
HETATM   42  N   UNK     0      -0.525   8.707   0.000  0.00  0.00           N+0
HETATM   43  N   UNK     0       3.579  -8.400   0.000  0.00  0.00           N+0
HETATM   44  C   UNK     0       4.702 -10.812   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       3.162 -13.480   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       3.162 -10.812   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       0.725 -10.295   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       2.392 -12.146   0.000  0.00  0.00           C+0
HETATM   49  N   UNK     0       2.132  -9.668   0.000  0.00  0.00           N+1
HETATM   50  N   UNK     0       0.886 -11.826   0.000  0.00  0.00           N+0
HETATM   51  C   UNK     0       5.472 -12.146   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0       7.012 -12.146   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0       4.702 -13.480   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0       5.472 -14.813   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      -0.258 -12.857   0.000  0.00  0.00           C+0
HETATM   56  O   UNK     0      -0.097 -14.388   0.000  0.00  0.00           O+0
HETATM   57  C   UNK     0      -1.504 -15.014   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      -1.824 -16.521   0.000  0.00  0.00           C+0
HETATM   59  O   UNK     0      -3.289 -16.997   0.000  0.00  0.00           O+0
HETATM   60  C   UNK     0      -1.764 -12.536   0.000  0.00  0.00           C+0
HETATM   61  O   UNK     0      -2.390 -11.129   0.000  0.00  0.00           O+0
HETATM   62  C   UNK     0      -2.534 -13.870   0.000  0.00  0.00           C+0
HETATM   63  O   UNK     0      -4.066 -14.031   0.000  0.00  0.00           O+0
HETATM   64 Co   UNK     0       0.148   0.056   0.000  0.00  0.00          Co-3
HETATM   65  O   UNK     0      -0.771   5.310   0.000  0.00  0.00           O+0
HETATM   66  H   UNK     0      -0.236   6.431   0.000  0.00  0.00           H+0
HETATM   67  C   UNK     0       3.999   2.669   0.000  0.00  0.00           C+0
HETATM   68  C   UNK     0       5.333   3.439   0.000  0.00  0.00           C+0
HETATM   69  C   UNK     0       6.667   2.669   0.000  0.00  0.00           C+0
HETATM   70  C   UNK     0       8.000   3.439   0.000  0.00  0.00           C+0
HETATM   71  O   UNK     0       8.000   4.979   0.000  0.00  0.00           O+0
HETATM   72  N   UNK     0       9.334   2.669   0.000  0.00  0.00           N+0
HETATM   73  C   UNK     0      -3.607  -2.749   0.000  0.00  0.00           C+0
HETATM   74  C   UNK     0      -4.941  -3.519   0.000  0.00  0.00           C+0
HETATM   75  C   UNK     0      -6.275  -2.749   0.000  0.00  0.00           C+0
HETATM   76  O   UNK     0      -6.275  -1.209   0.000  0.00  0.00           O+0
HETATM   77  N   UNK     0      -7.608  -3.520   0.000  0.00  0.00           N+0
HETATM   78  C   UNK     0      -3.607   2.669   0.000  0.00  0.00           C+0
HETATM   79  C   UNK     0      -4.941   1.900   0.000  0.00  0.00           C+0
HETATM   80  C   UNK     0      -6.275   2.670   0.000  0.00  0.00           C+0
HETATM   81  N   UNK     0      -7.608   1.900   0.000  0.00  0.00           N+0
HETATM   82  O   UNK     0      -6.275   4.210   0.000  0.00  0.00           O+0
HETATM   83  C   UNK     0      -4.696   3.758   0.000  0.00  0.00           C+0
HETATM   84  C   UNK     0       2.894   3.752   0.000  0.00  0.00           C+0
HETATM   85  C   UNK     0       4.228   4.522   0.000  0.00  0.00           C+0
HETATM   86  C   UNK     0       2.894   5.292   0.000  0.00  0.00           C+0
HETATM   87  C   UNK     0       4.228   6.062   0.000  0.00  0.00           C+0
HETATM   88  O   UNK     0       4.228   7.602   0.000  0.00  0.00           O+0
HETATM   89  N   UNK     0       5.561   5.292   0.000  0.00  0.00           N+0
HETATM   90  P   UNK     0      -5.155 -12.942   0.000  0.00  0.00           P+0
HETATM   91  O   UNK     0      -5.155 -11.402   0.000  0.00  0.00           O+0
HETATM   92  O   UNK     0      -5.924 -14.276   0.000  0.00  0.00           O+0
HETATM   93  C   UNK     0      -7.836 -11.531   0.000  0.00  0.00           C+0
HETATM   94  O   UNK     0      -6.642 -13.341   0.000  0.00  0.00           O-1
CONECT    1   27    2   40                                                  
CONECT    2    1   29   64                                                  
CONECT    3   31    4   64                                                  
CONECT    4    3    5   25                                                  
CONECT    5    4    6   78                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7   42    9                                                  
CONECT    9    8                                                            
CONECT   10   25   11   84                                                  
CONECT   11   10   12   64                                                  
CONECT   12   11   13   67                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   22                                                  
CONECT   15   14   16   64                                                  
CONECT   16   15   17   27                                                  
CONECT   17   16   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   43   21                                                  
CONECT   21   20                                                            
CONECT   22   14   17   23   24                                             
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25    4   10   26                                                  
CONECT   26   25                                                            
CONECT   27    1   28   16                                                  
CONECT   28   27                                                            
CONECT   29    2   73   31   30                                             
CONECT   30   29                                                            
CONECT   31   29    3   78   32                                             
CONECT   32   31                                                            
CONECT   33   39   34                                                       
CONECT   34   33   36   35                                                  
CONECT   35   34                                                            
CONECT   36   34   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   91   93                                                  
CONECT   39   33   40                                                       
CONECT   40    1   73   39   41                                             
CONECT   41   40                                                            
CONECT   42    8                                                            
CONECT   43   20                                                            
CONECT   44   46   51                                                       
CONECT   45   48   53                                                       
CONECT   46   44   49   48                                                  
CONECT   47   50   49                                                       
CONECT   48   45   46   50                                                  
CONECT   49   46   47   64                                                  
CONECT   50   47   48   55                                                  
CONECT   51   44   53   52                                                  
CONECT   52   51                                                            
CONECT   53   45   51   54                                                  
CONECT   54   53                                                            
CONECT   55   50   60   56                                                  
CONECT   56   55   57                                                       
CONECT   57   56   62   58                                                  
CONECT   58   57   59                                                       
CONECT   59   58                                                            
CONECT   60   55   62   61                                                  
CONECT   61   60                                                            
CONECT   62   57   60   63                                                  
CONECT   63   62   90                                                       
CONECT   64    2   11    3   15                                             
CONECT   64   65   49                                   
CONECT   65   64   66                                                       
CONECT   66   65                                                            
CONECT   67   12   84   68                                                  
CONECT   68   67   69                                                       
CONECT   69   68   70                                                       
CONECT   70   69   72   71                                                  
CONECT   71   70                                                            
CONECT   72   70                                                            
CONECT   73   29   40   74                                                  
CONECT   74   73   75                                                       
CONECT   75   74   77   76                                                  
CONECT   76   75                                                            
CONECT   77   75                                                            
CONECT   78   31    5   79   83                                             
CONECT   79   78   80                                                       
CONECT   80   79   82   81                                                  
CONECT   81   80                                                            
CONECT   82   80                                                            
CONECT   83   78                                                            
CONECT   84   10   67   85   86                                             
CONECT   85   84                                                            
CONECT   86   84   87                                                       
CONECT   87   86   89   88                                                  
CONECT   88   87                                                            
CONECT   89   87                                                            
CONECT   90   63   91   92   94                                             
CONECT   91   90   38                                                       
CONECT   92   90                                                            
CONECT   93   38                                                            
CONECT   94   90                                                            
MASTER        0    0    0    0    0    0    0    0   94    0  210    0
END

COMPND    HMDB0002308
HETATM    1  C1  UNL     1      -1.403   2.654  11.742  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.393   3.702  11.543  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.815   3.634  12.191  1.00  0.00           C  
HETATM    4  N1  UNL     1       1.843   4.268  11.727  1.00  0.00           N1+
HETATM    5  C4  UNL     1       2.832   4.385  12.517  1.00  0.00           C  
HETATM    6  C5  UNL     1       3.839   5.294  12.357  1.00  0.00           C  
HETATM    7  C6  UNL     1       4.236   5.968  11.249  1.00  0.00           C  
HETATM    8  N2  UNL     1       3.739   5.835  10.057  1.00  0.00           N1+
HETATM    9  C7  UNL     1       4.239   6.645   9.179  1.00  0.00           C  
HETATM   10  C8  UNL     1       4.027   6.556   7.776  1.00  0.00           C  
HETATM   11  C9  UNL     1       5.100   6.954   6.868  1.00  0.00           C  
HETATM   12  C10 UNL     1       2.872   6.082   7.216  1.00  0.00           C  
HETATM   13  N3  UNL     1       1.940   5.584   7.995  1.00  0.00           N  
HETATM   14  C11 UNL     1       0.586   5.750   7.600  1.00  0.00           C  
HETATM   15  C12 UNL     1       0.888   6.599   6.322  1.00  0.00           C  
HETATM   16  C13 UNL     1      -0.267   6.907   5.311  1.00  0.00           C  
HETATM   17  C14 UNL     1      -0.877   5.839   4.499  1.00  0.00           C  
HETATM   18  N4  UNL     1      -1.598   6.147   3.406  1.00  0.00           N  
HETATM   19  O1  UNL     1      -0.794   4.636   4.808  1.00  0.00           O  
HETATM   20  C15 UNL     1       2.282   5.959   5.849  1.00  0.00           C  
HETATM   21  C16 UNL     1       2.351   4.395   5.563  1.00  0.00           C  
HETATM   22  C17 UNL     1       2.886   6.693   4.572  1.00  0.00           C  
HETATM   23  C18 UNL     1       2.341   6.360   3.127  1.00  0.00           C  
HETATM   24  C19 UNL     1       2.541   4.971   2.628  1.00  0.00           C  
HETATM   25  O2  UNL     1       3.716   4.579   2.427  1.00  0.00           O  
HETATM   26  N5  UNL     1       1.477   4.117   2.447  1.00  0.00           N  
HETATM   27  C20 UNL     1       1.574   2.715   2.145  1.00  0.00           C  
HETATM   28  C21 UNL     1       0.263   1.917   2.442  1.00  0.00           C  
HETATM   29  C22 UNL     1       0.408   0.445   1.954  1.00  0.00           C  
HETATM   30  O3  UNL     1      -0.042   1.996   3.862  1.00  0.00           O  
HETATM   31  P1  UNL     1      -1.459   1.458   4.400  1.00  0.00           P  
HETATM   32  O4  UNL     1      -1.904   2.269   5.535  1.00  0.00           O  
HETATM   33  O5  UNL     1      -2.545   1.596   3.249  1.00  0.00           O1-
HETATM   34  O6  UNL     1      -1.383  -0.099   4.770  1.00  0.00           O  
HETATM   35  C23 UNL     1      -0.947  -0.610   6.062  1.00  0.00           C  
HETATM   36  C24 UNL     1      -1.704  -0.201   7.354  1.00  0.00           C  
HETATM   37  C25 UNL     1      -3.137  -0.774   7.460  1.00  0.00           C  
HETATM   38  O7  UNL     1      -3.750  -0.374   8.681  1.00  0.00           O  
HETATM   39  O8  UNL     1      -0.898  -0.686   8.434  1.00  0.00           O  
HETATM   40  C26 UNL     1       0.477  -0.689   8.017  1.00  0.00           C  
HETATM   41  C27 UNL     1       0.530  -0.463   6.475  1.00  0.00           C  
HETATM   42  O9  UNL     1       1.084   0.796   6.103  1.00  0.00           O  
HETATM   43  N6  UNL     1       1.252   0.256   8.782  1.00  0.00           N  
HETATM   44  C28 UNL     1       0.984   1.576   8.909  1.00  0.00           C  
HETATM   45  N7  UNL     1       1.959   2.245   9.548  1.00  0.00           N1+
HETATM   46  C29 UNL     1       2.822   1.281   9.914  1.00  0.00           C  
HETATM   47  C30 UNL     1       4.036   1.410  10.601  1.00  0.00           C  
HETATM   48  C31 UNL     1       4.867   0.260  10.887  1.00  0.00           C  
HETATM   49  C32 UNL     1       6.209   0.329  11.635  1.00  0.00           C  
HETATM   50  C33 UNL     1       4.391  -1.014  10.427  1.00  0.00           C  
HETATM   51  C34 UNL     1       5.154  -2.269  10.680  1.00  0.00           C  
HETATM   52  C35 UNL     1       3.168  -1.108   9.706  1.00  0.00           C  
HETATM   53  C36 UNL     1       2.401   0.045   9.455  1.00  0.00           C  
HETATM   54 CO1  UNL     1       2.231   4.406   9.675  1.00  0.00          CO3-
HETATM   55  O10 UNL     1       3.990   3.622   8.550  1.00  0.00           O  
HETATM   56  N8  UNL     1       0.192   5.161   9.824  1.00  0.00           N1+
HETATM   57  C37 UNL     1      -0.695   4.723  10.635  1.00  0.00           C  
HETATM   58  C38 UNL     1      -1.968   5.426  10.440  1.00  0.00           C  
HETATM   59  C39 UNL     1      -2.409   6.350  11.632  1.00  0.00           C  
HETATM   60  C40 UNL     1      -2.736   5.623  12.965  1.00  0.00           C  
HETATM   61  C41 UNL     1      -3.366   6.509  13.967  1.00  0.00           C  
HETATM   62  N9  UNL     1      -2.724   7.598  14.424  1.00  0.00           N  
HETATM   63  O11 UNL     1      -4.508   6.259  14.418  1.00  0.00           O  
HETATM   64  C42 UNL     1      -1.778   6.103   9.015  1.00  0.00           C  
HETATM   65  C43 UNL     1      -2.468   7.511   8.855  1.00  0.00           C  
HETATM   66  C44 UNL     1      -2.405   5.164   7.896  1.00  0.00           C  
HETATM   67  C45 UNL     1      -3.887   5.045   7.807  1.00  0.00           C  
HETATM   68  N10 UNL     1      -4.565   5.504   6.737  1.00  0.00           N  
HETATM   69  O12 UNL     1      -4.560   4.497   8.708  1.00  0.00           O  
HETATM   70  C46 UNL     1      -0.182   6.181   8.927  1.00  0.00           C  
HETATM   71  C47 UNL     1       0.430   7.519   9.485  1.00  0.00           C  
HETATM   72  C48 UNL     1       5.047   7.649   9.882  1.00  0.00           C  
HETATM   73  C49 UNL     1       4.316   9.031  10.012  1.00  0.00           C  
HETATM   74  C50 UNL     1       4.044   9.790   8.684  1.00  0.00           C  
HETATM   75  C51 UNL     1       3.687  11.210   8.905  1.00  0.00           C  
HETATM   76  N11 UNL     1       2.632  11.556   9.666  1.00  0.00           N  
HETATM   77  O13 UNL     1       4.370  12.129   8.396  1.00  0.00           O  
HETATM   78  C52 UNL     1       5.359   6.905  11.230  1.00  0.00           C  
HETATM   79  C53 UNL     1       5.464   7.839  12.488  1.00  0.00           C  
HETATM   80  C54 UNL     1       6.695   6.087  11.120  1.00  0.00           C  
HETATM   81  C55 UNL     1       2.762   3.304  13.480  1.00  0.00           C  
HETATM   82  C56 UNL     1       3.446   3.483  14.884  1.00  0.00           C  
HETATM   83  C57 UNL     1       4.983   3.208  14.918  1.00  0.00           C  
HETATM   84  C58 UNL     1       5.516   3.097  16.292  1.00  0.00           C  
HETATM   85  N12 UNL     1       5.437   4.124  17.156  1.00  0.00           N  
HETATM   86  O14 UNL     1       6.059   2.038  16.681  1.00  0.00           O  
HETATM   87  C59 UNL     1       1.230   2.909  13.423  1.00  0.00           C  
HETATM   88  C60 UNL     1       0.442   3.522  14.637  1.00  0.00           C  
HETATM   89  C61 UNL     1       1.033   1.342  13.359  1.00  0.00           C  
HETATM   90  C62 UNL     1       1.788   0.525  14.339  1.00  0.00           C  
HETATM   91  N13 UNL     1       1.196   0.025  15.440  1.00  0.00           N  
HETATM   92  O15 UNL     1       2.995   0.245  14.156  1.00  0.00           O  
HETATM   93  H1  UNL     1      -0.974   1.687  11.482  1.00  0.00           H  
HETATM   94  H2  UNL     1      -2.276   2.735  11.101  1.00  0.00           H  
HETATM   95  H3  UNL     1      -1.770   2.627  12.764  1.00  0.00           H  
HETATM   96  H4  UNL     1       4.336   5.493  13.185  1.00  0.00           H  
HETATM   97  H5  UNL     1       6.035   7.211   7.353  1.00  0.00           H  
HETATM   98  H6  UNL     1       5.349   6.120   6.209  1.00  0.00           H  
HETATM   99  H7  UNL     1       4.793   7.822   6.283  1.00  0.00           H  
HETATM  100  H8  UNL     1       0.214   4.772   7.285  1.00  0.00           H  
HETATM  101  H9  UNL     1       1.089   7.630   6.665  1.00  0.00           H  
HETATM  102  H10 UNL     1       0.095   7.673   4.622  1.00  0.00           H  
HETATM  103  H11 UNL     1      -1.080   7.390   5.853  1.00  0.00           H  
HETATM  104  H12 UNL     1      -1.695   7.071   3.127  1.00  0.00           H  
HETATM  105  H13 UNL     1      -2.022   5.443   2.893  1.00  0.00           H  
HETATM  106  H14 UNL     1       2.250   3.741   6.433  1.00  0.00           H  
HETATM  107  H15 UNL     1       3.309   4.125   5.113  1.00  0.00           H  
HETATM  108  H16 UNL     1       1.551   4.093   4.912  1.00  0.00           H  
HETATM  109  H17 UNL     1       2.792   7.774   4.719  1.00  0.00           H  
HETATM  110  H18 UNL     1       3.950   6.480   4.503  1.00  0.00           H  
HETATM  111  H19 UNL     1       1.290   6.609   3.045  1.00  0.00           H  
HETATM  112  H20 UNL     1       2.850   7.024   2.421  1.00  0.00           H  
HETATM  113  H21 UNL     1       0.584   4.481   2.560  1.00  0.00           H  
HETATM  114  H22 UNL     1       1.824   2.618   1.086  1.00  0.00           H  
HETATM  115  H23 UNL     1       2.383   2.265   2.727  1.00  0.00           H  
HETATM  116  H24 UNL     1      -0.529   2.399   1.858  1.00  0.00           H  
HETATM  117  H25 UNL     1      -0.532  -0.099   2.068  1.00  0.00           H  
HETATM  118  H26 UNL     1       1.179  -0.073   2.530  1.00  0.00           H  
HETATM  119  H27 UNL     1       0.678   0.417   0.896  1.00  0.00           H  
HETATM  120  H28 UNL     1      -1.105  -1.688   5.950  1.00  0.00           H  
HETATM  121  H29 UNL     1      -1.756   0.882   7.466  1.00  0.00           H  
HETATM  122  H30 UNL     1      -3.748  -0.412   6.630  1.00  0.00           H  
HETATM  123  H31 UNL     1      -3.107  -1.866   7.432  1.00  0.00           H  
HETATM  124  H32 UNL     1      -4.627  -0.815   8.677  1.00  0.00           H  
HETATM  125  H33 UNL     1       0.821  -1.707   8.217  1.00  0.00           H  
HETATM  126  H34 UNL     1       1.138  -1.234   5.991  1.00  0.00           H  
HETATM  127  H35 UNL     1       2.027   0.743   6.369  1.00  0.00           H  
HETATM  128  H36 UNL     1       0.162   2.042   8.524  1.00  0.00           H  
HETATM  129  H37 UNL     1       4.350   2.334  10.897  1.00  0.00           H  
HETATM  130  H38 UNL     1       7.019  -0.035  11.001  1.00  0.00           H  
HETATM  131  H39 UNL     1       6.437   1.362  11.906  1.00  0.00           H  
HETATM  132  H40 UNL     1       6.171  -0.260  12.553  1.00  0.00           H  
HETATM  133  H41 UNL     1       6.141  -2.203  10.219  1.00  0.00           H  
HETATM  134  H42 UNL     1       4.662  -3.155  10.274  1.00  0.00           H  
HETATM  135  H43 UNL     1       5.272  -2.421  11.755  1.00  0.00           H  
HETATM  136  H44 UNL     1       2.836  -2.011   9.364  1.00  0.00           H  
HETATM  137  H45 UNL     1       4.725   3.637   9.201  1.00  0.00           H  
HETATM  138  H46 UNL     1      -2.770   4.702  10.365  1.00  0.00           H  
HETATM  139  H47 UNL     1      -1.654   7.112  11.829  1.00  0.00           H  
HETATM  140  H48 UNL     1      -3.326   6.865  11.335  1.00  0.00           H  
HETATM  141  H49 UNL     1      -3.405   4.783  12.759  1.00  0.00           H  
HETATM  142  H50 UNL     1      -1.819   5.233  13.403  1.00  0.00           H  
HETATM  143  H51 UNL     1      -3.144   8.171  15.084  1.00  0.00           H  
HETATM  144  H52 UNL     1      -1.840   7.814  14.090  1.00  0.00           H  
HETATM  145  H53 UNL     1      -3.552   7.436   8.946  1.00  0.00           H  
HETATM  146  H54 UNL     1      -2.239   7.942   7.882  1.00  0.00           H  
HETATM  147  H55 UNL     1      -2.145   8.224   9.614  1.00  0.00           H  
HETATM  148  H56 UNL     1      -2.077   5.534   6.934  1.00  0.00           H  
HETATM  149  H57 UNL     1      -2.005   4.153   7.994  1.00  0.00           H  
HETATM  150  H58 UNL     1      -4.096   5.935   6.006  1.00  0.00           H  
HETATM  151  H59 UNL     1      -5.528   5.402   6.694  1.00  0.00           H  
HETATM  152  H60 UNL     1       0.027   7.767  10.463  1.00  0.00           H  
HETATM  153  H61 UNL     1       1.507   7.456   9.614  1.00  0.00           H  
HETATM  154  H62 UNL     1       0.227   8.348   8.805  1.00  0.00           H  
HETATM  155  H63 UNL     1       5.998   7.852   9.392  1.00  0.00           H  
HETATM  156  H64 UNL     1       4.947   9.687  10.616  1.00  0.00           H  
HETATM  157  H65 UNL     1       3.370   8.898  10.545  1.00  0.00           H  
HETATM  158  H66 UNL     1       4.936   9.742   8.056  1.00  0.00           H  
HETATM  159  H67 UNL     1       3.223   9.310   8.149  1.00  0.00           H  
HETATM  160  H68 UNL     1       2.423  12.493   9.809  1.00  0.00           H  
HETATM  161  H69 UNL     1       2.084  10.872  10.081  1.00  0.00           H  
HETATM  162  H70 UNL     1       5.795   7.290  13.372  1.00  0.00           H  
HETATM  163  H71 UNL     1       6.191   8.632  12.314  1.00  0.00           H  
HETATM  164  H72 UNL     1       4.500   8.293  12.725  1.00  0.00           H  
HETATM  165  H73 UNL     1       6.855   5.467  12.004  1.00  0.00           H  
HETATM  166  H74 UNL     1       7.546   6.764  11.025  1.00  0.00           H  
HETATM  167  H75 UNL     1       6.694   5.431  10.248  1.00  0.00           H  
HETATM  168  H76 UNL     1       3.318   2.500  12.998  1.00  0.00           H  
HETATM  169  H77 UNL     1       3.239   4.485  15.270  1.00  0.00           H  
HETATM  170  H78 UNL     1       2.999   2.768  15.577  1.00  0.00           H  
HETATM  171  H79 UNL     1       5.194   2.277  14.384  1.00  0.00           H  
HETATM  172  H80 UNL     1       5.529   4.002  14.411  1.00  0.00           H  
HETATM  173  H81 UNL     1       5.790   4.029  18.054  1.00  0.00           H  
HETATM  174  H82 UNL     1       5.026   4.959  16.884  1.00  0.00           H  
HETATM  175  H83 UNL     1      -0.630   3.368  14.546  1.00  0.00           H  
HETATM  176  H84 UNL     1       0.620   4.598  14.716  1.00  0.00           H  
HETATM  177  H85 UNL     1       0.737   3.059  15.577  1.00  0.00           H  
HETATM  178  H86 UNL     1      -0.020   1.102  13.507  1.00  0.00           H  
HETATM  179  H87 UNL     1       1.301   0.978  12.364  1.00  0.00           H  
HETATM  180  H88 UNL     1       0.259   0.202  15.613  1.00  0.00           H  
HETATM  181  H89 UNL     1       1.708  -0.515  16.064  1.00  0.00           H  
CONECT    1    2   93   94   95
CONECT    2    3    3   57
CONECT    3    4   87
CONECT    4    5    5   54
CONECT    5    6   81
CONECT    6    7    7   96
CONECT    7    8   78
CONECT    8    9    9   54
CONECT    9   10   72
CONECT   10   11   12   12
CONECT   11   97   98   99
CONECT   12   13   20
CONECT   13   14   54
CONECT   14   15   70  100
CONECT   15   16   20  101
CONECT   16   17  102  103
CONECT   17   18   19   19
CONECT   18  104  105
CONECT   20   21   22
CONECT   21  106  107  108
CONECT   22   23  109  110
CONECT   23   24  111  112
CONECT   24   25   25   26
CONECT   26   27  113
CONECT   27   28  114  115
CONECT   28   29   30  116
CONECT   29  117  118  119
CONECT   30   31
CONECT   31   32   32   33   34
CONECT   34   35
CONECT   35   36   41  120
CONECT   36   37   39  121
CONECT   37   38  122  123
CONECT   38  124
CONECT   39   40
CONECT   40   41   43  125
CONECT   41   42  126
CONECT   42  127
CONECT   43   44   53
CONECT   44   45   45  128
CONECT   45   46   54
CONECT   46   47   47   53
CONECT   47   48  129
CONECT   48   49   50   50
CONECT   49  130  131  132
CONECT   50   51   52
CONECT   51  133  134  135
CONECT   52   53   53  136
CONECT   54   55   56
CONECT   55  137
CONECT   56   57   57   70
CONECT   57   58
CONECT   58   59   64  138
CONECT   59   60  139  140
CONECT   60   61  141  142
CONECT   61   62   63   63
CONECT   62  143  144
CONECT   64   65   66   70
CONECT   65  145  146  147
CONECT   66   67  148  149
CONECT   67   68   69   69
CONECT   68  150  151
CONECT   70   71
CONECT   71  152  153  154
CONECT   72   73   78  155
CONECT   73   74  156  157
CONECT   74   75  158  159
CONECT   75   76   77   77
CONECT   76  160  161
CONECT   78   79   80
CONECT   79  162  163  164
CONECT   80  165  166  167
CONECT   81   82   87  168
CONECT   82   83  169  170
CONECT   83   84  171  172
CONECT   84   85   86   86
CONECT   85  173  174
CONECT   87   88   89
CONECT   88  175  176  177
CONECT   89   90  178  179
CONECT   90   91   92   92
CONECT   91  180  181
END

HMDB0002308
     RDKit          3D
Hydroxocobalamin
181192  0  0  0  0  0  0  0  0999 V2000
   -1.4028    2.6538   11.7425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3932    3.7023   11.5434 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8149    3.6336   12.1911 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8429    4.2678   11.7274 N   0  0  0  0  0  4  0  0  0  0  0  0
    2.8318    4.3851   12.5171 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8390    5.2941   12.3569 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364    5.9685   11.2491 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7393    5.8349   10.0570 N   0  0  0  0  0  4  0  0  0  0  0  0
    4.2386    6.6452    9.1790 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0267    6.5555    7.7759 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1000    6.9539    6.8678 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8722    6.0824    7.2156 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9402    5.5840    7.9947 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5860    5.7503    7.5999 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8884    6.5987    6.3219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2669    6.9068    5.3106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8774    5.8389    4.4988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5980    6.1469    3.4058 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7938    4.6359    4.8075 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2819    5.9593    5.8491 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3509    4.3946    5.5631 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8860    6.6932    4.5719 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3413    6.3599    3.1269 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5410    4.9706    2.6282 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7156    4.5786    2.4272 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4769    4.1175    2.4473 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5736    2.7148    2.1454 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2625    1.9173    2.4421 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4079    0.4451    1.9545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0421    1.9958    3.8620 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4589    1.4585    4.4000 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.9040    2.2693    5.5352 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5451    1.5964    3.2494 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.3828   -0.0986    4.7699 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9470   -0.6095    6.0616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7041   -0.2005    7.3537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1367   -0.7745    7.4599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7498   -0.3739    8.6814 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8979   -0.6863    8.4344 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4767   -0.6893    8.0165 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5302   -0.4631    6.4748 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0837    0.7961    6.1034 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2521    0.2555    8.7819 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9839    1.5758    8.9093 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9589    2.2447    9.5483 N   0  0  0  0  0  4  0  0  0  0  0  0
    2.8225    1.2814    9.9142 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0364    1.4100   10.6013 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8670    0.2597   10.8867 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2090    0.3290   11.6347 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3907   -1.0135   10.4265 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1540   -2.2687   10.6802 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1677   -1.1079    9.7062 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4005    0.0448    9.4551 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2308    4.4062    9.6755 Co  0  0  0  0  0  6  0  0  0  0  0  0
    3.9905    3.6224    8.5496 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1920    5.1609    9.8238 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.6945    4.7232   10.6347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9680    5.4265   10.4399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4085    6.3504   11.6319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7365    5.6232   12.9653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3665    6.5087   13.9673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7241    7.5980   14.4241 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5075    6.2588   14.4183 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7782    6.1025    9.0146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4680    7.5106    8.8555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4050    5.1638    7.8964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8866    5.0455    7.8072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5646    5.5044    6.7370 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5604    4.4974    8.7077 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1820    6.1811    8.9265 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4297    7.5188    9.4845 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0469    7.6493    9.8822 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3158    9.0307   10.0117 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0436    9.7904    8.6843 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6869   11.2103    8.9055 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6321   11.5563    9.6661 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3696   12.1285    8.3965 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3589    6.9048   11.2304 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4636    7.8387   12.4884 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6951    6.0873   11.1205 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7622    3.3037   13.4800 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4464    3.4834   14.8844 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9827    3.2077   14.9175 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5161    3.0966   16.2921 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4372    4.1239   17.1557 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0594    2.0377   16.6814 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2297    2.9095   13.4234 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4419    3.5222   14.6366 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0333    1.3422   13.3588 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7881    0.5249   14.3395 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1964    0.0247   15.4399 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9948    0.2452   14.1556 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9739    1.6866   11.4819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2756    2.7349   11.1006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7699    2.6267   12.7641 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3361    5.4926   13.1846 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0355    7.2112    7.3533 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3495    6.1205    6.2089 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7929    7.8224    6.2828 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2136    4.7720    7.2853 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0895    7.6295    6.6654 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0945    7.6734    4.6222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0800    7.3896    5.8534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6954    7.0710    3.1275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0215    5.4431    2.8929 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2500    3.7413    6.4334 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3094    4.1255    5.1133 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5507    4.0928    4.9122 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7918    7.7737    4.7186 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9500    6.4801    4.5028 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2903    6.6091    3.0454 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8497    7.0235    2.4214 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5836    4.4814    2.5601 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8242    2.6180    1.0858 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3828    2.2652    2.7273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5288    2.3991    1.8577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5321   -0.0988    2.0682 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1786   -0.0732    2.5305 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6782    0.4167    0.8963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1051   -1.6882    5.9500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7556    0.8816    7.4661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7478   -0.4125    6.6303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1071   -1.8662    7.4316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6266   -0.8150    8.6772 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8207   -1.7070    8.2168 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1383   -1.2342    5.9911 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0266    0.7431    6.3693 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1615    2.0425    8.5235 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3501    2.3341   10.8970 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0190   -0.0352   11.0009 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4369    1.3619   11.9062 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1709   -0.2598   12.5527 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1407   -2.2025   10.2191 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6615   -3.1549   10.2740 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2716   -2.4211   11.7550 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8361   -2.0112    9.3643 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7252    3.6369    9.2009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7703    4.7018   10.3647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6540    7.1118   11.8291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3256    6.8652   11.3347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4045    4.7828   12.7588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8192    5.2330   13.4029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1443    8.1710   15.0844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8397    7.8145   14.0899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5522    7.4360    8.9457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2391    7.9425    7.8818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1446    8.2237    9.6140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0772    5.5336    6.9345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0049    4.1527    7.9942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0957    5.9349    6.0056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5277    5.4015    6.6942 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0266    7.7667   10.4628 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5068    7.4560    9.6136 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2272    8.3482    8.8054 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9979    7.8522    9.3923 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9471    9.6865   10.6155 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3698    8.8977   10.5452 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9361    9.7425    8.0556 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2231    9.3103    8.1492 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4230   12.4933    9.8085 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0839   10.8719   10.0808 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7950    7.2904   13.3716 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1911    8.6320   12.3143 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4999    8.2926   12.7250 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8552    5.4667   12.0041 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5459    6.7641   11.0249 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6944    5.4305   10.2476 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3179    2.5004   12.9976 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2391    4.4851   15.2701 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9990    2.7685   15.5766 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1942    2.2771   14.3837 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5286    4.0020   14.4107 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7902    4.0292   18.0542 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0263    4.9592   16.8836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6304    3.3682   14.5463 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6196    4.5981   14.7165 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7374    3.0587   15.5769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0200    1.1022   13.5068 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3013    0.9780   12.3644 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2586    0.2022   15.6128 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7078   -0.5148   16.0640 H   0  0  0  0  0  0  0  0  0  0  0  0
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 91181  1  0
M  CHG  6   4   1   8   1  33  -1  45   1  54  -3  56   1
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Hydroxycobalamin	ChEBI
OH-CBL	ChEBI
Vitamin b-12b	ChEBI
Hydroxomin	HMDB
Hydroxo-cobalamin	HMDB
a-(5,6-Dimethylbenzimidazolyl)hydroxocobamide	HMDB
alpha Cobione	HMDB
alpha-(5,6-Dimethylbenzimidazolyl)hydroxocobamide	HMDB
Axlon	HMDB
Ciplamin H	HMDB
Cobalex	HMDB
Cobalin H	HMDB
Cobinamide hydroxide phosphate 3'-ester with 5,6-dimethyl-1-a-D-ribofuranosylbenzimidazole inner salt	HMDB
Cobinamide hydroxide phosphate 3'-ester with 5,6-dimethyl-1-alpha-delta-ribofuranosylbenzimidazole inner salt	HMDB
Codroxomin	HMDB
Docclan	HMDB
Docelan	HMDB
Docevita	HMDB
Droxomin	HMDB
Ducobee hy	HMDB
Duradoce	HMDB
Duralta-12	HMDB
Hydrocobalamin	HMDB
Hydrogrisevit	HMDB
Hydrovit	HMDB
Hydroxocobalamine	HMDB
Hydroxocobalamin	HMDB

Chemical Formula

C₆₂H₈₉CoN₁₃O₁₅P

Average Molecular Weight

1346.3551

Monoisotopic Molecular Weight

1345.567070949

IUPAC Name

(10S,12R,13S,17R,23R,24R,25R,30S,35S,36S,40S,41S,42R,46R)-30,35,40-tris(2-carbamoylethyl)-24,36,41-tris(carbamoylmethyl)-1,46-dihydroxy-12-(hydroxymethyl)-5,6,17,23,28,31,31,36,38,41,42-undecamethyl-15,20-dioxo-11,14,16-trioxa-2lambda5,9,19,26,43lambda5,44lambda5,45lambda5-heptaaza-15lambda5-phospha-1-cobaltadodecacyclo[27.14.1.1^{1,34}.1^{2,9}.1^{10,13}.0^{1,26}.0^{3,8}.0^{23,27}.0^{25,42}.0^{32,44}.0^{39,43}.0^{37,45}]heptatetraconta-2(47),3,5,7,27,29(44),32,34(45),37,39(43)-decaene-2,43,44,45-tetrakis(ylium)-1,1,1-triuid-15-olate

Traditional Name

CAS Registry Number

13422-51-0

SMILES

[N+]1=2[Co-3]345([N+]6=C7[C@H]([C@@](CC(=O)N)(C)[C@@]6([C@@]6(N3C(=C(C)C3=[N+]4C(C(C)(C)[C@@H]3CCC(=O)N)=CC3=[N+]5C(=C7C)[C@@](CC(=O)N)([C@@H]3CCC(=O)N)C)[C@@](C)([C@H]6CC(=O)N)CCC(NC[C@@H](C)OP(=O)(O[C@@H]3[C@H](O[C@H](N(C4=CC(=C(C=C14)C)C)C=2)[C@@H]3O)CO)[O-])=O)[H])C)CCC(=O)N)O[H]

InChI Identifier

InChI=1S/C62H90N13O14P.Co.H2O/c1-29-20-39-40(21-30(29)2)75(28-70-39)57-52(84)53(41(27-76)87-57)89-90(85,86)88-31(3)26-69-49(83)18-19-59(8)37(22-46(66)80)56-62(11)61(10,25-48(68)82)36(14-17-45(65)79)51(74-62)33(5)55-60(9,24-47(67)81)34(12-15-43(63)77)38(71-55)23-42-58(6,7)35(13-16-44(64)78)50(72-42)32(4)54(59)73-56;;/h20-21,23,28,31,34-37,41,52-53,56-57,76,84H,12-19,22,24-27H2,1-11H3,(H15,63,64,65,66,67,68,69,71,72,73,74,77,78,79,80,81,82,83,85,86);;1H2/q;+3;/p-3/t31-,34-,35-,36-,37+,41-,52-,53-,56-,57+,59-,60+,61+,62+;;/m1../s1

InChI Key

YOZNUFWCRFCGIH-WZHZPDAFSA-K

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cobalamin derivatives. These are organic compounds containing a corrin ring, a cobalt atom, an a nucleotide moiety. Cobalamin Derivatives are actually derived from vitamin B12.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Tetrapyrroles and derivatives

Sub Class

Corrinoids

Direct Parent

Cobalamin derivatives

Alternative Parents

Substituents

Cobalamin
Metallotetrapyrrole skeleton
1-ribofuranosylbenzimidazole
Pentose phosphate
Glycosyl compound
N-glycosyl compound
Pentose monosaccharide
Monosaccharide phosphate
Benzimidazole
Phosphoethanolamine
Dialkyl phosphate
Fatty acyl
N-substituted imidazole
Organic phosphoric acid derivative
Benzenoid
Fatty amide
Alkyl phosphate
Phosphoric acid ester
Monosaccharide
Imidazole
Heteroaromatic compound
Pyrrolidine
Tetrahydrofuran
Azole
Pyrroline
Carboxamide group
Ketimine
Secondary carboxylic acid amide
Secondary alcohol
Primary carboxylic acid amide
Propargyl-type 1,3-dipolar organic compound
Carboxylic acid derivative
Oxacycle
Organic 1,3-dipolar compound
Azacycle
Organic metal salt
Organic transition metal salt
Carbonyl group
Organic cobalt salt
Imine
Organic salt
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organooxygen compound
Alcohol
Organic zwitterion
Organic nitrogen compound
Organic oxygen compound
Primary alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

cobalamins (CHEBI:27786 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)
Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)

Equine

Horse (FooDB: FOOD00378)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-14	ChemAxon
pKa (Strongest Acidic)	1.82	ChemAxon
pKa (Strongest Basic)	-0.55	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	437.23 Å²	ChemAxon
Rotatable Bond Count	16	ChemAxon
Refractivity	340.03 m³·mol⁻¹	ChemAxon
Polarizability	135.56 Å³	ChemAxon
Number of Rings	12	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hydroxocobalamin Quattro_QQQ 10V, Positive-QTOF (Annotated)	splash10-000i-2120000009-a1a6c934c09c0655b549	2019-05-16	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hydroxocobalamin Quattro_QQQ 25V, Positive-QTOF (Annotated)	splash10-0f79-4240000029-c4f23872a45ca99d454c	2019-05-16	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hydroxocobalamin Quattro_QQQ 40V, Positive-QTOF (Annotated)	splash10-0f79-5240000139-aa3cc38ae6fc78c5c9d7	2019-05-16	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxocobalamin 10V, Positive-QTOF	splash10-0002-1404000009-d95c227e0c2a01a825ad	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxocobalamin 20V, Positive-QTOF	splash10-0002-2902000005-61bd391f47e0b9c2ba4b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxocobalamin 40V, Positive-QTOF	splash10-0002-3930000015-9f00c742a0c9e52997c4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxocobalamin 10V, Negative-QTOF	splash10-000e-2509000000-5c630ca334aea70d2a2d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxocobalamin 20V, Negative-QTOF	splash10-0002-1900000000-be3cf15d7ba2b2a92d24	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxocobalamin 40V, Negative-QTOF	splash10-0002-1900000000-545dabccb8cd6ce30e09	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxocobalamin 10V, Positive-QTOF	splash10-01ta-0019000000-46cfd5a0cb69ba348e42	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxocobalamin 20V, Positive-QTOF	splash10-002b-0059000000-376196659960214456ef	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxocobalamin 40V, Positive-QTOF	splash10-02vi-1091000000-dbf9f840b7585cf446f5	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxocobalamin 10V, Negative-QTOF	splash10-0006-0009000000-c6a17bec0ebfa0bd6c14	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxocobalamin 20V, Negative-QTOF	splash10-0006-0098000000-e7699891d549a172871c	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxocobalamin 40V, Negative-QTOF	splash10-0006-0094000000-d1ca36a1a12f6b9d6c83	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CD₃OD, experimental)	2019-05-16	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00200

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB003166

KNApSAcK ID

Not Available

Chemspider ID

28534326

KEGG Compound ID

C08230

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Hydroxocobalamin

METLIN ID

6607

PubChem Compound

15589840

PDB ID

Not Available

ChEBI ID

27786

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Seetharam B, Yammani RR: Cobalamin transport proteins and their cell-surface receptors. Expert Rev Mol Med. 2003 Jun 13;5(18):1-18. [PubMed:14585166 ]
Weinberg JB, Sauls DL, Misukonis MA, Shugars DC: Inhibition of productive human immunodeficiency virus-1 infection by cobalamins. Blood. 1995 Aug 15;86(4):1281-7. [PubMed:7632933 ]
van Kapel J, Spijkers LJ, Lindemans J, Abels J: Improved distribution analysis of cobalamins and cobalamin analogues in human plasma in which the use of thiol-blocking agents is a prerequisite. Clin Chim Acta. 1983 Jul 15;131(3):211-24. [PubMed:6883715 ]
el Kholty S, Gueant JL, Bressler L, Djalali M, Boissel P, Gerard P, Nicolas JP: Portal and biliary phases of enterohepatic circulation of corrinoids in humans. Gastroenterology. 1991 Nov;101(5):1399-408. [PubMed:1936810 ]
Van den Berg MP, Merkus P, Romeijn SG, Verhoef JC, Merkus FW: Hydroxocobalamin uptake into the cerebrospinal fluid after nasal and intravenous delivery in rats and humans. J Drug Target. 2003 Jul;11(6):325-31. [PubMed:14668053 ]
Fahmy NR: Consumption of vitamin B12 during sodium nitroprusside administration in humans. Anesthesiology. 1981 Apr;54(4):305-9. [PubMed:7212330 ]
Begley JA, Colligan PD, Chu RC: Transcobalamin II mediated delivery of albumin-bound hydroxocobalamin to human liver cells. Proc Soc Exp Biol Med. 1993 Nov;204(2):206-10. [PubMed:8415778 ]
Andersson HC, Shapira E: Biochemical and clinical response to hydroxocobalamin versus cyanocobalamin treatment in patients with methylmalonic acidemia and homocystinuria (cblC). J Pediatr. 1998 Jan;132(1):121-4. [PubMed:9470012 ]

Enzymes

Enzyme Details

1. Methionine synthase

General function:: Involved in cobalamin binding
Specific function:: Catalyzes the transfer of a methyl group from methyl-cobalamin to homocysteine, yielding enzyme-bound cob(I)alamin and methionine. Subsequently, remethylates the cofactor using methyltetrahydrofolate (By similarity).
Gene Name:: MTR
Uniprot ID:: Q99707
Molecular weight:: 140525.91

References

Kolhouse JF, Utley C, Stabler SP, Allen RH: Mechanism of conversion of human apo- to holomethionine synthase by various forms of cobalamin. J Biol Chem. 1991 Dec 5;266(34):23010-5. [PubMed:1744096 ]
Ogier de Baulny H, Gerard M, Saudubray JM, Zittoun J: Remethylation defects: guidelines for clinical diagnosis and treatment. Eur J Pediatr. 1998 Apr;157 Suppl 2:S77-83. [PubMed:9587031 ]
Tkachuck RD, Weinstein PP, Mueller JF: Metabolic fate of cyanocobalamin taken up by Spirometra mansonoides spargana. J Parasitol. 1977 Aug;63(4):694-700. [PubMed:18565 ]
Quadros EV, Jacobsen DW: The dynamics of cobalamin utilization in L-1210 mouse leukemia cells: a model of cellular cobalamin metabolism. Biochim Biophys Acta. 1995 Jun 9;1244(2-3):395-403. [PubMed:7599160 ]
Rosenblatt DS, Thomas IT, Watkins D, Cooper BA, Erbe RW: Vitamin B12 responsive homocystinuria and megaloblastic anemia: heterogeneity in methylcobalamin deficiency. Am J Med Genet. 1987 Feb;26(2):377-83. [PubMed:3812589 ]

Enzyme Details

2. Methylmalonyl-CoA mutase, mitochondrial

General function:: Involved in isomerase activity
Specific function:: Involved in the degradation of several amino acids, odd-chain fatty acids and cholesterol via propionyl-CoA to the tricarboxylic acid cycle. MCM has different functions in other species.
Gene Name:: MUT
Uniprot ID:: P22033
Molecular weight:: 83133.755

References

Willard HF, Rosenberg LE: Inborn errors of cobalamin metabolism: effect of cobalamin supplementation in culture on methylmalonyl CoA mutase activity in normal and mutant human fibroblasts. Biochem Genet. 1979 Feb;17(1-2):57-75. [PubMed:36882 ]
Dayem LC, Carney JR, Santi DV, Pfeifer BA, Khosla C, Kealey JT: Metabolic engineering of a methylmalonyl-CoA mutase-epimerase pathway for complex polyketide biosynthesis in Escherichia coli. Biochemistry. 2002 Apr 23;41(16):5193-201. [PubMed:11955068 ]
Mayatepek E, Hoffmann GF, Baumgartner R, Schulze A, Jakobs C, Trefz FK, Bremer HJ: Atypical vitamin B12-unresponsive methylmalonic aciduria in sibship with severe progressive encephalomyelopathy: a new genetic disease? Eur J Pediatr. 1996 May;155(5):398-403. [PubMed:8741039 ]
Tkachuck RD, Weinstein PP, Mueller JF: Metabolic fate of cyanocobalamin taken up by Spirometra mansonoides spargana. J Parasitol. 1977 Aug;63(4):694-700. [PubMed:18565 ]
Quadros EV, Jacobsen DW: The dynamics of cobalamin utilization in L-1210 mouse leukemia cells: a model of cellular cobalamin metabolism. Biochim Biophys Acta. 1995 Jun 9;1244(2-3):395-403. [PubMed:7599160 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]

Enzyme Details

3. Methionine synthase reductase

General function:: Involved in oxidoreductase activity
Specific function:: Involved in the reductive regeneration of cob(I)alamin cofactor required for the maintenance of methionine synthase in a functional state.
Gene Name:: MTRR
Uniprot ID:: Q9UBK8
Molecular weight:: 77672.995

References

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]

Enzyme Details

4. Cob(I)yrinic acid a,c-diamide adenosyltransferase, mitochondrial

General function:: Involved in ATP binding
Specific function:: Not Available
Gene Name:: MMAB
Uniprot ID:: Q96EY8
Molecular weight:: 27387.975

References

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]

Enzyme Details

5. Methylmalonic aciduria type A protein, mitochondrial

General function:: Involved in nucleotide binding
Specific function:: Probable GTPase. May function as chaperone. May be involved in the transport of cobalamin (Cbl) into mitochondria for the final steps of adenosylcobalamin (AdoCbl) synthesis
Gene Name:: MMAA
Uniprot ID:: Q8IVH4
Molecular weight:: 46537.9

References

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
Manoli I, Sloan JL, Venditti CP: Isolated Methylmalonic Acidemia. 1993. [PubMed:20301409 ]

Enzyme Details

6. Methylmalonic aciduria and homocystinuria type C protein

General function:: Involved in cobalamin binding
Specific function:: May be involved in the binding and intracellular trafficking of cobalamin (vitamin B12)
Gene Name:: MMACHC
Uniprot ID:: Q9Y4U1
Molecular weight:: 31728.1

References

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
Lerner-Ellis JP, Tirone JC, Pawelek PD, Dore C, Atkinson JL, Watkins D, Morel CF, Fujiwara TM, Moras E, Hosack AR, Dunbar GV, Antonicka H, Forgetta V, Dobson CM, Leclerc D, Gravel RA, Shoubridge EA, Coulton JW, Lepage P, Rommens JM, Morgan K, Rosenblatt DS: Identification of the gene responsible for methylmalonic aciduria and homocystinuria, cblC type. Nat Genet. 2006 Jan;38(1):93-100. Epub 2005 Nov 27. [PubMed:16311595 ]

Transporters

Enzyme Details

1. Transcobalamin-1

General function:: Involved in cobalamin binding
Specific function:: Vitamin B12-binding protein. Transports cobalamin into cells
Gene Name:: TCN1
Uniprot ID:: P20061
Molecular weight:: 48206.3

References

MacDonald CM, Farquharson J, Bessent RG, Adams JF: The forms of vitamin B12 on the transcobalamins. Clin Sci Mol Med. 1977 Feb;52(2):215-8. [PubMed:844253 ]
Rothenberg SP, Marcoullis GP, Schwarz S, Lader E: Measurement of cyanocobalamin in serum by a specific radioimmunoassay. J Lab Clin Med. 1984 Jun;103(6):959-72. [PubMed:6726060 ]

Enzyme Details

2. Cubilin

General function:: Involved in calcium ion binding
Specific function:: Cotransporter which plays a role in lipoprotein, vitamin and iron metabolism, by facilitating their uptake. Binds to ALB, MB, Kappa and lambda-light chains, TF, hemoglobin, GC, SCGB1A1, APOA1, high density lipoprotein, and the GIF-cobalamin complex. The binding of all ligands required calcium. Serves as important transporter in several absorptive epithelia, including intestine, renal proximal tubules and embryonic yolk sac. Interaction with LRP2 mediates its trafficking throughout vesicles and facilitates the uptake of specific ligands like GC, hemoglobin, ALB, TF and SCGB1A1. Interaction with AMN controls its trafficking to the plasma membrane and facilitates endocytosis of ligands. May play an important role in the development of the peri-implantation embryo through internalization of APOA1 and cholesterol. Binds to LGALS3 at the maternal-fetal interface
Gene Name:: CUBN
Uniprot ID:: O60494
Molecular weight:: 398672.8

References

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
Seetharam B, Yammani RR: Cobalamin transport proteins and their cell-surface receptors. Expert Rev Mol Med. 2003 Jun 13;5(18):1-18. [PubMed:14585166 ]

Enzyme Details

3. Protein amnionless

General function:: Involved in multicellular organismal development
Specific function:: Necessary for efficient absorption of vitamin B12. May direct the production of trunk mesoderm during development by modulating a bone morphogenetic protein (BMP) signaling pathway in the underlying visceral endoderm
Gene Name:: AMN
Uniprot ID:: Q9BXJ7
Molecular weight:: 47753.9

References

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
Seetharam B, Yammani RR: Cobalamin transport proteins and their cell-surface receptors. Expert Rev Mol Med. 2003 Jun 13;5(18):1-18. [PubMed:14585166 ]

Showing metabocard for Hydroxocobalamin (HMDB0002308)

MOL for HMDB0002308 (Hydroxocobalamin)

3D MOL for HMDB0002308 (Hydroxocobalamin)

3D SDF for HMDB0002308 (Hydroxocobalamin)

3D-SDF for HMDB0002308 (Hydroxocobalamin)

PDB for HMDB0002308 (Hydroxocobalamin)

3D PDB for HMDB0002308 (Hydroxocobalamin)

SMILES for HMDB0002308 (Hydroxocobalamin)

INCHI for HMDB0002308 (Hydroxocobalamin)

Structure for HMDB0002308 (Hydroxocobalamin)

3D Structure for HMDB0002308 (Hydroxocobalamin)

Predicted Kovats Retention Indices

MS/MS Spectra

NMR Spectra

Enzymes

References

References

References

References

References

References

Transporters

References

References

References