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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (1) Show 1 protein XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:51 UTC

Update Date

2022-03-07 02:51:54 UTC

HMDB ID

HMDB0015203

Secondary Accession Numbers

HMDB15203

Metabolite Identification

Common Name

Dihydrotachysterol

Description

Dihydrotachysterol is only found in individuals that have used or taken this drug. It is a vitamin D that can be regarded as a reduction product of vitamin D2. [PubChem]Once hydroxylated to 25-hydroxydihydrotachysterol, the modified drug binds to the vitamin D receptor. The bound form of the vitamin D receptor serves as a transcriptional regulator of bone matrix proteins, inducing the expression of osteocalcin and suppressing synthesis of type I collagen. Vitamin D (when bound to the vitamin D receptor)stimulates the expression of a number of proteins involved in transporting calcium from the lumen of the intestine, across the epithelial cells and into blood. This stimulates intestinal calcium absorption and increases renal phosphate excretion. These are functions that are normally carried out by the parathyroid hormone.

Structure

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


  Mrv0541 04191212162D          

 31 33  0  0  1  0            999 V2000
    5.3485  -12.3100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3485  -13.9599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8476  -13.8024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3325  -13.1350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6340  -12.7225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3485  -14.7849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6340  -13.5475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6340  -15.1974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6340  -16.0224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3485  -16.4349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9197  -16.4349    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3485  -17.2599    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9197  -17.2599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6340  -17.6724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1331  -11.2300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8476  -11.6425    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.5620  -11.2300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2764  -11.6425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4199  -11.2300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7054  -11.6425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7054  -12.4675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9909  -11.2300    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8476  -12.4675    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0630  -13.5475    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0630  -12.7225    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0630  -11.8975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9909  -10.4050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6437  -12.0570    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2051  -16.0224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0630  -17.6724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0630  -14.3725    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 24 25  1  0  0  0  0
 25 23  1  0  0  0  0
 25  1  1  0  0  0  0
 24  2  1  0  0  0  0
 24  3  1  0  0  0  0
 23  4  1  0  0  0  0
  1  5  1  0  0  0  0
  2  6  2  0  0  0  0
  2  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 10 12  1  0  0  0  0
 11 13  1  0  0  0  0
 12 14  1  0  0  0  0
  3  4  1  0  0  0  0
  5  7  1  0  0  0  0
 13 14  1  0  0  0  0
 23 16  1  0  0  0  0
 16 15  1  6  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 22  1  0  0  0  0
 22 20  1  0  0  0  0
 20 19  1  0  0  0  0
 20 21  1  0  0  0  0
 25 26  1  1  0  0  0
 22 27  1  6  0  0  0
 23 28  1  6  0  0  0
 11 29  1  6  0  0  0
 12 30  1  1  0  0  0
 24 31  1  6  0  0  0
M  END

HMDB0015203
     RDKit          3D
Dihydrotachysterol
 75 77  0  0  0  0  0  0  0  0999 V2000
   -4.7358    3.3235    0.5176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4039    1.8638    0.1697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4038    1.4260   -0.8712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6041    1.0025    1.3960 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.0266    1.0458    1.8873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0735   -0.3653    1.2676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6156   -0.9236    0.1526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1213   -2.2941    0.1836 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9736   -3.1947   -0.7264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7144   -2.5032   -0.2077 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3387   -2.0835   -1.5909 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1539   -1.7022   -1.5374 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5526   -2.2238   -0.2166 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7740   -1.6205    0.3687 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5314   -0.7678   -0.2210 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7128   -0.2020    0.3803 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4801    0.6839   -0.2619 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1099    1.0916   -1.6159 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9244    2.2610   -2.0971 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1602    2.9093   -3.0956 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1720    3.2827   -1.0243 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7893    2.7479    0.2189 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6859    1.2481    0.3777 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.9538    0.5959   -0.1080 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0417   -2.1141    1.7389 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8015   -1.8042    2.5605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4425   -2.4480    1.9770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6739   -1.8361    0.6292 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7455   -0.3479    0.6467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8211    3.4674    0.4601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4358    3.4470    1.5803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1513    3.9681   -0.1558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3619    1.8457   -0.1555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9140    1.3629   -1.8820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1641    2.2280   -0.9798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8961    0.4486   -0.6112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0009    1.5171    2.2045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0042    0.8579    2.9939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4905    2.0307    1.7435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6473    0.2305    1.4606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0521   -0.9898    2.1850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6429   -0.2867   -0.7261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2645   -2.7132    1.1971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4508   -4.1926   -0.6878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9833   -3.2948   -0.3153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9342   -2.8420   -1.7616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5132   -3.6124   -0.1415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8617   -1.2133   -1.9707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4423   -2.9377   -2.3106 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2726   -0.6031   -1.5840 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6913   -2.2037   -2.3593 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6243   -3.3181   -0.1831 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2746   -0.4500   -1.2300 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0548   -0.4485    1.3708 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2372    0.2811   -2.3671 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0311    1.3900   -1.7006 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8514    1.9152   -2.5685 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5250    3.8342   -3.1486 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8380    4.0715   -1.4818 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2412    3.8254   -0.7605 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8856    2.9932    0.1976 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4147    3.2862    1.1384 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6421    1.0762    1.4948 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6801   -0.4388   -0.4173 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6518    0.5128    0.7355 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4299    1.1602   -0.9371 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0689   -3.2399    1.6675 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8906   -1.7043    2.2518 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9697   -2.0838    3.6158 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6488   -0.6977    2.4767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2823   -2.1564    2.6396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3471   -3.5263    1.8562 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3141    0.0376    0.6041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3227    0.0426   -0.2163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2234    0.0716    1.5616 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 14 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  1
 28 10  1  0
 28 13  1  0
 23 17  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  1
  5 38  1  0
  5 39  1  0
  5 40  1  0
  6 41  1  0
  7 42  1  0
  8 43  1  1
  9 44  1  0
  9 45  1  0
  9 46  1  0
 10 47  1  6
 11 48  1  0
 11 49  1  0
 12 50  1  0
 12 51  1  0
 13 52  1  6
 15 53  1  0
 16 54  1  0
 18 55  1  0
 18 56  1  0
 19 57  1  6
 20 58  1  0
 21 59  1  0
 21 60  1  0
 22 61  1  0
 22 62  1  0
 23 63  1  1
 24 64  1  0
 24 65  1  0
 24 66  1  0
 25 67  1  0
 25 68  1  0
 26 69  1  0
 26 70  1  0
 27 71  1  0
 27 72  1  0
 29 73  1  0
 29 74  1  0
 29 75  1  0
M  END


  Mrv0541 04191212162D          

 31 33  0  0  1  0            999 V2000
    5.3485  -12.3100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3485  -13.9599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8476  -13.8024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3325  -13.1350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6340  -12.7225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3485  -14.7849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6340  -13.5475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6340  -15.1974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6340  -16.0224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3485  -16.4349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9197  -16.4349    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3485  -17.2599    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9197  -17.2599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6340  -17.6724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1331  -11.2300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8476  -11.6425    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.5620  -11.2300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2764  -11.6425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4199  -11.2300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7054  -11.6425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7054  -12.4675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9909  -11.2300    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8476  -12.4675    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0630  -13.5475    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0630  -12.7225    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0630  -11.8975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9909  -10.4050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6437  -12.0570    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2051  -16.0224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0630  -17.6724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0630  -14.3725    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 24 25  1  0  0  0  0
 25 23  1  0  0  0  0
 25  1  1  0  0  0  0
 24  2  1  0  0  0  0
 24  3  1  0  0  0  0
 23  4  1  0  0  0  0
  1  5  1  0  0  0  0
  2  6  2  0  0  0  0
  2  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 10 12  1  0  0  0  0
 11 13  1  0  0  0  0
 12 14  1  0  0  0  0
  3  4  1  0  0  0  0
  5  7  1  0  0  0  0
 13 14  1  0  0  0  0
 23 16  1  0  0  0  0
 16 15  1  6  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 22  1  0  0  0  0
 22 20  1  0  0  0  0
 20 19  1  0  0  0  0
 20 21  1  0  0  0  0
 25 26  1  1  0  0  0
 22 27  1  6  0  0  0
 23 28  1  6  0  0  0
 11 29  1  6  0  0  0
 12 30  1  1  0  0  0
 24 31  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0015203

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C28H46O/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/h9-10,12-13,19-22,25-27,29H,7-8,11,14-18H2,1-6H3/b10-9+,23-12+,24-13+/t20-,21-,22+,25-,26+,27-,28+/m0/s1

> <INCHI_KEY>
ILYCWAKSDCYMBB-OPCMSESCSA-N

> <FORMULA>
C28H46O

> <MOLECULAR_WEIGHT>
398.6642

> <EXACT_MASS>
398.354866094

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
51.75864346638369

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,3E,4S)-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-methylcyclohexan-1-ol

> <ALOGPS_LOGP>
7.86

> <JCHEM_LOGP>
7.3982040053333336

> <ALOGPS_LOGS>
-6.50

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.296174547011585

> <JCHEM_PKA_STRONGEST_BASIC>
-1.357053253137133

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
129.11219999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.25e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
dihydrotachysterol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0015203
     RDKit          3D
Dihydrotachysterol
 75 77  0  0  0  0  0  0  0  0999 V2000
   -4.7358    3.3235    0.5176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4039    1.8638    0.1697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4038    1.4260   -0.8712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6041    1.0025    1.3960 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.0266    1.0458    1.8873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0735   -0.3653    1.2676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6156   -0.9236    0.1526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1213   -2.2941    0.1836 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9736   -3.1947   -0.7264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7144   -2.5032   -0.2077 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3387   -2.0835   -1.5909 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1539   -1.7022   -1.5374 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5526   -2.2238   -0.2166 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7740   -1.6205    0.3687 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5314   -0.7678   -0.2210 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7128   -0.2020    0.3803 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4801    0.6839   -0.2619 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1099    1.0916   -1.6159 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9244    2.2610   -2.0971 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1602    2.9093   -3.0956 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1720    3.2827   -1.0243 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7893    2.7479    0.2189 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6859    1.2481    0.3777 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.9538    0.5959   -0.1080 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0417   -2.1141    1.7389 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8015   -1.8042    2.5605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4425   -2.4480    1.9770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6739   -1.8361    0.6292 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7455   -0.3479    0.6467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8211    3.4674    0.4601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4358    3.4470    1.5803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1513    3.9681   -0.1558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3619    1.8457   -0.1555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9140    1.3629   -1.8820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1641    2.2280   -0.9798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8961    0.4486   -0.6112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0009    1.5171    2.2045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0042    0.8579    2.9939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4905    2.0307    1.7435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6473    0.2305    1.4606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0521   -0.9898    2.1850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6429   -0.2867   -0.7261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2645   -2.7132    1.1971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4508   -4.1926   -0.6878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9833   -3.2948   -0.3153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9342   -2.8420   -1.7616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5132   -3.6124   -0.1415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8617   -1.2133   -1.9707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4423   -2.9377   -2.3106 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2726   -0.6031   -1.5840 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6913   -2.2037   -2.3593 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6243   -3.3181   -0.1831 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2746   -0.4500   -1.2300 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0548   -0.4485    1.3708 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2372    0.2811   -2.3671 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0311    1.3900   -1.7006 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8514    1.9152   -2.5685 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5250    3.8342   -3.1486 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8380    4.0715   -1.4818 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2412    3.8254   -0.7605 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8856    2.9932    0.1976 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4147    3.2862    1.1384 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6421    1.0762    1.4948 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6801   -0.4388   -0.4173 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6518    0.5128    0.7355 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4299    1.1602   -0.9371 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0689   -3.2399    1.6675 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8906   -1.7043    2.2518 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9697   -2.0838    3.6158 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6488   -0.6977    2.4767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2823   -2.1564    2.6396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3471   -3.5263    1.8562 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3141    0.0376    0.6041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3227    0.0426   -0.2163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2234    0.0716    1.5616 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 14 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  1
 28 10  1  0
 28 13  1  0
 23 17  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  1
  5 38  1  0
  5 39  1  0
  5 40  1  0
  6 41  1  0
  7 42  1  0
  8 43  1  1
  9 44  1  0
  9 45  1  0
  9 46  1  0
 10 47  1  6
 11 48  1  0
 11 49  1  0
 12 50  1  0
 12 51  1  0
 13 52  1  6
 15 53  1  0
 16 54  1  0
 18 55  1  0
 18 56  1  0
 19 57  1  6
 20 58  1  0
 21 59  1  0
 21 60  1  0
 22 61  1  0
 22 62  1  0
 23 63  1  1
 24 64  1  0
 24 65  1  0
 24 66  1  0
 25 67  1  0
 25 68  1  0
 26 69  1  0
 26 70  1  0
 27 71  1  0
 27 72  1  0
 29 73  1  0
 29 74  1  0
 29 75  1  0
M  END

HEADER    PROTEIN                                 19-APR-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-12         0                                  
HETATM    1  C   UNK     0       9.984 -22.979   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.984 -26.058   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.782 -25.764   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.687 -24.519   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.650 -23.749   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.984 -27.598   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.650 -25.289   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.650 -28.368   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.650 -29.908   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.984 -30.678   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.317 -30.678   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.984 -32.218   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.317 -32.218   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.650 -32.988   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.448 -20.963   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.782 -21.733   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      14.116 -20.963   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      15.449 -21.733   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      19.450 -20.963   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      18.117 -21.733   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      18.117 -23.273   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      16.783 -20.963   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      12.782 -23.273   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      11.318 -25.289   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      11.318 -23.749   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      11.318 -22.209   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      16.783 -19.423   0.000  0.00  0.00           C+0
HETATM   28  H   UNK     0      14.268 -22.506   0.000  0.00  0.00           H+0
HETATM   29  C   UNK     0       5.983 -29.908   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      11.318 -32.988   0.000  0.00  0.00           O+0
HETATM   31  H   UNK     0      11.318 -26.829   0.000  0.00  0.00           H+0
CONECT    1   25    5                                                       
CONECT    2   24    6    7                                                  
CONECT    3   24    4                                                       
CONECT    4   23    3                                                       
CONECT    5    1    7                                                       
CONECT    6    2    8                                                       
CONECT    7    2    5                                                       
CONECT    8    6    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9   12                                                       
CONECT   11    9   13   29                                                  
CONECT   12   10   14   30                                                  
CONECT   13   11   14                                                       
CONECT   14   12   13                                                       
CONECT   15   16                                                            
CONECT   16   23   15   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17   22                                                       
CONECT   19   20                                                            
CONECT   20   22   19   21                                                  
CONECT   21   20                                                            
CONECT   22   18   20   27                                                  
CONECT   23   25    4   16   28                                             
CONECT   24   25    2    3   31                                             
CONECT   25   24   23    1   26                                             
CONECT   26   25                                                            
CONECT   27   22                                                            
CONECT   28   23                                                            
CONECT   29   11                                                            
CONECT   30   12                                                            
CONECT   31   24                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

COMPND    HMDB0015203
HETATM    1  C1  UNL     1      -4.736   3.323   0.518  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.404   1.864   0.170  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.404   1.426  -0.871  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.604   1.003   1.396  1.00  0.00           C  
HETATM    5  C5  UNL     1      -6.027   1.046   1.887  1.00  0.00           C  
HETATM    6  C6  UNL     1      -4.074  -0.365   1.268  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.616  -0.924   0.153  1.00  0.00           C  
HETATM    8  C8  UNL     1      -3.121  -2.294   0.184  1.00  0.00           C  
HETATM    9  C9  UNL     1      -3.974  -3.195  -0.726  1.00  0.00           C  
HETATM   10  C10 UNL     1      -1.714  -2.503  -0.208  1.00  0.00           C  
HETATM   11  C11 UNL     1      -1.339  -2.083  -1.591  1.00  0.00           C  
HETATM   12  C12 UNL     1       0.154  -1.702  -1.537  1.00  0.00           C  
HETATM   13  C13 UNL     1       0.553  -2.224  -0.217  1.00  0.00           C  
HETATM   14  C14 UNL     1       1.774  -1.620   0.369  1.00  0.00           C  
HETATM   15  C15 UNL     1       2.531  -0.768  -0.221  1.00  0.00           C  
HETATM   16  C16 UNL     1       3.713  -0.202   0.380  1.00  0.00           C  
HETATM   17  C17 UNL     1       4.480   0.684  -0.262  1.00  0.00           C  
HETATM   18  C18 UNL     1       4.110   1.092  -1.616  1.00  0.00           C  
HETATM   19  C19 UNL     1       4.924   2.261  -2.097  1.00  0.00           C  
HETATM   20  O1  UNL     1       4.160   2.909  -3.096  1.00  0.00           O  
HETATM   21  C20 UNL     1       5.172   3.283  -1.024  1.00  0.00           C  
HETATM   22  C21 UNL     1       5.789   2.748   0.219  1.00  0.00           C  
HETATM   23  C22 UNL     1       5.686   1.248   0.378  1.00  0.00           C  
HETATM   24  C23 UNL     1       6.954   0.596  -0.108  1.00  0.00           C  
HETATM   25  C24 UNL     1       2.042  -2.114   1.739  1.00  0.00           C  
HETATM   26  C25 UNL     1       0.801  -1.804   2.561  1.00  0.00           C  
HETATM   27  C26 UNL     1      -0.443  -2.448   1.977  1.00  0.00           C  
HETATM   28  C27 UNL     1      -0.674  -1.836   0.629  1.00  0.00           C  
HETATM   29  C28 UNL     1      -0.745  -0.348   0.647  1.00  0.00           C  
HETATM   30  H1  UNL     1      -5.821   3.467   0.460  1.00  0.00           H  
HETATM   31  H2  UNL     1      -4.436   3.447   1.580  1.00  0.00           H  
HETATM   32  H3  UNL     1      -4.151   3.968  -0.156  1.00  0.00           H  
HETATM   33  H4  UNL     1      -3.362   1.846  -0.155  1.00  0.00           H  
HETATM   34  H5  UNL     1      -4.914   1.363  -1.882  1.00  0.00           H  
HETATM   35  H6  UNL     1      -6.164   2.228  -0.980  1.00  0.00           H  
HETATM   36  H7  UNL     1      -5.896   0.449  -0.611  1.00  0.00           H  
HETATM   37  H8  UNL     1      -4.001   1.517   2.205  1.00  0.00           H  
HETATM   38  H9  UNL     1      -6.004   0.858   2.994  1.00  0.00           H  
HETATM   39  H10 UNL     1      -6.491   2.031   1.744  1.00  0.00           H  
HETATM   40  H11 UNL     1      -6.647   0.230   1.461  1.00  0.00           H  
HETATM   41  H12 UNL     1      -4.052  -0.990   2.185  1.00  0.00           H  
HETATM   42  H13 UNL     1      -3.643  -0.287  -0.726  1.00  0.00           H  
HETATM   43  H14 UNL     1      -3.264  -2.713   1.197  1.00  0.00           H  
HETATM   44  H15 UNL     1      -3.451  -4.193  -0.688  1.00  0.00           H  
HETATM   45  H16 UNL     1      -4.983  -3.295  -0.315  1.00  0.00           H  
HETATM   46  H17 UNL     1      -3.934  -2.842  -1.762  1.00  0.00           H  
HETATM   47  H18 UNL     1      -1.513  -3.612  -0.141  1.00  0.00           H  
HETATM   48  H19 UNL     1      -1.862  -1.213  -1.971  1.00  0.00           H  
HETATM   49  H20 UNL     1      -1.442  -2.938  -2.311  1.00  0.00           H  
HETATM   50  H21 UNL     1       0.273  -0.603  -1.584  1.00  0.00           H  
HETATM   51  H22 UNL     1       0.691  -2.204  -2.359  1.00  0.00           H  
HETATM   52  H23 UNL     1       0.624  -3.318  -0.183  1.00  0.00           H  
HETATM   53  H24 UNL     1       2.275  -0.450  -1.230  1.00  0.00           H  
HETATM   54  H25 UNL     1       4.055  -0.448   1.371  1.00  0.00           H  
HETATM   55  H26 UNL     1       4.237   0.281  -2.367  1.00  0.00           H  
HETATM   56  H27 UNL     1       3.031   1.390  -1.701  1.00  0.00           H  
HETATM   57  H28 UNL     1       5.851   1.915  -2.569  1.00  0.00           H  
HETATM   58  H29 UNL     1       4.525   3.834  -3.149  1.00  0.00           H  
HETATM   59  H30 UNL     1       5.838   4.072  -1.482  1.00  0.00           H  
HETATM   60  H31 UNL     1       4.241   3.825  -0.760  1.00  0.00           H  
HETATM   61  H32 UNL     1       6.886   2.993   0.198  1.00  0.00           H  
HETATM   62  H33 UNL     1       5.415   3.286   1.138  1.00  0.00           H  
HETATM   63  H34 UNL     1       5.642   1.076   1.495  1.00  0.00           H  
HETATM   64  H35 UNL     1       6.680  -0.439  -0.417  1.00  0.00           H  
HETATM   65  H36 UNL     1       7.652   0.513   0.736  1.00  0.00           H  
HETATM   66  H37 UNL     1       7.430   1.160  -0.937  1.00  0.00           H  
HETATM   67  H38 UNL     1       2.069  -3.240   1.668  1.00  0.00           H  
HETATM   68  H39 UNL     1       2.891  -1.704   2.252  1.00  0.00           H  
HETATM   69  H40 UNL     1       0.970  -2.084   3.616  1.00  0.00           H  
HETATM   70  H41 UNL     1       0.649  -0.698   2.477  1.00  0.00           H  
HETATM   71  H42 UNL     1      -1.282  -2.156   2.640  1.00  0.00           H  
HETATM   72  H43 UNL     1      -0.347  -3.526   1.856  1.00  0.00           H  
HETATM   73  H44 UNL     1       0.314   0.038   0.604  1.00  0.00           H  
HETATM   74  H45 UNL     1      -1.323   0.043  -0.216  1.00  0.00           H  
HETATM   75  H46 UNL     1      -1.223   0.072   1.562  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3    4   33
CONECT    3   34   35   36
CONECT    4    5    6   37
CONECT    5   38   39   40
CONECT    6    7    7   41
CONECT    7    8   42
CONECT    8    9   10   43
CONECT    9   44   45   46
CONECT   10   11   28   47
CONECT   11   12   48   49
CONECT   12   13   50   51
CONECT   13   14   28   52
CONECT   14   15   15   25
CONECT   15   16   53
CONECT   16   17   17   54
CONECT   17   18   23
CONECT   18   19   55   56
CONECT   19   20   21   57
CONECT   20   58
CONECT   21   22   59   60
CONECT   22   23   61   62
CONECT   23   24   63
CONECT   24   64   65   66
CONECT   25   26   67   68
CONECT   26   27   69   70
CONECT   27   28   71   72
CONECT   28   29
CONECT   29   73   74   75
END

HMDB0015203
     RDKit          3D
Dihydrotachysterol
 75 77  0  0  0  0  0  0  0  0999 V2000
   -4.7358    3.3235    0.5176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4039    1.8638    0.1697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4038    1.4260   -0.8712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6041    1.0025    1.3960 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.0266    1.0458    1.8873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0735   -0.3653    1.2676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6156   -0.9236    0.1526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1213   -2.2941    0.1836 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9736   -3.1947   -0.7264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7144   -2.5032   -0.2077 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3387   -2.0835   -1.5909 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1539   -1.7022   -1.5374 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5526   -2.2238   -0.2166 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7740   -1.6205    0.3687 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5314   -0.7678   -0.2210 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7128   -0.2020    0.3803 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4801    0.6839   -0.2619 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1099    1.0916   -1.6159 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9244    2.2610   -2.0971 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1602    2.9093   -3.0956 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1720    3.2827   -1.0243 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7893    2.7479    0.2189 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6859    1.2481    0.3777 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.9538    0.5959   -0.1080 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0417   -2.1141    1.7389 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8015   -1.8042    2.5605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4425   -2.4480    1.9770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6739   -1.8361    0.6292 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7455   -0.3479    0.6467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8211    3.4674    0.4601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4358    3.4470    1.5803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1513    3.9681   -0.1558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3619    1.8457   -0.1555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9140    1.3629   -1.8820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1641    2.2280   -0.9798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8961    0.4486   -0.6112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0009    1.5171    2.2045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0042    0.8579    2.9939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4905    2.0307    1.7435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6473    0.2305    1.4606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0521   -0.9898    2.1850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6429   -0.2867   -0.7261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2645   -2.7132    1.1971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4508   -4.1926   -0.6878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9833   -3.2948   -0.3153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9342   -2.8420   -1.7616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5132   -3.6124   -0.1415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8617   -1.2133   -1.9707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4423   -2.9377   -2.3106 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2726   -0.6031   -1.5840 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6913   -2.2037   -2.3593 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6243   -3.3181   -0.1831 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2746   -0.4500   -1.2300 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0548   -0.4485    1.3708 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2372    0.2811   -2.3671 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0311    1.3900   -1.7006 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8514    1.9152   -2.5685 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5250    3.8342   -3.1486 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8380    4.0715   -1.4818 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2412    3.8254   -0.7605 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8856    2.9932    0.1976 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4147    3.2862    1.1384 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6421    1.0762    1.4948 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6801   -0.4388   -0.4173 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6518    0.5128    0.7355 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4299    1.1602   -0.9371 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0689   -3.2399    1.6675 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8906   -1.7043    2.2518 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9697   -2.0838    3.6158 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6488   -0.6977    2.4767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2823   -2.1564    2.6396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3471   -3.5263    1.8562 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3141    0.0376    0.6041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3227    0.0426   -0.2163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2234    0.0716    1.5616 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 14 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  1
 28 10  1  0
 28 13  1  0
 23 17  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  1
  5 38  1  0
  5 39  1  0
  5 40  1  0
  6 41  1  0
  7 42  1  0
  8 43  1  1
  9 44  1  0
  9 45  1  0
  9 46  1  0
 10 47  1  6
 11 48  1  0
 11 49  1  0
 12 50  1  0
 12 51  1  0
 13 52  1  6
 15 53  1  0
 16 54  1  0
 18 55  1  0
 18 56  1  0
 19 57  1  6
 20 58  1  0
 21 59  1  0
 21 60  1  0
 22 61  1  0
 22 62  1  0
 23 63  1  1
 24 64  1  0
 24 65  1  0
 24 66  1  0
 25 67  1  0
 25 68  1  0
 26 69  1  0
 26 70  1  0
 27 71  1  0
 27 72  1  0
 29 73  1  0
 29 74  1  0
 29 75  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Anti-tetany substance 10	ChEBI
AT 10	ChEBI
Dihidrotaquisterol	ChEBI
Dihydrotachysterolum	ChEBI
Hytakerol	Kegg
Vitamin D4	HMDB
AT-10	HMDB
Dihydrotachysterin	HMDB
Calcamine	HMDB
Tachystin	HMDB
Dihydrotachysterol	MeSH

Chemical Formula

C₂₈H₄₆O

Average Molecular Weight

398.6642

Monoisotopic Molecular Weight

398.354866094

IUPAC Name

(1S,3E,4S)-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-methylcyclohexan-1-ol

Traditional Name

dihydrotachysterol

CAS Registry Number

67-96-9

SMILES

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

InChI Identifier

InChI=1S/C28H46O/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/h9-10,12-13,19-22,25-27,29H,7-8,11,14-18H2,1-6H3/b10-9+,23-12+,24-13+/t20-,21-,22+,25-,26+,27-,28+/m0/s1

InChI Key

ILYCWAKSDCYMBB-OPCMSESCSA-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:4591 )
seco-ergostane (CHEBI:4591 )
vitamin D (CHEBI:4591 )
Vitamin D2 and derivatives (LMST03010056 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Source

Exogenous

Exogenous (HMDB: HMDB0015203)

Process

Not Available

Role

Industrial application

Bone density conservation agent (HMDB: HMDB0015203)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	126 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.00012 g/L	Not Available
LogP	7.5	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	MetCCS_train_pos	205.783	30932474

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.00012 g/L	ALOGPS
logP	7.86	ALOGPS
logP	7.4	ChemAxon
logS	-6.5	ALOGPS
pKa (Strongest Acidic)	18.3	ChemAxon
pKa (Strongest Basic)	-1.4	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	129.11 m³·mol⁻¹	ChemAxon
Polarizability	51.76 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]+	199.93	31661259
DarkChem	[M-H]-	193.155	31661259
DeepCCS	[M-2H]-	235.369	30932474
DeepCCS	[M+Na]+	209.351	30932474
AllCCS	[M+H]+	205.7	32859911
AllCCS	[M+H-H2O]+	203.4	32859911
AllCCS	[M+NH4]+	207.8	32859911
AllCCS	[M+Na]+	208.4	32859911
AllCCS	[M-H]-	206.1	32859911
AllCCS	[M+Na-2H]-	208.2	32859911
AllCCS	[M+HCOO]-	210.6	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	8.36 minutes	32390414
Predicted by Siyang on May 30, 2022	28.9313 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.55 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3734.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	918.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	332.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	413.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	656.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1333.1 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	1153.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	96.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	2372.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	798.2 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	2190.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	849.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	609.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	350.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	801.5 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	9.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dihydrotachysterol	CC(C)[C@@H](C)\C=C\[C@@H](C)[C@@]1([H])CC[C@@]2([H])\C(CCC[C@]12C)=C\C=C1/C[C@@H](O)CC[C@@H]1C	3541.0	Standard polar	33892256
Dihydrotachysterol	CC(C)[C@@H](C)\C=C\[C@@H](C)[C@@]1([H])CC[C@@]2([H])\C(CCC[C@]12C)=C\C=C1/C[C@@H](O)CC[C@@H]1C	3249.2	Standard non polar	33892256
Dihydrotachysterol	CC(C)[C@@H](C)\C=C\[C@@H](C)[C@@]1([H])CC[C@@]2([H])\C(CCC[C@]12C)=C\C=C1/C[C@@H](O)CC[C@@H]1C	3206.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Dihydrotachysterol,1TMS,isomer #1	CC(C)[C@@H](C)/C=C/[C@@H](C)[C@H]1CC[C@H]2/C(=C/C=C3\C[C@@H](O[Si](C)(C)C)CC[C@@H]3C)CCC[C@@]21C	3174.3	Semi standard non polar	33892256
Dihydrotachysterol,1TBDMS,isomer #1	CC(C)[C@@H](C)/C=C/[C@@H](C)[C@H]1CC[C@H]2/C(=C/C=C3\C[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@@H]3C)CCC[C@@]21C	3410.3	Semi standard non polar	33892256

Spectra

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 DB01070	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01070	21059682	details

Abnormal Concentrations

Not Available

Predicted Concentrations

Biospecimen	Value	Original age	Original sex	Original condition	Comments
Blood	0.000 uM	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities
Blood	0.000 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB01070

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4470607

KEGG Compound ID

C06957

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Dihydrotachysterol

METLIN ID

Not Available

PubChem Compound

5311071

PDB ID

Not Available

ChEBI ID

4591

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

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 ]
Bosch R, Thijssen JH, Duursma SA: Action and metabolism of dihydrotachysterol2. J Steroid Biochem. 1987;27(4-6):829-36. [PubMed:3320562 ]
Pierides AM: Pharmacology and therapeutic use of vitamin D and its analogues. Drugs. 1981 Apr;21(4):241-56. [PubMed:6262039 ]
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. 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

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
Qaw F, Calverley MJ, Schroeder NJ, Trafford DJ, Makin HL, Jones G: In vivo metabolism of the vitamin D analog, dihydrotachysterol. Evidence for formation of 1 alpha,25- and 1 beta,25-dihydroxy-dihydrotachysterol metabolites and studies of their biological activity. J Biol Chem. 1993 Jan 5;268(1):282-92. [PubMed:8380156 ]
Qaw FS, Makin HL, Jones G: Metabolism of 25-hydroxydihydrotachysterol3 in bone cells in vitro. Steroids. 1992 May;57(5):236-43. [PubMed:1336906 ]
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 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]

Showing metabocard for Dihydrotachysterol (HMDB0015203)

MOL for HMDB0015203 (Dihydrotachysterol)

3D MOL for HMDB0015203 (Dihydrotachysterol)

3D SDF for HMDB0015203 (Dihydrotachysterol)

3D-SDF for HMDB0015203 (Dihydrotachysterol)

PDB for HMDB0015203 (Dihydrotachysterol)

3D PDB for HMDB0015203 (Dihydrotachysterol)

SMILES for HMDB0015203 (Dihydrotachysterol)

INCHI for HMDB0015203 (Dihydrotachysterol)

Structure for HMDB0015203 (Dihydrotachysterol)

3D Structure for HMDB0015203 (Dihydrotachysterol)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

Enzymes

References