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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (2) Show 2 proteins XML

enzymes (2) Show 2 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2007-05-22 21:09:08 UTC

Update Date

2022-03-07 02:49:31 UTC

HMDB ID

HMDB0006280

Secondary Accession Numbers

HMDB06280

Metabolite Identification

Common Name

7-a,25-Dihydroxycholesterol

Description

7 alpha-hydroxylation is not directly involved, positively or negatively, in the action of 25- or 27-hydroxycholesterol as suppressors of HMG-CoA reductase activity. Human diploid fibroblasts (HDF) and the human melanoma cell line SK-MEL-2 converted 25-hydroxycholesterol into 7 alpha,25-dihydroxycholesterol and 7 alpha,25-dihydroxy-4-cholesten-3-one while the virus-transformed fibroblast line 90VA-VI, the colon carcinoma cell line WiDr and the breast cancer cell line MDA-231 did not express 7 alpha-hydroxylase activity. The 7 alpha-hydroxylation of 25-hydroxycholesterol in HDF could be stimulated by dexamethasone and cortisol and inhibited by metyrapone. An unidentified, possibly 4-hydroxylated, metabolite was formed by 90VA-VI cells and a polar, probably conjugated, metabolite was formed by WiDr cells. The 7 alpha-hydroxylated metabolites of 25-hydroxycholesterol suppressed the activity of HMG-CoA reductase to a similar extent as 25-hydroxycholesterol in HDF but not in 90VA-VI cells, while the 7 alpha-hydroxylated metabolites of 27-hydroxycholesterol suppressed the activity of HMG-CoA reductase also in 90VA-VI cells. (PMID: 9059514 ).

Structure

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


  Mrv0541 02231220352D          

 33 36  0  0  1  0            999 V2000
   18.0606   -5.2897    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.3461   -5.7021    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.0606   -4.4651    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.4897   -5.2897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6351   -5.2897    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.3425   -6.5268    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.7823   -4.0526    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.3461   -4.0526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0570   -3.6403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4897   -4.4651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9134   -5.7021    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.6351   -4.4651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6351   -6.9392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7823   -3.2278    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.9134   -6.5268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2024   -5.2897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9062   -4.8772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5111   -2.8083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0499   -2.8048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2024   -6.9392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4878   -5.7021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2400   -3.2314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4878   -6.5268    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   20.9687   -2.8083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7663   -6.9392    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7010   -3.2314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4298   -2.8117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6975   -4.0739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0570   -6.1321    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.3390   -4.8772    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.6280   -6.1144    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   22.4388   -3.6573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0900   -6.9586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  3  8  1  0  0  0  0
  3  9  1  1  0  0  0
  4 10  1  0  0  0  0
  5 11  1  0  0  0  0
  5 12  1  0  0  0  0
  6 13  1  0  0  0  0
  7 14  1  1  0  0  0
 11 15  1  0  0  0  0
 11 16  1  0  0  0  0
 11 17  1  1  0  0  0
 14 18  1  0  0  0  0
 14 19  1  6  0  0  0
 15 20  1  0  0  0  0
 16 21  1  0  0  0  0
 18 22  1  0  0  0  0
 20 23  1  0  0  0  0
 22 24  1  0  0  0  0
 23 25  1  1  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
  7 10  1  0  0  0  0
  8 12  1  0  0  0  0
 13 15  2  0  0  0  0
 21 23  1  0  0  0  0
  1 29  1  6  0  0  0
  2 30  1  1  0  0  0
  5 31  1  6  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
 26 32  1  0  0  0  0
  6 33  1  6  0  0  0
M  END

HMDB0006280
     RDKit          3D
7-a,25-Dihydroxycholesterol
 76 79  0  0  0  0  0  0  0  0999 V2000
    2.5187   -1.4755    2.1252 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4086   -1.6664    0.6401 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7774   -1.5549    0.0089 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4205   -0.2048    0.2584 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7802   -0.1905   -0.4081 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4813    1.1381   -0.1964 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8346    1.1189   -0.8737 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6916    2.2841   -0.7901 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6766    1.4161    1.1453 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4681   -0.7219   -0.0318 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4934   -1.0689   -1.5274 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0761   -0.8733   -2.0289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6156   -0.2162   -0.8873 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1142   -0.3782   -0.8712 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7292    0.4286   -1.9518 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7580    1.1938   -2.6273 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7890    1.3741   -1.5278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4404    1.2875   -0.3974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4786    2.2520   -0.0306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5796    1.7113    0.8286 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.5117    1.1217   -0.0285 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0547    0.7805    1.8532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5524    0.6306    1.9004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0991    0.1830    0.5300 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7911   -1.0956    0.2059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5926    0.0927    0.4720 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9782   -0.6378    1.6218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4685   -0.3595    1.5387 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0200   -0.9720    0.2865 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2311   -2.4461    0.2062 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4262   -0.4299    2.4541 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5686   -1.7822    2.4093 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8644   -2.1816    2.6761 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0851   -2.7184    0.4803 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8066   -1.8215   -1.0459 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4405   -2.3009    0.5374 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7731    0.6204   -0.1229 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6025   -0.0319    1.3392 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4052   -0.9564    0.0987 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7258   -0.3982   -1.4799 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7760    1.4901   -1.9170 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5277    1.7822   -0.2938 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2917    0.1264   -0.9066 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9688    1.9196   -1.5434 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1512    2.8483   -0.0028 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3786    3.0118   -1.2704 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3341    0.8463    1.5794 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7717    0.3160    0.0786 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8282   -2.1009   -1.7018 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2124   -0.3878   -2.0563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4336   -1.8388   -2.2364 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1381   -0.2490   -2.9397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2898    0.8233   -0.8076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3246   -1.4495   -1.0631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2077   -0.2287   -2.7367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7963    1.0559   -3.6071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0363    2.1874   -2.2011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8783    2.8077   -0.9161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0014    3.0773    0.5882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0766    2.5879    1.3481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5716    1.6250   -0.8910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4337    1.0821    2.8700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5106   -0.2432    1.6938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3696   -0.2476    2.5855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0759    1.5447    2.2532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1216   -1.6256    1.1476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1740   -1.8434   -0.3287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7155   -0.9202   -0.3794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2335    1.1628    0.5598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3433   -0.1361    2.5576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1877   -1.7233    1.6248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3974    0.7574    1.4424 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0368   -0.6423    2.4576 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1335   -2.8814    1.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3438   -2.9454   -0.5864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2746   -2.7398    0.1108 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  2 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  6
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  1
 29 10  1  0
 29 13  1  0
 26 14  1  0
 24 18  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  1
  3 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  7 41  1  0
  7 42  1  0
  7 43  1  0
  8 44  1  0
  8 45  1  0
  8 46  1  0
  9 47  1  0
 10 48  1  6
 11 49  1  0
 11 50  1  0
 12 51  1  0
 12 52  1  0
 13 53  1  1
 14 54  1  6
 15 55  1  6
 16 56  1  0
 17 57  1  0
 19 58  1  0
 19 59  1  0
 20 60  1  1
 21 61  1  0
 22 62  1  0
 22 63  1  0
 23 64  1  0
 23 65  1  0
 25 66  1  0
 25 67  1  0
 25 68  1  0
 26 69  1  1
 27 70  1  0
 27 71  1  0
 28 72  1  0
 28 73  1  0
 30 74  1  0
 30 75  1  0
 30 76  1  0
M  END


  Mrv0541 02231220352D          

 33 36  0  0  1  0            999 V2000
   18.0606   -5.2897    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.3461   -5.7021    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.0606   -4.4651    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.4897   -5.2897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6351   -5.2897    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.3425   -6.5268    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.7823   -4.0526    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.3461   -4.0526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0570   -3.6403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4897   -4.4651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9134   -5.7021    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.6351   -4.4651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6351   -6.9392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7823   -3.2278    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.9134   -6.5268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2024   -5.2897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9062   -4.8772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5111   -2.8083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0499   -2.8048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2024   -6.9392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4878   -5.7021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2400   -3.2314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4878   -6.5268    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   20.9687   -2.8083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7663   -6.9392    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7010   -3.2314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4298   -2.8117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6975   -4.0739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0570   -6.1321    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.3390   -4.8772    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.6280   -6.1144    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   22.4388   -3.6573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0900   -6.9586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  3  8  1  0  0  0  0
  3  9  1  1  0  0  0
  4 10  1  0  0  0  0
  5 11  1  0  0  0  0
  5 12  1  0  0  0  0
  6 13  1  0  0  0  0
  7 14  1  1  0  0  0
 11 15  1  0  0  0  0
 11 16  1  0  0  0  0
 11 17  1  1  0  0  0
 14 18  1  0  0  0  0
 14 19  1  6  0  0  0
 15 20  1  0  0  0  0
 16 21  1  0  0  0  0
 18 22  1  0  0  0  0
 20 23  1  0  0  0  0
 22 24  1  0  0  0  0
 23 25  1  1  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
  7 10  1  0  0  0  0
  8 12  1  0  0  0  0
 13 15  2  0  0  0  0
 21 23  1  0  0  0  0
  1 29  1  6  0  0  0
  2 30  1  1  0  0  0
  5 31  1  6  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
 26 32  1  0  0  0  0
  6 33  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0006280

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12CC[C@H]([C@H](C)CCCC(C)(C)O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])[C@H](O)C=C2C[C@@H](O)CC[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C27H46O3/c1-17(7-6-12-25(2,3)30)20-8-9-21-24-22(11-14-27(20,21)5)26(4)13-10-19(28)15-18(26)16-23(24)29/h16-17,19-24,28-30H,6-15H2,1-5H3/t17-,19+,20-,21+,22+,23-,24+,26+,27-/m1/s1

> <INCHI_KEY>
BQMSKLCEWBSPPY-IKVTXIKFSA-N

> <FORMULA>
C27H46O3

> <MOLECULAR_WEIGHT>
418.6523

> <EXACT_MASS>
418.344695338

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
52.17246487870763

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2R,5S,9S,10S,11S,14R,15R)-14-[(2R)-6-hydroxy-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-ene-5,9-diol

> <ALOGPS_LOGP>
4.54

> <JCHEM_LOGP>
4.488917008666668

> <ALOGPS_LOGS>
-4.91

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.5307684666132

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.204233421519334

> <JCHEM_PKA_STRONGEST_BASIC>
-0.6890459247935982

> <JCHEM_POLAR_SURFACE_AREA>
60.69

> <JCHEM_REFRACTIVITY>
123.89109999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.10e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7α,25-dihydroxycholesterol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0006280
     RDKit          3D
7-a,25-Dihydroxycholesterol
 76 79  0  0  0  0  0  0  0  0999 V2000
    2.5187   -1.4755    2.1252 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4086   -1.6664    0.6401 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7774   -1.5549    0.0089 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4205   -0.2048    0.2584 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7802   -0.1905   -0.4081 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4813    1.1381   -0.1964 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8346    1.1189   -0.8737 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6916    2.2841   -0.7901 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6766    1.4161    1.1453 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4681   -0.7219   -0.0318 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4934   -1.0689   -1.5274 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0761   -0.8733   -2.0289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6156   -0.2162   -0.8873 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1142   -0.3782   -0.8712 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7292    0.4286   -1.9518 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7580    1.1938   -2.6273 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7890    1.3741   -1.5278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4404    1.2875   -0.3974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4786    2.2520   -0.0306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5796    1.7113    0.8286 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.5117    1.1217   -0.0285 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0547    0.7805    1.8532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5524    0.6306    1.9004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0991    0.1830    0.5300 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7911   -1.0956    0.2059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5926    0.0927    0.4720 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9782   -0.6378    1.6218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4685   -0.3595    1.5387 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0200   -0.9720    0.2865 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2311   -2.4461    0.2062 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4262   -0.4299    2.4541 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5686   -1.7822    2.4093 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8644   -2.1816    2.6761 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0851   -2.7184    0.4803 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8066   -1.8215   -1.0459 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4405   -2.3009    0.5374 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7731    0.6204   -0.1229 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6025   -0.0319    1.3392 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4052   -0.9564    0.0987 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7258   -0.3982   -1.4799 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7760    1.4901   -1.9170 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5277    1.7822   -0.2938 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2917    0.1264   -0.9066 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9688    1.9196   -1.5434 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1512    2.8483   -0.0028 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3786    3.0118   -1.2704 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3341    0.8463    1.5794 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7717    0.3160    0.0786 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8282   -2.1009   -1.7018 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2124   -0.3878   -2.0563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4336   -1.8388   -2.2364 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1381   -0.2490   -2.9397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2898    0.8233   -0.8076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3246   -1.4495   -1.0631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2077   -0.2287   -2.7367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7963    1.0559   -3.6071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0363    2.1874   -2.2011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8783    2.8077   -0.9161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0014    3.0773    0.5882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0766    2.5879    1.3481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5716    1.6250   -0.8910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4337    1.0821    2.8700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5106   -0.2432    1.6938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3696   -0.2476    2.5855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0759    1.5447    2.2532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1216   -1.6256    1.1476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1740   -1.8434   -0.3287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7155   -0.9202   -0.3794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2335    1.1628    0.5598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3433   -0.1361    2.5576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1877   -1.7233    1.6248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3974    0.7574    1.4424 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0368   -0.6423    2.4576 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1335   -2.8814    1.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3438   -2.9454   -0.5864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2746   -2.7398    0.1108 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  2 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  6
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  1
 29 10  1  0
 29 13  1  0
 26 14  1  0
 24 18  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  1
  3 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  7 41  1  0
  7 42  1  0
  7 43  1  0
  8 44  1  0
  8 45  1  0
  8 46  1  0
  9 47  1  0
 10 48  1  6
 11 49  1  0
 11 50  1  0
 12 51  1  0
 12 52  1  0
 13 53  1  1
 14 54  1  6
 15 55  1  6
 16 56  1  0
 17 57  1  0
 19 58  1  0
 19 59  1  0
 20 60  1  1
 21 61  1  0
 22 62  1  0
 22 63  1  0
 23 64  1  0
 23 65  1  0
 25 66  1  0
 25 67  1  0
 25 68  1  0
 26 69  1  1
 27 70  1  0
 27 71  1  0
 28 72  1  0
 28 73  1  0
 30 74  1  0
 30 75  1  0
 30 76  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      33.713  -9.874   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      32.379 -10.644   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      33.713  -8.335   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      36.381  -9.874   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      31.052  -9.874   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      32.373 -12.183   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      35.060  -7.565   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      32.379  -7.565   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      33.706  -6.795   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      36.381  -8.335   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      29.705 -10.644   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      31.052  -8.335   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      31.052 -12.953   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      35.060  -6.025   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      29.705 -12.183   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      28.378  -9.874   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      29.692  -9.104   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      36.421  -5.242   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      33.693  -5.236   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      28.378 -12.953   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      27.044 -10.644   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      37.781  -6.032   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      27.044 -12.183   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      39.142  -5.242   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      25.697 -12.953   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      40.508  -6.032   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      41.869  -5.248   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      40.502  -7.605   0.000  0.00  0.00           C+0
HETATM   29  H   UNK     0      33.706 -11.447   0.000  0.00  0.00           H+0
HETATM   30  H   UNK     0      32.366  -9.104   0.000  0.00  0.00           H+0
HETATM   31  H   UNK     0      31.039 -11.414   0.000  0.00  0.00           H+0
HETATM   32  O   UNK     0      41.886  -6.827   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      33.768 -12.989   0.000  0.00  0.00           O+0
CONECT    1    4   29    2    3                                             
CONECT    2    5    6   30    1                                             
CONECT    3    7    8    9    1                                             
CONECT    4    1   10                                                       
CONECT    5    2   11   12   31                                             
CONECT    6    2   13   33                                                  
CONECT    7    3   14   10                                                  
CONECT    8    3   12                                                       
CONECT    9    3                                                            
CONECT   10    4    7                                                       
CONECT   11    5   15   16   17                                             
CONECT   12    5    8                                                       
CONECT   13    6   15                                                       
CONECT   14    7   18   19                                                  
CONECT   15   11   20   13                                                  
CONECT   16   11   21                                                       
CONECT   17   11                                                            
CONECT   18   14   22                                                       
CONECT   19   14                                                            
CONECT   20   15   23                                                       
CONECT   21   16   23                                                       
CONECT   22   18   24                                                       
CONECT   23   20   25   21                                                  
CONECT   24   22   26                                                       
CONECT   25   23                                                            
CONECT   26   24   27   28   32                                             
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29    1                                                            
CONECT   30    2                                                            
CONECT   31    5                                                            
CONECT   32   26                                                            
CONECT   33    6                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

COMPND    HMDB0006280
HETATM    1  C1  UNL     1       2.519  -1.476   2.125  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.409  -1.666   0.640  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.777  -1.555   0.009  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.420  -0.205   0.258  1.00  0.00           C  
HETATM    5  C5  UNL     1       5.780  -0.190  -0.408  1.00  0.00           C  
HETATM    6  C6  UNL     1       6.481   1.138  -0.196  1.00  0.00           C  
HETATM    7  C7  UNL     1       7.835   1.119  -0.874  1.00  0.00           C  
HETATM    8  C8  UNL     1       5.692   2.284  -0.790  1.00  0.00           C  
HETATM    9  O1  UNL     1       6.677   1.416   1.145  1.00  0.00           O  
HETATM   10  C9  UNL     1       1.468  -0.722  -0.032  1.00  0.00           C  
HETATM   11  C10 UNL     1       1.493  -1.069  -1.527  1.00  0.00           C  
HETATM   12  C11 UNL     1       0.076  -0.873  -2.029  1.00  0.00           C  
HETATM   13  C12 UNL     1      -0.616  -0.216  -0.887  1.00  0.00           C  
HETATM   14  C13 UNL     1      -2.114  -0.378  -0.871  1.00  0.00           C  
HETATM   15  C14 UNL     1      -2.729   0.429  -1.952  1.00  0.00           C  
HETATM   16  O2  UNL     1      -1.758   1.194  -2.627  1.00  0.00           O  
HETATM   17  C15 UNL     1      -3.789   1.374  -1.528  1.00  0.00           C  
HETATM   18  C16 UNL     1      -4.440   1.288  -0.397  1.00  0.00           C  
HETATM   19  C17 UNL     1      -5.479   2.252  -0.031  1.00  0.00           C  
HETATM   20  C18 UNL     1      -6.580   1.711   0.829  1.00  0.00           C  
HETATM   21  O3  UNL     1      -7.512   1.122  -0.028  1.00  0.00           O  
HETATM   22  C19 UNL     1      -6.055   0.781   1.853  1.00  0.00           C  
HETATM   23  C20 UNL     1      -4.552   0.631   1.900  1.00  0.00           C  
HETATM   24  C21 UNL     1      -4.099   0.183   0.530  1.00  0.00           C  
HETATM   25  C22 UNL     1      -4.791  -1.096   0.206  1.00  0.00           C  
HETATM   26  C23 UNL     1      -2.593   0.093   0.472  1.00  0.00           C  
HETATM   27  C24 UNL     1      -1.978  -0.638   1.622  1.00  0.00           C  
HETATM   28  C25 UNL     1      -0.469  -0.360   1.539  1.00  0.00           C  
HETATM   29  C26 UNL     1       0.020  -0.972   0.286  1.00  0.00           C  
HETATM   30  C27 UNL     1      -0.231  -2.446   0.206  1.00  0.00           C  
HETATM   31  H1  UNL     1       2.426  -0.430   2.454  1.00  0.00           H  
HETATM   32  H2  UNL     1       3.569  -1.782   2.409  1.00  0.00           H  
HETATM   33  H3  UNL     1       1.864  -2.182   2.676  1.00  0.00           H  
HETATM   34  H4  UNL     1       2.085  -2.718   0.480  1.00  0.00           H  
HETATM   35  H5  UNL     1       3.807  -1.822  -1.046  1.00  0.00           H  
HETATM   36  H6  UNL     1       4.441  -2.301   0.537  1.00  0.00           H  
HETATM   37  H7  UNL     1       3.773   0.620  -0.123  1.00  0.00           H  
HETATM   38  H8  UNL     1       4.602  -0.032   1.339  1.00  0.00           H  
HETATM   39  H9  UNL     1       6.405  -0.956   0.099  1.00  0.00           H  
HETATM   40  H10 UNL     1       5.726  -0.398  -1.480  1.00  0.00           H  
HETATM   41  H11 UNL     1       7.776   1.490  -1.917  1.00  0.00           H  
HETATM   42  H12 UNL     1       8.528   1.782  -0.294  1.00  0.00           H  
HETATM   43  H13 UNL     1       8.292   0.126  -0.907  1.00  0.00           H  
HETATM   44  H14 UNL     1       4.969   1.920  -1.543  1.00  0.00           H  
HETATM   45  H15 UNL     1       5.151   2.848  -0.003  1.00  0.00           H  
HETATM   46  H16 UNL     1       6.379   3.012  -1.270  1.00  0.00           H  
HETATM   47  H17 UNL     1       7.334   0.846   1.579  1.00  0.00           H  
HETATM   48  H18 UNL     1       1.772   0.316   0.079  1.00  0.00           H  
HETATM   49  H19 UNL     1       1.828  -2.101  -1.702  1.00  0.00           H  
HETATM   50  H20 UNL     1       2.212  -0.388  -2.056  1.00  0.00           H  
HETATM   51  H21 UNL     1      -0.434  -1.839  -2.236  1.00  0.00           H  
HETATM   52  H22 UNL     1       0.138  -0.249  -2.940  1.00  0.00           H  
HETATM   53  H23 UNL     1      -0.290   0.823  -0.808  1.00  0.00           H  
HETATM   54  H24 UNL     1      -2.325  -1.449  -1.063  1.00  0.00           H  
HETATM   55  H25 UNL     1      -3.208  -0.229  -2.737  1.00  0.00           H  
HETATM   56  H26 UNL     1      -1.796   1.056  -3.607  1.00  0.00           H  
HETATM   57  H27 UNL     1      -4.036   2.187  -2.201  1.00  0.00           H  
HETATM   58  H28 UNL     1      -5.878   2.808  -0.916  1.00  0.00           H  
HETATM   59  H29 UNL     1      -5.001   3.077   0.588  1.00  0.00           H  
HETATM   60  H30 UNL     1      -7.077   2.588   1.348  1.00  0.00           H  
HETATM   61  H31 UNL     1      -7.572   1.625  -0.891  1.00  0.00           H  
HETATM   62  H32 UNL     1      -6.434   1.082   2.870  1.00  0.00           H  
HETATM   63  H33 UNL     1      -6.511  -0.243   1.694  1.00  0.00           H  
HETATM   64  H34 UNL     1      -4.370  -0.248   2.585  1.00  0.00           H  
HETATM   65  H35 UNL     1      -4.076   1.545   2.253  1.00  0.00           H  
HETATM   66  H36 UNL     1      -5.122  -1.626   1.148  1.00  0.00           H  
HETATM   67  H37 UNL     1      -4.174  -1.843  -0.329  1.00  0.00           H  
HETATM   68  H38 UNL     1      -5.715  -0.920  -0.379  1.00  0.00           H  
HETATM   69  H39 UNL     1      -2.234   1.163   0.560  1.00  0.00           H  
HETATM   70  H40 UNL     1      -2.343  -0.136   2.558  1.00  0.00           H  
HETATM   71  H41 UNL     1      -2.188  -1.723   1.625  1.00  0.00           H  
HETATM   72  H42 UNL     1      -0.397   0.757   1.442  1.00  0.00           H  
HETATM   73  H43 UNL     1       0.037  -0.642   2.458  1.00  0.00           H  
HETATM   74  H44 UNL     1       0.134  -2.881   1.170  1.00  0.00           H  
HETATM   75  H45 UNL     1       0.344  -2.945  -0.586  1.00  0.00           H  
HETATM   76  H46 UNL     1      -1.275  -2.740   0.111  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3   10   34
CONECT    3    4   35   36
CONECT    4    5   37   38
CONECT    5    6   39   40
CONECT    6    7    8    9
CONECT    7   41   42   43
CONECT    8   44   45   46
CONECT    9   47
CONECT   10   11   29   48
CONECT   11   12   49   50
CONECT   12   13   51   52
CONECT   13   14   29   53
CONECT   14   15   26   54
CONECT   15   16   17   55
CONECT   16   56
CONECT   17   18   18   57
CONECT   18   19   24
CONECT   19   20   58   59
CONECT   20   21   22   60
CONECT   21   61
CONECT   22   23   62   63
CONECT   23   24   64   65
CONECT   24   25   26
CONECT   25   66   67   68
CONECT   26   27   69
CONECT   27   28   70   71
CONECT   28   29   72   73
CONECT   29   30
CONECT   30   74   75   76
END

HMDB0006280
     RDKit          3D
7-a,25-Dihydroxycholesterol
 76 79  0  0  0  0  0  0  0  0999 V2000
    2.5187   -1.4755    2.1252 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4086   -1.6664    0.6401 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7774   -1.5549    0.0089 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4205   -0.2048    0.2584 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7802   -0.1905   -0.4081 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4813    1.1381   -0.1964 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8346    1.1189   -0.8737 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6916    2.2841   -0.7901 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6766    1.4161    1.1453 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4681   -0.7219   -0.0318 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4934   -1.0689   -1.5274 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0761   -0.8733   -2.0289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6156   -0.2162   -0.8873 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1142   -0.3782   -0.8712 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7292    0.4286   -1.9518 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7580    1.1938   -2.6273 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7890    1.3741   -1.5278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4404    1.2875   -0.3974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4786    2.2520   -0.0306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5796    1.7113    0.8286 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.5117    1.1217   -0.0285 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0547    0.7805    1.8532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5524    0.6306    1.9004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0991    0.1830    0.5300 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7911   -1.0956    0.2059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5926    0.0927    0.4720 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9782   -0.6378    1.6218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4685   -0.3595    1.5387 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0200   -0.9720    0.2865 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2311   -2.4461    0.2062 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4262   -0.4299    2.4541 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5686   -1.7822    2.4093 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8644   -2.1816    2.6761 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0851   -2.7184    0.4803 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8066   -1.8215   -1.0459 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4405   -2.3009    0.5374 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7731    0.6204   -0.1229 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6025   -0.0319    1.3392 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4052   -0.9564    0.0987 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7258   -0.3982   -1.4799 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7760    1.4901   -1.9170 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5277    1.7822   -0.2938 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2917    0.1264   -0.9066 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9688    1.9196   -1.5434 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1512    2.8483   -0.0028 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3786    3.0118   -1.2704 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3341    0.8463    1.5794 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7717    0.3160    0.0786 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8282   -2.1009   -1.7018 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2124   -0.3878   -2.0563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4336   -1.8388   -2.2364 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1381   -0.2490   -2.9397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2898    0.8233   -0.8076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3246   -1.4495   -1.0631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2077   -0.2287   -2.7367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7963    1.0559   -3.6071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0363    2.1874   -2.2011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8783    2.8077   -0.9161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0014    3.0773    0.5882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0766    2.5879    1.3481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5716    1.6250   -0.8910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4337    1.0821    2.8700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5106   -0.2432    1.6938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3696   -0.2476    2.5855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0759    1.5447    2.2532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1216   -1.6256    1.1476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1740   -1.8434   -0.3287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7155   -0.9202   -0.3794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2335    1.1628    0.5598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3433   -0.1361    2.5576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1877   -1.7233    1.6248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3974    0.7574    1.4424 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0368   -0.6423    2.4576 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1335   -2.8814    1.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3438   -2.9454   -0.5864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2746   -2.7398    0.1108 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  2 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  6
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  1
 29 10  1  0
 29 13  1  0
 26 14  1  0
 24 18  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  1
  3 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  7 41  1  0
  7 42  1  0
  7 43  1  0
  8 44  1  0
  8 45  1  0
  8 46  1  0
  9 47  1  0
 10 48  1  6
 11 49  1  0
 11 50  1  0
 12 51  1  0
 12 52  1  0
 13 53  1  1
 14 54  1  6
 15 55  1  6
 16 56  1  0
 17 57  1  0
 19 58  1  0
 19 59  1  0
 20 60  1  1
 21 61  1  0
 22 62  1  0
 22 63  1  0
 23 64  1  0
 23 65  1  0
 25 66  1  0
 25 67  1  0
 25 68  1  0
 26 69  1  1
 27 70  1  0
 27 71  1  0
 28 72  1  0
 28 73  1  0
 30 74  1  0
 30 75  1  0
 30 76  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-oxo-all-trans-Retinoic acid	ChEBI
4-oxo-AtRA	ChEBI
4-oxo-all-trans-Retinoate	Generator
4-oxo-Retinoate	Generator
4-Keto-retinoate	HMDB
4-Keto-retinoic acid	HMDB
4-Ketoretinoate	HMDB
4-Ketoretinoic acid	HMDB
4-Oxoretinoate	HMDB
4-Oxoretinoic acid	HMDB
4-Oxotretinoin	HMDB
all-trans-4-Oxoretinoate	HMDB
all-trans-4-Oxoretinoic acid	HMDB
Ro 11-4824	HMDB
Ro 12-4824	HMDB
4-oxo-13-cis-Retinoic acid	HMDB
4-oxo-Isotretinoin	HMDB
4-oxo-trans-Retinoic acid	HMDB
4-Oxoretinoic acid, (13-cis)-isomer	HMDB
3beta,7alpha,25-Trihydroxycholest-5-ene	ChEBI
5-Cholesten-3beta,7alpha,25-triol	ChEBI
Cholest-5-ene-3beta,7alpha,25-triol	ChEBI
3b,7a,25-Trihydroxycholest-5-ene	Generator
3β,7α,25-trihydroxycholest-5-ene	Generator
5-Cholesten-3b,7a,25-triol	Generator
5-Cholesten-3β,7α,25-triol	Generator
Cholest-5-ene-3b,7a,25-triol	Generator
Cholest-5-ene-3β,7α,25-triol	Generator
7-alpha,25-Dihydroxycholesterol	HMDB
7alpha,25-Dihydroxycholesterol	HMDB, KEGG
Cholest-5-ene-3-b,7-a,25-triol	HMDB
Cholest-5-ene-3-beta,7-alpha,25-triol	HMDB
7a,25-Dihydroxycholesterol	Generator
7Α,25-dihydroxycholesterol	Generator

Chemical Formula

C₂₇H₄₆O₃

Average Molecular Weight

418.6523

Monoisotopic Molecular Weight

418.344695338

IUPAC Name

(1S,2R,5S,9S,10S,11S,14R,15R)-14-[(2R)-6-hydroxy-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-ene-5,9-diol

Traditional Name

7α,25-dihydroxycholesterol

CAS Registry Number

64907-22-8

SMILES

[H][C@@]12CC[C@H]([C@H](C)CCCC(C)(C)O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])[C@H](O)C=C2C[C@@H](O)CC[C@]12C

InChI Identifier

InChI=1S/C27H46O3/c1-17(7-6-12-25(2,3)30)20-8-9-21-24-22(11-14-27(20,21)5)26(4)13-10-19(28)15-18(26)16-23(24)29/h16-17,19-24,28-30H,6-15H2,1-5H3/t17-,19+,20-,21+,22+,23-,24+,26+,27-/m1/s1

InChI Key

BQMSKLCEWBSPPY-IKVTXIKFSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as retinoids. These are oxygenated derivatives of 3,7-dimethyl-1-(2,6,6-trimethylcyclohex-1-enyl)nona-1,3,5,7-tetraene and derivatives thereof.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Retinoids

Direct Parent

Retinoids

Alternative Parents

Substituents

Retinoic acid
Diterpenoid
Retinoid skeleton
Medium-chain fatty acid
Cyclohexenone
Methyl-branched fatty acid
Branched fatty acid
Fatty acyl
Fatty acid
Unsaturated fatty acid
Ketone
Cyclic ketone
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organooxygen compound
Organic oxide
Carbonyl group
Hydrocarbon derivative
Organic oxygen compound
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

retinoid (CHEBI:80656 )
Retinoids (C16678 )
Retinoids (LMPR01090026 )

Ontology

Disposition

Biological location

Cellular substructure

Cytoplasm

Organelle

Endoplasmic reticulum

Extracellular

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Bile acid biosynthesis

Physical Properties

State

Solid

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0051 g/L	ALOGPS
logP	4.54	ALOGPS
logP	4.49	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	18.2	ChemAxon
pKa (Strongest Basic)	-0.69	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	60.69 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	123.89 m³·mol⁻¹	ChemAxon
Polarizability	52.17 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	197.927	31661259
DarkChem	[M-H]-	193.667	31661259
DeepCCS	[M-2H]-	249.453	30932474
DeepCCS	[M+Na]+	224.571	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
7-a,25-Dihydroxycholesterol	[H][C@@]12CC[C@H]([C@H](C)CCCC(C)(C)O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])[C@H](O)C=C2C[C@@H](O)CC[C@]12C	2722.8	Standard polar	33892256
7-a,25-Dihydroxycholesterol	[H][C@@]12CC[C@H]([C@H](C)CCCC(C)(C)O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])[C@H](O)C=C2C[C@@H](O)CC[C@]12C	3428.4	Standard non polar	33892256
7-a,25-Dihydroxycholesterol	[H][C@@]12CC[C@H]([C@H](C)CCCC(C)(C)O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])[C@H](O)C=C2C[C@@H](O)CC[C@]12C	3489.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
7-a,25-Dihydroxycholesterol,1TMS,isomer #1	C[C@H](CCCC(C)(C)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C	3497.1	Semi standard non polar	33892256
7-a,25-Dihydroxycholesterol,1TMS,isomer #2	C[C@H](CCCC(C)(C)O)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C)C=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C	3402.0	Semi standard non polar	33892256
7-a,25-Dihydroxycholesterol,1TMS,isomer #3	C[C@H](CCCC(C)(C)O)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C=C4C[C@@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	3429.1	Semi standard non polar	33892256
7-a,25-Dihydroxycholesterol,2TMS,isomer #1	C[C@H](CCCC(C)(C)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C)C=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C	3513.8	Semi standard non polar	33892256
7-a,25-Dihydroxycholesterol,2TMS,isomer #2	C[C@H](CCCC(C)(C)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C=C4C[C@@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	3531.6	Semi standard non polar	33892256
7-a,25-Dihydroxycholesterol,2TMS,isomer #3	C[C@H](CCCC(C)(C)O)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C)C=C4C[C@@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	3306.3	Semi standard non polar	33892256
7-a,25-Dihydroxycholesterol,3TMS,isomer #1	C[C@H](CCCC(C)(C)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C)C=C4C[C@@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	3451.2	Semi standard non polar	33892256
7-a,25-Dihydroxycholesterol,1TBDMS,isomer #1	C[C@H](CCCC(C)(C)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C	3751.4	Semi standard non polar	33892256
7-a,25-Dihydroxycholesterol,1TBDMS,isomer #2	C[C@H](CCCC(C)(C)O)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C(C)(C)C)C=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C	3638.2	Semi standard non polar	33892256
7-a,25-Dihydroxycholesterol,1TBDMS,isomer #3	C[C@H](CCCC(C)(C)O)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C=C4C[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	3660.1	Semi standard non polar	33892256
7-a,25-Dihydroxycholesterol,2TBDMS,isomer #1	C[C@H](CCCC(C)(C)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C(C)(C)C)C=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C	3994.5	Semi standard non polar	33892256
7-a,25-Dihydroxycholesterol,2TBDMS,isomer #2	C[C@H](CCCC(C)(C)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C=C4C[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	4018.4	Semi standard non polar	33892256
7-a,25-Dihydroxycholesterol,2TBDMS,isomer #3	C[C@H](CCCC(C)(C)O)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C(C)(C)C)C=C4C[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	3769.0	Semi standard non polar	33892256
7-a,25-Dihydroxycholesterol,3TBDMS,isomer #1	C[C@H](CCCC(C)(C)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C(C)(C)C)C=C4C[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	4144.2	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 - 7-a,25-Dihydroxycholesterol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0zfr-2149500000-545454a3fcc04ae6b581	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-a,25-Dihydroxycholesterol GC-MS (3 TMS) - 70eV, Positive	splash10-00xr-2210139000-efdeb2df00f6b19d4654	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-a,25-Dihydroxycholesterol 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 - 7-a,25-Dihydroxycholesterol 10V, Positive-QTOF	splash10-0f89-0009800000-7c696ae7b6e4c320a799	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-a,25-Dihydroxycholesterol 20V, Positive-QTOF	splash10-0f89-1009300000-73e3b4d1757a0cdd50d4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-a,25-Dihydroxycholesterol 40V, Positive-QTOF	splash10-00wc-1129000000-4f248849b872f93ee029	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-a,25-Dihydroxycholesterol 10V, Negative-QTOF	splash10-014i-0005900000-232dc04b65e6de06ebab	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-a,25-Dihydroxycholesterol 20V, Negative-QTOF	splash10-00kb-0009500000-11fef3b164b139cb37b1	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-a,25-Dihydroxycholesterol 40V, Negative-QTOF	splash10-0ul9-1009200000-b7f1840b17522a9af97e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-a,25-Dihydroxycholesterol 10V, Positive-QTOF	splash10-0zgi-0508900000-213057c1cb391a52a4a4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-a,25-Dihydroxycholesterol 20V, Positive-QTOF	splash10-001i-5329200000-9c420237507a8ce71a79	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-a,25-Dihydroxycholesterol 40V, Positive-QTOF	splash10-05di-5952000000-18ce46c15bdb91fa613a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-a,25-Dihydroxycholesterol 10V, Negative-QTOF	splash10-014i-0000900000-f2cb6399034352e924c8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-a,25-Dihydroxycholesterol 20V, Negative-QTOF	splash10-014i-0001900000-e80cf3ceb31217f30531	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-a,25-Dihydroxycholesterol 40V, Negative-QTOF	splash10-014i-0013900000-4960bc78b4ddc4f540b0	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane
Endoplasmic reticulum

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Primary bile acid biosynthesis	Not Available
Congenital Bile Acid Synthesis Defect Type II		Not Available
Congenital Bile Acid Synthesis Defect Type III		Not Available
Familial Hypercholanemia (FHCA)		Not Available
Zellweger Syndrome		Not Available

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023877

KNApSAcK ID

Not Available

Chemspider ID

4941652

KEGG Compound ID

C16678

BioCyc ID

Not Available

BiGG ID

2430195

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6437063

PDB ID

Not Available

ChEBI ID

80656

Food Biomarker Ontology

Not Available

VMH ID

CE2954

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Zhang J, Dricu A, Sjovall J: Studies on the relationships between 7 alpha-hydroxylation and the ability of 25- and 27-hydroxycholesterol to suppress the activity of HMG-CoA reductase. Biochim Biophys Acta. 1997 Feb 18;1344(3):241-9. [PubMed:9059514 ]

Enzymes

Enzyme Details

1. 25-hydroxycholesterol 7-alpha-hydroxylase

General function:: Involved in monooxygenase activity
Specific function:: Not Available
Gene Name:: CYP7B1
Uniprot ID:: O75881
Molecular weight:: 58255.325

Reactions

25-Hydroxycholesterol + NADPH + Oxygen → 7-a,25-Dihydroxycholesterol + NADP + Water	details
25-Hydroxycholesterol + NADPH + Hydrogen Ion + Oxygen → 7-a,25-Dihydroxycholesterol + NADP + Water	details

Enzyme Details

2. 3 beta-hydroxysteroid dehydrogenase type 7

General function:: Involved in 3-beta-hydroxy-delta5-steroid dehydrogenase activity
Specific function:: The 3-beta-HSD enzymatic system plays a crucial role in the biosynthesis of all classes of hormonal steroids. HSD VII is active against four 7-alpha-hydroxylated sterols. Does not metabolize several different C(19/21) steroids as substrates. Involved in bile acid synthesis.
Gene Name:: HSD3B7
Uniprot ID:: Q9H2F3
Molecular weight:: 21322.265

Reactions

7-a,25-Dihydroxycholesterol + NAD → 7alpha,25-Dihydroxy-4-cholesten-3-one + NADH + Hydrogen Ion	details

Showing metabocard for 7-a,25-Dihydroxycholesterol (HMDB0006280)

MOL for HMDB0006280 (7-a,25-Dihydroxycholesterol)

3D MOL for HMDB0006280 (7-a,25-Dihydroxycholesterol)

3D SDF for HMDB0006280 (7-a,25-Dihydroxycholesterol)

3D-SDF for HMDB0006280 (7-a,25-Dihydroxycholesterol)

PDB for HMDB0006280 (7-a,25-Dihydroxycholesterol)

3D PDB for HMDB0006280 (7-a,25-Dihydroxycholesterol)

SMILES for HMDB0006280 (7-a,25-Dihydroxycholesterol)

INCHI for HMDB0006280 (7-a,25-Dihydroxycholesterol)

Structure for HMDB0006280 (7-a,25-Dihydroxycholesterol)

3D Structure for HMDB0006280 (7-a,25-Dihydroxycholesterol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions

Reactions