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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (9) Show 9 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 02:49:07 UTC

HMDB ID

HMDB0000900

Secondary Accession Numbers

HMDB00900

Metabolite Identification

Common Name

Ergocalciferol

Description

Ergocalciferol is a form of Vitamin D, also called vitamin D2. It is created from viosterol, which in turn is created when ultraviolet light activates ergosterol. Ergocalciferol is used in the treatment of hypcalcemia and in dialysis-dependent renal failure. Ergoalcifediol is a fat soluble steroid hormone precursor of vitamin D that contributes to the maintenance of normal levels of calcium and phosphorus in the bloodstream. Vitamin D2 is the form of vitamin D most commonly added to foods and nutritional supplements. Vitamin D2 must be transformed (hydroxylated) into one of two active forms via the liver or kidney. Once transformed, it binds to the vitamin D receptor that then leads to a variety of regulatory roles.

Structure

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

153
  Mrv1652305271900112D          

 31 33  0  0  1  0            999 V2000
    1.6500   -3.9985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    0.9517    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2886    1.2030    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5080    0.1266    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7701    0.5391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2886   -0.1247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    1.3642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5449    1.9872    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7935   -0.2859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    1.7767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    0.9517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    0.1266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9939    2.6013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3522    2.1574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -1.1109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6086    2.9416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -1.5234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4158    3.1117    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0791   -2.3484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6721    3.8959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.7609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9668    2.4977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -2.7609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -3.5859    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7935   -3.5859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -3.9985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1211    4.5100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4794    4.0660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -2.3484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9406    1.3054    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5779   -0.5297    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 24  1  1  6  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  2  7  1  0  0  0  0
  2 10  1  1  0  0  0
  3  5  1  0  0  0  0
  3  8  1  0  0  0  0
  3 30  1  6  0  0  0
  4  6  1  0  0  0  0
  4  9  1  0  0  0  0
  4 31  1  6  0  0  0
  5  6  1  0  0  0  0
  7 11  1  0  0  0  0
  8 13  1  6  0  0  0
  8 14  1  0  0  0  0
  9 12  1  0  0  0  0
  9 15  2  0  0  0  0
 11 12  1  0  0  0  0
 14 16  2  0  0  0  0
 15 17  1  0  0  0  0
 16 18  1  0  0  0  0
 17 19  2  0  0  0  0
 18 20  1  0  0  0  0
 18 22  1  1  0  0  0
 19 21  1  0  0  0  0
 19 23  1  0  0  0  0
 20 27  1  0  0  0  0
 20 28  1  0  0  0  0
 21 24  1  0  0  0  0
 23 25  1  0  0  0  0
 23 29  2  0  0  0  0
 24 26  1  0  0  0  0
 25 26  1  0  0  0  0
M  END

HMDB0000900
     RDKit          3D
Ergocalciferol
 73 75  0  0  0  0  0  0  0  0999 V2000
    4.0353   -0.2956   -2.5351 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0789   -0.2571   -1.7712 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2894   -1.0955   -2.0363 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4371   -0.4180   -1.2370 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3034    1.0713   -1.3429 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.4852    1.7501   -1.1626 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2227    1.5249   -0.3507 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0587    0.6450   -0.6191 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0163    0.6068    0.1592 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8771   -0.2838   -0.0294 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8190   -0.2317    0.7704 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8728    0.7764    1.8464 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6100    0.9096    2.6235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3499   -0.2251    2.5347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6112   -0.5023    1.1053 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9386    0.7275    0.3025 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7060   -1.1226    0.5664 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2814   -1.3724   -0.8456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1570   -1.8471   -0.6840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4521   -1.6919    0.8096 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8503   -1.7109    1.1880 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4035   -3.0834    0.7438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7358   -0.6275    0.7409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8478   -0.8064    0.0586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7879    0.2221   -0.4249 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.1490    0.0299   -1.8842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4279    1.6321   -0.1125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5509    2.5009   -0.6917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1579    2.0833   -0.8015 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1195    0.2529   -2.4549 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0918   -0.9993   -3.3895 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5453   -1.1594   -3.0931 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1352   -2.0714   -1.5372 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3602   -0.7155   -0.1762 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4170   -0.7617   -1.6188 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8730    1.2890   -2.3510 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7451    1.7991   -0.2268 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0003    2.5923   -0.4865 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5729    1.3328    0.6988 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0334    1.3135    1.0121 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9075   -1.0431   -0.7772 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1028    1.7594    1.3333 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7045    0.6311    2.5647 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8124    1.0723    3.7254 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0896    1.8384    2.3144 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0918   -1.0922    3.0510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3003    0.0978    3.0101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0166    1.1698   -0.1637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6202    0.5438   -0.5256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3817    1.4807    0.9801 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7802   -2.1023    1.0818 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9019   -2.1496   -1.3410 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2763   -0.4228   -1.4024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8660   -1.3167   -1.3179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1862   -2.9195   -0.9782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9071   -2.5724    1.2759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9121   -1.7580    2.3090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6055   -3.8099    1.0180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3455   -3.3094    1.2428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4584   -3.0835   -0.3618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4816    0.3943    0.9813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0873   -1.8590   -0.1686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7543    0.0201    0.1306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1711    0.4696   -2.0403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2111   -1.0356   -2.1126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4819    0.6010   -2.5597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3913    1.7702    0.9795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5170    1.9568   -0.6577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3154    2.6976   -1.7526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6496    3.4516   -0.1099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5041    2.5377   -0.0341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6926    1.2931   -1.3945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3775    2.9076   -1.5413 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  2  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 27 29  1  0
  8  2  1  0
 17 11  1  0
 20 15  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  6
  6 37  1  0
  7 38  1  0
  7 39  1  0
  9 40  1  0
 10 41  1  0
 12 42  1  0
 12 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 16 48  1  0
 16 49  1  0
 16 50  1  0
 17 51  1  1
 18 52  1  0
 18 53  1  0
 19 54  1  0
 19 55  1  0
 20 56  1  1
 21 57  1  1
 22 58  1  0
 22 59  1  0
 22 60  1  0
 23 61  1  0
 24 62  1  0
 25 63  1  1
 26 64  1  0
 26 65  1  0
 26 66  1  0
 27 67  1  0
 28 68  1  0
 28 69  1  0
 28 70  1  0
 29 71  1  0
 29 72  1  0
 29 73  1  0
M  END

153
  Mrv1652305271900112D          

 31 33  0  0  1  0            999 V2000
    1.6500   -3.9985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    0.9517    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2886    1.2030    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5080    0.1266    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7701    0.5391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2886   -0.1247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    1.3642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5449    1.9872    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7935   -0.2859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    1.7767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    0.9517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    0.1266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9939    2.6013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3522    2.1574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -1.1109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6086    2.9416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -1.5234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4158    3.1117    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0791   -2.3484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6721    3.8959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.7609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9668    2.4977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -2.7609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -3.5859    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7935   -3.5859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -3.9985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1211    4.5100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4794    4.0660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -2.3484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9406    1.3054    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5779   -0.5297    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 24  1  1  6  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  2  7  1  0  0  0  0
  2 10  1  1  0  0  0
  3  5  1  0  0  0  0
  3  8  1  0  0  0  0
  3 30  1  6  0  0  0
  4  6  1  0  0  0  0
  4  9  1  0  0  0  0
  4 31  1  6  0  0  0
  5  6  1  0  0  0  0
  7 11  1  0  0  0  0
  8 13  1  6  0  0  0
  8 14  1  0  0  0  0
  9 12  1  0  0  0  0
  9 15  2  0  0  0  0
 11 12  1  0  0  0  0
 14 16  2  0  0  0  0
 15 17  1  0  0  0  0
 16 18  1  0  0  0  0
 17 19  2  0  0  0  0
 18 20  1  0  0  0  0
 18 22  1  1  0  0  0
 19 21  1  0  0  0  0
 19 23  1  0  0  0  0
 20 27  1  0  0  0  0
 20 28  1  0  0  0  0
 21 24  1  0  0  0  0
 23 25  1  0  0  0  0
 23 29  2  0  0  0  0
 24 26  1  0  0  0  0
 25 26  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0000900

> <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)\C=C\[C@H](C)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C28H44O/c1-19(2)20(3)9-10-22(5)26-15-16-27-23(8-7-17-28(26,27)6)12-13-24-18-25(29)14-11-21(24)4/h9-10,12-13,19-20,22,25-27,29H,4,7-8,11,14-18H2,1-3,5-6H3/b10-9+,23-12+,24-13-/t20-,22+,25-,26+,27-,28+/m0/s1

> <INCHI_KEY>
MECHNRXZTMCUDQ-RKHKHRCZSA-N

> <FORMULA>
C28H44O

> <MOLECULAR_WEIGHT>
396.6484

> <EXACT_MASS>
396.33921603

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
73

> <JCHEM_AVERAGE_POLARIZABILITY>
50.72109432889645

> <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)-1-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-7a-methyl-octahydro-1H-inden-4-ylidene]ethylidene}-4-methylidenecyclohexan-1-ol

> <ALOGPS_LOGP>
7.59

> <JCHEM_LOGP>
7.050558194333334

> <ALOGPS_LOGS>
-5.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <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>
128.88969999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.33e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ergocalciferol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0000900
     RDKit          3D
Ergocalciferol
 73 75  0  0  0  0  0  0  0  0999 V2000
    4.0353   -0.2956   -2.5351 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0789   -0.2571   -1.7712 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2894   -1.0955   -2.0363 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4371   -0.4180   -1.2370 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3034    1.0713   -1.3429 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.4852    1.7501   -1.1626 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2227    1.5249   -0.3507 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0587    0.6450   -0.6191 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0163    0.6068    0.1592 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8771   -0.2838   -0.0294 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8190   -0.2317    0.7704 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8728    0.7764    1.8464 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6100    0.9096    2.6235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3499   -0.2251    2.5347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6112   -0.5023    1.1053 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9386    0.7275    0.3025 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7060   -1.1226    0.5664 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2814   -1.3724   -0.8456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1570   -1.8471   -0.6840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4521   -1.6919    0.8096 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8503   -1.7109    1.1880 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4035   -3.0834    0.7438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7358   -0.6275    0.7409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8478   -0.8064    0.0586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7879    0.2221   -0.4249 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.1490    0.0299   -1.8842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4279    1.6321   -0.1125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5509    2.5009   -0.6917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1579    2.0833   -0.8015 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1195    0.2529   -2.4549 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0918   -0.9993   -3.3895 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5453   -1.1594   -3.0931 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1352   -2.0714   -1.5372 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3602   -0.7155   -0.1762 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4170   -0.7617   -1.6188 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8730    1.2890   -2.3510 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7451    1.7991   -0.2268 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0003    2.5923   -0.4865 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5729    1.3328    0.6988 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0334    1.3135    1.0121 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9075   -1.0431   -0.7772 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1028    1.7594    1.3333 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7045    0.6311    2.5647 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8124    1.0723    3.7254 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0896    1.8384    2.3144 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0918   -1.0922    3.0510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3003    0.0978    3.0101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0166    1.1698   -0.1637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6202    0.5438   -0.5256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3817    1.4807    0.9801 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7802   -2.1023    1.0818 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9019   -2.1496   -1.3410 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2763   -0.4228   -1.4024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8660   -1.3167   -1.3179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1862   -2.9195   -0.9782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9071   -2.5724    1.2759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9121   -1.7580    2.3090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6055   -3.8099    1.0180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3455   -3.3094    1.2428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4584   -3.0835   -0.3618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4816    0.3943    0.9813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0873   -1.8590   -0.1686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7543    0.0201    0.1306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1711    0.4696   -2.0403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2111   -1.0356   -2.1126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4819    0.6010   -2.5597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3913    1.7702    0.9795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5170    1.9568   -0.6577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3154    2.6976   -1.7526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6496    3.4516   -0.1099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5041    2.5377   -0.0341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6926    1.2931   -1.3945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3775    2.9076   -1.5413 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  2  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 27 29  1  0
  8  2  1  0
 17 11  1  0
 20 15  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  6
  6 37  1  0
  7 38  1  0
  7 39  1  0
  9 40  1  0
 10 41  1  0
 12 42  1  0
 12 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 16 48  1  0
 16 49  1  0
 16 50  1  0
 17 51  1  1
 18 52  1  0
 18 53  1  0
 19 54  1  0
 19 55  1  0
 20 56  1  1
 21 57  1  1
 22 58  1  0
 22 59  1  0
 22 60  1  0
 23 61  1  0
 24 62  1  0
 25 63  1  1
 26 64  1  0
 26 65  1  0
 26 66  1  0
 27 67  1  0
 28 68  1  0
 28 69  1  0
 28 70  1  0
 29 71  1  0
 29 72  1  0
 29 73  1  0
M  END

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 153                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  O   UNK     0       3.080  -7.464   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       8.415   1.777   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.872   2.246   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.415   0.236   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.771   1.006   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.872  -0.233   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.081   2.547   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.350   3.709   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.081  -0.534   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.415   3.317   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.748   1.777   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.748   0.236   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.322   4.856   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.857   4.027   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.081  -2.074   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.336   5.491   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.748  -2.844   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      13.843   5.809   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.748  -4.384   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      14.321   7.272   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.414  -5.154   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      14.871   4.662   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.081  -5.154   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.414  -6.694   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.081  -6.694   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.748  -7.464   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      13.293   8.419   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      15.828   7.590   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       8.415  -4.384   0.000  0.00  0.00           C+0
HETATM   30  H   UNK     0      11.089   2.437   0.000  0.00  0.00           H+0
HETATM   31  H   UNK     0       8.545  -0.989   0.000  0.00  0.00           H+0
CONECT    1   24                                                            
CONECT    2    3    4    7   10                                             
CONECT    3    2    5    8   30                                             
CONECT    4    2    6    9   31                                             
CONECT    5    3    6                                                       
CONECT    6    4    5                                                       
CONECT    7    2   11                                                       
CONECT    8    3   13   14                                                  
CONECT    9    4   12   15                                                  
CONECT   10    2                                                            
CONECT   11    7   12                                                       
CONECT   12    9   11                                                       
CONECT   13    8                                                            
CONECT   14    8   16                                                       
CONECT   15    9   17                                                       
CONECT   16   14   18                                                       
CONECT   17   15   19                                                       
CONECT   18   16   20   22                                                  
CONECT   19   17   21   23                                                  
CONECT   20   18   27   28                                                  
CONECT   21   19   24                                                       
CONECT   22   18                                                            
CONECT   23   19   25   29                                                  
CONECT   24    1   21   26                                                  
CONECT   25   23   26                                                       
CONECT   26   24   25                                                       
CONECT   27   20                                                            
CONECT   28   20                                                            
CONECT   29   23                                                            
CONECT   30    3                                                            
CONECT   31    4                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

COMPND    HMDB0000900
HETATM    1  C1  UNL     1       4.035  -0.296  -2.535  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.079  -0.257  -1.771  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.289  -1.095  -2.036  1.00  0.00           C  
HETATM    4  C4  UNL     1       7.437  -0.418  -1.237  1.00  0.00           C  
HETATM    5  C5  UNL     1       7.303   1.071  -1.343  1.00  0.00           C  
HETATM    6  O1  UNL     1       8.485   1.750  -1.163  1.00  0.00           O  
HETATM    7  C6  UNL     1       6.223   1.525  -0.351  1.00  0.00           C  
HETATM    8  C7  UNL     1       5.059   0.645  -0.619  1.00  0.00           C  
HETATM    9  C8  UNL     1       4.016   0.607   0.159  1.00  0.00           C  
HETATM   10  C9  UNL     1       2.877  -0.284  -0.029  1.00  0.00           C  
HETATM   11  C10 UNL     1       1.819  -0.232   0.770  1.00  0.00           C  
HETATM   12  C11 UNL     1       1.873   0.776   1.846  1.00  0.00           C  
HETATM   13  C12 UNL     1       0.610   0.910   2.623  1.00  0.00           C  
HETATM   14  C13 UNL     1      -0.350  -0.225   2.535  1.00  0.00           C  
HETATM   15  C14 UNL     1      -0.611  -0.502   1.105  1.00  0.00           C  
HETATM   16  C15 UNL     1      -0.939   0.727   0.303  1.00  0.00           C  
HETATM   17  C16 UNL     1       0.706  -1.123   0.566  1.00  0.00           C  
HETATM   18  C17 UNL     1       0.281  -1.372  -0.846  1.00  0.00           C  
HETATM   19  C18 UNL     1      -1.157  -1.847  -0.684  1.00  0.00           C  
HETATM   20  C19 UNL     1      -1.452  -1.692   0.810  1.00  0.00           C  
HETATM   21  C20 UNL     1      -2.850  -1.711   1.188  1.00  0.00           C  
HETATM   22  C21 UNL     1      -3.403  -3.083   0.744  1.00  0.00           C  
HETATM   23  C22 UNL     1      -3.736  -0.628   0.741  1.00  0.00           C  
HETATM   24  C23 UNL     1      -4.848  -0.806   0.059  1.00  0.00           C  
HETATM   25  C24 UNL     1      -5.788   0.222  -0.425  1.00  0.00           C  
HETATM   26  C25 UNL     1      -6.149   0.030  -1.884  1.00  0.00           C  
HETATM   27  C26 UNL     1      -5.428   1.632  -0.113  1.00  0.00           C  
HETATM   28  C27 UNL     1      -6.551   2.501  -0.692  1.00  0.00           C  
HETATM   29  C28 UNL     1      -4.158   2.083  -0.802  1.00  0.00           C  
HETATM   30  H1  UNL     1       3.119   0.253  -2.455  1.00  0.00           H  
HETATM   31  H2  UNL     1       4.092  -0.999  -3.390  1.00  0.00           H  
HETATM   32  H3  UNL     1       6.545  -1.159  -3.093  1.00  0.00           H  
HETATM   33  H4  UNL     1       6.135  -2.071  -1.537  1.00  0.00           H  
HETATM   34  H5  UNL     1       7.360  -0.716  -0.176  1.00  0.00           H  
HETATM   35  H6  UNL     1       8.417  -0.762  -1.619  1.00  0.00           H  
HETATM   36  H7  UNL     1       6.873   1.289  -2.351  1.00  0.00           H  
HETATM   37  H8  UNL     1       8.745   1.799  -0.227  1.00  0.00           H  
HETATM   38  H9  UNL     1       6.000   2.592  -0.487  1.00  0.00           H  
HETATM   39  H10 UNL     1       6.573   1.333   0.699  1.00  0.00           H  
HETATM   40  H11 UNL     1       4.033   1.314   1.012  1.00  0.00           H  
HETATM   41  H12 UNL     1       2.907  -1.043  -0.777  1.00  0.00           H  
HETATM   42  H13 UNL     1       2.103   1.759   1.333  1.00  0.00           H  
HETATM   43  H14 UNL     1       2.705   0.631   2.565  1.00  0.00           H  
HETATM   44  H15 UNL     1       0.812   1.072   3.725  1.00  0.00           H  
HETATM   45  H16 UNL     1       0.090   1.838   2.314  1.00  0.00           H  
HETATM   46  H17 UNL     1       0.092  -1.092   3.051  1.00  0.00           H  
HETATM   47  H18 UNL     1      -1.300   0.098   3.010  1.00  0.00           H  
HETATM   48  H19 UNL     1      -0.017   1.170  -0.164  1.00  0.00           H  
HETATM   49  H20 UNL     1      -1.620   0.544  -0.526  1.00  0.00           H  
HETATM   50  H21 UNL     1      -1.382   1.481   0.980  1.00  0.00           H  
HETATM   51  H22 UNL     1       0.780  -2.102   1.082  1.00  0.00           H  
HETATM   52  H23 UNL     1       0.902  -2.150  -1.341  1.00  0.00           H  
HETATM   53  H24 UNL     1       0.276  -0.423  -1.402  1.00  0.00           H  
HETATM   54  H25 UNL     1      -1.866  -1.317  -1.318  1.00  0.00           H  
HETATM   55  H26 UNL     1      -1.186  -2.919  -0.978  1.00  0.00           H  
HETATM   56  H27 UNL     1      -0.907  -2.572   1.276  1.00  0.00           H  
HETATM   57  H28 UNL     1      -2.912  -1.758   2.309  1.00  0.00           H  
HETATM   58  H29 UNL     1      -2.605  -3.810   1.018  1.00  0.00           H  
HETATM   59  H30 UNL     1      -4.346  -3.309   1.243  1.00  0.00           H  
HETATM   60  H31 UNL     1      -3.458  -3.083  -0.362  1.00  0.00           H  
HETATM   61  H32 UNL     1      -3.482   0.394   0.981  1.00  0.00           H  
HETATM   62  H33 UNL     1      -5.087  -1.859  -0.169  1.00  0.00           H  
HETATM   63  H34 UNL     1      -6.754   0.020   0.131  1.00  0.00           H  
HETATM   64  H35 UNL     1      -7.171   0.470  -2.040  1.00  0.00           H  
HETATM   65  H36 UNL     1      -6.211  -1.036  -2.113  1.00  0.00           H  
HETATM   66  H37 UNL     1      -5.482   0.601  -2.560  1.00  0.00           H  
HETATM   67  H38 UNL     1      -5.391   1.770   0.979  1.00  0.00           H  
HETATM   68  H39 UNL     1      -7.517   1.957  -0.658  1.00  0.00           H  
HETATM   69  H40 UNL     1      -6.315   2.698  -1.753  1.00  0.00           H  
HETATM   70  H41 UNL     1      -6.650   3.452  -0.110  1.00  0.00           H  
HETATM   71  H42 UNL     1      -3.504   2.538  -0.034  1.00  0.00           H  
HETATM   72  H43 UNL     1      -3.693   1.293  -1.395  1.00  0.00           H  
HETATM   73  H44 UNL     1      -4.377   2.908  -1.541  1.00  0.00           H  
CONECT    1    2    2   30   31
CONECT    2    3    8
CONECT    3    4   32   33
CONECT    4    5   34   35
CONECT    5    6    7   36
CONECT    6   37
CONECT    7    8   38   39
CONECT    8    9    9
CONECT    9   10   40
CONECT   10   11   11   41
CONECT   11   12   17
CONECT   12   13   42   43
CONECT   13   14   44   45
CONECT   14   15   46   47
CONECT   15   16   17   20
CONECT   16   48   49   50
CONECT   17   18   51
CONECT   18   19   52   53
CONECT   19   20   54   55
CONECT   20   21   56
CONECT   21   22   23   57
CONECT   22   58   59   60
CONECT   23   24   24   61
CONECT   24   25   62
CONECT   25   26   27   63
CONECT   26   64   65   66
CONECT   27   28   29   67
CONECT   28   68   69   70
CONECT   29   71   72   73
END

HMDB0000900
     RDKit          3D
Ergocalciferol
 73 75  0  0  0  0  0  0  0  0999 V2000
    4.0353   -0.2956   -2.5351 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0789   -0.2571   -1.7712 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2894   -1.0955   -2.0363 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4371   -0.4180   -1.2370 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3034    1.0713   -1.3429 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.4852    1.7501   -1.1626 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2227    1.5249   -0.3507 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0587    0.6450   -0.6191 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0163    0.6068    0.1592 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8771   -0.2838   -0.0294 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8190   -0.2317    0.7704 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8728    0.7764    1.8464 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6100    0.9096    2.6235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3499   -0.2251    2.5347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6112   -0.5023    1.1053 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9386    0.7275    0.3025 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7060   -1.1226    0.5664 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2814   -1.3724   -0.8456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1570   -1.8471   -0.6840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4521   -1.6919    0.8096 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8503   -1.7109    1.1880 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4035   -3.0834    0.7438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7358   -0.6275    0.7409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8478   -0.8064    0.0586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7879    0.2221   -0.4249 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.1490    0.0299   -1.8842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4279    1.6321   -0.1125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5509    2.5009   -0.6917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1579    2.0833   -0.8015 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1195    0.2529   -2.4549 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0918   -0.9993   -3.3895 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5453   -1.1594   -3.0931 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1352   -2.0714   -1.5372 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3602   -0.7155   -0.1762 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4170   -0.7617   -1.6188 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8730    1.2890   -2.3510 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7451    1.7991   -0.2268 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0003    2.5923   -0.4865 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5729    1.3328    0.6988 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0334    1.3135    1.0121 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9075   -1.0431   -0.7772 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1028    1.7594    1.3333 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7045    0.6311    2.5647 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8124    1.0723    3.7254 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0896    1.8384    2.3144 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0918   -1.0922    3.0510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3003    0.0978    3.0101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0166    1.1698   -0.1637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6202    0.5438   -0.5256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3817    1.4807    0.9801 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7802   -2.1023    1.0818 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9019   -2.1496   -1.3410 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2763   -0.4228   -1.4024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8660   -1.3167   -1.3179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1862   -2.9195   -0.9782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9071   -2.5724    1.2759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9121   -1.7580    2.3090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6055   -3.8099    1.0180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3455   -3.3094    1.2428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4584   -3.0835   -0.3618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4816    0.3943    0.9813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0873   -1.8590   -0.1686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7543    0.0201    0.1306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1711    0.4696   -2.0403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2111   -1.0356   -2.1126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4819    0.6010   -2.5597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3913    1.7702    0.9795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5170    1.9568   -0.6577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3154    2.6976   -1.7526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6496    3.4516   -0.1099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5041    2.5377   -0.0341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6926    1.2931   -1.3945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3775    2.9076   -1.5413 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  2  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 27 29  1  0
  8  2  1  0
 17 11  1  0
 20 15  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  6
  6 37  1  0
  7 38  1  0
  7 39  1  0
  9 40  1  0
 10 41  1  0
 12 42  1  0
 12 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 16 48  1  0
 16 49  1  0
 16 50  1  0
 17 51  1  1
 18 52  1  0
 18 53  1  0
 19 54  1  0
 19 55  1  0
 20 56  1  1
 21 57  1  1
 22 58  1  0
 22 59  1  0
 22 60  1  0
 23 61  1  0
 24 62  1  0
 25 63  1  1
 26 64  1  0
 26 65  1  0
 26 66  1  0
 27 67  1  0
 28 68  1  0
 28 69  1  0
 28 70  1  0
 29 71  1  0
 29 72  1  0
 29 73  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(3beta,5Z,7E,22E)-9,10-Secoergosta-5,7,10(19),22-tetraen-3-ol	ChEBI
(5Z,7E,22E)-(3S)-9,10-Seco-5,7,10(19),22-ergostatetraen-3-ol	ChEBI
(5Z,7E,22E)-(3S)-9,10-Secoergosta-5,7,10(19),22-tetraen-3-ol	ChEBI
Activated ergosterol	ChEBI
Calciferol	ChEBI
Ercalciol	ChEBI
Ergocalciferolum	ChEBI
Oleovitamin D2	ChEBI
Viosterol	ChEBI
Vitamina D2	ChEBI
Vitamin D2	Kegg
Drisdol	Kegg
(3b,5Z,7E,22E)-9,10-Secoergosta-5,7,10(19),22-tetraen-3-ol	Generator
(3Β,5Z,7E,22E)-9,10-secoergosta-5,7,10(19),22-tetraen-3-ol	Generator
(+)-Vitamin D2	HMDB
(5E,7E,22E)-9,10-Secoergosta-5,7,10,22-tetraen-3-ol	HMDB
22-Tetraen 3beta 9,10,secoergosta-5,7,10(19)-ol	HMDB
4-Methylene-3-[2-[tetrahydro-7a-methyl-1-(1,4,5-trimethyl-2-hexenyl)-4(3ah)-indanylidene]ethylidene]-cyclohexanol	HMDB
9,10-Secoergosta-5,7,10(19),22-tetraen-3b-ol	HMDB
beta-Ol	HMDB
Buco-D	HMDB
Calciferon 2	HMDB
Condacaps	HMDB
Condocaps	HMDB
Condol	HMDB
Crtron	HMDB
Crystallina	HMDB
D-Arthin	HMDB
D-Tracetten	HMDB
Daral	HMDB
Davitamon D	HMDB
Davitin	HMDB
De-rat concentrate	HMDB
Decaps	HMDB
Dee-osterol	HMDB
Dee-ron	HMDB
Dee-ronal	HMDB
Dee-roual	HMDB
delta-Arthin	HMDB
delta-Tracetten	HMDB
Deltalin	HMDB
Deratol	HMDB
Detalup	HMDB
Diactol	HMDB
Divit urto	HMDB
Doral	HMDB
Ergocalciferol oil	HMDB
Ergorone	HMDB
Ergosterol activated	HMDB
Ergosterol irradiated	HMDB
Ertron	HMDB
Fortodyl	HMDB
Geltabs	HMDB
Hi-deratol	HMDB
Infron	HMDB
Irradiated ergosta-5,7,22-trien-3beta-ol	HMDB
Metadee	HMDB
Mina D2	HMDB
Mulsiferol	HMDB
Mykostin	HMDB
Novovitamin-D	HMDB
Oleovitamin D	HMDB
Osteil	HMDB
Ostelin	HMDB
Radiostol	HMDB
Radstein	HMDB
Radsterin	HMDB
Rodine C	HMDB
Shock-ferol	HMDB
Shock-ferol sterogyl	HMDB
Sterogyl	HMDB
Synthetic vitamin D	HMDB
Uvesterol D	HMDB
Uvesterol-D	HMDB
Vio D	HMDB
Vio-D	HMDB
Viostdrol	HMDB
Viosterol in oil	HMDB
Vitavel-D	HMDB
Calciferols	HMDB
Ergocalciferols	HMDB
D2, Vitamin	HMDB
Vitamin D 2	HMDB
Ergocalciferol	ChEBI

Chemical Formula

C₂₈H₄₄O

Average Molecular Weight

396.6484

Monoisotopic Molecular Weight

396.33921603

IUPAC Name

(1S,3Z)-3-{2-[(1R,3aS,4E,7aR)-1-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-7a-methyl-octahydro-1H-inden-4-ylidene]ethylidene}-4-methylidenecyclohexan-1-ol

Traditional Name

ergocalciferol

CAS Registry Number

50-14-6

SMILES

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

InChI Identifier

InChI=1S/C28H44O/c1-19(2)20(3)9-10-22(5)26-15-16-27-23(8-7-17-28(26,27)6)12-13-24-18-25(29)14-11-21(24)4/h9-10,12-13,19-20,22,25-27,29H,4,7-8,11,14-18H2,1-3,5-6H3/b10-9+,23-12+,24-13-/t20-,22+,25-,26+,27-,28+/m0/s1

InChI Key

MECHNRXZTMCUDQ-RKHKHRCZSA-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

hydroxy seco-steroid (CHEBI:28934 )
seco-ergostane (CHEBI:28934 )
vitamin D (CHEBI:28934 )
Vitamin D2 and derivatives (C05441 )
Fat-soluble vitamins (C05441 )
Vitamin D2 and derivatives (LMST03010000 )

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	116.5 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.05 mg/mL	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	Not Available	203.385	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000448

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.00043 g/L	ALOGPS
logP	7.59	ALOGPS
logP	7.05	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	5	ChemAxon
Refractivity	128.89 m³·mol⁻¹	ChemAxon
Polarizability	50.72 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	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	198.112	31661259
DarkChem	[M-H]-	197.269	31661259
AllCCS	[M+H]+	205.456	32859911
AllCCS	[M-H]-	206.258	32859911
DeepCCS	[M-2H]-	240.068	30932474
DeepCCS	[M+Na]+	214.945	30932474
AllCCS	[M+H]+	205.5	32859911
AllCCS	[M+H-H2O]+	203.2	32859911
AllCCS	[M+NH4]+	207.5	32859911
AllCCS	[M+Na]+	208.1	32859911
AllCCS	[M-H]-	206.3	32859911
AllCCS	[M+Na-2H]-	208.2	32859911
AllCCS	[M+HCOO]-	210.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ergocalciferol	[H][C@@]1(CC[C@@]2([H])\C(CCC[C@]12C)=C\C=C1\C[C@@H](O)CCC1=C)[C@H](C)\C=C\[C@H](C)C(C)C	3557.3	Standard polar	33892256
Ergocalciferol	[H][C@@]1(CC[C@@]2([H])\C(CCC[C@]12C)=C\C=C1\C[C@@H](O)CCC1=C)[C@H](C)\C=C\[C@H](C)C(C)C	3172.7	Standard non polar	33892256
Ergocalciferol	[H][C@@]1(CC[C@@]2([H])\C(CCC[C@]12C)=C\C=C1\C[C@@H](O)CCC1=C)[C@H](C)\C=C\[C@H](C)C(C)C	3268.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Ergocalciferol,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)/C=C/[C@H](C)C(C)C	3199.8	Semi standard non polar	33892256
Ergocalciferol,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)/C=C/[C@H](C)C(C)C	3431.7	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Ergocalciferol GC-MS (1 TMS)	splash10-003u-3911000000-dba9e396497310b31715	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Ergocalciferol GC-MS (Non-derivatized)	splash10-003u-3911000000-dba9e396497310b31715	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ergocalciferol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0f89-3019000000-8a847f6179b3a364ad05	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ergocalciferol GC-MS (1 TMS) - 70eV, Positive	splash10-0udl-4103900000-4c6f376ae6706d7e8556	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ergocalciferol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ergocalciferol 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ergocalciferol Quattro_QQQ 10V, Positive-QTOF (Annotated)	splash10-0002-0129000000-77bd32807ec8ea97183b	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ergocalciferol Quattro_QQQ 25V, Positive-QTOF (Annotated)	splash10-0601-5902000000-ae4a4363ac10f9f0feb7	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ergocalciferol Quattro_QQQ 40V, Positive-QTOF (Annotated)	splash10-05mo-9800000000-1ea9f4fa17117a9e6515	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ergocalciferol LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positive-QTOF	splash10-01ot-9801000000-17d2120d47f9c718ea95	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ergocalciferol LC-ESI-QTOF , positive-QTOF	splash10-01ot-9801000000-c10341d61ee2d6369219	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ergocalciferol 10V, Positive-QTOF	splash10-004j-1129000000-41a3f60b47798eb6bd6c	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ergocalciferol 20V, Positive-QTOF	splash10-05ai-4694000000-95577608302dfef840b4	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ergocalciferol 40V, Positive-QTOF	splash10-0gx9-9464000000-f7bcbdb6e805513cd661	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ergocalciferol 10V, Negative-QTOF	splash10-0002-0009000000-819b52cfd84baf07f550	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ergocalciferol 20V, Negative-QTOF	splash10-0002-0009000000-5ed8b1f535a88d73555c	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ergocalciferol 40V, Negative-QTOF	splash10-004i-3249000000-bf201c27d3bc67289adb	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ergocalciferol 10V, Positive-QTOF	splash10-006t-0398000000-dfcffd595ce9725ef52c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ergocalciferol 20V, Positive-QTOF	splash10-0uk9-4192000000-c93d9259f7db1789c50a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ergocalciferol 40V, Positive-QTOF	splash10-015c-9340000000-aa858d8ca84ec1673a55	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ergocalciferol 10V, Negative-QTOF	splash10-0002-0009000000-2f6aa9af0bd8878fb6c6	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ergocalciferol 20V, Negative-QTOF	splash10-002b-0109000000-7977d6caa249a0925fb3	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ergocalciferol 40V, Negative-QTOF	splash10-0006-1759000000-2c5dd594802c53ac80a1	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)	2012-12-04	Wishart Lab	View Spectrum
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CDCl₃, experimental)	2012-12-05	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane
Mitochondria

Biospecimen Locations

Blood
Saliva
Urine

Tissue Locations

Adipose Tissue
Bladder
Brain
Epidermis
Fibroblasts
Intestine
Kidney
Liver
Neuron
Ovary
Pancreas
Placenta
Prostate
Skeletal Muscle
Spleen
Testis

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

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	0.003 (0.000-0.007) uM	Adult (>18 years old)	Male	Normal	227368	details
Blood	Detected and Quantified	0.0025 (0.0008-0.0042) uM	Adult (>18 years old)	Male	Normal	227368	details
Saliva	Detected and Quantified	0.008 +/- 0.002 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	0.0032 (0.0017-0.0047) uM	Adult (>18 years old)	Male	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 ]

Associated OMIM IDs

None

External Links

DrugBank ID

DB00153

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB012811

KNApSAcK ID

Not Available

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

PDB ID

Not Available

ChEBI ID

28934

Food Biomarker Ontology

Not Available

VMH ID

VITD2

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Okabe, Masami. Vitamin D2 from ergosterol (9,10-secoergosta-5,7,10(19),22-tetraen-3-ol,(3b)- from ergosta-5,7,22-trien-3-ol,(3b)-). Organic Syntheses (1999), 76 275-286.

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

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 ]
Samanek AJ, Croager EJ, Gies P, Milne E, Prince R, McMichael AJ, Lucas RM, Slevin T: Estimates of beneficial and harmful sun exposure times during the year for major Australian population centres. Med J Aust. 2006 Apr 3;184(7):338-41. [PubMed:16584368 ]
Bischoff HA, Borchers M, Gudat F, Duermueller U, Theiler R, Stahelin HB, Dick W: In situ detection of 1,25-dihydroxyvitamin D3 receptor in human skeletal muscle tissue. Histochem J. 2001 Jan;33(1):19-24. [PubMed:11352397 ]
Jorde R, Saleh F, Figenschau Y, Kamycheva E, Haug E, Sundsfjord J: Serum parathyroid hormone (PTH) levels in smokers and non-smokers. The fifth Tromso study. Eur J Endocrinol. 2005 Jan;152(1):39-45. [PubMed:15762185 ]
Bischoff-Ferrari HA, Borchers M, Gudat F, Durmuller U, Stahelin HB, Dick W: Vitamin D receptor expression in human muscle tissue decreases with age. J Bone Miner Res. 2004 Feb;19(2):265-9. [PubMed:14969396 ]
Young MV, Schwartz GG, Wang L, Jamieson DP, Whitlatch LW, Flanagan JN, Lokeshwar BL, Holick MF, Chen TC: The prostate 25-hydroxyvitamin D-1 alpha-hydroxylase is not influenced by parathyroid hormone and calcium: implications for prostate cancer chemoprevention by vitamin D. Carcinogenesis. 2004 Jun;25(6):967-71. Epub 2004 Jan 16. [PubMed:14729578 ]
Jones G, Strugnell SA, DeLuca HF: Current understanding of the molecular actions of vitamin D. Physiol Rev. 1998 Oct;78(4):1193-231. [PubMed:9790574 ]
Langman CB, Brooks ER: Renal osteodystrophy in children: a systemic disease associated with cardiovascular manifestations. Growth Horm IGF Res. 2006 Jul;16 Suppl A:S79-83. Epub 2006 Apr 18. [PubMed:16624609 ]
Reginster JY: The high prevalence of inadequate serum vitamin D levels and implications for bone health. Curr Med Res Opin. 2005 Apr;21(4):579-86. [PubMed:15899107 ]
Tuohimaa P, Tenkanen L, Ahonen M, Lumme S, Jellum E, Hallmans G, Stattin P, Harvei S, Hakulinen T, Luostarinen T, Dillner J, Lehtinen M, Hakama M: Both high and low levels of blood vitamin D are associated with a higher prostate cancer risk: a longitudinal, nested case-control study in the Nordic countries. Int J Cancer. 2004 Jan 1;108(1):104-8. [PubMed:14618623 ]
Malloy PJ, Xu R, Peng L, Clark PA, Feldman D: A novel mutation in helix 12 of the vitamin D receptor impairs coactivator interaction and causes hereditary 1,25-dihydroxyvitamin D-resistant rickets without alopecia. Mol Endocrinol. 2002 Nov;16(11):2538-46. [PubMed:12403843 ]
Boyle MP, Noschese ML, Watts SL, Davis ME, Stenner SE, Lechtzin N: Failure of high-dose ergocalciferol to correct vitamin D deficiency in adults with cystic fibrosis. Am J Respir Crit Care Med. 2005 Jul 15;172(2):212-7. Epub 2005 Apr 28. [PubMed:15860755 ]
Salle BL, Delvin EE, Lapillonne A, Bishop NJ, Glorieux FH: Perinatal metabolism of vitamin D. Am J Clin Nutr. 2000 May;71(5 Suppl):1317S-24S. [PubMed:10799409 ]
Bai S, Favus MJ: Vitamin D and calcium receptors: links to hypercalciuria. Curr Opin Nephrol Hypertens. 2006 Jul;15(4):381-5. [PubMed:16775452 ]
Vieth R: The role of vitamin D in the prevention of osteoporosis. Ann Med. 2005;37(4):278-85. [PubMed:16019727 ]
Robinson DM, Scott LJ: Spotlight on paricalcitol in secondary hyperparathyroidism. Treat Endocrinol. 2005;4(3):185-6. [PubMed:15898824 ]
Bouillon R, Verstuyf A, Zhao J, Tan BK, Van Baelen H: Nonhypercalcemic vitamin D analogs: interactions with the vitamin D-binding protein. Horm Res. 1996;45(3-5):117-21. [PubMed:8964569 ]
Moreira RO, Duarte MP, Farias ML: [Disturbances of calcium-PTH-vitamin D axis in chronic liver diseases]. Arq Bras Endocrinol Metabol. 2004 Aug;48(4):443-50. Epub 2005 Mar 7. [PubMed:15761507 ]
Shah N, Bernardini J, Piraino B: Prevalence and correction of 25(OH) vitamin D deficiency in peritoneal dialysis patients. Perit Dial Int. 2005 Jul-Aug;25(4):362-6. [PubMed:16022093 ]
Makishima M, Lu TT, Xie W, Whitfield GK, Domoto H, Evans RM, Haussler MR, Mangelsdorf DJ: Vitamin D receptor as an intestinal bile acid sensor. Science. 2002 May 17;296(5571):1313-6. [PubMed:12016314 ]
DeLuca HF: Overview of general physiologic features and functions of vitamin D. Am J Clin Nutr. 2004 Dec;80(6 Suppl):1689S-96S. [PubMed:15585789 ]

Enzymes

Enzyme Details

1. 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

Binkley N, Ramamurthy R, Krueger D: Low vitamin D status: definition, prevalence, consequences, and correction. Endocrinol Metab Clin North Am. 2010 Jun;39(2):287-301, table of contents. doi: 10.1016/j.ecl.2010.02.008. [PubMed:20511052 ]

Enzyme Details

2. 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

Binkley N, Ramamurthy R, Krueger D: Low vitamin D status: definition, prevalence, consequences, and correction. Endocrinol Metab Clin North Am. 2010 Jun;39(2):287-301, table of contents. doi: 10.1016/j.ecl.2010.02.008. [PubMed:20511052 ]
Masuda S, Strugnell SA, Knutson JC, St-Arnaud R, Jones G: Evidence for the activation of 1alpha-hydroxyvitamin D2 by 25-hydroxyvitamin D-24-hydroxylase: delineation of pathways involving 1alpha,24-dihydroxyvitamin D2 and 1alpha,25-dihydroxyvitamin D2. Biochim Biophys Acta. 2006 Feb;1761(2):221-34. Epub 2006 Feb 2. [PubMed:16516540 ]
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 ]
Abe D, Sakaki T, Kusudo T, Kittaka A, Saito N, Suhara Y, Fujishima T, Takayama H, Hamamoto H, Kamakura M, Ohta M, Inouye K: Metabolism of 2 alpha-propoxy-1 alpha,25-dihydroxyvitamin D3 and 2 alpha-(3-hydroxypropoxy)-1 alpha,25-dihydroxyvitamin D3 by human CYP27A1 and CYP24A1. Drug Metab Dispos. 2005 Jun;33(6):778-84. Epub 2005 Mar 11. [PubMed:15764712 ]
Sakaki T: [Recent studies on vitamin D metabolizing enzymes]. Clin Calcium. 2006 Jul;16(7):1129-35. [PubMed:16816472 ]

Enzyme Details

3. 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

References

Turunen MM, Dunlop TW, Carlberg C, Vaisanen S: Selective use of multiple vitamin D response elements underlies the 1 alpha,25-dihydroxyvitamin D3-mediated negative regulation of the human CYP27B1 gene. Nucleic Acids Res. 2007;35(8):2734-47. Epub 2007 Apr 10. [PubMed:17426122 ]
Gallagher JC, Sai AJ: Vitamin D insufficiency, deficiency, and bone health. J Clin Endocrinol Metab. 2010 Jun;95(6):2630-3. doi: 10.1210/jc.2010-0918. [PubMed:20525913 ]
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 ]
Sakaki T: [Recent studies on vitamin D metabolizing enzymes]. Clin Calcium. 2006 Jul;16(7):1129-35. [PubMed:16816472 ]
Inouye K, Sakaki T: Enzymatic studies on the key enzymes of vitamin D metabolism; 1 alpha-hydroxylase (CYP27B1) and 24-hydroxylase (CYP24). Biotechnol Annu Rev. 2001;7:179-94. [PubMed:11686044 ]

Enzyme Details

4. Vitamin D3 receptor

General function:: Involved in sequence-specific DNA binding transcription factor activity
Specific function:: Nuclear hormone receptor. Transcription factor that mediates the action of vitamin D3 by controlling the expression of hormone sensitive genes. Regulates transcription of hormone sensitive genes via its association with the WINAC complex, a chromatin-remodeling complex. Recruited to promoters via its interaction with the WINAC complex subunit BAZ1B/WSTF, which mediates the interaction with acetylated histones, an essential step for VDR-promoter association. Plays a central role in calcium homeostasis
Gene Name:: VDR
Uniprot ID:: P11473
Molecular weight:: 48288.6

References

Carvallo L, Henriquez B, Olate J, van Wijnen AJ, Lian JB, Stein GS, Onate S, Stein JL, Montecino M: The 1alpha,25-dihydroxy Vitamin D3 receptor preferentially recruits the coactivator SRC-1 during up-regulation of the osteocalcin gene. J Steroid Biochem Mol Biol. 2007 Mar;103(3-5):420-4. Epub 2007 Jan 10. [PubMed:17218095 ]
Liu W, Tretiakova M, Kong J, Turkyilmaz M, Li YC, Krausz T: Expression of vitamin D3 receptor in kidney tumors. Hum Pathol. 2006 Oct;37(10):1268-78. Epub 2006 Jul 27. [PubMed:16949927 ]
Ewing AK, Attner M, Chakravarti D: Novel regulatory role for human Acf1 in transcriptional repression of vitamin D3 receptor-regulated genes. Mol Endocrinol. 2007 Aug;21(8):1791-806. Epub 2007 May 22. [PubMed:17519354 ]
Gallagher JC, Sai AJ: Vitamin D insufficiency, deficiency, and bone health. J Clin Endocrinol Metab. 2010 Jun;95(6):2630-3. doi: 10.1210/jc.2010-0918. [PubMed:20525913 ]
Straube S, Derry S, Moore RA, McQuay HJ: Vitamin D for the treatment of chronic painful conditions in adults. Cochrane Database Syst Rev. 2010 Jan 20;(1):CD007771. doi: 10.1002/14651858.CD007771.pub2. [PubMed:20091647 ]
Jurutka PW, Bartik L, Whitfield GK, Mathern DR, Barthel TK, Gurevich M, Hsieh JC, Kaczmarska M, Haussler CA, Haussler MR: Vitamin D receptor: key roles in bone mineral pathophysiology, molecular mechanism of action, and novel nutritional ligands. J Bone Miner Res. 2007 Dec;22 Suppl 2:V2-10. doi: 10.1359/jbmr.07s216. [PubMed:18290715 ]
Mikhak B, Hunter DJ, Spiegelman D, Platz EA, Hollis BW, Giovannucci E: Vitamin D receptor (VDR) gene polymorphisms and haplotypes, interactions with plasma 25-hydroxyvitamin D and 1,25-dihydroxyvitamin D, and prostate cancer risk. Prostate. 2007 Jun 15;67(9):911-23. [PubMed:17440943 ]
Marks HD, Fleet JC, Peleg S: Transgenic expression of the human Vitamin D receptor (hVDR) in the duodenum of VDR-null mice attenuates the age-dependent decline in calcium absorption. J Steroid Biochem Mol Biol. 2007 Mar;103(3-5):513-6. Epub 2007 Jan 5. [PubMed:17207992 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]

Enzyme Details

5. 1,25-dihydroxyvitamin D(3) 24-hydroxylase, mitochondrial

General function:: Involved in monooxygenase activity
Specific function:: Has a role in maintaining calcium homeostasis. Catalyzes the NADPH-dependent 24-hydroxylation of calcidiol (25-hydroxyvitamin D(3)) and calcitriol (1-alpha,25-dihydroxyvitamin D(3)). The enzyme can perform up to 6 rounds of hydroxylation of calcitriol leading to calcitroic acid. It also shows 23-hydroxylating activity leading to 1-alpha,25-dihydroxyvitamin D(3)-26,23-lactone as end product.
Gene Name:: CYP24A1
Uniprot ID:: Q07973
Molecular weight:: 58874.695

References

Masuda S, Strugnell SA, Knutson JC, St-Arnaud R, Jones G: Evidence for the activation of 1alpha-hydroxyvitamin D2 by 25-hydroxyvitamin D-24-hydroxylase: delineation of pathways involving 1alpha,24-dihydroxyvitamin D2 and 1alpha,25-dihydroxyvitamin D2. Biochim Biophys Acta. 2006 Feb;1761(2):221-34. Epub 2006 Feb 2. [PubMed:16516540 ]
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 ]
Abe D, Sakaki T, Kusudo T, Kittaka A, Saito N, Suhara Y, Fujishima T, Takayama H, Hamamoto H, Kamakura M, Ohta M, Inouye K: Metabolism of 2 alpha-propoxy-1 alpha,25-dihydroxyvitamin D3 and 2 alpha-(3-hydroxypropoxy)-1 alpha,25-dihydroxyvitamin D3 by human CYP27A1 and CYP24A1. Drug Metab Dispos. 2005 Jun;33(6):778-84. Epub 2005 Mar 11. [PubMed:15764712 ]
Sakaki T: [Recent studies on vitamin D metabolizing enzymes]. Clin Calcium. 2006 Jul;16(7):1129-35. [PubMed:16816472 ]
Inouye K, Sakaki T: Enzymatic studies on the key enzymes of vitamin D metabolism; 1 alpha-hydroxylase (CYP27B1) and 24-hydroxylase (CYP24). Biotechnol Annu Rev. 2001;7:179-94. [PubMed:11686044 ]

Enzyme Details

6. Vitamin D 25-hydroxylase

General function:: Involved in monooxygenase activity
Specific function:: Has a D-25-hydroxylase activity on both forms of vitamin D, vitamin D(2) and D(3).
Gene Name:: CYP2R1
Uniprot ID:: Q6VVX0
Molecular weight:: 57358.82

References

Ramos-Lopez E, Bruck P, Jansen T, Pfeilschifter JM, Radeke HH, Badenhoop K: CYP2R1-, CYP27B1- and CYP24-mRNA expression in German type 1 diabetes patients. J Steroid Biochem Mol Biol. 2007 Mar;103(3-5):807-10. Epub 2007 Jan 16. [PubMed:17223345 ]
Ramos-Lopez E, Bruck P, Jansen T, Herwig J, Badenhoop K: CYP2R1 (vitamin D 25-hydroxylase) gene is associated with susceptibility to type 1 diabetes and vitamin D levels in Germans. Diabetes Metab Res Rev. 2007 Nov;23(8):631-6. [PubMed:17607662 ]
Masuda S, Strugnell SA, Knutson JC, St-Arnaud R, Jones G: Evidence for the activation of 1alpha-hydroxyvitamin D2 by 25-hydroxyvitamin D-24-hydroxylase: delineation of pathways involving 1alpha,24-dihydroxyvitamin D2 and 1alpha,25-dihydroxyvitamin D2. Biochim Biophys Acta. 2006 Feb;1761(2):221-34. Epub 2006 Feb 2. [PubMed:16516540 ]

Enzyme Details

7. Cytosolic 5'-nucleotidase 3

General function:: Involved in magnesium ion binding
Specific function:: Can act both as nucleotidase and as phosphotransferase.
Gene Name:: NT5C3
Uniprot ID:: Q9H0P0
Molecular weight:: 33914.91

Enzyme Details

8. UMP-CMP kinase 2, mitochondrial

General function:: Involved in thymidylate kinase activity
Specific function:: May participate in dUTP and dCTP synthesis in mitochondria. Is able to phosphorylate dUMP, dCMP, CMP, UMP and monophosphates of the pyrimidine nucleoside analogs ddC, dFdC, araC, BVDU and FdUrd with ATP as phosphate donor. Efficacy is highest for dUMP followed by dCMP; CMP and UMP are poor substrates. May be involved in mtDNA depletion caused by long term treatment with ddC or other pyrimidine analogs.
Gene Name:: CMPK2
Uniprot ID:: Q5EBM0
Molecular weight:: 44958.27

Enzyme Details

9. Cytosolic 5'-nucleotidase III-like protein

General function:: Involved in magnesium ion binding
Specific function:: Can act both as nucleotidase and as phosphotransferase (By similarity).
Gene Name:: NT5C3L
Uniprot ID:: Q969T7
Molecular weight:: Not Available

Showing metabocard for Ergocalciferol (HMDB0000900)

MOL for HMDB0000900 (Ergocalciferol)

3D MOL for HMDB0000900 (Ergocalciferol)

3D SDF for HMDB0000900 (Ergocalciferol)

3D-SDF for HMDB0000900 (Ergocalciferol)

PDB for HMDB0000900 (Ergocalciferol)

3D PDB for HMDB0000900 (Ergocalciferol)

SMILES for HMDB0000900 (Ergocalciferol)

INCHI for HMDB0000900 (Ergocalciferol)

Structure for HMDB0000900 (Ergocalciferol)

3D Structure for HMDB0000900 (Ergocalciferol)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

References

References

References

References

References

References