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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (17) Show 17 proteins XML

Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2022-03-07 02:49:06 UTC

HMDB ID

HMDB0000876

Secondary Accession Numbers

HMDB0014315
HMDB00876
HMDB14315

Metabolite Identification

Common Name

Vitamin D3

Description

Vitamin D3, also called cholecalciferol, is one of the forms of vitamin D. Vitamin D3 is a steroid hormone that has long been known for its important role in regulating body levels of calcium and phosphorus, in mineralization of bone, and for the assimilation of Vitamin A. It is structurally similar to steroids such as testosterone, cholesterol, and cortisol (although vitamin D3, itself, is a secosteroid). Vitamin D3 is a derivative of 7-dehydroxycholesterol formed by ultraviolet rays breaking the C9-C10 bond. It differs from ergocalciferol in having a single bond between C22 and C23 and lacking a methyl group at C24. Vitamin D3 can also come from dietary sources, such as beef liver, cheese, egg yolks, and fatty fish (PubChem). The first step involved in the activation of vitamin D3 is a 25-hydroxylation catalyzed by 25-hydroxylase in the liver and then by other enzymes. The mitochondrial sterol 27-hydroxylase catalyzes the first reaction in the oxidation of the side chain of sterol intermediates. The active form of vitamin D3 (calcitriol) binds to intracellular receptors that then function as transcription factors to modulate gene expression. Like the receptors for other steroid hormones and thyroid hormones, the vitamin D receptor has hormone-binding and DNA-binding domains. The vitamin D receptor forms a complex with another intracellular receptor, the retinoid-X receptor, and that heterodimer is what binds to DNA. In most cases studied, the effect is to activate transcription, but situations are also known in which vitamin D suppresses transcription. Calcitriol increases the serum calcium concentrations by (1) increasing GI absorption of phosphorus and calcium, (2) increasing osteoclastic resorption, and (3) increasing distal renal tubular reabsorption of calcium. Calcitriol appears to promote intestinal absorption of calcium through binding to the vitamin D receptor in the mucosal cytoplasm of the intestine. Subsequently, calcium is absorbed through the formation of a calcium-binding protein.

Structure

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

Vitamin D3.mol
  Mrv1652305271900322D          

 30 32  0  0  0  0            999 V2000
   -2.7522   -3.8021    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4666   -4.2146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0377   -4.2146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3232   -3.8021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7522   -2.9771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0377   -2.5646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0377   -1.7396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3232   -1.3271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3232   -0.5021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6088   -0.0896    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1759   -0.3446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6608    0.3229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1759    0.9903    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4308    1.7749    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2456    1.9040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5411    2.6742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3561    2.8033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6518    3.5735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4666    3.7025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1326    4.2146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0884    2.4161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6088    0.7354    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5225    1.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3232    1.1478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0377    0.7354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0377   -0.0896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3232   -2.9771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6088   -2.5646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9828    1.1618    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6088   -0.9146    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  6  0  0  0
  1  3  1  0  0  0  0
  3  4  1  0  0  0  0
  1  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 13 12  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 14 21  1  6  0  0  0
 13 22  1  0  0  0  0
 10 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
  9 26  1  0  0  0  0
  4 27  1  0  0  0  0
  6 27  1  0  0  0  0
 27 28  2  0  0  0  0
 13 29  1  6  0  0  0
 10 30  1  6  0  0  0
M  END

HMDB0000876
     RDKit          3D
Vitamin D3
 72 74  0  0  0  0  0  0  0  0999 V2000
   -4.4964    2.0982   -0.7396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4231    1.3547   -0.1782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5035    1.9245    0.6995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4871    0.7830    0.9293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8240    0.0340   -0.3344 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.8903   -0.7958   -0.0686 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6556   -0.8241   -0.8144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3935   -0.0993   -0.4248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2408   -0.7003   -0.2494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0161   -0.0416    0.1798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8738   -0.7261    0.2779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9359   -2.1551   -0.0714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5905   -2.8096   -0.1739 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5119   -2.0788    0.5354 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5481   -0.6802    0.0258 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3291   -0.5400   -1.4442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6773   -0.0380    0.7112 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5227    1.3777    0.3839 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9862    1.5928    0.5046 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6003    0.1967    0.5419 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8666    0.2948   -0.3005 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5322   -0.9896   -0.4865 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7109    1.3008    0.4047 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9963    1.7324   -0.0812 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2170    0.9890   -0.2982 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9399    0.2995    0.7893 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2165   -0.7886    1.5033 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1844   -0.3745    0.1530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5103    3.1628   -0.5581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7550    1.7141   -1.3946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0424    2.7447    0.2217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0861    2.1765    1.7014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4548    1.1687    1.3349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1117    0.0493    1.6642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0655    0.7661   -1.1179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6354   -1.5800    0.4550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6669   -1.8334   -0.3663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6921   -0.9346   -1.9164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2259   -1.7929   -0.4477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0199    0.9811    0.4857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4073   -2.3100   -1.0915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5582   -2.7671    0.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2521   -2.9298   -1.2394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6156   -3.8420    0.2344 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2331   -2.0785    1.6312 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4276   -2.6505    0.4594 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6119    0.5061   -1.7340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7673   -0.5964   -1.7167 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -1.2835   -2.0680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4582   -0.1716    1.8121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9785    2.0711    1.1513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9313    1.7098   -0.5788 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2585    2.2041    1.3698 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2736    2.1152   -0.4538 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8772   -0.0377    1.5690 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5895    0.7234   -1.2913 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6361   -1.5311    0.5039 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9795   -1.7302   -1.1152 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5247   -0.9444   -0.9250 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6853    1.0873    1.5336 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0680    2.2966    0.4408 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7874    2.3484   -1.0466 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3280    2.6398    0.6000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2818    0.3342   -1.2095 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9804    1.8275   -0.6735 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3606    1.0263    1.5494 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8507   -1.2522    2.3102 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2651   -0.4599    1.9011 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0015   -1.6660    0.8164 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6890   -1.0234    0.8681 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8285    0.4240   -0.2679 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7622   -0.9983   -0.6723 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  6
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
  8  2  1  0
 17 11  1  0
 20 15  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  6
  6 36  1  0
  7 37  1  0
  7 38  1  0
  9 39  1  0
 10 40  1  0
 12 41  1  0
 12 42  1  0
 13 43  1  0
 13 44  1  0
 14 45  1  0
 14 46  1  0
 16 47  1  0
 16 48  1  0
 16 49  1  0
 17 50  1  1
 18 51  1  0
 18 52  1  0
 19 53  1  0
 19 54  1  0
 20 55  1  1
 21 56  1  6
 22 57  1  0
 22 58  1  0
 22 59  1  0
 23 60  1  0
 23 61  1  0
 24 62  1  0
 24 63  1  0
 25 64  1  0
 25 65  1  0
 26 66  1  0
 27 67  1  0
 27 68  1  0
 27 69  1  0
 28 70  1  0
 28 71  1  0
 28 72  1  0
M  END

Vitamin D3.mol
  Mrv1652305271900322D          

 30 32  0  0  0  0            999 V2000
   -2.7522   -3.8021    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4666   -4.2146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0377   -4.2146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3232   -3.8021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7522   -2.9771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0377   -2.5646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0377   -1.7396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3232   -1.3271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3232   -0.5021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6088   -0.0896    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1759   -0.3446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6608    0.3229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1759    0.9903    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4308    1.7749    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2456    1.9040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5411    2.6742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3561    2.8033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6518    3.5735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4666    3.7025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1326    4.2146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0884    2.4161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6088    0.7354    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5225    1.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3232    1.1478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0377    0.7354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0377   -0.0896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3232   -2.9771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6088   -2.5646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9828    1.1618    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6088   -0.9146    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  6  0  0  0
  1  3  1  0  0  0  0
  3  4  1  0  0  0  0
  1  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 13 12  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 14 21  1  6  0  0  0
 13 22  1  0  0  0  0
 10 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
  9 26  1  0  0  0  0
  4 27  1  0  0  0  0
  6 27  1  0  0  0  0
 27 28  2  0  0  0  0
 13 29  1  6  0  0  0
 10 30  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0000876

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]1(CC[C@@]2([H])\C(CCC[C@]12C)=C\C=C1\C[C@@H](O)CCC1=C)[C@H](C)CCCC(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C27H44O/c1-19(2)8-6-9-21(4)25-15-16-26-22(10-7-17-27(25,26)5)12-13-23-18-24(28)14-11-20(23)3/h12-13,19,21,24-26,28H,3,6-11,14-18H2,1-2,4-5H3/b22-12+,23-13-/t21-,24+,25-,26+,27-/m1/s1

> <INCHI_KEY>
QYSXJUFSXHHAJI-YRZJJWOYSA-N

> <FORMULA>
C27H44O

> <MOLECULAR_WEIGHT>
384.6377

> <EXACT_MASS>
384.33921603

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
72

> <JCHEM_AVERAGE_POLARIZABILITY>
49.63029019999946

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,3Z)-3-{2-[(1R,3aS,4E,7aR)-7a-methyl-1-[(2R)-6-methylheptan-2-yl]-octahydro-1H-inden-4-ylidene]ethylidene}-4-methylidenecyclohexan-1-ol

> <ALOGPS_LOGP>
7.98

> <JCHEM_LOGP>
7.125460754666667

> <ALOGPS_LOGS>
-6.01

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.384341369959035

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3184890847799178

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
123.22449999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.80e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
vitamin D3

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0000876
     RDKit          3D
Vitamin D3
 72 74  0  0  0  0  0  0  0  0999 V2000
   -4.4964    2.0982   -0.7396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4231    1.3547   -0.1782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5035    1.9245    0.6995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4871    0.7830    0.9293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8240    0.0340   -0.3344 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.8903   -0.7958   -0.0686 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6556   -0.8241   -0.8144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3935   -0.0993   -0.4248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2408   -0.7003   -0.2494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0161   -0.0416    0.1798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8738   -0.7261    0.2779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9359   -2.1551   -0.0714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5905   -2.8096   -0.1739 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5119   -2.0788    0.5354 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5481   -0.6802    0.0258 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3291   -0.5400   -1.4442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6773   -0.0380    0.7112 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5227    1.3777    0.3839 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9862    1.5928    0.5046 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6003    0.1967    0.5419 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8666    0.2948   -0.3005 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5322   -0.9896   -0.4865 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7109    1.3008    0.4047 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9963    1.7324   -0.0812 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2170    0.9890   -0.2982 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9399    0.2995    0.7893 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2165   -0.7886    1.5033 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1844   -0.3745    0.1530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5103    3.1628   -0.5581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7550    1.7141   -1.3946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0424    2.7447    0.2217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0861    2.1765    1.7014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4548    1.1687    1.3349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1117    0.0493    1.6642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0655    0.7661   -1.1179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6354   -1.5800    0.4550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6669   -1.8334   -0.3663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6921   -0.9346   -1.9164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2259   -1.7929   -0.4477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0199    0.9811    0.4857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4073   -2.3100   -1.0915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5582   -2.7671    0.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2521   -2.9298   -1.2394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6156   -3.8420    0.2344 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2331   -2.0785    1.6312 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4276   -2.6505    0.4594 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6119    0.5061   -1.7340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7673   -0.5964   -1.7167 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -1.2835   -2.0680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4582   -0.1716    1.8121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9785    2.0711    1.1513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9313    1.7098   -0.5788 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2585    2.2041    1.3698 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2736    2.1152   -0.4538 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8772   -0.0377    1.5690 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5895    0.7234   -1.2913 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6361   -1.5311    0.5039 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9795   -1.7302   -1.1152 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5247   -0.9444   -0.9250 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6853    1.0873    1.5336 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0680    2.2966    0.4408 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7874    2.3484   -1.0466 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3280    2.6398    0.6000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2818    0.3342   -1.2095 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9804    1.8275   -0.6735 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3606    1.0263    1.5494 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8507   -1.2522    2.3102 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2651   -0.4599    1.9011 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0015   -1.6660    0.8164 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6890   -1.0234    0.8681 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8285    0.4240   -0.2679 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7622   -0.9983   -0.6723 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  6
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
  8  2  1  0
 17 11  1  0
 20 15  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  6
  6 36  1  0
  7 37  1  0
  7 38  1  0
  9 39  1  0
 10 40  1  0
 12 41  1  0
 12 42  1  0
 13 43  1  0
 13 44  1  0
 14 45  1  0
 14 46  1  0
 16 47  1  0
 16 48  1  0
 16 49  1  0
 17 50  1  1
 18 51  1  0
 18 52  1  0
 19 53  1  0
 19 54  1  0
 20 55  1  1
 21 56  1  6
 22 57  1  0
 22 58  1  0
 22 59  1  0
 23 60  1  0
 23 61  1  0
 24 62  1  0
 24 63  1  0
 25 64  1  0
 25 65  1  0
 26 66  1  0
 27 67  1  0
 27 68  1  0
 27 69  1  0
 28 70  1  0
 28 71  1  0
 28 72  1  0
M  END

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Vitamin D3.mol                                    
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0      -5.137  -7.097   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -6.471  -7.867   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -3.804  -7.867   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.470  -7.097   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.137  -5.557   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.804  -4.787   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.804  -3.247   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.470  -2.477   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.470  -0.937   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.136  -0.167   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.328  -0.643   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.233   0.603   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.328   1.849   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.804   3.313   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.325   3.554   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.877   4.992   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.398   5.233   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.950   6.671   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.471   6.911   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.981   7.867   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.165   4.510   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.136   1.373   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.975   2.904   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.470   2.143   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -3.804   1.373   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -3.804  -0.167   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -2.470  -5.557   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -1.136  -4.787   0.000  0.00  0.00           C+0
HETATM   29  H   UNK     0       1.835   2.169   0.000  0.00  0.00           H+0
HETATM   30  H   UNK     0      -1.136  -1.707   0.000  0.00  0.00           H+0
CONECT    1    2    3    5                                                  
CONECT    2    1                                                            
CONECT    3    1    4                                                       
CONECT    4    3   27                                                       
CONECT    5    1    6                                                       
CONECT    6    5    7   27                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   26                                                  
CONECT   10    9   11   22   30                                             
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   22   29                                             
CONECT   14   13   15   21                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   14                                                            
CONECT   22   13   10   23   24                                             
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25    9                                                       
CONECT   27    4    6   28                                                  
CONECT   28   27                                                            
CONECT   29   13                                                            
CONECT   30   10                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

COMPND    HMDB0000876
HETATM    1  C1  UNL     1      -4.496   2.098  -0.740  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.423   1.355  -0.178  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.503   1.924   0.699  1.00  0.00           C  
HETATM    4  C4  UNL     1      -7.487   0.783   0.929  1.00  0.00           C  
HETATM    5  C5  UNL     1      -7.824   0.034  -0.334  1.00  0.00           C  
HETATM    6  O1  UNL     1      -8.890  -0.796  -0.069  1.00  0.00           O  
HETATM    7  C6  UNL     1      -6.656  -0.824  -0.814  1.00  0.00           C  
HETATM    8  C7  UNL     1      -5.394  -0.099  -0.425  1.00  0.00           C  
HETATM    9  C8  UNL     1      -4.241  -0.700  -0.249  1.00  0.00           C  
HETATM   10  C9  UNL     1      -3.016  -0.042   0.180  1.00  0.00           C  
HETATM   11  C10 UNL     1      -1.874  -0.726   0.278  1.00  0.00           C  
HETATM   12  C11 UNL     1      -1.936  -2.155  -0.071  1.00  0.00           C  
HETATM   13  C12 UNL     1      -0.591  -2.810  -0.174  1.00  0.00           C  
HETATM   14  C13 UNL     1       0.512  -2.079   0.535  1.00  0.00           C  
HETATM   15  C14 UNL     1       0.548  -0.680   0.026  1.00  0.00           C  
HETATM   16  C15 UNL     1       0.329  -0.540  -1.444  1.00  0.00           C  
HETATM   17  C16 UNL     1      -0.677  -0.038   0.711  1.00  0.00           C  
HETATM   18  C17 UNL     1      -0.523   1.378   0.384  1.00  0.00           C  
HETATM   19  C18 UNL     1       0.986   1.593   0.505  1.00  0.00           C  
HETATM   20  C19 UNL     1       1.600   0.197   0.542  1.00  0.00           C  
HETATM   21  C20 UNL     1       2.867   0.295  -0.300  1.00  0.00           C  
HETATM   22  C21 UNL     1       3.532  -0.990  -0.487  1.00  0.00           C  
HETATM   23  C22 UNL     1       3.711   1.301   0.405  1.00  0.00           C  
HETATM   24  C23 UNL     1       4.996   1.732  -0.081  1.00  0.00           C  
HETATM   25  C24 UNL     1       6.217   0.989  -0.298  1.00  0.00           C  
HETATM   26  C25 UNL     1       6.940   0.300   0.789  1.00  0.00           C  
HETATM   27  C26 UNL     1       6.217  -0.789   1.503  1.00  0.00           C  
HETATM   28  C27 UNL     1       8.184  -0.374   0.153  1.00  0.00           C  
HETATM   29  H1  UNL     1      -4.510   3.163  -0.558  1.00  0.00           H  
HETATM   30  H2  UNL     1      -3.755   1.714  -1.395  1.00  0.00           H  
HETATM   31  H3  UNL     1      -7.042   2.745   0.222  1.00  0.00           H  
HETATM   32  H4  UNL     1      -6.086   2.177   1.701  1.00  0.00           H  
HETATM   33  H5  UNL     1      -8.455   1.169   1.335  1.00  0.00           H  
HETATM   34  H6  UNL     1      -7.112   0.049   1.664  1.00  0.00           H  
HETATM   35  H7  UNL     1      -8.065   0.766  -1.118  1.00  0.00           H  
HETATM   36  H8  UNL     1      -8.635  -1.580   0.455  1.00  0.00           H  
HETATM   37  H9  UNL     1      -6.667  -1.833  -0.366  1.00  0.00           H  
HETATM   38  H10 UNL     1      -6.692  -0.935  -1.916  1.00  0.00           H  
HETATM   39  H11 UNL     1      -4.226  -1.793  -0.448  1.00  0.00           H  
HETATM   40  H12 UNL     1      -3.020   0.981   0.486  1.00  0.00           H  
HETATM   41  H13 UNL     1      -2.407  -2.310  -1.091  1.00  0.00           H  
HETATM   42  H14 UNL     1      -2.558  -2.767   0.613  1.00  0.00           H  
HETATM   43  H15 UNL     1      -0.252  -2.930  -1.239  1.00  0.00           H  
HETATM   44  H16 UNL     1      -0.616  -3.842   0.234  1.00  0.00           H  
HETATM   45  H17 UNL     1       0.233  -2.078   1.631  1.00  0.00           H  
HETATM   46  H18 UNL     1       1.428  -2.650   0.459  1.00  0.00           H  
HETATM   47  H19 UNL     1       0.612   0.506  -1.734  1.00  0.00           H  
HETATM   48  H20 UNL     1      -0.767  -0.596  -1.717  1.00  0.00           H  
HETATM   49  H21 UNL     1       0.825  -1.284  -2.068  1.00  0.00           H  
HETATM   50  H22 UNL     1      -0.458  -0.172   1.812  1.00  0.00           H  
HETATM   51  H23 UNL     1      -0.979   2.071   1.151  1.00  0.00           H  
HETATM   52  H24 UNL     1      -0.931   1.710  -0.579  1.00  0.00           H  
HETATM   53  H25 UNL     1       1.259   2.204   1.370  1.00  0.00           H  
HETATM   54  H26 UNL     1       1.274   2.115  -0.454  1.00  0.00           H  
HETATM   55  H27 UNL     1       1.877  -0.038   1.569  1.00  0.00           H  
HETATM   56  H28 UNL     1       2.590   0.723  -1.291  1.00  0.00           H  
HETATM   57  H29 UNL     1       3.636  -1.531   0.504  1.00  0.00           H  
HETATM   58  H30 UNL     1       2.979  -1.730  -1.115  1.00  0.00           H  
HETATM   59  H31 UNL     1       4.525  -0.944  -0.925  1.00  0.00           H  
HETATM   60  H32 UNL     1       3.685   1.087   1.534  1.00  0.00           H  
HETATM   61  H33 UNL     1       3.068   2.297   0.441  1.00  0.00           H  
HETATM   62  H34 UNL     1       4.787   2.348  -1.047  1.00  0.00           H  
HETATM   63  H35 UNL     1       5.328   2.640   0.600  1.00  0.00           H  
HETATM   64  H36 UNL     1       6.282   0.334  -1.210  1.00  0.00           H  
HETATM   65  H37 UNL     1       6.980   1.827  -0.673  1.00  0.00           H  
HETATM   66  H38 UNL     1       7.361   1.026   1.549  1.00  0.00           H  
HETATM   67  H39 UNL     1       6.851  -1.252   2.310  1.00  0.00           H  
HETATM   68  H40 UNL     1       5.265  -0.460   1.901  1.00  0.00           H  
HETATM   69  H41 UNL     1       6.002  -1.666   0.816  1.00  0.00           H  
HETATM   70  H42 UNL     1       8.689  -1.023   0.868  1.00  0.00           H  
HETATM   71  H43 UNL     1       8.829   0.424  -0.268  1.00  0.00           H  
HETATM   72  H44 UNL     1       7.762  -0.998  -0.672  1.00  0.00           H  
CONECT    1    2    2   29   30
CONECT    2    3    8
CONECT    3    4   31   32
CONECT    4    5   33   34
CONECT    5    6    7   35
CONECT    6   36
CONECT    7    8   37   38
CONECT    8    9    9
CONECT    9   10   39
CONECT   10   11   11   40
CONECT   11   12   17
CONECT   12   13   41   42
CONECT   13   14   43   44
CONECT   14   15   45   46
CONECT   15   16   17   20
CONECT   16   47   48   49
CONECT   17   18   50
CONECT   18   19   51   52
CONECT   19   20   53   54
CONECT   20   21   55
CONECT   21   22   23   56
CONECT   22   57   58   59
CONECT   23   24   60   61
CONECT   24   25   62   63
CONECT   25   26   64   65
CONECT   26   27   28   66
CONECT   27   67   68   69
CONECT   28   70   71   72
END

HMDB0000876
     RDKit          3D
Vitamin D3
 72 74  0  0  0  0  0  0  0  0999 V2000
   -4.4964    2.0982   -0.7396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4231    1.3547   -0.1782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5035    1.9245    0.6995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4871    0.7830    0.9293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8240    0.0340   -0.3344 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.8903   -0.7958   -0.0686 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6556   -0.8241   -0.8144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3935   -0.0993   -0.4248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2408   -0.7003   -0.2494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0161   -0.0416    0.1798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8738   -0.7261    0.2779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9359   -2.1551   -0.0714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5905   -2.8096   -0.1739 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5119   -2.0788    0.5354 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5481   -0.6802    0.0258 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3291   -0.5400   -1.4442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6773   -0.0380    0.7112 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5227    1.3777    0.3839 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9862    1.5928    0.5046 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6003    0.1967    0.5419 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8666    0.2948   -0.3005 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5322   -0.9896   -0.4865 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7109    1.3008    0.4047 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9963    1.7324   -0.0812 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2170    0.9890   -0.2982 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9399    0.2995    0.7893 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2165   -0.7886    1.5033 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1844   -0.3745    0.1530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5103    3.1628   -0.5581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7550    1.7141   -1.3946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0424    2.7447    0.2217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0861    2.1765    1.7014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4548    1.1687    1.3349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1117    0.0493    1.6642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0655    0.7661   -1.1179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6354   -1.5800    0.4550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6669   -1.8334   -0.3663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6921   -0.9346   -1.9164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2259   -1.7929   -0.4477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0199    0.9811    0.4857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4073   -2.3100   -1.0915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5582   -2.7671    0.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2521   -2.9298   -1.2394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6156   -3.8420    0.2344 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2331   -2.0785    1.6312 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4276   -2.6505    0.4594 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6119    0.5061   -1.7340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7673   -0.5964   -1.7167 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -1.2835   -2.0680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4582   -0.1716    1.8121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9785    2.0711    1.1513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9313    1.7098   -0.5788 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2585    2.2041    1.3698 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2736    2.1152   -0.4538 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8772   -0.0377    1.5690 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5895    0.7234   -1.2913 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6361   -1.5311    0.5039 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9795   -1.7302   -1.1152 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5247   -0.9444   -0.9250 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6853    1.0873    1.5336 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0680    2.2966    0.4408 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7874    2.3484   -1.0466 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3280    2.6398    0.6000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2818    0.3342   -1.2095 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9804    1.8275   -0.6735 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3606    1.0263    1.5494 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8507   -1.2522    2.3102 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2651   -0.4599    1.9011 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0015   -1.6660    0.8164 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6890   -1.0234    0.8681 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8285    0.4240   -0.2679 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7622   -0.9983   -0.6723 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  6
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
  8  2  1  0
 17 11  1  0
 20 15  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  6
  6 36  1  0
  7 37  1  0
  7 38  1  0
  9 39  1  0
 10 40  1  0
 12 41  1  0
 12 42  1  0
 13 43  1  0
 13 44  1  0
 14 45  1  0
 14 46  1  0
 16 47  1  0
 16 48  1  0
 16 49  1  0
 17 50  1  1
 18 51  1  0
 18 52  1  0
 19 53  1  0
 19 54  1  0
 20 55  1  1
 21 56  1  6
 22 57  1  0
 22 58  1  0
 22 59  1  0
 23 60  1  0
 23 61  1  0
 24 62  1  0
 24 63  1  0
 25 64  1  0
 25 65  1  0
 26 66  1  0
 27 67  1  0
 27 68  1  0
 27 69  1  0
 28 70  1  0
 28 71  1  0
 28 72  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(+)-Vitamin D3	ChEBI
(1S,3Z)-3-[(2E)-2-[(1R,3AR,7as)-7a-methyl-1-[(2R)-6-methylheptan-2-yl]-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidene-cyclohexan-1-ol	ChEBI
(3beta,5Z,7E)-9,10-Secocholesta-5,7,10(19)-trien-3-ol	ChEBI
(5Z,7E)-(3S)-9,10-Secocholesta-5,7,10(19)-trien-3-ol	ChEBI
Activated 7-dehydrocholesterol	ChEBI
CC	ChEBI
Cholecalciferol	ChEBI
Colecalciferol	ChEBI
Delta-D	ChEBI
Oleovitamin D3	ChEBI
Calciol	Kegg
(3b,5Z,7E)-9,10-Secocholesta-5,7,10(19)-trien-3-ol	Generator
(3Β,5Z,7E)-9,10-secocholesta-5,7,10(19)-trien-3-ol	Generator
δ-D	Generator
7-DEHYDROCHOLESTEROL	HMDB
ACTIVATED	HMDB
VITAMIN D	HMDB
Dihydrocholesterol	HMDB
Vitamin D 3	HMDB
(3 beta,5Z,7E)-9,10-Secocholesta-5,7,10(19)-trien-3-ol	HMDB
Cholecalciferols	HMDB
Vitamin D3	ChEBI

Chemical Formula

C₂₇H₄₄O

Average Molecular Weight

384.6377

Monoisotopic Molecular Weight

384.33921603

IUPAC Name

(1S,3Z)-3-{2-[(1R,3aS,4E,7aR)-7a-methyl-1-[(2R)-6-methylheptan-2-yl]-octahydro-1H-inden-4-ylidene]ethylidene}-4-methylidenecyclohexan-1-ol

Traditional Name

vitamin D3

CAS Registry Number

67-97-0

SMILES

[H][C@@]1(CC[C@@]2([H])\C(CCC[C@]12C)=C\C=C1\C[C@@H](O)CCC1=C)[C@H](C)CCCC(C)C

InChI Identifier

InChI=1S/C27H44O/c1-19(2)8-6-9-21(4)25-15-16-26-22(10-7-17-27(25,26)5)12-13-23-18-24(28)14-11-20(23)3/h12-13,19,21,24-26,28H,3,6-11,14-18H2,1-2,4-5H3/b22-12+,23-13-/t21-,24+,25-,26+,27-/m1/s1

InChI Key

QYSXJUFSXHHAJI-YRZJJWOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as vitamin d and derivatives. Vitamin D and derivatives are compounds containing a secosteroid backbone, usually secoergostane or secocholestane.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Vitamin D and derivatives

Direct Parent

Vitamin D and derivatives

Alternative Parents

Substituents

Triterpenoid
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

secondary alcohol (CHEBI:28940 )
steroid hormone (CHEBI:28940 )
seco-cholestane (CHEBI:28940 )
hydroxy seco-steroid (CHEBI:28940 )
D3 vitamins (CHEBI:28940 )
Vitamin D3 and derivatives (C05443 )
Fat-soluble vitamins (C05443 )
Vitamin D3 and derivatives (LMST03020000 )

Ontology

Not Available

Urine (PMID: 32966057)

Non-excretory biofluid

Blood (PMID: 227368)
Saliva (HMDB: HMDB0000876)

Organ

Cellular substructure

Cell

Fibroblasts (HMDB: HMDB0000876)

Tissue

Epithelium

Epidermis (HMDB: HMDB0000876)

Deer (FooDB: FOOD00524)

Caprae

Domestic goat (FooDB: FOOD00529)

Poultry

Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Turkey (FooDB: FOOD00494)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Quail (FooDB: FOOD00541)

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Swine

Domestic pig (FooDB: FOOD00536)

Bovine

Cattle (Beef, Veal) (FooDB: FOOD00495)

Lagomorph

Mountain hare (FooDB: FOOD00581)
Rabbit (FooDB: FOOD00528)

Snack

Confectionery

Milk dessert

Sweet custard (FooDB: FOOD00716)

Other confectionery

Icing (FooDB: FOOD00700)
Honey (FooDB: FOOD00626)
Marzipan (FooDB: FOOD00644)
Nougat (FooDB: FOOD00634)
Toffee (FooDB: FOOD00635)
Meringue (FooDB: FOOD00680)

Chocolate spread (FooDB: FOOD00676)
Dulce de leche (FooDB: FOOD00714)

Baking good

Substitute

Sugar

Sugar (FooDB: FOOD00651)

Dressing

Salad dressing (FooDB: FOOD00645)

Condiment

Seasoning

Salt (FooDB: FOOD00647)
Vinegar (FooDB: FOOD00628)

Sauce

Sauce (FooDB: FOOD00646)

Wrapper

Ice cream cone (FooDB: FOOD00785)

Cereal and cereal product

Cereal

Hard wheat (FooDB: FOOD00242)
White bread (FooDB: FOOD00987)
Rice (FooDB: FOOD00125)
Barley (FooDB: FOOD00088)
Common buckwheat (FooDB: FOOD00079)
Corn (FooDB: FOOD00205)
Millet (FooDB: FOOD00126)
Oat (FooDB: FOOD00022)
Rye (FooDB: FOOD00169)
Wheat (FooDB: FOOD00561)

Other bread

Other bread (FooDB: FOOD00269)

Leavened bread

Wheat bread (FooDB: FOOD00808)
Rye bread (FooDB: FOOD00809)

Cereal product

Bread products

Other bread product (FooDB: FOOD00805)

Flat bread

Crisp bread (FooDB: FOOD00640)

Dish

Sandwich

Hamburger (FooDB: FOOD00705)

Ground meat

Sausage (FooDB: FOOD00652)
Meatball (FooDB: FOOD00653)
Pate (FooDB: FOOD00655)
Cold cut (FooDB: FOOD00770)

Other dish

American cuisine

Scrapple (FooDB: FOOD00792)

Aquatic origin

Other aquatic food

Jellyfish (FooDB: FOOD00565)
Green turtle (FooDB: FOOD00702)

Fish

Fishes (FooDB: FOOD00865)
Northern bluefin tuna (FooDB: FOOD00305)
Atlantic herring (FooDB: FOOD00292)
Atlantic pollock (FooDB: FOOD00295)
Atlantic croaker (FooDB: FOOD00345)
Common carp (FooDB: FOOD00322)
Pacific cod (FooDB: FOOD00337)
Atlantic cod (FooDB: FOOD00338)
Freshwater eel (FooDB: FOOD00357)
Florida pompano (FooDB: FOOD00366)
Greenland halibut/turbot (FooDB: FOOD00370)
Hippoglossus (Common halibut) (FooDB: FOOD00375)
Pacific jack mackerel (FooDB: FOOD00383)
Striped mullet (FooDB: FOOD00412)
Pacific rockfish (FooDB: FOOD00426)
Northern pike (FooDB: FOOD00431)
Pink salmon (FooDB: FOOD00450)
Coho salmon (FooDB: FOOD00452)
Sockeye salmon (FooDB: FOOD00453)
Spanish mackerel (FooDB: FOOD00460)
Scup (FooDB: FOOD00463)
American shad (FooDB: FOOD00470)
Shark (FooDB: FOOD00471)
Rainbow smelt (FooDB: FOOD00443)
Greater sturgeon (FooDB: FOOD00483)
Snapper (FooDB: FOOD00477)
Swordfish (FooDB: FOOD00487)
Whitefish (FooDB: FOOD00503)
Whiting (FooDB: FOOD00504)
Yellowfin tuna (FooDB: FOOD00511)
Gadus (Common cod) (FooDB: FOOD00515)
Carp bream (FooDB: FOOD00568)
Pollock (FooDB: FOOD00513)
Pacific halibut (FooDB: FOOD00517)
Flatfish (FooDB: FOOD00535)
Sturgeon (FooDB: FOOD00570)
Anguilliformes (FooDB: FOOD00577)
Gadiformes (FooDB: FOOD00580)
Pacific ocean perch (FooDB: FOOD00598)
True sole (FooDB: FOOD00604)
Lemon sole (FooDB: FOOD00583)
Cichlidae (Tilapia) (FooDB: FOOD00699)
Haddock (FooDB: FOOD00374)
Japanese sea bass (FooDB: FOOD00974)
Norway haddock (FooDB: FOOD00588)
Anchovy (FooDB: FOOD00566)
Blue whiting (FooDB: FOOD00567)
Clupeinae (Herring, Sardine, Sprat) (FooDB: FOOD00520)
Burbot (FooDB: FOOD00313)
Charr (FooDB: FOOD00571)
Common dab (FooDB: FOOD00574)
Spiny dogfish (FooDB: FOOD00575)
Garfish (FooDB: FOOD00579)
Atlantic halibut (FooDB: FOOD00516)
Lake trout (FooDB: FOOD00582)
Common ling (FooDB: FOOD00397)
Lumpsucker (FooDB: FOOD00585)
Scombridae (Bonito, Mackerel, Tuna) (FooDB: FOOD00586)
Norway pout (FooDB: FOOD00590)
Perciformes (FooDB: FOOD00527)
Pikeperch (FooDB: FOOD00595)
Pleuronectidae (Dab, Halibut, Plaice) (FooDB: FOOD00596)
Rainbow trout (FooDB: FOOD00444)
Salmonidae (Salmon, Trout) (FooDB: FOOD00493)
Catfish (FooDB: FOOD00605)
Thunnus (FooDB: FOOD00607)
Turbot (FooDB: FOOD00364)
Atlantic wolffish (FooDB: FOOD00296)
European anchovy (FooDB: FOOD00362)
Percoidei (Bass and others) (FooDB: FOOD00526)
Channel catfish (FooDB: FOOD00324)
Cisco (FooDB: FOOD00334)
Atlantic mackerel (FooDB: FOOD00293)
Painted comber (FooDB: FOOD00294)
Alaska pollock (FooDB: FOOD00497)
Chinook salmon (FooDB: FOOD00454)
Chum salmon (FooDB: FOOD00451)
Pacific sardine (FooDB: FOOD00461)
Albacore tuna (FooDB: FOOD00514)

Mollusk

Blue mussel (FooDB: FOOD00304)
Common octopus (FooDB: FOOD00339)
Eastern oyster (FooDB: FOOD00356)
Whelk (FooDB: FOOD00500)
Squid (FooDB: FOOD00532)
Marine mussel (FooDB: FOOD00587)
Snail (FooDB: FOOD00603)
True oyster (FooDB: FOOD00592)
Abalone (FooDB: FOOD00279)
Bivalvia (Clam, Mussel, Oyster) (FooDB: FOOD00531)
Scallop (FooDB: FOOD00462)
Conch (FooDB: FOOD00611)

Crustacean

Roe

Roe (FooDB: FOOD00698)

Bivalvia

Clam (FooDB: FOOD00952)

Amphibian

True frog (FooDB: FOOD00578)

Fish product

Other fish product (FooDB: FOOD00665)

Pinniped

True seal (FooDB: FOOD00600)

Seaweed

Red algae (FooDB: FOOD00601)
Kombu (FooDB: FOOD00602)
Agar (FooDB: FOOD00284)

Cetacean

Cetacea (Dolphin, Porpoise, Whale) (FooDB: FOOD00609)

Vegetable

Fruit vegetable

Red bell pepper (FooDB: FOOD00880)
Green bell pepper (FooDB: FOOD00877)
Yellow bell pepper (FooDB: FOOD00878)
Italian sweet red pepper (FooDB: FOOD00881)
Eggplant (FooDB: FOOD00174)
Avocado (FooDB: FOOD00130)
Groundcherry (FooDB: FOOD00371)
Olive (FooDB: FOOD00121)
Pepper (FooDB: FOOD00040)
Garden tomato (FooDB: FOOD00171)

Onion-family vegetable

Leek (FooDB: FOOD00007)
Allium (FooDB: FOOD00005)

Other vegetable

Okra (FooDB: FOOD00420)

Stalk vegetable

Garden rhubarb (FooDB: FOOD00154)

Gourd

Green zucchini (FooDB: FOOD00875)
Yellow zucchini (FooDB: FOOD00876)
Japanese pumpkin (FooDB: FOOD00886)
Sunburst squash (pattypan squash) (FooDB: FOOD00874)
Chayote (FooDB: FOOD00325)
Cucumber (FooDB: FOOD00065)
Muskmelon (FooDB: FOOD00064)
Cucurbita (FooDB: FOOD00066)
Watermelon (FooDB: FOOD00052)

Lentils (FooDB: FOOD00098)

Pea

Chickpea (FooDB: FOOD00047)
Common pea (FooDB: FOOD00141)

Milk and milk product

Unfermented milk

Cow milk, pasteurized, vitamin A + D added, 0% fat (FooDB: FOOD00889)
Cow milk, pasteurized, vitamin A + D added, 1% fat (FooDB: FOOD00890)
Cow milk, pasteurized, vitamin A + D added, 2% fat (FooDB: FOOD00891)
Cow milk, pasteurized, vitamin D added, 3.25% fat (FooDB: FOOD00892)
Milk (Other mammals) (FooDB: FOOD00690)
Milk (Human) (FooDB: FOOD00666)
Milk (Cow) (FooDB: FOOD00618)

Other milk product

Fermented milk

Fermented milk product

Coffee and coffee product

Coffee

Fat and oil

Fish oil (FooDB: FOOD00990)

Animal fat

Vegetable fat

Margarine-like spread (FooDB: FOOD00844)
Margarine (FooDB: FOOD00843)

Fruit

Berry

Black raisin (FooDB: FOOD00968)
Bilberry (FooDB: FOOD00193)
Rubus (Blackberry, Raspberry) (FooDB: FOOD00160)
Vaccinium (Blueberry, Cranberry, Huckleberry) (FooDB: FOOD00188)
Blackcurrant (FooDB: FOOD00155)
Redcurrant (FooDB: FOOD00156)
Elderberry (FooDB: FOOD00358)
Grape (FooDB: FOOD00369)
Gooseberry (FooDB: FOOD00157)
Lingonberry (FooDB: FOOD00194)
Loganberry (FooDB: FOOD00400)
Strawberry (FooDB: FOOD00083)

Pome

Drupe

Apricot (FooDB: FOOD00144)
Prunus (Cherry, Plum) (FooDB: FOOD00143)
Nectarine (FooDB: FOOD00229)
Peach (FooDB: FOOD00149)
European plum (FooDB: FOOD00147)

Tropical fruit

Other fruit

Date (FooDB: FOOD00135)
Fig (FooDB: FOOD00081)

Fruit product

Other fruit product (FooDB: FOOD00765)
Fruit preserve (FooDB: FOOD00660)

Citrus

Grapefruit (FooDB: FOOD00256)
Lemon (FooDB: FOOD00054)
Lime (FooDB: FOOD00053)
Sweet orange (FooDB: FOOD00057)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)

Egg

Eggs (FooDB: FOOD00619)

Herb and spice mixture

Curry powder (FooDB: FOOD00678)

Oilseed crop

Beverage

Distilled beverage

Spirit (FooDB: FOOD00276)
Gin (FooDB: FOOD00625)
Liquor (FooDB: FOOD00616)
Rum (FooDB: FOOD00629)
Vodka (FooDB: FOOD00622)
Whisky (FooDB: FOOD00623)

Fermented beverage

Beer (FooDB: FOOD00268)
Grape wine (FooDB: FOOD00612)

Other beverage

Fortified wines

Water

Water (FooDB: FOOD00664)

Nutritional beverage

Nutritional drink (FooDB: FOOD00754)

Alcoholic beverage

Other alcoholic beverage (FooDB: FOOD00278)

Baby food

Baby food (FooDB: FOOD00668)

Soy

Soy bean (FooDB: FOOD00085)

Soy product

Miso (FooDB: FOOD00695)
Soy milk (FooDB: FOOD00736)
Soy sauce (FooDB: FOOD00694)
Tofu (FooDB: FOOD00696)

Unclassified food or beverage

Unclassified food or beverage (FooDB: FOOD00672)

Cocoa and cocoa product

Cocoa product

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Steroid Biosynthesis (HMDB: HMDB0000876)

Disease pathway

Smith-Lemli-Opitz Syndrome (SLOS) (PathBank: SMP0000389)
CHILD Syndrome (PathBank: SMP0000387)
Desmosterolosis (PathBank: SMP0000386)
Chondrodysplasia Punctata II, X-Linked Dominant (CDPX2) (PathBank: SMP0000388)
Lysosomal Acid Lipase Deficiency (Wolman Disease) (PathBank: SMP0000319)
Hypercholesterolemia (PathBank: SMP0000209)
Cholesteryl Ester Storage Disease (PathBank: SMP0000508)
Hyper-IgD Syndrome (PathBank: SMP0000509)
Mevalonic Aciduria (PathBank: SMP0000510)
Wolman Disease (PathBank: SMP0000511)

Drug action pathway

Ibandronate Action Pathway (PathBank: SMP0000079)
Simvastatin Action Pathway (PathBank: SMP0000082)
Pravastatin Action Pathway (PathBank: SMP0000089)
Rosuvastatin Action Pathway (PathBank: SMP0000092)
Alendronate Action Pathway (PathBank: SMP0000095)
Lovastatin Action Pathway (PathBank: SMP0000099)
Zoledronate Action Pathway (PathBank: SMP0000107)
Cerivastatin Action Pathway (PathBank: SMP0000111)
Risedronate Action Pathway (PathBank: SMP0000112)
Pamidronate Action Pathway (PathBank: SMP0000117)
Fluvastatin Action Pathway (PathBank: SMP0000119)
Atorvastatin Action Pathway (PathBank: SMP0000131)

Role

Biological role

human metabolite (HMDB: HMDB0000876)
hormone (HMDB: HMDB0000876)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	84.5 °C	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
Water Solubility	0.00038 g/L	ALOGPS
logP	7.98	ALOGPS
logP	7.13	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Acidic)	18.38	ChemAxon
pKa (Strongest Basic)	-1.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	123.22 m³·mol⁻¹	ChemAxon
Polarizability	49.63 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	194.874	31661259
DarkChem	[M-H]-	192.855	31661259
AllCCS	[M+H]+	203.688	32859911
AllCCS	[M-H]-	203.371	32859911
DeepCCS	[M-2H]-	243.58	30932474
DeepCCS	[M+Na]+	218.413	30932474
AllCCS	[M+H]+	203.7	32859911
AllCCS	[M+H-H2O]+	201.4	32859911
AllCCS	[M+NH4]+	205.8	32859911
AllCCS	[M+Na]+	206.5	32859911
AllCCS	[M-H]-	203.4	32859911
AllCCS	[M+Na-2H]-	205.2	32859911
AllCCS	[M+HCOO]-	207.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Vitamin D3	[H][C@@]1(CC[C@@]2([H])\C(CCC[C@]12C)=C\C=C1\C[C@@H](O)CCC1=C)[C@H](C)CCCC(C)C	3411.9	Standard polar	33892256
Vitamin D3	[H][C@@]1(CC[C@@]2([H])\C(CCC[C@]12C)=C\C=C1\C[C@@H](O)CCC1=C)[C@H](C)CCCC(C)C	3126.7	Standard non polar	33892256
Vitamin D3	[H][C@@]1(CC[C@@]2([H])\C(CCC[C@]12C)=C\C=C1\C[C@@H](O)CCC1=C)[C@H](C)CCCC(C)C	3256.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Vitamin D3,1TMS,isomer #1	C=C1CC[C@H](O[Si](C)(C)C)C/C1=C/C=C1\CCC[C@@]2(C)[C@H]1CC[C@@H]2[C@H](C)CCCC(C)C	3115.0	Semi standard non polar	33892256
Vitamin D3,1TBDMS,isomer #1	C=C1CC[C@H](O[Si](C)(C)C(C)(C)C)C/C1=C/C=C1\CCC[C@@]2(C)[C@H]1CC[C@@H]2[C@H](C)CCCC(C)C	3338.8	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Vitamin D3 GC-MS (Non-derivatized) - 70eV, Positive	splash10-0aou-3029000000-1950c74de34369a70400	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Vitamin D3 GC-MS (1 TMS) - 70eV, Positive	splash10-002f-9207800000-c6f808a014153de38d58	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Vitamin D3 GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Vitamin D3 GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Vitamin D3 GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vitamin D3 10V, Positive-QTOF	splash10-014r-0129000000-80de8aabbfb587d8f7b9	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vitamin D3 20V, Positive-QTOF	splash10-0abi-2595000000-1f5db35cc732efef5e27	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vitamin D3 40V, Positive-QTOF	splash10-0pb9-7195000000-b742ddd81b2f98395fab	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vitamin D3 10V, Negative-QTOF	splash10-001i-0009000000-70f22151bd69b3307086	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vitamin D3 20V, Negative-QTOF	splash10-001i-0009000000-7ff3c3cf4e98856a166b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vitamin D3 40V, Negative-QTOF	splash10-014i-1249000000-8756607b9fd7d6008ac9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vitamin D3 10V, Positive-QTOF	splash10-000i-0459000000-cdb5561f3458bde4c2f1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vitamin D3 20V, Positive-QTOF	splash10-0kmj-7494000000-5a36ac0547956f9ac058	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vitamin D3 40V, Positive-QTOF	splash10-0a4i-3930000000-c62b5a8a92e3487b90ed	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vitamin D3 10V, Negative-QTOF	splash10-001i-0009000000-bfd82bd18d8804cfa1d2	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vitamin D3 20V, Negative-QTOF	splash10-001i-0009000000-d168cadb843f05c02d05	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vitamin D3 40V, Negative-QTOF	splash10-001i-0539000000-277213cec95d0ba155c5	2021-09-23	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Experimental 1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, experimental)	2019-05-16	Wishart Lab	View Spectrum
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CDCl₃, experimental)	2019-05-16	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane
Mitochondria

Biospecimen Locations

Blood
Saliva
Urine

Tissue Locations

Epidermis
Fibroblasts
Intestine
Kidney
Liver
Ovary
Placenta
Prostate
Spleen
Testis

Pathways

Name	SMPDB/PathBank	KEGG
Steroid Biosynthesis
Smith-Lemli-Opitz Syndrome (SLOS)		Not Available
CHILD Syndrome		Not Available
Desmosterolosis		Not Available
Chondrodysplasia Punctata II, X Linked Dominant (CDPX2)		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Blood	Detected and Quantified	0.0060 +/- 0.0042 uM	Adult (>18 years old)	Both	Normal	227368	details
Blood	Detected and Quantified	0.0681 +/- 0.01880 uM	Adult (>18 years old)	Both	Normal	227368	details
Blood	Detected and Quantified	0.049-0.078 uM	Adult (>18 years old)	Both	Normal	227368	details
Saliva	Detected and Quantified	0.006 +/- 0.003 uM	Adult (>18 years old)	Both	Normal	Zerihun T. Dame, ...	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.0052 uM	Adult (>18 years old)	Male	27-hydroxylase deficiency	23001091	details
Blood	Detected and Quantified	0.0037 +/- 0.0016 uM	Adult (>18 years old)	Both	Anephrism	227368	details

Associated Disorders and Diseases

Disease References

Anephric patients
Shepard RM, Horst RL, Hamstra AJ, DeLuca HF: Determination of vitamin D and its metabolites in plasma from normal and anephric man. Biochem J. 1979 Jul 15;182(1):55-69. [PubMed:227368 ]
Cerebrotendinous xanthomatosis
Agrawal NK, Garg S: Cerebrotendinous xanthomatosis: a rare disorder with a rare presentation. BMJ Case Rep. 2012 Sep 21;2012. pii: bcr-2012-006202. doi: 10.1136/bcr-2012-006202. [PubMed:23001091 ]

Associated OMIM IDs

213700 (Cerebrotendinous xanthomatosis)

External Links

DrugBank ID

DB00169

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

2288999

Wikipedia Link

Cholecalciferol

METLIN ID

Not Available

PubChem Compound

5280795

PDB ID

Not Available

ChEBI ID

28940

Food Biomarker Ontology

Not Available

VMH ID

VITD3

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Nemoto, Hideo; Kurobe, Hiroshi; Fukumoto, Keiichiro; Kametani, Tetsuji. A modified synthesis of the (+)-8a-phenylsulfonyl-des-AB-cholestane via an intramolecular nucleophilic attack to epoxide - a total synthesis of vitamin D3. Heterocycles (1985), 23(3),

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Flanagan JN, Young MV, Persons KS, Wang L, Mathieu JS, Whitlatch LW, Holick MF, Chen TC: Vitamin D metabolism in human prostate cells: implications for prostate cancer chemoprevention by vitamin D. Anticancer Res. 2006 Jul-Aug;26(4A):2567-72. [PubMed:16886665 ]
Rautureau M, Rambaud JC: Aqueous solubilisation of vitamin D3 in normal man. Gut. 1981 May;22(5):393-7. [PubMed:6265326 ]
Shepard RM, Horst RL, Hamstra AJ, DeLuca HF: Determination of vitamin D and its metabolites in plasma from normal and anephric man. Biochem J. 1979 Jul 15;182(1):55-69. [PubMed:227368 ]
Osborne JE, Hutchinson PE: Vitamin D and systemic cancer: is this relevant to malignant melanoma? Br J Dermatol. 2002 Aug;147(2):197-213. [PubMed:12174089 ]
Haddad JG, Jennings AS, Aw TC: Vitamin D uptake and metabolism by perfused rat liver: influences of carrier proteins. Endocrinology. 1988 Jul;123(1):498-504. [PubMed:2838261 ]
Kida K, Goodman DS: Studies on the transport of vitamin D and of 25-hydroxyvitamin D in human plasma. J Lipid Res. 1976 Sep;17(5):485-90. [PubMed:184223 ]
Lips P: Vitamin D deficiency and secondary hyperparathyroidism in the elderly: consequences for bone loss and fractures and therapeutic implications. Endocr Rev. 2001 Aug;22(4):477-501. [PubMed:11493580 ]
Svendsen ML, Daneels G, Geysen J, Binderup L, Kragballe K: Proliferation and differentiation of cultured human keratinocytes is modulated by 1,25(OH)2D3 and synthetic vitamin D3 analogues in a cell density-, calcium- and serum-dependent manner. Pharmacol Toxicol. 1997 Jan;80(1):49-56. [PubMed:9148283 ]
Yetgin S, Yalcin SS: The effect of vitamin D3 on CD34 progenitor cells in vitamin D deficiency rickets. Turk J Pediatr. 2004 Apr-Jun;46(2):164-6. [PubMed:15214747 ]
Astecker N, Reddy GS, Herzig G, Vorisek G, Schuster I: 1alpha,25-Dihydroxy-3-epi-vitamin D3 a physiological metabolite of 1alpha,25-dihydroxyvitamin D3: its production and metabolism in primary human keratinocytes. Mol Cell Endocrinol. 2000 Dec 22;170(1-2):91-101. [PubMed:11162893 ]
Murao N, Ohishi N, Nabuchi Y, Ishigai M, Kawanishi T, Aso Y: The determination of 2beta-(3-hydroxypropoxy)-1alpha,25-dihydroxy vitamin D3 (ED-71) in human serum by high-performance liquid chromatography-electrospray tandem mass spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci. 2005 Sep 5;823(2):61-8. Epub 2004 Nov 19. [PubMed:16102526 ]
Lippens S, Kockx M, Denecker G, Knaapen M, Verheyen A, Christiaen R, Tschachler E, Vandenabeele P, Declercq W: Vitamin D3 induces caspase-14 expression in psoriatic lesions and enhances caspase-14 processing in organotypic skin cultures. Am J Pathol. 2004 Sep;165(3):833-41. [PubMed:15331408 ]
Bjorkhem I, Holmberg I, Kristiansen T, Pedersen JI: Assay of 1,25-dihydroxy vitamin D3 by isotope dilution--mass fragmentography. Clin Chem. 1979 Apr;25(4):584-8. [PubMed:466767 ]
Matsuoka LY, McConnachie P, Wortsman J, Holick MF: Immunological responses to ultraviolet light B radiation in Black individuals. Life Sci. 1999;64(17):1563-9. [PubMed:10353621 ]
Zimber A, Chedeville A, Abita JP, Barbu V, Gespach C: Functional interactions between bile acids, all-trans retinoic acid, and 1,25-dihydroxy-vitamin D3 on monocytic differentiation and myeloblastin gene down-regulation in HL60 and THP-1 human leukemia cells. Cancer Res. 2000 Feb 1;60(3):672-8. [PubMed:10676652 ]
Baggio B, Budakovic A, Nassuato MA, Vezzoli G, Manzato E, Luisetto G, Zaninotto M: Plasma phospholipid arachidonic acid content and calcium metabolism in idiopathic calcium nephrolithiasis. Kidney Int. 2000 Sep;58(3):1278-84. [PubMed:10972691 ]
MacLaughlin J, Holick MF: Aging decreases the capacity of human skin to produce vitamin D3. J Clin Invest. 1985 Oct;76(4):1536-8. [PubMed:2997282 ]
Lee YF, Young WJ, Lin WJ, Shyr CR, Chang C: Differential regulation of direct repeat 3 vitamin D3 and direct repeat 4 thyroid hormone signaling pathways by the human TR4 orphan receptor. J Biol Chem. 1999 Jun 4;274(23):16198-205. [PubMed:10347174 ]
Okano T, Kuroda E, Nakao H, Kodama S, Matsuo T, Nakamichi Y, Nakajima K, Hirao N, Kobayashi T: Lack of evidence for existence of vitamin D and 25-hydroxyvitamin D sulfates in human breast and cow's milk. J Nutr Sci Vitaminol (Tokyo). 1986 Oct;32(5):449-62. [PubMed:3494111 ]
Mata-Granados JM, Caballo-Lopez A, Luque de Castro MD, Quesada JM: Automated method for the determination of vitamin D3 hydroxymetabolites in serum. Anal Bioanal Chem. 2003 Sep;377(2):287-92. Epub 2003 Jul 9. [PubMed:12955389 ]
Armas LA, Hollis BW, Heaney RP: Vitamin D2 is much less effective than vitamin D3 in humans. J Clin Endocrinol Metab. 2004 Nov;89(11):5387-91. [PubMed:15531486 ]
Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Only showing the first 10 proteins. There are 17 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. Nuclear receptor coactivator 3

General function:: Involved in transcription coactivator activity
Specific function:: Nuclear receptor coactivator that directly binds nuclear receptors and stimulates the transcriptional activities in a hormone-dependent fashion. Plays a central role in creating a multisubunit coactivator complex, which probably acts via remodeling of chromatin. Involved in the coactivation of different nuclear receptors, such as for steroids (GR and ER), retinoids (RARs and RXRs), thyroid hormone (TRs), vitamin D3 (VDR) and prostanoids (PPARs). Displays histone acetyltransferase activity. Also involved in the coactivation of the NF-kappa-B pathway via its interaction with the NFKB1 subunit. Interacts with PSMB9.
Gene Name:: NCOA3
Uniprot ID:: Q9Y6Q9
Molecular weight:: 154399.59

Enzyme Details

2. Cholesterol side-chain cleavage enzyme, mitochondrial

General function:: Involved in monooxygenase activity
Specific function:: Catalyzes the side-chain cleavage reaction of cholesterol to pregnenolone.
Gene Name:: CYP11A1
Uniprot ID:: P05108
Molecular weight:: 60101.87

References

Tuckey RC, Janjetovic Z, Li W, Nguyen MN, Zmijewski MA, Zjawiony J, Slominski A: Metabolism of 1alpha-hydroxyvitamin D3 by cytochrome P450scc to biologically active 1alpha,20-dihydroxyvitamin D3. J Steroid Biochem Mol Biol. 2008 Dec;112(4-5):213-9. doi: 10.1016/j.jsbmb.2008.10.005. Epub 2008 Oct 21. [PubMed:19000766 ]
Tuckey RC, Nguyen MN, Slominski A: Kinetics of vitamin D3 metabolism by cytochrome P450scc (CYP11A1) in phospholipid vesicles and cyclodextrin. Int J Biochem Cell Biol. 2008;40(11):2619-26. doi: 10.1016/j.biocel.2008.05.006. Epub 2008 May 20. [PubMed:18573681 ]
Guryev O, Carvalho RA, Usanov S, Gilep A, Estabrook RW: A pathway for the metabolism of vitamin D3: unique hydroxylated metabolites formed during catalysis with cytochrome P450scc (CYP11A1). Proc Natl Acad Sci U S A. 2003 Dec 9;100(25):14754-9. Epub 2003 Dec 1. [PubMed:14657394 ]

Enzyme Details

3. Cytochrome P450 3A4

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,8-cineole 2-exo-monooxygenase. The enzyme also hydroxylates etoposide.
Gene Name:: CYP3A4
Uniprot ID:: P08684
Molecular weight:: 57255.585

References

Schuster I: Cytochromes P450 are essential players in the vitamin D signaling system. Biochim Biophys Acta. 2011 Jan;1814(1):186-99. doi: 10.1016/j.bbapap.2010.06.022. Epub 2010 Jul 7. [PubMed:20619365 ]
Ohyama Y, Yamasaki T: Eight cytochrome P450s catalyze vitamin D metabolism. Front Biosci. 2004 Sep 1;9:3007-18. [PubMed:15353333 ]

Enzyme Details

4. Cytochrome P450 2C9

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. This enzyme contributes to the wide pharmacokinetics variability of the metabolism of drugs such as S-warfarin, diclofenac, phenytoin, tolbutamide and losartan.
Gene Name:: CYP2C9
Uniprot ID:: P11712
Molecular weight:: 55627.365

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

5. Sterol 26-hydroxylase, mitochondrial

General function:: Involved in monooxygenase activity
Specific function:: Catalyzes the first step in the oxidation of the side chain of sterol intermediates; the 27-hydroxylation of 5-beta-cholestane-3-alpha,7-alpha,12-alpha-triol. Has also a vitamin D3-25-hydroxylase activity.
Gene Name:: CYP27A1
Uniprot ID:: Q02318
Molecular weight:: 60234.28

References

Lehmann B, Tiebel O, Meurer M: Expression of vitamin D3 25-hydroxylase (CYP27) mRNA after induction by vitamin D3 or UVB radiation in keratinocytes of human skin equivalents--a preliminary study. Arch Dermatol Res. 1999 Sep;291(9):507-10. [PubMed:10541881 ]
Sawada N, Sakaki T, Yoneda S, Kusudo T, Shinkyo R, Ohta M, Inouye K: Conversion of vitamin D3 to 1alpha,25-dihydroxyvitamin D3 by Streptomyces griseolus cytochrome P450SU-1. Biochem Biophys Res Commun. 2004 Jul 16;320(1):156-64. [PubMed:15207715 ]
Uchida E, Kagawa N, Sakaki T, Urushino N, Sawada N, Kamakura M, Ohta M, Kato S, Inouye K: Purification and characterization of mouse CYP27B1 overproduced by an Escherichia coli system coexpressing molecular chaperonins GroEL/ES. Biochem Biophys Res Commun. 2004 Oct 15;323(2):505-11. [PubMed:15369780 ]
Sakaki T, Kagawa N, Yamamoto K, Inouye K: Metabolism of vitamin D3 by cytochromes P450. Front Biosci. 2005 Jan 1;10:119-34. Print 2005 Jan 1. [PubMed:15574355 ]
Tokar EJ, Webber MM: Cholecalciferol (vitamin D3) inhibits growth and invasion by up-regulating nuclear receptors and 25-hydroxylase (CYP27A1) in human prostate cancer cells. Clin Exp Metastasis. 2005;22(3):275-84. [PubMed:16158255 ]
Schuster I: Cytochromes P450 are essential players in the vitamin D signaling system. Biochim Biophys Acta. 2011 Jan;1814(1):186-99. doi: 10.1016/j.bbapap.2010.06.022. Epub 2010 Jul 7. [PubMed:20619365 ]
Ohyama Y, Yamasaki T: Eight cytochrome P450s catalyze vitamin D metabolism. Front Biosci. 2004 Sep 1;9:3007-18. [PubMed:15353333 ]

Enzyme Details

6. Cytochrome P450 2C19

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of a number of therapeutic agents such as the anticonvulsant drug S-mephenytoin, omeprazole, proguanil, certain barbiturates, diazepam, propranolol, citalopram and imipramine.
Gene Name:: CYP2C19
Uniprot ID:: P33261
Molecular weight:: 55944.565

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

7. 25-hydroxyvitamin D-1 alpha hydroxylase, mitochondrial

General function:: Involved in monooxygenase activity
Specific function:: Catalyzes the conversion of 25-hydroxyvitamin D3 (25(OH)D) to 1-alpha,25-dihydroxyvitamin D3 (1,25(OH)2D) plays an important role in normal bone growth, calcium metabolism, and tissue differentiation.
Gene Name:: CYP27B1
Uniprot ID:: O15528
Molecular weight:: 56503.475

Enzyme Details

8. Cytochrome P450 2D6

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of many drugs and environmental chemicals that it oxidizes. It is involved in the metabolism of drugs such as antiarrhythmics, adrenoceptor antagonists, and tricyclic antidepressants.
Gene Name:: CYP2D6
Uniprot ID:: P10635
Molecular weight:: 55768.94

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

9. Cytochrome P450 2B6

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,4-cineole 2-exo-monooxygenase.
Gene Name:: CYP2B6
Uniprot ID:: P20813
Molecular weight:: 56277.81

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

10. Cytochrome P450 1A1

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics.
Gene Name:: CYP1A1
Uniprot ID:: P04798
Molecular weight:: 58164.815

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Only showing the first 10 proteins. There are 17 proteins in total.

Show all enzymes and transporters

Showing metabocard for Vitamin D3 (HMDB0000876)

MOL for HMDB0000876 (Vitamin D3)

3D MOL for HMDB0000876 (Vitamin D3)

3D SDF for HMDB0000876 (Vitamin D3)

3D-SDF for HMDB0000876 (Vitamin D3)

PDB for HMDB0000876 (Vitamin D3)

3D PDB for HMDB0000876 (Vitamin D3)

SMILES for HMDB0000876 (Vitamin D3)

INCHI for HMDB0000876 (Vitamin D3)

Structure for HMDB0000876 (Vitamin D3)

3D Structure for HMDB0000876 (Vitamin D3)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

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