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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2007-05-11 14:21:33 UTC

Update Date

2022-03-07 02:49:30 UTC

HMDB ID

HMDB0006119

Secondary Accession Numbers

HMDB06119

Metabolite Identification

Common Name

7beta-Hydroxycholesterol

Description

7beta-Hydroxycholesterol belongs to the class of organic compounds known as cholesterols and derivatives. Cholesterols and derivatives are compounds containing a 3-hydroxylated cholestane core. Thus, 7beta-hydroxycholesterol is considered to be a sterol lipid molecule. 7beta-Hydroxycholesterol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 7beta-Hydroxycholesterol has been identified in atheromatous plaques and in plasma of atherosclerotic patients (PMID: 16604541 ). 7beta-Hydroxycholesterol induces apoptosis in Caco-2 cells and alters lysosomal membrane integrity. It exhibits a specific enhancement of oxidative stress and of endonuclease G expression (PMID: 17136497 ).

Structure

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


  Mrv1652310281916232D          

 33 36  0  0  0  0            999 V2000
 9999.976210001.2192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8391 9999.9734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.9783 9997.9037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9995.6978 9997.9037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5515 9998.7390    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2638 9999.9734    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.9762 9998.7390    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1253 9999.5578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4108 9999.1453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4108 9998.3202    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9997.1253 9997.9078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8398 9998.3202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8398 9999.1453    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.264210000.8031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.549710000.3906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5497 9999.5655    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.2642 9999.1531    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9998.5515 9997.9078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2660 9998.3202    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.978710000.3905    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.9787 9999.5656    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.7633 9999.3106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.2482 9999.9780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.763310000.6455    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.763310001.4705    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.479010001.8810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.192610001.4705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.908310001.8810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.624010001.4705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.337610001.8810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.624010000.6455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.049710001.8810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.479010001.0560    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  1  0  0  0  0
  8 13  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 14 15  1  0  0  0  0
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 16 17  1  0  0  0  0
 18 19  1  0  0  0  0
 19  3  1  1  0  0  0
 10  4  1  1  0  0  0
 13  2  1  1  0  0  0
 12 18  2  0  0  0  0
 16  5  1  6  0  0  0
 16 13  1  0  0  0  0
 19 17  1  0  0  0  0
 17  6  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 24 25  1  0  0  0  0
 24 33  1  6  0  0  0
 25 26  1  0  0  0  0
 25 32  1  6  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 24 20  1  0  0  0  0
 24 23  1  0  0  0  0
 17 21  1  0  0  0  0
 21  7  1  6  0  0  0
 14 20  1  0  0  0  0
 20  1  1  1  0  0  0
M  END

HMDB0006119
     RDKit          3D
7beta-Hydroxycholesterol
 75 78  0  0  0  0  0  0  0  0999 V2000
   -7.9801    0.0061   -1.2229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9883    0.9299   -0.5476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9811    2.2388   -1.2646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6234    0.2259   -0.6501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5893    1.0623   -0.0122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1793    0.6466   -0.0038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7906   -0.6335    0.6568 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4075   -1.7998   -0.0150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4131   -0.7344    1.1333 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1427   -2.0760    1.8098 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3669   -1.9732    2.0937 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8255   -0.7454    1.3979 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2290   -0.7926    0.8908 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4854    0.4900    0.1580 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4544    0.8244   -0.8541 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0419    0.7044   -0.3675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2302   -0.5980    0.2839 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0107   -1.7316   -0.6756 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8819    0.4699   -0.3910 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0941   -0.7861   -1.1688 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2185    1.6686   -1.2074 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6570    1.6596   -1.6446 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6502    1.3243   -0.5919 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2779    0.0856   -0.8519 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0690    1.2464    0.7741 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7744    0.5271    0.8268 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3874   -0.0612    1.9219 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1256   -0.8048    2.1099 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4792   -2.1382    2.3845 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8569    0.0094   -2.3267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0318    0.3343   -1.0403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9171   -1.0307   -0.8100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2569    0.9881    0.5151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7690    3.0398   -0.5002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1635    2.2429   -2.0236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9417    2.4418   -1.7821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4902    0.0427   -1.7249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8131   -0.7144   -0.0538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9339    1.2243    1.0636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6257    2.1105   -0.4217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5768    1.5177    0.3665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8812    0.5848   -1.1124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3943   -0.5687    1.6598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8482   -1.4699   -0.9889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7027   -2.6544   -0.1970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2211   -2.2611    0.5647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2804    0.0115    1.9815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7067   -2.1932    2.7470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2906   -2.9186    1.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8823   -2.8984    1.8090 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5037   -1.8479    3.2037 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7359    0.1170    2.0882 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4708   -1.6911    0.3132 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4682    1.3067    0.9384 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5917    1.9253   -1.0870 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6276    0.3413   -1.8483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1901    1.5618    0.2953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5977    0.7695   -1.2993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8278   -1.8283   -1.4233 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2595   -2.6680   -0.1765 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8855   -1.4661   -1.3041 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1907   -1.0803   -1.7426 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3514   -1.6197   -0.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8963   -0.7197   -1.9474 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0756    2.5961   -0.5891 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6052    1.7535   -2.1364 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9500    2.6687   -2.0754 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8438    0.9688   -2.5095 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5038    2.0657   -0.5666 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9403   -0.1267   -0.1551 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7955    0.7187    1.4503 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9851    2.2828    1.1761 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0495   -0.0051    2.7853 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5851   -0.4615    3.0220 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4162   -2.6353    1.5311 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
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
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 16 17  1  0
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 17  9  1  0
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  1 30  1  0
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  2 33  1  0
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  5 40  1  0
  6 41  1  0
  6 42  1  0
  7 43  1  1
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  8 46  1  0
  9 47  1  1
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 29 75  1  0
M  END


  Mrv1652310281916232D          

 33 36  0  0  0  0            999 V2000
 9999.976210001.2192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8391 9999.9734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.9783 9997.9037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9995.6978 9997.9037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5515 9998.7390    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2638 9999.9734    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.9762 9998.7390    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1253 9999.5578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4108 9999.1453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4108 9998.3202    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9997.1253 9997.9078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8398 9998.3202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8398 9999.1453    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.264210000.8031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.549710000.3906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5497 9999.5655    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.2642 9999.1531    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9998.5515 9997.9078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2660 9998.3202    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.978710000.3905    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.9787 9999.5656    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.7633 9999.3106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.2482 9999.9780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.763310000.6455    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.763310001.4705    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.479010001.8810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.192610001.4705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.908310001.8810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.624010001.4705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.337610001.8810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.624010000.6455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.049710001.8810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.479010001.0560    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  1  0  0  0  0
  8 13  1  0  0  0  0
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 10  4  1  1  0  0  0
 13  2  1  1  0  0  0
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 16  5  1  6  0  0  0
 16 13  1  0  0  0  0
 19 17  1  0  0  0  0
 17  6  1  1  0  0  0
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 17 21  1  0  0  0  0
 21  7  1  6  0  0  0
 14 20  1  0  0  0  0
 20  1  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0006119

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C27H46O2/c1-17(2)7-6-8-18(3)21-9-10-22-25-23(12-14-27(21,22)5)26(4)13-11-20(28)15-19(26)16-24(25)29/h16-18,20-25,28-29H,6-15H2,1-5H3/t18-,20+,21-,22+,23+,24+,25+,26+,27-/m1/s1

> <INCHI_KEY>
OYXZMSRRJOYLLO-KGZHIOMZSA-N

> <FORMULA>
C27H46O2

> <MOLECULAR_WEIGHT>
402.6529

> <EXACT_MASS>
402.349780716

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
75

> <JCHEM_AVERAGE_POLARIZABILITY>
51.11503121648968

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2R,5S,9R,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-ene-5,9-diol

> <ALOGPS_LOGP>
5.61

> <JCHEM_LOGP>
5.960031693666668

> <ALOGPS_LOGS>
-5.93

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.197128213956123

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.204233421519334

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8269276784512555

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
122.05499999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.76e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,5S,9R,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-ene-5,9-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0006119
     RDKit          3D
7beta-Hydroxycholesterol
 75 78  0  0  0  0  0  0  0  0999 V2000
   -7.9801    0.0061   -1.2229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9883    0.9299   -0.5476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9811    2.2388   -1.2646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6234    0.2259   -0.6501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5893    1.0623   -0.0122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1793    0.6466   -0.0038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7906   -0.6335    0.6568 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4075   -1.7998   -0.0150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4131   -0.7344    1.1333 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1427   -2.0760    1.8098 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3669   -1.9732    2.0937 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8255   -0.7454    1.3979 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2290   -0.7926    0.8908 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4854    0.4900    0.1580 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4544    0.8244   -0.8541 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0419    0.7044   -0.3675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2302   -0.5980    0.2839 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0107   -1.7316   -0.6756 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8819    0.4699   -0.3910 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0941   -0.7861   -1.1688 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2185    1.6686   -1.2074 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6570    1.6596   -1.6446 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6502    1.3243   -0.5919 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2779    0.0856   -0.8519 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0690    1.2464    0.7741 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7744    0.5271    0.8268 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3874   -0.0612    1.9219 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1256   -0.8048    2.1099 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4792   -2.1382    2.3845 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8569    0.0094   -2.3267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0318    0.3343   -1.0403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9171   -1.0307   -0.8100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2569    0.9881    0.5151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7690    3.0398   -0.5002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1635    2.2429   -2.0236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9417    2.4418   -1.7821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4902    0.0427   -1.7249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8131   -0.7144   -0.0538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9339    1.2243    1.0636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6257    2.1105   -0.4217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5768    1.5177    0.3665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8812    0.5848   -1.1124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3943   -0.5687    1.6598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8482   -1.4699   -0.9889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7027   -2.6544   -0.1970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2211   -2.2611    0.5647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2804    0.0115    1.9815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7067   -2.1932    2.7470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2906   -2.9186    1.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8823   -2.8984    1.8090 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5037   -1.8479    3.2037 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7359    0.1170    2.0882 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4708   -1.6911    0.3132 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4682    1.3067    0.9384 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5917    1.9253   -1.0870 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6276    0.3413   -1.8483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1901    1.5618    0.2953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5977    0.7695   -1.2993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8278   -1.8283   -1.4233 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2595   -2.6680   -0.1765 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8855   -1.4661   -1.3041 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1907   -1.0803   -1.7426 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3514   -1.6197   -0.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8963   -0.7197   -1.9474 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0756    2.5961   -0.5891 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6052    1.7535   -2.1364 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9500    2.6687   -2.0754 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8438    0.9688   -2.5095 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5038    2.0657   -0.5666 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9403   -0.1267   -0.1551 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7955    0.7187    1.4503 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9851    2.2828    1.1761 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0495   -0.0051    2.7853 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5851   -0.4615    3.0220 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4162   -2.6353    1.5311 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
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 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
 16 17  1  0
 17 18  1  6
 14 19  1  0
 19 20  1  6
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  1  0
 17  9  1  0
 26 19  1  0
 17 12  1  0
 28 13  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  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  6 41  1  0
  6 42  1  0
  7 43  1  1
  8 44  1  0
  8 45  1  0
  8 46  1  0
  9 47  1  1
 10 48  1  0
 10 49  1  0
 11 50  1  0
 11 51  1  0
 12 52  1  1
 13 53  1  6
 14 54  1  1
 15 55  1  0
 15 56  1  0
 16 57  1  0
 16 58  1  0
 18 59  1  0
 18 60  1  0
 18 61  1  0
 20 62  1  0
 20 63  1  0
 20 64  1  0
 21 65  1  0
 21 66  1  0
 22 67  1  0
 22 68  1  0
 23 69  1  1
 24 70  1  0
 25 71  1  0
 25 72  1  0
 27 73  1  0
 28 74  1  1
 29 75  1  0
M  END

HEADER    PROTEIN                                 28-OCT-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-OCT-19         0                                  
HETATM    1  C   UNK     0    8666.6228668.943   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8662.6338666.617   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0    8666.6268662.754   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0    8658.6368662.754   0.000  0.00  0.00           O+0
HETATM    5  H   UNK     0    8663.9638664.313   0.000  0.00  0.00           H+0
HETATM    6  H   UNK     0    8665.2928666.617   0.000  0.00  0.00           H+0
HETATM    7  H   UNK     0    8666.6228664.313   0.000  0.00  0.00           H+0
HETATM    8  C   UNK     0    8661.3018665.841   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8659.9678665.071   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8659.9678663.531   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8661.3018662.761   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8662.6348663.531   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8662.6348665.071   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8665.2938668.166   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8663.9598667.396   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8663.9598665.856   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8665.2938665.086   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8663.9638662.761   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8665.2978663.531   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8666.6278667.396   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8666.6278665.856   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8668.0918665.380   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8668.9978666.626   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8668.0918667.872   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8668.0918669.412   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8669.4278670.178   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0    8670.7608669.412   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0    8672.0958670.178   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0    8673.4318669.412   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0    8674.7648670.178   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0    8673.4318667.872   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0    8666.7598670.178   0.000  0.00  0.00           C+0
HETATM   33  H   UNK     0    8669.4278668.638   0.000  0.00  0.00           H+0
CONECT    1   20                                                            
CONECT    2   13                                                            
CONECT    3   19                                                            
CONECT    4   10                                                            
CONECT    5   16                                                            
CONECT    6   17                                                            
CONECT    7   21                                                            
CONECT    8    9   13                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11    4                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   18                                                  
CONECT   13    8   12    2   16                                             
CONECT   14   15   20                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17    5   13                                             
CONECT   17   16   19    6   21                                             
CONECT   18   19   12                                                       
CONECT   19   18    3   17                                                  
CONECT   20   21   24   14    1                                             
CONECT   21   20   22   17    7                                             
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   25   33   20   23                                             
CONECT   25   24   26   32                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
CONECT   32   25                                                            
CONECT   33   24                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

COMPND    HMDB0006119
HETATM    1  C1  UNL     1      -7.980   0.006  -1.223  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.988   0.930  -0.548  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.981   2.239  -1.265  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.623   0.226  -0.650  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.589   1.062  -0.012  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.179   0.647  -0.004  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.791  -0.634   0.657  1.00  0.00           C  
HETATM    8  C8  UNL     1      -3.407  -1.800  -0.015  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.413  -0.734   1.133  1.00  0.00           C  
HETATM   10  C10 UNL     1      -1.143  -2.076   1.810  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.367  -1.973   2.094  1.00  0.00           C  
HETATM   12  C12 UNL     1       0.826  -0.745   1.398  1.00  0.00           C  
HETATM   13  C13 UNL     1       2.229  -0.793   0.891  1.00  0.00           C  
HETATM   14  C14 UNL     1       2.485   0.490   0.158  1.00  0.00           C  
HETATM   15  C15 UNL     1       1.454   0.824  -0.854  1.00  0.00           C  
HETATM   16  C16 UNL     1       0.042   0.704  -0.367  1.00  0.00           C  
HETATM   17  C17 UNL     1      -0.230  -0.598   0.284  1.00  0.00           C  
HETATM   18  C18 UNL     1       0.011  -1.732  -0.676  1.00  0.00           C  
HETATM   19  C19 UNL     1       3.882   0.470  -0.391  1.00  0.00           C  
HETATM   20  C20 UNL     1       4.094  -0.786  -1.169  1.00  0.00           C  
HETATM   21  C21 UNL     1       4.219   1.669  -1.207  1.00  0.00           C  
HETATM   22  C22 UNL     1       5.657   1.660  -1.645  1.00  0.00           C  
HETATM   23  C23 UNL     1       6.650   1.324  -0.592  1.00  0.00           C  
HETATM   24  O1  UNL     1       7.278   0.086  -0.852  1.00  0.00           O  
HETATM   25  C24 UNL     1       6.069   1.246   0.774  1.00  0.00           C  
HETATM   26  C25 UNL     1       4.774   0.527   0.827  1.00  0.00           C  
HETATM   27  C26 UNL     1       4.387  -0.061   1.922  1.00  0.00           C  
HETATM   28  C27 UNL     1       3.126  -0.805   2.110  1.00  0.00           C  
HETATM   29  O2  UNL     1       3.479  -2.138   2.385  1.00  0.00           O  
HETATM   30  H1  UNL     1      -7.857   0.009  -2.327  1.00  0.00           H  
HETATM   31  H2  UNL     1      -9.032   0.334  -1.040  1.00  0.00           H  
HETATM   32  H3  UNL     1      -7.917  -1.031  -0.810  1.00  0.00           H  
HETATM   33  H4  UNL     1      -7.257   0.988   0.515  1.00  0.00           H  
HETATM   34  H5  UNL     1      -6.769   3.040  -0.500  1.00  0.00           H  
HETATM   35  H6  UNL     1      -6.164   2.243  -2.024  1.00  0.00           H  
HETATM   36  H7  UNL     1      -7.942   2.442  -1.782  1.00  0.00           H  
HETATM   37  H8  UNL     1      -5.490   0.043  -1.725  1.00  0.00           H  
HETATM   38  H9  UNL     1      -5.813  -0.714  -0.054  1.00  0.00           H  
HETATM   39  H10 UNL     1      -4.934   1.224   1.064  1.00  0.00           H  
HETATM   40  H11 UNL     1      -4.626   2.110  -0.422  1.00  0.00           H  
HETATM   41  H12 UNL     1      -2.577   1.518   0.367  1.00  0.00           H  
HETATM   42  H13 UNL     1      -2.881   0.585  -1.112  1.00  0.00           H  
HETATM   43  H14 UNL     1      -3.394  -0.569   1.660  1.00  0.00           H  
HETATM   44  H15 UNL     1      -3.848  -1.470  -0.989  1.00  0.00           H  
HETATM   45  H16 UNL     1      -2.703  -2.654  -0.197  1.00  0.00           H  
HETATM   46  H17 UNL     1      -4.221  -2.261   0.565  1.00  0.00           H  
HETATM   47  H18 UNL     1      -1.280   0.012   1.981  1.00  0.00           H  
HETATM   48  H19 UNL     1      -1.707  -2.193   2.747  1.00  0.00           H  
HETATM   49  H20 UNL     1      -1.291  -2.919   1.114  1.00  0.00           H  
HETATM   50  H21 UNL     1       0.882  -2.898   1.809  1.00  0.00           H  
HETATM   51  H22 UNL     1       0.504  -1.848   3.204  1.00  0.00           H  
HETATM   52  H23 UNL     1       0.736   0.117   2.088  1.00  0.00           H  
HETATM   53  H24 UNL     1       2.471  -1.691   0.313  1.00  0.00           H  
HETATM   54  H25 UNL     1       2.468   1.307   0.938  1.00  0.00           H  
HETATM   55  H26 UNL     1       1.592   1.925  -1.087  1.00  0.00           H  
HETATM   56  H27 UNL     1       1.628   0.341  -1.848  1.00  0.00           H  
HETATM   57  H28 UNL     1      -0.190   1.562   0.295  1.00  0.00           H  
HETATM   58  H29 UNL     1      -0.598   0.770  -1.299  1.00  0.00           H  
HETATM   59  H30 UNL     1      -0.828  -1.828  -1.423  1.00  0.00           H  
HETATM   60  H31 UNL     1       0.260  -2.668  -0.176  1.00  0.00           H  
HETATM   61  H32 UNL     1       0.886  -1.466  -1.304  1.00  0.00           H  
HETATM   62  H33 UNL     1       3.191  -1.080  -1.743  1.00  0.00           H  
HETATM   63  H34 UNL     1       4.351  -1.620  -0.452  1.00  0.00           H  
HETATM   64  H35 UNL     1       4.896  -0.720  -1.947  1.00  0.00           H  
HETATM   65  H36 UNL     1       4.076   2.596  -0.589  1.00  0.00           H  
HETATM   66  H37 UNL     1       3.605   1.753  -2.136  1.00  0.00           H  
HETATM   67  H38 UNL     1       5.950   2.669  -2.075  1.00  0.00           H  
HETATM   68  H39 UNL     1       5.844   0.969  -2.509  1.00  0.00           H  
HETATM   69  H40 UNL     1       7.504   2.066  -0.567  1.00  0.00           H  
HETATM   70  H41 UNL     1       7.940  -0.127  -0.155  1.00  0.00           H  
HETATM   71  H42 UNL     1       6.795   0.719   1.450  1.00  0.00           H  
HETATM   72  H43 UNL     1       5.985   2.283   1.176  1.00  0.00           H  
HETATM   73  H44 UNL     1       5.050  -0.005   2.785  1.00  0.00           H  
HETATM   74  H45 UNL     1       2.585  -0.461   3.022  1.00  0.00           H  
HETATM   75  H46 UNL     1       3.416  -2.635   1.531  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3    4   33
CONECT    3   34   35   36
CONECT    4    5   37   38
CONECT    5    6   39   40
CONECT    6    7   41   42
CONECT    7    8    9   43
CONECT    8   44   45   46
CONECT    9   10   17   47
CONECT   10   11   48   49
CONECT   11   12   50   51
CONECT   12   13   17   52
CONECT   13   14   28   53
CONECT   14   15   19   54
CONECT   15   16   55   56
CONECT   16   17   57   58
CONECT   17   18
CONECT   18   59   60   61
CONECT   19   20   21   26
CONECT   20   62   63   64
CONECT   21   22   65   66
CONECT   22   23   67   68
CONECT   23   24   25   69
CONECT   24   70
CONECT   25   26   71   72
CONECT   26   27   27
CONECT   27   28   73
CONECT   28   29   74
CONECT   29   75
END

HMDB0006119
     RDKit          3D
7beta-Hydroxycholesterol
 75 78  0  0  0  0  0  0  0  0999 V2000
   -7.9801    0.0061   -1.2229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9883    0.9299   -0.5476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9811    2.2388   -1.2646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6234    0.2259   -0.6501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5893    1.0623   -0.0122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1793    0.6466   -0.0038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7906   -0.6335    0.6568 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4075   -1.7998   -0.0150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4131   -0.7344    1.1333 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1427   -2.0760    1.8098 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3669   -1.9732    2.0937 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8255   -0.7454    1.3979 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2290   -0.7926    0.8908 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4854    0.4900    0.1580 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4544    0.8244   -0.8541 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0419    0.7044   -0.3675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2302   -0.5980    0.2839 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0107   -1.7316   -0.6756 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8819    0.4699   -0.3910 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0941   -0.7861   -1.1688 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2185    1.6686   -1.2074 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6570    1.6596   -1.6446 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6502    1.3243   -0.5919 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2779    0.0856   -0.8519 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0690    1.2464    0.7741 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7744    0.5271    0.8268 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3874   -0.0612    1.9219 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1256   -0.8048    2.1099 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4792   -2.1382    2.3845 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8569    0.0094   -2.3267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0318    0.3343   -1.0403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9171   -1.0307   -0.8100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2569    0.9881    0.5151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7690    3.0398   -0.5002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1635    2.2429   -2.0236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9417    2.4418   -1.7821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4902    0.0427   -1.7249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8131   -0.7144   -0.0538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9339    1.2243    1.0636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6257    2.1105   -0.4217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5768    1.5177    0.3665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8812    0.5848   -1.1124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3943   -0.5687    1.6598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8482   -1.4699   -0.9889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7027   -2.6544   -0.1970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2211   -2.2611    0.5647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2804    0.0115    1.9815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7067   -2.1932    2.7470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2906   -2.9186    1.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8823   -2.8984    1.8090 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5037   -1.8479    3.2037 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7359    0.1170    2.0882 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4708   -1.6911    0.3132 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4682    1.3067    0.9384 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5917    1.9253   -1.0870 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6276    0.3413   -1.8483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1901    1.5618    0.2953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5977    0.7695   -1.2993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8278   -1.8283   -1.4233 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2595   -2.6680   -0.1765 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8855   -1.4661   -1.3041 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1907   -1.0803   -1.7426 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3514   -1.6197   -0.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8963   -0.7197   -1.9474 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0756    2.5961   -0.5891 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6052    1.7535   -2.1364 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9500    2.6687   -2.0754 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8438    0.9688   -2.5095 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5038    2.0657   -0.5666 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9403   -0.1267   -0.1551 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7955    0.7187    1.4503 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9851    2.2828    1.1761 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0495   -0.0051    2.7853 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5851   -0.4615    3.0220 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4162   -2.6353    1.5311 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
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 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
 16 17  1  0
 17 18  1  6
 14 19  1  0
 19 20  1  6
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  1  0
 17  9  1  0
 26 19  1  0
 17 12  1  0
 28 13  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  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  6 41  1  0
  6 42  1  0
  7 43  1  1
  8 44  1  0
  8 45  1  0
  8 46  1  0
  9 47  1  1
 10 48  1  0
 10 49  1  0
 11 50  1  0
 11 51  1  0
 12 52  1  1
 13 53  1  6
 14 54  1  1
 15 55  1  0
 15 56  1  0
 16 57  1  0
 16 58  1  0
 18 59  1  0
 18 60  1  0
 18 61  1  0
 20 62  1  0
 20 63  1  0
 20 64  1  0
 21 65  1  0
 21 66  1  0
 22 67  1  0
 22 68  1  0
 23 69  1  1
 24 70  1  0
 25 71  1  0
 25 72  1  0
 27 73  1  0
 28 74  1  1
 29 75  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(3beta,7beta)-Cholest-5-ene-3,7-diol	ChEBI
7-HYDROXYCHOLESTEROL	ChEBI
(3b,7b)-Cholest-5-ene-3,7-diol	Generator
(3Β,7β)-cholest-5-ene-3,7-diol	Generator
7b-Hydroxycholesterol	Generator
7Β-hydroxycholesterol	Generator
7 beta-Hydroxycholesterol	MeSH
Cholest-5-en-3beta,7beta-diol	MeSH
5-Cholestene-3beta,7beta-diol	HMDB
7beta-Hydroxycholesterol	HMDB
Cholest-5-ene-3beta,7beta-diol	HMDB
7beta-Hydroxycholest-5-en-3beta-ol	HMDB
7β-Hydroxycholest-5-en-3β-ol	HMDB
Cholest-5-ene-3β,7β-diol	HMDB
delta5-Cholestene-3beta,7beta-diol	HMDB
Δ5-Cholestene-3β,7β-diol	HMDB

Chemical Formula

C₂₇H₄₆O₂

Average Molecular Weight

402.6529

Monoisotopic Molecular Weight

402.349780716

IUPAC Name

(1S,2R,5S,9R,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-ene-5,9-diol

Traditional Name

(1S,2R,5S,9R,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-ene-5,9-diol

CAS Registry Number

566-27-8

SMILES

[H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C

InChI Identifier

InChI=1S/C27H46O2/c1-17(2)7-6-8-18(3)21-9-10-22-25-23(12-14-27(21,22)5)26(4)13-11-20(28)15-19(26)16-24(25)29/h16-18,20-25,28-29H,6-15H2,1-5H3/t18-,20+,21-,22+,23+,24+,25+,26+,27-/m1/s1

InChI Key

OYXZMSRRJOYLLO-KGZHIOMZSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cholesterols and derivatives. Cholesterols and derivatives are compounds containing a 3-hydroxylated cholestane core.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Cholestane steroids

Direct Parent

Cholesterols and derivatives

Alternative Parents

Substituents

Cholesterol
Cholesterol-skeleton
3-hydroxy-delta-5-steroid
3-hydroxysteroid
Hydroxysteroid
3-beta-hydroxy-delta-5-steroid
3-beta-hydroxysteroid
7-alpha-hydroxysteroid
7-hydroxysteroid
Delta-5-steroid
Cyclic alcohol
Secondary alcohol
Alcohol
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

oxysterol (CHEBI:42989 )
7beta-hydroxy steroid (CHEBI:42989 )
Cholesterol and derivatives (LMST01010047 )

Ontology

Physiological effect

Health effect

Metabolic disorder

Metabolic syndrome (HMDB: HMDB0006119)

Nervous system disorder

Central nervous system disorder

Multiple sclerosis (HMDB: HMDB0006119)

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 12531208)
Cerebrospinal Fluid (CSF) (PMID: 15576852)
Cerebrospinal fluid (HMDB: HMDB0006119)

Cellular substructure

Tissue

All Tissues (HMDB: HMDB0006119)

Connective tissue

Adipose tissue (HMDB: HMDB0006119)

Nervous tissue

Hepatic tissue (HMDB: HMDB0006119)

Organ

Placenta (HMDB: HMDB0006119)

Excreta

Biofluid or Excreta

Feces (PMID: 27275383)
Urine (HMDB: HMDB0006119)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0006119)

Source

Exogenous

Exogenous (HMDB: HMDB0006119)

Food

Food (HMDB: HMDB0006119)

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Endogenous

Endogenous (HMDB: HMDB0006119)

Process

Role

Biological role

Membrane stabilizer (HMDB: HMDB0006119)

Molecular messenger

Hormone (HMDB: HMDB0006119)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0006119)

Pharmaceutical industry

Pharmaceutical (HMDB: HMDB0006119)

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	0.00048 g/L	ALOGPS
logP	5.61	ALOGPS
logP	5.96	ChemAxon
logS	-5.9	ALOGPS
pKa (Strongest Acidic)	18.2	ChemAxon
pKa (Strongest Basic)	-0.83	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	122.06 m³·mol⁻¹	ChemAxon
Polarizability	51.12 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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]+	200.382	31661259
DarkChem	[M-H]-	196.972	31661259
DeepCCS	[M-2H]-	245.372	30932474
DeepCCS	[M+Na]+	219.388	30932474
AllCCS	[M+H]+	206.7	32859911
AllCCS	[M+H-H2O]+	204.6	32859911
AllCCS	[M+NH4]+	208.6	32859911
AllCCS	[M+Na]+	209.1	32859911
AllCCS	[M-H]-	203.5	32859911
AllCCS	[M+Na-2H]-	205.4	32859911
AllCCS	[M+HCOO]-	207.7	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.	8.68 minutes	32390414
Predicted by Siyang on May 30, 2022	22.8443 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.67 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	43.5 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3539.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	570.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	277.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	228.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	643.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1087.0 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	955.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	97.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1855.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	681.7 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	2089.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	621.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	567.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	235.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	531.5 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	8.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
7beta-Hydroxycholesterol	[H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C	2676.9	Standard polar	33892256
7beta-Hydroxycholesterol	[H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C	3303.5	Standard non polar	33892256
7beta-Hydroxycholesterol	[H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C	3367.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
7beta-Hydroxycholesterol,1TMS,isomer #1	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC[C@H](O)CC1=C[C@@H]3O[Si](C)(C)C	3261.5	Semi standard non polar	33892256
7beta-Hydroxycholesterol,1TMS,isomer #2	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC[C@H](O[Si](C)(C)C)CC1=C[C@@H]3O	3256.5	Semi standard non polar	33892256
7beta-Hydroxycholesterol,2TMS,isomer #1	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC[C@H](O[Si](C)(C)C)CC1=C[C@@H]3O[Si](C)(C)C	3162.3	Semi standard non polar	33892256
7beta-Hydroxycholesterol,1TBDMS,isomer #1	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC[C@H](O)CC1=C[C@@H]3O[Si](C)(C)C(C)(C)C	3509.7	Semi standard non polar	33892256
7beta-Hydroxycholesterol,1TBDMS,isomer #2	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC[C@H](O[Si](C)(C)C(C)(C)C)CC1=C[C@@H]3O	3482.4	Semi standard non polar	33892256
7beta-Hydroxycholesterol,2TBDMS,isomer #1	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC[C@H](O[Si](C)(C)C(C)(C)C)CC1=C[C@@H]3O[Si](C)(C)C(C)(C)C	3655.4	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 - 7beta-Hydroxycholesterol GC-MS (Non-derivatized) - 70eV, Positive	splash10-007c-1229000000-8b7536c0aaf1a204c485	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7beta-Hydroxycholesterol GC-MS (2 TMS) - 70eV, Positive	splash10-001i-6110590000-3008d2fd9fd93235cd84	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7beta-Hydroxycholesterol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7beta-Hydroxycholesterol 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 - 7beta-Hydroxycholesterol 10V, Positive-QTOF	splash10-0f79-0009200000-dd83a63fa5280b1a0a32	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7beta-Hydroxycholesterol 20V, Positive-QTOF	splash10-05n0-2129100000-d4fcf32706fb430f9b9f	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7beta-Hydroxycholesterol 40V, Positive-QTOF	splash10-0a4i-7369000000-3cb2e62a7e2f2c82bd31	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7beta-Hydroxycholesterol 10V, Negative-QTOF	splash10-0udi-0003900000-631080b9e26008e235d2	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7beta-Hydroxycholesterol 20V, Negative-QTOF	splash10-0ue9-0009800000-c89cf39b6f8d49fe8f54	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7beta-Hydroxycholesterol 40V, Negative-QTOF	splash10-00kr-1009000000-2c0cdf0af0d6dd2fad2f	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7beta-Hydroxycholesterol 10V, Negative-QTOF	splash10-0udi-0000900000-079f76b4d985e4b92c9d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7beta-Hydroxycholesterol 20V, Negative-QTOF	splash10-0udi-0000900000-079f76b4d985e4b92c9d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7beta-Hydroxycholesterol 40V, Negative-QTOF	splash10-0002-0009100000-71906a2df9357f22bb56	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7beta-Hydroxycholesterol 10V, Positive-QTOF	splash10-0udi-1003900000-28bc1d0c38885b76f102	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7beta-Hydroxycholesterol 20V, Positive-QTOF	splash10-0l6r-9134200000-b6e1e10244022e0b9cce	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7beta-Hydroxycholesterol 40V, Positive-QTOF	splash10-0a4i-9740000000-f4f3165be03261bd2bd9	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Blood
Cerebrospinal Fluid (CSF)
Feces

Tissue Locations

Placenta

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.011 +/- 0.0027 uM	Adult (>18 years old)	Both	Normal	12531208	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	0.003 +/- 0.0006 uM	Adult (>18 years old)	Not Specified	Normal	15576852	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Cerebrospinal Fluid (CSF)	Detected and Quantified	0.004 +/- 0.0017 uM	Adult (>18 years old)	Both	Multiple Sclerosis	15576852	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal Cancer	27275383	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	27015276	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	25037050	details

Associated Disorders and Diseases

Disease References

Multiple sclerosis
Leoni V, Lutjohann D, Masterman T: Levels of 7-oxocholesterol in cerebrospinal fluid are more than one thousand times lower than reported in multiple sclerosis. J Lipid Res. 2005 Feb;46(2):191-5. Epub 2004 Dec 1. [PubMed:15576852 ]
Colorectal cancer
Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ] Sinha R, Ahn J, Sampson JN, Shi J, Yu G, Xiong X, Hayes RB, Goedert JJ: Fecal Microbiota, Fecal Metabolome, and Colorectal Cancer Interrelations. PLoS One. 2016 Mar 25;11(3):e0152126. doi: 10.1371/journal.pone.0152126. eCollection 2016. [PubMed:27015276 ] Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]

Associated OMIM IDs

126200 (Multiple sclerosis)
114500 (Colorectal cancer)

External Links

DrugBank ID

DB04706

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023832

KNApSAcK ID

Not Available

Chemspider ID

415508

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

473141

PDB ID

HCR

ChEBI ID

42989

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

Prunet C, Montange T, Vejux A, Laubriet A, Rohmer JF, Riedinger JM, Athias A, Lemaire-Ewing S, Neel D, Petit JM, Steinmetz E, Brenot R, Gambert P, Lizard G: Multiplexed flow cytometric analyses of pro- and anti-inflammatory cytokines in the culture media of oxysterol-treated human monocytic cells and in the sera of atherosclerotic patients. Cytometry A. 2006 May;69(5):359-73. [PubMed:16604541 ]
Roussi S, Gosse F, Aoude-Werner D, Zhang X, Marchioni E, Geoffroy P, Miesch M, Raul F: Mitochondrial perturbation, oxidative stress and lysosomal destabilization are involved in 7beta-hydroxysitosterol and 7beta-hydroxycholesterol triggered apoptosis in human colon cancer cells. Apoptosis. 2007 Jan;12(1):87-96. [PubMed:17136497 ]
Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]

Showing metabocard for 7beta-Hydroxycholesterol (HMDB0006119)

MOL for HMDB0006119 (7beta-Hydroxycholesterol)

3D MOL for HMDB0006119 (7beta-Hydroxycholesterol)

3D SDF for HMDB0006119 (7beta-Hydroxycholesterol)

3D-SDF for HMDB0006119 (7beta-Hydroxycholesterol)

PDB for HMDB0006119 (7beta-Hydroxycholesterol)

3D PDB for HMDB0006119 (7beta-Hydroxycholesterol)

SMILES for HMDB0006119 (7beta-Hydroxycholesterol)

INCHI for HMDB0006119 (7beta-Hydroxycholesterol)

Structure for HMDB0006119 (7beta-Hydroxycholesterol)

3D Structure for HMDB0006119 (7beta-Hydroxycholesterol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra