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enzymes (2) Show 2 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:52 UTC

Update Date

2022-03-07 02:52:00 UTC

HMDB ID

HMDB0015504

Secondary Accession Numbers

HMDB15504

Metabolite Identification

Common Name

Alfacalcidol

Description

Alfacalcidol is an active metabolite of Vitamin D, which performs important functions in regulation of the calcium balance and the bone metabolism. Alfacalcidol is Vitamin D-hormone analog which is activated by the enzyme 25-hydroxylase in the liver for systemic and in osteoblasts for local D-hormone actions. It possesses a unique pattern of pleiotropic effects on, e.g. gut, bone, pararthyroids, muscle and brain. Alfacalcidol is superior to plain vitamin D (cholecalciferol) because the final kidney activation of the latter is regulated by a negative feedback mechanism. (PMID:17438884 ,17668216 ).

Structure

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

1436
  Mrv0541 02231215292D          

 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   -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  1  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
    6.3522    2.1574    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
    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
    7.4158    3.1117    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
    7.6721    3.8959    0.0000 C   0  0  0  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
    2.3645   -2.7609    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
    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
    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  2  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
    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
 26  1  1  6  0  0  0
 27  2  1  1  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  3  8  1  0  0  0  0
  3 11  1  1  0  0  0
  4  6  1  0  0  0  0
  4  9  1  0  0  0  0
  4 30  1  6  0  0  0
  5  7  1  0  0  0  0
  5 10  1  0  0  0  0
  5 31  1  6  0  0  0
  6  7  1  0  0  0  0
  8 12  1  0  0  0  0
  9 14  1  0  0  0  0
  9 15  1  6  0  0  0
 10 13  1  0  0  0  0
 10 16  2  0  0  0  0
 12 13  1  0  0  0  0
 14 17  1  0  0  0  0
 16 19  1  0  0  0  0
 17 18  1  0  0  0  0
 18 20  1  0  0  0  0
 19 21  2  0  0  0  0
 20 24  1  0  0  0  0
 20 25  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 22 26  1  0  0  0  0
 23 27  1  0  0  0  0
 23 29  2  0  0  0  0
 26 28  1  0  0  0  0
 27 28  1  0  0  0  0
M  END

HMDB0015504
     RDKit          3D
Alfacalcidol
 73 75  0  0  0  0  0  0  0  0999 V2000
   -4.9465    0.3715   -2.4890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4219   -0.2943   -1.4555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2857    0.2830   -0.1263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0863    0.7061    0.2173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9093    0.6199   -0.6277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7335    1.0991   -0.2671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6625    1.7470    1.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3823    2.5865    1.1601 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8530    1.7480    0.9181 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6721    0.6745   -0.1059 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3067   -0.6172    0.5432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4980    1.0622   -1.0344 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3997   -0.0179   -2.0582 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1036   -0.3209   -2.1610 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7240    0.6109   -1.1497 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1030    0.3235   -0.7685 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9417    0.3293   -2.0566 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3303   -0.9341    0.0133 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7863   -1.1497    0.3613 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3728   -0.0409    1.1985 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8268   -0.4249    1.4502 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8150   -1.7650    2.1899 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5300    0.5661    2.3148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4596    0.3347    0.7695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5803   -0.4386    0.1090 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.1066    0.2324   -0.9798 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0208   -1.7899   -0.3316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1486   -1.6086   -1.5760 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2557   -2.6703   -1.6143 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4666    1.3172   -2.4240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0694   -0.1185   -3.4549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9935    1.1546    1.2222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9218    0.1048   -1.5603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4852    2.4870    1.1677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7216    1.0602    1.9090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3416    2.9717    2.1945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4229    3.4300    0.4472 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6936    2.4202    0.7346 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0671    1.2355    1.9013 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5216   -0.6107    1.6535 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6835   -1.5136    0.0428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8186   -0.7225    0.5192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2212    2.0179   -1.5092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7451    0.3287   -3.0472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9769   -0.9234   -1.8157 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3244   -1.3729   -1.9921 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4927   -0.0432   -3.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7236    1.6246   -1.6538 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4890    1.1757   -0.1719 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8875    1.3740   -2.4304 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4913   -0.3165   -2.8219 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9962    0.1193   -1.8413 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9913   -1.8433   -0.4996 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7970   -0.8763    0.9831 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4014   -1.4096   -0.5040 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7996   -2.0659    1.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8978    0.0038    2.2000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2798    0.9522    0.7534 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3419   -0.5140    0.4725 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8824   -1.8432    2.7786 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7931   -2.5661    1.4221 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6575   -1.8408    2.8842 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9424    1.4960    2.4947 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8559    0.1202    3.2933 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4689    0.8820    1.8172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7943    1.3857    0.8817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2655   -0.1526    1.7453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4036   -0.6602    0.8167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3565   -0.4540   -1.6608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8694   -2.4764   -0.5240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4436   -2.1996    0.5079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8132   -1.6330   -2.4461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8170   -2.7274   -0.7392 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  1
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
  3 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 28  2  1  0
 12  6  1  0
 15 10  1  0
  1 30  1  0
  1 31  1  0
  4 32  1  0
  5 33  1  0
  7 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  0
  9 39  1  0
 11 40  1  0
 11 41  1  0
 11 42  1  0
 12 43  1  6
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  6
 16 49  1  1
 17 50  1  0
 17 51  1  0
 17 52  1  0
 18 53  1  0
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 19 56  1  0
 20 57  1  0
 20 58  1  0
 21 59  1  0
 22 60  1  0
 22 61  1  0
 22 62  1  0
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 24 66  1  0
 24 67  1  0
 25 68  1  1
 26 69  1  0
 27 70  1  0
 27 71  1  0
 28 72  1  6
 29 73  1  0
M  END

1436
  Mrv0541 02231215292D          

 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   -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  1  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
    6.3522    2.1574    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
    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
    7.4158    3.1117    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
    7.6721    3.8959    0.0000 C   0  0  0  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
    2.3645   -2.7609    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
    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
    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  2  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
    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
 26  1  1  6  0  0  0
 27  2  1  1  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  3  8  1  0  0  0  0
  3 11  1  1  0  0  0
  4  6  1  0  0  0  0
  4  9  1  0  0  0  0
  4 30  1  6  0  0  0
  5  7  1  0  0  0  0
  5 10  1  0  0  0  0
  5 31  1  6  0  0  0
  6  7  1  0  0  0  0
  8 12  1  0  0  0  0
  9 14  1  0  0  0  0
  9 15  1  6  0  0  0
 10 13  1  0  0  0  0
 10 16  2  0  0  0  0
 12 13  1  0  0  0  0
 14 17  1  0  0  0  0
 16 19  1  0  0  0  0
 17 18  1  0  0  0  0
 18 20  1  0  0  0  0
 19 21  2  0  0  0  0
 20 24  1  0  0  0  0
 20 25  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 22 26  1  0  0  0  0
 23 27  1  0  0  0  0
 23 29  2  0  0  0  0
 26 28  1  0  0  0  0
 27 28  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015504

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C27H44O2/c1-18(2)8-6-9-19(3)24-13-14-25-21(10-7-15-27(24,25)5)11-12-22-16-23(28)17-26(29)20(22)4/h11-12,18-19,23-26,28-29H,4,6-10,13-17H2,1-3,5H3/b21-11+,22-12-/t19-,23-,24-,25+,26+,27-/m1/s1

> <INCHI_KEY>
OFHCOWSQAMBJIW-AVJTYSNKSA-N

> <FORMULA>
C27H44O2

> <MOLECULAR_WEIGHT>
400.6371

> <EXACT_MASS>
400.334130652

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
50.55246071457845

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,3S,5Z)-5-{2-[(1R,3aS,4E,7aR)-7a-methyl-1-[(2R)-6-methylheptan-2-yl]-octahydro-1H-inden-4-ylidene]ethylidene}-4-methylidenecyclohexane-1,3-diol

> <ALOGPS_LOGP>
6.68

> <JCHEM_LOGP>
5.821855681666667

> <ALOGPS_LOGS>
-5.39

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.288747760735944

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.392873609845417

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7596614720148134

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
124.69639999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.63e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
etα

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015504
     RDKit          3D
Alfacalcidol
 73 75  0  0  0  0  0  0  0  0999 V2000
   -4.9465    0.3715   -2.4890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4219   -0.2943   -1.4555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2857    0.2830   -0.1263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0863    0.7061    0.2173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9093    0.6199   -0.6277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7335    1.0991   -0.2671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6625    1.7470    1.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3823    2.5865    1.1601 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8530    1.7480    0.9181 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6721    0.6745   -0.1059 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3067   -0.6172    0.5432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4980    1.0622   -1.0344 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3997   -0.0179   -2.0582 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1036   -0.3209   -2.1610 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7240    0.6109   -1.1497 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1030    0.3235   -0.7685 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9417    0.3293   -2.0566 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3303   -0.9341    0.0133 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7863   -1.1497    0.3613 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3728   -0.0409    1.1985 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8268   -0.4249    1.4502 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8150   -1.7650    2.1899 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5300    0.5661    2.3148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4596    0.3347    0.7695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5803   -0.4386    0.1090 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.1066    0.2324   -0.9798 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0208   -1.7899   -0.3316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1486   -1.6086   -1.5760 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2557   -2.6703   -1.6143 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4666    1.3172   -2.4240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0694   -0.1185   -3.4549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9935    1.1546    1.2222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9218    0.1048   -1.5603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4852    2.4870    1.1677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7216    1.0602    1.9090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3416    2.9717    2.1945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4229    3.4300    0.4472 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6936    2.4202    0.7346 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0671    1.2355    1.9013 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5216   -0.6107    1.6535 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6835   -1.5136    0.0428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8186   -0.7225    0.5192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2212    2.0179   -1.5092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7451    0.3287   -3.0472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9769   -0.9234   -1.8157 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3244   -1.3729   -1.9921 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4927   -0.0432   -3.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7236    1.6246   -1.6538 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4890    1.1757   -0.1719 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8875    1.3740   -2.4304 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4913   -0.3165   -2.8219 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9962    0.1193   -1.8413 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9913   -1.8433   -0.4996 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7970   -0.8763    0.9831 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4014   -1.4096   -0.5040 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7996   -2.0659    1.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8978    0.0038    2.2000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2798    0.9522    0.7534 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3419   -0.5140    0.4725 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8824   -1.8432    2.7786 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7931   -2.5661    1.4221 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6575   -1.8408    2.8842 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9424    1.4960    2.4947 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8559    0.1202    3.2933 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4689    0.8820    1.8172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7943    1.3857    0.8817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2655   -0.1526    1.7453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4036   -0.6602    0.8167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3565   -0.4540   -1.6608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8694   -2.4764   -0.5240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4436   -2.1996    0.5079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8132   -1.6330   -2.4461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8170   -2.7274   -0.7392 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  1
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
  3 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 28  2  1  0
 12  6  1  0
 15 10  1  0
  1 30  1  0
  1 31  1  0
  4 32  1  0
  5 33  1  0
  7 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  0
  9 39  1  0
 11 40  1  0
 11 41  1  0
 11 42  1  0
 12 43  1  6
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  6
 16 49  1  1
 17 50  1  0
 17 51  1  0
 17 52  1  0
 18 53  1  0
 18 54  1  0
 19 55  1  0
 19 56  1  0
 20 57  1  0
 20 58  1  0
 21 59  1  0
 22 60  1  0
 22 61  1  0
 22 62  1  0
 23 63  1  0
 23 64  1  0
 23 65  1  0
 24 66  1  0
 24 67  1  0
 25 68  1  1
 26 69  1  0
 27 70  1  0
 27 71  1  0
 28 72  1  6
 29 73  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 1436                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       3.080  -7.464   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       8.415  -7.464   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       8.415   1.777   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.872   2.246   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.415   0.236   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.771   1.006   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.872  -0.233   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.081   2.547   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.350   3.709   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.081  -0.534   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.415   3.317   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.748   1.777   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.748   0.236   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       9.322   4.856   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.081  -2.074   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.336   5.491   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  -2.844   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       5.748  -4.384   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.414  -5.154   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      13.293   8.419   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      15.828   7.590   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.414  -6.694   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       7.081  -6.694   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.748  -7.464   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   26                                                            
CONECT    2   27                                                            
CONECT    3    4    5    8   11                                             
CONECT    4    3    6    9   30                                             
CONECT    5    3    7   10   31                                             
CONECT    6    4    7                                                       
CONECT    7    5    6                                                       
CONECT    8    3   12                                                       
CONECT    9    4   14   15                                                  
CONECT   10    5   13   16                                                  
CONECT   11    3                                                            
CONECT   12    8   13                                                       
CONECT   13   10   12                                                       
CONECT   14    9   17                                                       
CONECT   15    9                                                            
CONECT   16   10   19                                                       
CONECT   17   14   18                                                       
CONECT   18   17   20                                                       
CONECT   19   16   21                                                       
CONECT   20   18   24   25                                                  
CONECT   21   19   22   23                                                  
CONECT   22   21   26                                                       
CONECT   23   21   27   29                                                  
CONECT   24   20                                                            
CONECT   25   20                                                            
CONECT   26    1   22   28                                                  
CONECT   27    2   23   28                                                  
CONECT   28   26   27                                                       
CONECT   29   23                                                            
CONECT   30    4                                                            
CONECT   31    5                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

COMPND    HMDB0015504
HETATM    1  C1  UNL     1      -4.946   0.372  -2.489  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.422  -0.294  -1.455  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.286   0.283  -0.126  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.086   0.706   0.217  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.909   0.620  -0.628  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.733   1.099  -0.267  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.663   1.747   1.069  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.382   2.587   1.160  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.853   1.748   0.918  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.672   0.675  -0.106  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.307  -0.617   0.543  1.00  0.00           C  
HETATM   12  C12 UNL     1      -0.498   1.062  -1.034  1.00  0.00           C  
HETATM   13  C13 UNL     1      -0.400  -0.018  -2.058  1.00  0.00           C  
HETATM   14  C14 UNL     1       1.104  -0.321  -2.161  1.00  0.00           C  
HETATM   15  C15 UNL     1       1.724   0.611  -1.150  1.00  0.00           C  
HETATM   16  C16 UNL     1       3.103   0.324  -0.768  1.00  0.00           C  
HETATM   17  C17 UNL     1       3.942   0.329  -2.057  1.00  0.00           C  
HETATM   18  C18 UNL     1       3.330  -0.934   0.013  1.00  0.00           C  
HETATM   19  C19 UNL     1       4.786  -1.150   0.361  1.00  0.00           C  
HETATM   20  C20 UNL     1       5.373  -0.041   1.198  1.00  0.00           C  
HETATM   21  C21 UNL     1       6.827  -0.425   1.450  1.00  0.00           C  
HETATM   22  C22 UNL     1       6.815  -1.765   2.190  1.00  0.00           C  
HETATM   23  C23 UNL     1       7.530   0.566   2.315  1.00  0.00           C  
HETATM   24  C24 UNL     1      -6.460   0.335   0.770  1.00  0.00           C  
HETATM   25  C25 UNL     1      -7.580  -0.439   0.109  1.00  0.00           C  
HETATM   26  O1  UNL     1      -8.107   0.232  -0.980  1.00  0.00           O  
HETATM   27  C26 UNL     1      -7.021  -1.790  -0.332  1.00  0.00           C  
HETATM   28  C27 UNL     1      -6.149  -1.609  -1.576  1.00  0.00           C  
HETATM   29  O2  UNL     1      -5.256  -2.670  -1.614  1.00  0.00           O  
HETATM   30  H1  UNL     1      -4.467   1.317  -2.424  1.00  0.00           H  
HETATM   31  H2  UNL     1      -5.069  -0.119  -3.455  1.00  0.00           H  
HETATM   32  H3  UNL     1      -3.994   1.155   1.222  1.00  0.00           H  
HETATM   33  H4  UNL     1      -2.922   0.105  -1.560  1.00  0.00           H  
HETATM   34  H5  UNL     1      -2.485   2.487   1.168  1.00  0.00           H  
HETATM   35  H6  UNL     1      -1.722   1.060   1.909  1.00  0.00           H  
HETATM   36  H7  UNL     1      -0.342   2.972   2.195  1.00  0.00           H  
HETATM   37  H8  UNL     1      -0.423   3.430   0.447  1.00  0.00           H  
HETATM   38  H9  UNL     1       1.694   2.420   0.735  1.00  0.00           H  
HETATM   39  H10 UNL     1       1.067   1.235   1.901  1.00  0.00           H  
HETATM   40  H11 UNL     1       0.522  -0.611   1.654  1.00  0.00           H  
HETATM   41  H12 UNL     1       0.684  -1.514   0.043  1.00  0.00           H  
HETATM   42  H13 UNL     1      -0.819  -0.722   0.519  1.00  0.00           H  
HETATM   43  H14 UNL     1      -0.221   2.018  -1.509  1.00  0.00           H  
HETATM   44  H15 UNL     1      -0.745   0.329  -3.047  1.00  0.00           H  
HETATM   45  H16 UNL     1      -0.977  -0.923  -1.816  1.00  0.00           H  
HETATM   46  H17 UNL     1       1.324  -1.373  -1.992  1.00  0.00           H  
HETATM   47  H18 UNL     1       1.493  -0.043  -3.170  1.00  0.00           H  
HETATM   48  H19 UNL     1       1.724   1.625  -1.654  1.00  0.00           H  
HETATM   49  H20 UNL     1       3.489   1.176  -0.172  1.00  0.00           H  
HETATM   50  H21 UNL     1       3.888   1.374  -2.430  1.00  0.00           H  
HETATM   51  H22 UNL     1       3.491  -0.317  -2.822  1.00  0.00           H  
HETATM   52  H23 UNL     1       4.996   0.119  -1.841  1.00  0.00           H  
HETATM   53  H24 UNL     1       2.991  -1.843  -0.500  1.00  0.00           H  
HETATM   54  H25 UNL     1       2.797  -0.876   0.983  1.00  0.00           H  
HETATM   55  H26 UNL     1       5.401  -1.410  -0.504  1.00  0.00           H  
HETATM   56  H27 UNL     1       4.800  -2.066   1.024  1.00  0.00           H  
HETATM   57  H28 UNL     1       4.898   0.004   2.200  1.00  0.00           H  
HETATM   58  H29 UNL     1       5.280   0.952   0.753  1.00  0.00           H  
HETATM   59  H30 UNL     1       7.342  -0.514   0.472  1.00  0.00           H  
HETATM   60  H31 UNL     1       5.882  -1.843   2.779  1.00  0.00           H  
HETATM   61  H32 UNL     1       6.793  -2.566   1.422  1.00  0.00           H  
HETATM   62  H33 UNL     1       7.658  -1.841   2.884  1.00  0.00           H  
HETATM   63  H34 UNL     1       6.942   1.496   2.495  1.00  0.00           H  
HETATM   64  H35 UNL     1       7.856   0.120   3.293  1.00  0.00           H  
HETATM   65  H36 UNL     1       8.469   0.882   1.817  1.00  0.00           H  
HETATM   66  H37 UNL     1      -6.794   1.386   0.882  1.00  0.00           H  
HETATM   67  H38 UNL     1      -6.266  -0.153   1.745  1.00  0.00           H  
HETATM   68  H39 UNL     1      -8.404  -0.660   0.817  1.00  0.00           H  
HETATM   69  H40 UNL     1      -8.356  -0.454  -1.661  1.00  0.00           H  
HETATM   70  H41 UNL     1      -7.869  -2.476  -0.524  1.00  0.00           H  
HETATM   71  H42 UNL     1      -6.444  -2.200   0.508  1.00  0.00           H  
HETATM   72  H43 UNL     1      -6.813  -1.633  -2.446  1.00  0.00           H  
HETATM   73  H44 UNL     1      -4.817  -2.727  -0.739  1.00  0.00           H  
CONECT    1    2    2   30   31
CONECT    2    3   28
CONECT    3    4    4   24
CONECT    4    5   32
CONECT    5    6    6   33
CONECT    6    7   12
CONECT    7    8   34   35
CONECT    8    9   36   37
CONECT    9   10   38   39
CONECT   10   11   12   15
CONECT   11   40   41   42
CONECT   12   13   43
CONECT   13   14   44   45
CONECT   14   15   46   47
CONECT   15   16   48
CONECT   16   17   18   49
CONECT   17   50   51   52
CONECT   18   19   53   54
CONECT   19   20   55   56
CONECT   20   21   57   58
CONECT   21   22   23   59
CONECT   22   60   61   62
CONECT   23   63   64   65
CONECT   24   25   66   67
CONECT   25   26   27   68
CONECT   26   69
CONECT   27   28   70   71
CONECT   28   29   72
CONECT   29   73
END

HMDB0015504
     RDKit          3D
Alfacalcidol
 73 75  0  0  0  0  0  0  0  0999 V2000
   -4.9465    0.3715   -2.4890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4219   -0.2943   -1.4555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2857    0.2830   -0.1263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0863    0.7061    0.2173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9093    0.6199   -0.6277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7335    1.0991   -0.2671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6625    1.7470    1.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3823    2.5865    1.1601 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8530    1.7480    0.9181 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6721    0.6745   -0.1059 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3067   -0.6172    0.5432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4980    1.0622   -1.0344 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3997   -0.0179   -2.0582 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1036   -0.3209   -2.1610 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7240    0.6109   -1.1497 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1030    0.3235   -0.7685 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9417    0.3293   -2.0566 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3303   -0.9341    0.0133 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7863   -1.1497    0.3613 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3728   -0.0409    1.1985 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8268   -0.4249    1.4502 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8150   -1.7650    2.1899 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5300    0.5661    2.3148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4596    0.3347    0.7695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5803   -0.4386    0.1090 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.1066    0.2324   -0.9798 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0208   -1.7899   -0.3316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1486   -1.6086   -1.5760 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2557   -2.6703   -1.6143 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4666    1.3172   -2.4240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0694   -0.1185   -3.4549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9935    1.1546    1.2222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9218    0.1048   -1.5603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4852    2.4870    1.1677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7216    1.0602    1.9090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3416    2.9717    2.1945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4229    3.4300    0.4472 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6936    2.4202    0.7346 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0671    1.2355    1.9013 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5216   -0.6107    1.6535 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6835   -1.5136    0.0428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8186   -0.7225    0.5192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2212    2.0179   -1.5092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7451    0.3287   -3.0472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9769   -0.9234   -1.8157 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3244   -1.3729   -1.9921 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4927   -0.0432   -3.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7236    1.6246   -1.6538 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4890    1.1757   -0.1719 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8875    1.3740   -2.4304 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4913   -0.3165   -2.8219 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9962    0.1193   -1.8413 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9913   -1.8433   -0.4996 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7970   -0.8763    0.9831 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4014   -1.4096   -0.5040 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7996   -2.0659    1.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8978    0.0038    2.2000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2798    0.9522    0.7534 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3419   -0.5140    0.4725 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8824   -1.8432    2.7786 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7931   -2.5661    1.4221 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6575   -1.8408    2.8842 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9424    1.4960    2.4947 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8559    0.1202    3.2933 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4689    0.8820    1.8172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7943    1.3857    0.8817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2655   -0.1526    1.7453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4036   -0.6602    0.8167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3565   -0.4540   -1.6608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8694   -2.4764   -0.5240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4436   -2.1996    0.5079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8132   -1.6330   -2.4461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8170   -2.7274   -0.7392 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  1
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
  3 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 28  2  1  0
 12  6  1  0
 15 10  1  0
  1 30  1  0
  1 31  1  0
  4 32  1  0
  5 33  1  0
  7 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  0
  9 39  1  0
 11 40  1  0
 11 41  1  0
 11 42  1  0
 12 43  1  6
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  6
 16 49  1  1
 17 50  1  0
 17 51  1  0
 17 52  1  0
 18 53  1  0
 18 54  1  0
 19 55  1  0
 19 56  1  0
 20 57  1  0
 20 58  1  0
 21 59  1  0
 22 60  1  0
 22 61  1  0
 22 62  1  0
 23 63  1  0
 23 64  1  0
 23 65  1  0
 24 66  1  0
 24 67  1  0
 25 68  1  1
 26 69  1  0
 27 70  1  0
 27 71  1  0
 28 72  1  6
 29 73  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(5Z,7E)-9,10-Seco-5,7,10(19)-cholestatrien-1alpha,3beta-diol	ChEBI
1alpha-Hydroxy-vitamin D3	ChEBI
1alpha-Hydroxycholecalciferol	ChEBI
1alpha-Hydroxyvitamin D3	ChEBI
9,10-Secocholesta-5,7,10(19)-triene-1alpha,3beta-diol	ChEBI
Alfacalcidolum	ChEBI
Alsiodol	ChEBI
(5Z,7E)-9,10-Seco-5,7,10(19)-cholestatrien-1a,3b-diol	Generator
(5Z,7E)-9,10-Seco-5,7,10(19)-cholestatrien-1α,3β-diol	Generator
1a-Hydroxy-vitamin D3	Generator
1Α-hydroxy-vitamin D3	Generator
1a-Hydroxycholecalciferol	Generator
1Α-hydroxycholecalciferol	Generator
1a-Hydroxyvitamin D3	Generator
1Α-hydroxyvitamin D3	Generator
9,10-Secocholesta-5,7,10(19)-triene-1a,3b-diol	Generator
9,10-Secocholesta-5,7,10(19)-triene-1α,3β-diol	Generator
1-Hydroxycholecalciferol	HMDB
1 alpha-Hydroxycholecalciferol	HMDB
1-alpha-Oxycholecalciferol	HMDB
1-Hydroxycholecalciferol, (1alpha,3alpha-(5Z,7E))-isomer	HMDB
1-Hydroxycholecalciferol, (1beta)-(5Z)-isomer	HMDB
1alpha-OHD3	HMDB
AlfaD	HMDB
Oksidevit	HMDB
Un-alfa	HMDB
1 alpha-Hydroxyvitamin D3	HMDB
1-Hydroxycholecalciferol, (1beta,3beta-(5E,7E))-isomer	HMDB
Bondiol	HMDB
Doss brand OF alfacalcidol	HMDB
Alphacalcidol	HMDB
1-Hydroxycholecalciferol, aluminum salt	HMDB
EinsAlpha	HMDB
Etalpha	HMDB
Eenalfadrie	HMDB
One-Alpha	HMDB
1a-Hydroxyvitamin D3 / 1a-hydroxycholecalciferol	HMDB
1Α-hydroxyvitamin D3 / 1α-hydroxycholecalciferol	HMDB
Alfacalcidol	MeSH

Chemical Formula

C₂₇H₄₄O₂

Average Molecular Weight

400.6371

Monoisotopic Molecular Weight

400.334130652

IUPAC Name

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

Traditional Name

etα

CAS Registry Number

41294-56-8

SMILES

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

InChI Identifier

InChI=1S/C27H44O2/c1-18(2)8-6-9-19(3)24-13-14-25-21(10-7-15-27(24,25)5)11-12-22-16-23(28)17-26(29)20(22)4/h11-12,18-19,23-26,28-29H,4,6-10,13-17H2,1-3,5H3/b21-11+,22-12-/t19-,23-,24-,25+,26+,27-/m1/s1

InChI Key

OFHCOWSQAMBJIW-AVJTYSNKSA-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

diol (CHEBI:31186 )
seco-cholestane (CHEBI:31186 )
D3 vitamins (CHEBI:31186 )
hydroxycalciol (CHEBI:31186 )
Vitamin D3 and derivatives (LMST03020231 )

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Cellular substructure

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	136 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.0016 g/L	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0016 g/L	ALOGPS
logP	6.68	ALOGPS
logP	5.82	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	14.39	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	124.7 m³·mol⁻¹	ChemAxon
Polarizability	50.55 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	199.458	31661259
DarkChem	[M-H]-	197.493	31661259
DeepCCS	[M-2H]-	236.159	30932474
DeepCCS	[M+Na]+	210.347	30932474
AllCCS	[M+H]+	206.5	32859911
AllCCS	[M+H-H2O]+	204.2	32859911
AllCCS	[M+NH4]+	208.5	32859911
AllCCS	[M+Na]+	209.1	32859911
AllCCS	[M-H]-	204.9	32859911
AllCCS	[M+Na-2H]-	206.9	32859911
AllCCS	[M+HCOO]-	209.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Alfacalcidol	CC(C)CCC[C@@H](C)[C@@]1([H])CC[C@@]2([H])\C(CCC[C@]12C)=C\C=C1\C[C@@H](O)C[C@H](O)C1=C	3782.2	Standard polar	33892256
Alfacalcidol	CC(C)CCC[C@@H](C)[C@@]1([H])CC[C@@]2([H])\C(CCC[C@]12C)=C\C=C1\C[C@@H](O)C[C@H](O)C1=C	3208.1	Standard non polar	33892256
Alfacalcidol	CC(C)CCC[C@@H](C)[C@@]1([H])CC[C@@]2([H])\C(CCC[C@]12C)=C\C=C1\C[C@@H](O)C[C@H](O)C1=C	3438.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Alfacalcidol,1TMS,isomer #1	C=C1/C(=C\C=C2/CCC[C@@]3(C)[C@H]2CC[C@@H]3[C@H](C)CCCC(C)C)C[C@@H](O[Si](C)(C)C)C[C@@H]1O	3242.9	Semi standard non polar	33892256
Alfacalcidol,1TMS,isomer #2	C=C1/C(=C\C=C2/CCC[C@@]3(C)[C@H]2CC[C@@H]3[C@H](C)CCCC(C)C)C[C@@H](O)C[C@@H]1O[Si](C)(C)C	3233.6	Semi standard non polar	33892256
Alfacalcidol,2TMS,isomer #1	C=C1/C(=C\C=C2/CCC[C@@]3(C)[C@H]2CC[C@@H]3[C@H](C)CCCC(C)C)C[C@@H](O[Si](C)(C)C)C[C@@H]1O[Si](C)(C)C	3181.8	Semi standard non polar	33892256
Alfacalcidol,1TBDMS,isomer #1	C=C1/C(=C\C=C2/CCC[C@@]3(C)[C@H]2CC[C@@H]3[C@H](C)CCCC(C)C)C[C@@H](O[Si](C)(C)C(C)(C)C)C[C@@H]1O	3467.4	Semi standard non polar	33892256
Alfacalcidol,1TBDMS,isomer #2	C=C1/C(=C\C=C2/CCC[C@@]3(C)[C@H]2CC[C@@H]3[C@H](C)CCCC(C)C)C[C@@H](O)C[C@@H]1O[Si](C)(C)C(C)(C)C	3446.7	Semi standard non polar	33892256
Alfacalcidol,2TBDMS,isomer #1	C=C1/C(=C\C=C2/CCC[C@@]3(C)[C@H]2CC[C@@H]3[C@H](C)CCCC(C)C)C[C@@H](O[Si](C)(C)C(C)(C)C)C[C@@H]1O[Si](C)(C)C(C)(C)C	3613.6	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 - Alfacalcidol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a5l-1019000000-4bbe28a5b3bcf0e3f286	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Alfacalcidol GC-MS (2 TMS) - 70eV, Positive	splash10-004i-7101590000-c90de60556296aeee67c	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Alfacalcidol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	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 - Alfacalcidol 10V, Positive-QTOF	splash10-0f89-0129200000-ce55736fb60be5e0024f	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alfacalcidol 20V, Positive-QTOF	splash10-00e9-2496000000-6be131b12013c8feea5c	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alfacalcidol 40V, Positive-QTOF	splash10-074j-6395000000-2c39ba62f7c36fc0a44a	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alfacalcidol 10V, Negative-QTOF	splash10-0002-0009000000-cdef64e29d5e6355c8fe	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alfacalcidol 20V, Negative-QTOF	splash10-000t-0009000000-a22d1c4bcbcd6fbeaf2c	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alfacalcidol 40V, Negative-QTOF	splash10-001i-1129000000-91782a773e5f99cf3270	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alfacalcidol 10V, Positive-QTOF	splash10-0ue9-0379600000-d676c4ba59a242f28062	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alfacalcidol 20V, Positive-QTOF	splash10-00rm-4298100000-c624703a1882c35b8975	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alfacalcidol 40V, Positive-QTOF	splash10-03ka-5931000000-5fa16451ff2ca2eab28c	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alfacalcidol 10V, Negative-QTOF	splash10-0002-0009000000-dc23ba87137530d83f68	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alfacalcidol 20V, Negative-QTOF	splash10-0002-0309000000-c5c00960affa6353a810	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alfacalcidol 40V, Negative-QTOF	splash10-002b-0629000000-2b1b864f66e3930d49a0	2021-10-11	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01436	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01436	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB01436

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4445376

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Alfacalcidol

METLIN ID

Not Available

PubChem Compound

5282181

PDB ID

Not Available

ChEBI ID

31186

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Galesanu C, Ciubotariu C, Melnic G, Galesanu MR: [Postmenopausal osteoporosis. Digital Rx radiogrammetry in the diagnosis and follow-up of treatment with alfacalcidol]. Rev Med Chir Soc Med Nat Iasi. 2006 Oct-Dec;110(4):833-41. [PubMed:17438884 ]
Ringe JD, Schacht E: Improving the outcome of established therapies for osteoporosis by adding the active D-hormone analog alfacalcidol. Rheumatol Int. 2007 Dec;28(2):103-11. Epub 2007 Aug 1. [PubMed:17668216 ]
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.

Enzymes

Enzyme Details

1. 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

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 ]

Enzyme Details

2. 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

Reinhart GA: Vitamin D analogs: novel therapeutic agents for cardiovascular disease? Curr Opin Investig Drugs. 2004 Sep;5(9):947-51. [PubMed:15503649 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Fujishima T, Tsuji G, Tanaka C, Harayama H: Novel vitamin D receptor ligands having a carboxyl group as an anchor to arginine 274 in the ligand-binding domain. J Steroid Biochem Mol Biol. 2010 Jul;121(1-2):60-2. doi: 10.1016/j.jsbmb.2010.04.020. Epub 2010 May 6. [PubMed:20435140 ]

Showing metabocard for Alfacalcidol (HMDB0015504)

MOL for HMDB0015504 (Alfacalcidol)

3D MOL for HMDB0015504 (Alfacalcidol)

3D SDF for HMDB0015504 (Alfacalcidol)

3D-SDF for HMDB0015504 (Alfacalcidol)

PDB for HMDB0015504 (Alfacalcidol)

3D PDB for HMDB0015504 (Alfacalcidol)

SMILES for HMDB0015504 (Alfacalcidol)

INCHI for HMDB0015504 (Alfacalcidol)

Structure for HMDB0015504 (Alfacalcidol)

3D Structure for HMDB0015504 (Alfacalcidol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References