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

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2008-08-06 15:56:24 UTC

Update Date

2022-03-07 02:49:33 UTC

HMDB ID

HMDB0006764

Secondary Accession Numbers

HMDB06764

Metabolite Identification

Common Name

17a,20a-Dihydroxycholesterol

Description

17alpha,20alpha-Dihydroxycholesterol is an intermediate in C21-Steroid hormone metabolism. 17alpha,20alpha-Dihydroxycholesterol is the 8th to last step in the synthesis of Cortolone and is converted from 20alpha-Hydroxycholesterol via the enzyme cytochrome P450 (EC 1.14.99.9). It is then converted to 17alpha-Hydroxypregnenolone via the enzyme cytochrome P450 (EC1.14.15.6).

Structure

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


  Mrv0541 02231220512D          

 33 36  0  0  1  0            999 V2000
   15.3001   -5.9074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3001   -6.7324    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.0146   -7.1449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7291   -6.7324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7291   -5.9074    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.0146   -5.4949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4436   -7.1449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1580   -6.7324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1580   -5.9074    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.4436   -5.4949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8725   -5.4949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8725   -4.6699    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.1580   -4.2574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4436   -4.6699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6571   -5.7498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1421   -5.0824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6571   -4.4150    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   19.9112   -3.6330    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   19.2373   -2.8020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7154   -3.4621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2655   -4.0731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0697   -3.9022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1652   -2.8511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6198   -4.5131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4239   -4.3422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3657   -5.2950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7291   -5.0853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9584   -3.8522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5881   -7.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4692   -4.2863    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1575   -5.1924    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.4436   -6.0724    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.8762   -6.1779    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  1  1  0  0  0  0
  4  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10  5  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 10  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 12  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  6  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 18 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
  5 27  1  1  0  0  0
 12 28  1  1  0  0  0
  2 29  1  1  0  0  0
 17 30  1  6  0  0  0
  9 31  1  1  0  0  0
 32 10  1  6  0  0  0
 33 11  1  6  0  0  0
M  END

HMDB0006764
     RDKit          3D
17a,20a-Dihydroxycholesterol
 76 79  0  0  0  0  0  0  0  0999 V2000
   -7.6266    0.9486    1.7264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4182    0.7818    0.8054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6813    1.6862   -0.3892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2354   -0.6424    0.4000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0576   -0.8649   -0.5130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7783   -0.4489    0.1352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5763   -0.6876   -0.8121 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5826   -2.1501   -1.0861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9743    0.0139   -1.9756 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4214   -0.1114   -0.1140 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8214    1.2093    0.2256 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3184   -0.8119    1.2524 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1754   -0.8987    1.5175 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6868   -1.1223    0.1199 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1631   -1.1313   -0.0149 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7496   -1.5337    1.3181 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2115   -1.3901    1.2471 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8717   -0.5788    0.4743 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3510   -0.5631    0.5317 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7057    0.8614    0.9683 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.0869    0.9728    0.8106 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0508    1.8813    0.1073 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5808    1.7578   -0.0808 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1940    0.3304   -0.4619 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8390    0.1953   -1.8726 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7373    0.1222   -0.5919 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9537    1.3267   -0.1180 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5147    1.2832   -0.5061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0710   -0.1196   -0.6850 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0201   -0.4195   -2.1562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3714    0.1562    1.5760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2617    0.8744    2.7616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1303    1.9189    1.5697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5350    1.1936    1.3427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8071    2.7358   -0.0650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7960    1.6573   -1.0418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5586    1.3335   -0.9720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1844   -0.9718   -0.0867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1224   -1.2637    1.3183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9896   -1.9389   -0.7999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2508   -0.2647   -1.4508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8461    0.6218    0.3926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6547   -1.0214    1.0645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6635   -2.6015   -1.4416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3315   -2.3198   -1.9196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0422   -2.7177   -0.2246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3736   -0.6117   -2.6450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2031    1.5772   -0.6204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7500   -1.8160    1.2335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7703   -0.2495    2.0637 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4012   -1.7969    2.1183 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5650   -0.0250    2.0269 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3047   -2.1350   -0.1736 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4697   -1.9617   -0.7214 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2922   -1.0557    2.1888 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5195   -2.6351    1.4282 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8036   -2.0447    1.9258 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8320   -0.8471   -0.4042 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7551   -1.2341    1.3222 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4923    0.9448    2.0429 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3441    0.6193   -0.0906 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2301    2.8797    0.6067 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6161    1.9584   -0.8519 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0401    2.1416    0.7766 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3353    2.3794   -0.9965 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9205    0.3043   -1.8199 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4770   -0.7034   -2.3773 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4424    1.0682   -2.4311 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5052    0.0848   -1.7032 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3905    2.2038   -0.6387 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1084    1.5219    0.9681 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3101    1.8700   -1.4347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0319    1.8515    0.3017 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4136    0.4331   -2.7650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9091   -0.6897   -2.6537 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6852   -1.3209   -2.2686 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  6
  7 10  1  0
 10 11  1  1
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 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  6
 29 10  1  0
 29 14  1  0
 26 15  1  0
 24 18  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  6 43  1  0
  8 44  1  0
  8 45  1  0
  8 46  1  0
  9 47  1  0
 11 48  1  0
 12 49  1  0
 12 50  1  0
 13 51  1  0
 13 52  1  0
 14 53  1  0
 15 54  1  6
 16 55  1  0
 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  0
 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 02231220512D          

 33 36  0  0  1  0            999 V2000
   15.3001   -5.9074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3001   -6.7324    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.0146   -7.1449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7291   -6.7324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7291   -5.9074    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.0146   -5.4949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4436   -7.1449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1580   -6.7324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1580   -5.9074    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.4436   -5.4949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8725   -5.4949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8725   -4.6699    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.1580   -4.2574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4436   -4.6699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6571   -5.7498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1421   -5.0824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6571   -4.4150    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   19.9112   -3.6330    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   19.2373   -2.8020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7154   -3.4621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2655   -4.0731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0697   -3.9022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1652   -2.8511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6198   -4.5131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4239   -4.3422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3657   -5.2950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7291   -5.0853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9584   -3.8522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5881   -7.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4692   -4.2863    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1575   -5.1924    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.4436   -6.0724    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.8762   -6.1779    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  1  1  0  0  0  0
  4  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10  5  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 10  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 12  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  6  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 18 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
  5 27  1  1  0  0  0
 12 28  1  1  0  0  0
  2 29  1  1  0  0  0
 17 30  1  6  0  0  0
  9 31  1  1  0  0  0
 32 10  1  6  0  0  0
 33 11  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0006764

> <DATABASE_NAME>
hmdb

> <SMILES>
[H]C12CC[C@](O)([C@](C)(O)CCCC(C)C)[C@@]1(C)CCC1([H])[C@@]2([H])CC=C2C[C@@H](O)CC[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C27H46O3/c1-18(2)7-6-13-26(5,29)27(30)16-12-23-21-9-8-19-17-20(28)10-14-24(19,3)22(21)11-15-25(23,27)4/h8,18,20-23,28-30H,6-7,9-17H2,1-5H3/t20-,21+,22?,23?,24-,25-,26+,27+/m0/s1

> <INCHI_KEY>
PRZXKPDANWDCNC-IMVKCWHASA-N

> <FORMULA>
C27H46O3

> <MOLECULAR_WEIGHT>
418.6523

> <EXACT_MASS>
418.344695338

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
50.49580713434745

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
5.05

> <JCHEM_LOGP>
4.872243230666666

> <ALOGPS_LOGS>
-4.89

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.74664201282652

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.251796168132813

> <JCHEM_PKA_STRONGEST_BASIC>
-1.397243770292632

> <JCHEM_POLAR_SURFACE_AREA>
60.69

> <JCHEM_REFRACTIVITY>
123.59569999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.43e-03 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0006764
     RDKit          3D
17a,20a-Dihydroxycholesterol
 76 79  0  0  0  0  0  0  0  0999 V2000
   -7.6266    0.9486    1.7264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4182    0.7818    0.8054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6813    1.6862   -0.3892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2354   -0.6424    0.4000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0576   -0.8649   -0.5130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7783   -0.4489    0.1352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5763   -0.6876   -0.8121 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5826   -2.1501   -1.0861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9743    0.0139   -1.9756 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4214   -0.1114   -0.1140 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8214    1.2093    0.2256 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3184   -0.8119    1.2524 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1754   -0.8987    1.5175 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6868   -1.1223    0.1199 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1631   -1.1313   -0.0149 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7496   -1.5337    1.3181 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2115   -1.3901    1.2471 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8717   -0.5788    0.4743 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3510   -0.5631    0.5317 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7057    0.8614    0.9683 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.0869    0.9728    0.8106 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0508    1.8813    0.1073 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5808    1.7578   -0.0808 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1940    0.3304   -0.4619 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8390    0.1953   -1.8726 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7373    0.1222   -0.5919 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9537    1.3267   -0.1180 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5147    1.2832   -0.5061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0710   -0.1196   -0.6850 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0201   -0.4195   -2.1562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3714    0.1562    1.5760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2617    0.8744    2.7616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1303    1.9189    1.5697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5350    1.1936    1.3427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8071    2.7358   -0.0650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7960    1.6573   -1.0418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5586    1.3335   -0.9720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1844   -0.9718   -0.0867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1224   -1.2637    1.3183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9896   -1.9389   -0.7999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2508   -0.2647   -1.4508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8461    0.6218    0.3926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6547   -1.0214    1.0645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6635   -2.6015   -1.4416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3315   -2.3198   -1.9196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0422   -2.7177   -0.2246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3736   -0.6117   -2.6450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2031    1.5772   -0.6204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7500   -1.8160    1.2335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7703   -0.2495    2.0637 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4012   -1.7969    2.1183 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5650   -0.0250    2.0269 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3047   -2.1350   -0.1736 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4697   -1.9617   -0.7214 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2922   -1.0557    2.1888 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5195   -2.6351    1.4282 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8036   -2.0447    1.9258 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8320   -0.8471   -0.4042 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7551   -1.2341    1.3222 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4923    0.9448    2.0429 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3441    0.6193   -0.0906 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2301    2.8797    0.6067 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6161    1.9584   -0.8519 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0401    2.1416    0.7766 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3353    2.3794   -0.9965 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9205    0.3043   -1.8199 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4770   -0.7034   -2.3773 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4424    1.0682   -2.4311 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5052    0.0848   -1.7032 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3905    2.2038   -0.6387 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1084    1.5219    0.9681 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3101    1.8700   -1.4347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0319    1.8515    0.3017 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4136    0.4331   -2.7650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9091   -0.6897   -2.6537 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6852   -1.3209   -2.2686 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  6
  7 10  1  0
 10 11  1  1
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 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  6
 29 10  1  0
 29 14  1  0
 26 15  1  0
 24 18  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  6 43  1  0
  8 44  1  0
  8 45  1  0
  8 46  1  0
  9 47  1  0
 11 48  1  0
 12 49  1  0
 12 50  1  0
 13 51  1  0
 13 52  1  0
 14 53  1  0
 15 54  1  6
 16 55  1  0
 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  0
 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      28.560 -11.027   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      28.560 -12.567   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      29.894 -13.337   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      31.228 -12.567   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      31.228 -11.027   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      29.894 -10.257   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      32.561 -13.337   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      33.895 -12.567   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      33.895 -11.027   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      32.561 -10.257   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      35.229 -10.257   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      35.229  -8.717   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      33.895  -7.947   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      32.561  -8.717   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      36.693 -10.733   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      37.599  -9.487   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      36.693  -8.241   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      37.168  -6.782   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      35.910  -5.230   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      38.669  -6.463   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      39.696  -7.603   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      41.197  -7.284   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      37.642  -5.322   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      42.224  -8.424   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      43.725  -8.105   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      41.749  -9.884   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      31.228  -9.493   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      35.389  -7.191   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      27.231 -13.334   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      38.209  -8.001   0.000  0.00  0.00           O+0
HETATM   31  H   UNK     0      33.894  -9.692   0.000  0.00  0.00           H+0
HETATM   32  H   UNK     0      32.561 -11.335   0.000  0.00  0.00           H+0
HETATM   33  H   UNK     0      35.236 -11.532   0.000  0.00  0.00           H+0
CONECT    1    2    6                                                       
CONECT    2    1    3   29                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6   10   27                                             
CONECT    6    5    1                                                       
CONECT    7    4    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11   31                                             
CONECT   10    9    5   14   32                                             
CONECT   11    9   12   15   33                                             
CONECT   12   11   13   17   28                                             
CONECT   13   12   14                                                       
CONECT   14   13   10                                                       
CONECT   15   11   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12   18   30                                             
CONECT   18   17   19   20   23                                             
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   24                                                       
CONECT   23   18                                                            
CONECT   24   22   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27    5                                                            
CONECT   28   12                                                            
CONECT   29    2                                                            
CONECT   30   17                                                            
CONECT   31    9                                                            
CONECT   32   10                                                            
CONECT   33   11                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

COMPND    HMDB0006764
HETATM    1  C1  UNL     1      -7.627   0.949   1.726  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.418   0.782   0.805  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.681   1.686  -0.389  1.00  0.00           C  
HETATM    4  C4  UNL     1      -6.235  -0.642   0.400  1.00  0.00           C  
HETATM    5  C5  UNL     1      -5.058  -0.865  -0.513  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.778  -0.449   0.135  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.576  -0.688  -0.812  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.583  -2.150  -1.086  1.00  0.00           C  
HETATM    9  O1  UNL     1      -2.974   0.014  -1.976  1.00  0.00           O  
HETATM   10  C9  UNL     1      -1.421  -0.111  -0.114  1.00  0.00           C  
HETATM   11  O2  UNL     1      -1.821   1.209   0.226  1.00  0.00           O  
HETATM   12  C10 UNL     1      -1.318  -0.812   1.252  1.00  0.00           C  
HETATM   13  C11 UNL     1       0.175  -0.899   1.517  1.00  0.00           C  
HETATM   14  C12 UNL     1       0.687  -1.122   0.120  1.00  0.00           C  
HETATM   15  C13 UNL     1       2.163  -1.131  -0.015  1.00  0.00           C  
HETATM   16  C14 UNL     1       2.750  -1.534   1.318  1.00  0.00           C  
HETATM   17  C15 UNL     1       4.211  -1.390   1.247  1.00  0.00           C  
HETATM   18  C16 UNL     1       4.872  -0.579   0.474  1.00  0.00           C  
HETATM   19  C17 UNL     1       6.351  -0.563   0.532  1.00  0.00           C  
HETATM   20  C18 UNL     1       6.706   0.861   0.968  1.00  0.00           C  
HETATM   21  O3  UNL     1       8.087   0.973   0.811  1.00  0.00           O  
HETATM   22  C19 UNL     1       6.051   1.881   0.107  1.00  0.00           C  
HETATM   23  C20 UNL     1       4.581   1.758  -0.081  1.00  0.00           C  
HETATM   24  C21 UNL     1       4.194   0.330  -0.462  1.00  0.00           C  
HETATM   25  C22 UNL     1       4.839   0.195  -1.873  1.00  0.00           C  
HETATM   26  C23 UNL     1       2.737   0.122  -0.592  1.00  0.00           C  
HETATM   27  C24 UNL     1       1.954   1.327  -0.118  1.00  0.00           C  
HETATM   28  C25 UNL     1       0.515   1.283  -0.506  1.00  0.00           C  
HETATM   29  C26 UNL     1      -0.071  -0.120  -0.685  1.00  0.00           C  
HETATM   30  C27 UNL     1       0.020  -0.420  -2.156  1.00  0.00           C  
HETATM   31  H1  UNL     1      -8.371   0.156   1.576  1.00  0.00           H  
HETATM   32  H2  UNL     1      -7.262   0.874   2.762  1.00  0.00           H  
HETATM   33  H3  UNL     1      -8.130   1.919   1.570  1.00  0.00           H  
HETATM   34  H4  UNL     1      -5.535   1.194   1.343  1.00  0.00           H  
HETATM   35  H5  UNL     1      -6.807   2.736  -0.065  1.00  0.00           H  
HETATM   36  H6  UNL     1      -5.796   1.657  -1.042  1.00  0.00           H  
HETATM   37  H7  UNL     1      -7.559   1.333  -0.972  1.00  0.00           H  
HETATM   38  H8  UNL     1      -7.184  -0.972  -0.087  1.00  0.00           H  
HETATM   39  H9  UNL     1      -6.122  -1.264   1.318  1.00  0.00           H  
HETATM   40  H10 UNL     1      -4.990  -1.939  -0.800  1.00  0.00           H  
HETATM   41  H11 UNL     1      -5.251  -0.265  -1.451  1.00  0.00           H  
HETATM   42  H12 UNL     1      -3.846   0.622   0.393  1.00  0.00           H  
HETATM   43  H13 UNL     1      -3.655  -1.021   1.064  1.00  0.00           H  
HETATM   44  H14 UNL     1      -1.664  -2.602  -1.442  1.00  0.00           H  
HETATM   45  H15 UNL     1      -3.331  -2.320  -1.920  1.00  0.00           H  
HETATM   46  H16 UNL     1      -3.042  -2.718  -0.225  1.00  0.00           H  
HETATM   47  H17 UNL     1      -3.374  -0.612  -2.645  1.00  0.00           H  
HETATM   48  H18 UNL     1      -2.203   1.577  -0.620  1.00  0.00           H  
HETATM   49  H19 UNL     1      -1.750  -1.816   1.233  1.00  0.00           H  
HETATM   50  H20 UNL     1      -1.770  -0.249   2.064  1.00  0.00           H  
HETATM   51  H21 UNL     1       0.401  -1.797   2.118  1.00  0.00           H  
HETATM   52  H22 UNL     1       0.565  -0.025   2.027  1.00  0.00           H  
HETATM   53  H23 UNL     1       0.305  -2.135  -0.174  1.00  0.00           H  
HETATM   54  H24 UNL     1       2.470  -1.962  -0.721  1.00  0.00           H  
HETATM   55  H25 UNL     1       2.292  -1.056   2.189  1.00  0.00           H  
HETATM   56  H26 UNL     1       2.519  -2.635   1.428  1.00  0.00           H  
HETATM   57  H27 UNL     1       4.804  -2.045   1.926  1.00  0.00           H  
HETATM   58  H28 UNL     1       6.832  -0.847  -0.404  1.00  0.00           H  
HETATM   59  H29 UNL     1       6.755  -1.234   1.322  1.00  0.00           H  
HETATM   60  H30 UNL     1       6.492   0.945   2.043  1.00  0.00           H  
HETATM   61  H31 UNL     1       8.344   0.619  -0.091  1.00  0.00           H  
HETATM   62  H32 UNL     1       6.230   2.880   0.607  1.00  0.00           H  
HETATM   63  H33 UNL     1       6.616   1.958  -0.852  1.00  0.00           H  
HETATM   64  H34 UNL     1       4.040   2.142   0.777  1.00  0.00           H  
HETATM   65  H35 UNL     1       4.335   2.379  -0.997  1.00  0.00           H  
HETATM   66  H36 UNL     1       5.921   0.304  -1.820  1.00  0.00           H  
HETATM   67  H37 UNL     1       4.477  -0.703  -2.377  1.00  0.00           H  
HETATM   68  H38 UNL     1       4.442   1.068  -2.431  1.00  0.00           H  
HETATM   69  H39 UNL     1       2.505   0.085  -1.703  1.00  0.00           H  
HETATM   70  H40 UNL     1       2.390   2.204  -0.639  1.00  0.00           H  
HETATM   71  H41 UNL     1       2.108   1.522   0.968  1.00  0.00           H  
HETATM   72  H42 UNL     1       0.310   1.870  -1.435  1.00  0.00           H  
HETATM   73  H43 UNL     1      -0.032   1.852   0.302  1.00  0.00           H  
HETATM   74  H44 UNL     1       0.414   0.433  -2.765  1.00  0.00           H  
HETATM   75  H45 UNL     1      -0.909  -0.690  -2.654  1.00  0.00           H  
HETATM   76  H46 UNL     1       0.685  -1.321  -2.269  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3    4   34
CONECT    3   35   36   37
CONECT    4    5   38   39
CONECT    5    6   40   41
CONECT    6    7   42   43
CONECT    7    8    9   10
CONECT    8   44   45   46
CONECT    9   47
CONECT   10   11   12   29
CONECT   11   48
CONECT   12   13   49   50
CONECT   13   14   51   52
CONECT   14   15   29   53
CONECT   15   16   26   54
CONECT   16   17   55   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

HMDB0006764
     RDKit          3D
17a,20a-Dihydroxycholesterol
 76 79  0  0  0  0  0  0  0  0999 V2000
   -7.6266    0.9486    1.7264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4182    0.7818    0.8054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6813    1.6862   -0.3892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2354   -0.6424    0.4000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0576   -0.8649   -0.5130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7783   -0.4489    0.1352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5763   -0.6876   -0.8121 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5826   -2.1501   -1.0861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9743    0.0139   -1.9756 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4214   -0.1114   -0.1140 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8214    1.2093    0.2256 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3184   -0.8119    1.2524 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1754   -0.8987    1.5175 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6868   -1.1223    0.1199 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1631   -1.1313   -0.0149 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7496   -1.5337    1.3181 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2115   -1.3901    1.2471 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8717   -0.5788    0.4743 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3510   -0.5631    0.5317 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7057    0.8614    0.9683 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.0869    0.9728    0.8106 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0508    1.8813    0.1073 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5808    1.7578   -0.0808 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1940    0.3304   -0.4619 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8390    0.1953   -1.8726 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7373    0.1222   -0.5919 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9537    1.3267   -0.1180 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5147    1.2832   -0.5061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0710   -0.1196   -0.6850 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0201   -0.4195   -2.1562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3714    0.1562    1.5760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2617    0.8744    2.7616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1303    1.9189    1.5697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5350    1.1936    1.3427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8071    2.7358   -0.0650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7960    1.6573   -1.0418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5586    1.3335   -0.9720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1844   -0.9718   -0.0867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1224   -1.2637    1.3183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9896   -1.9389   -0.7999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2508   -0.2647   -1.4508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8461    0.6218    0.3926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6547   -1.0214    1.0645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6635   -2.6015   -1.4416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3315   -2.3198   -1.9196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0422   -2.7177   -0.2246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3736   -0.6117   -2.6450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2031    1.5772   -0.6204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7500   -1.8160    1.2335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7703   -0.2495    2.0637 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4012   -1.7969    2.1183 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5650   -0.0250    2.0269 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3047   -2.1350   -0.1736 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4697   -1.9617   -0.7214 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2922   -1.0557    2.1888 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5195   -2.6351    1.4282 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8036   -2.0447    1.9258 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8320   -0.8471   -0.4042 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7551   -1.2341    1.3222 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4923    0.9448    2.0429 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3441    0.6193   -0.0906 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2301    2.8797    0.6067 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6161    1.9584   -0.8519 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0401    2.1416    0.7766 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3353    2.3794   -0.9965 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9205    0.3043   -1.8199 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4770   -0.7034   -2.3773 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4424    1.0682   -2.4311 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5052    0.0848   -1.7032 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3905    2.2038   -0.6387 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1084    1.5219    0.9681 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3101    1.8700   -1.4347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0319    1.8515    0.3017 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4136    0.4331   -2.7650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9091   -0.6897   -2.6537 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6852   -1.3209   -2.2686 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  6
  7 10  1  0
 10 11  1  1
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 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  6
 29 10  1  0
 29 14  1  0
 26 15  1  0
 24 18  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  6 43  1  0
  8 44  1  0
  8 45  1  0
  8 46  1  0
  9 47  1  0
 11 48  1  0
 12 49  1  0
 12 50  1  0
 13 51  1  0
 13 52  1  0
 14 53  1  0
 15 54  1  6
 16 55  1  0
 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  0
 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
17alpha,20alpha-Dihydroxycholesterol	HMDB

Chemical Formula

C₂₇H₄₆O₃

Average Molecular Weight

418.6523

Monoisotopic Molecular Weight

418.344695338

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

[H]C12CC[C@](O)([C@](C)(O)CCCC(C)C)[C@@]1(C)CCC1([H])[C@@]2([H])CC=C2C[C@@H](O)CC[C@]12C

InChI Identifier

InChI=1S/C27H46O3/c1-18(2)7-6-13-26(5,29)27(30)16-12-23-21-9-8-19-17-20(28)10-14-24(19,3)22(21)11-15-25(23,27)4/h8,18,20-23,28-30H,6-7,9-17H2,1-5H3/t20-,21+,22?,23?,24-,25-,26+,27+/m0/s1

InChI Key

PRZXKPDANWDCNC-IMVKCWHASA-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
20-hydroxysteroid
3-hydroxy-delta-5-steroid
3-hydroxysteroid
17-hydroxysteroid
Hydroxysteroid
3-beta-hydroxy-delta-5-steroid
3-beta-hydroxysteroid
Delta-5-steroid
Cyclic alcohol
Tertiary alcohol
Secondary alcohol
Alcohol
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Health effect

Metabolic disorder

Metabolic syndrome (HMDB: HMDB0006764)

Disposition

Biological location

Cellular substructure

Tissue

All Tissues (HMDB: HMDB0006764)

Connective tissue

Adipose tissue (HMDB: HMDB0006764)

Nervous tissue

Hepatic tissue (HMDB: HMDB0006764)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0006764)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0006764)

Source

Endogenous

Endogenous (HMDB: HMDB0006764)

Animal

Animal (HMDB: HMDB0006764)

Exogenous

Food

Food (HMDB: HMDB0006764)

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)

Exogenous (HMDB: HMDB0006764)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0006764)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0006764)
Steroidogenesis (PathBank: SMP0063672)

Disease pathway

Apparent Mineralocorticoid Excess Syndrome (PathBank: SMP0120649)
3-beta-Hydroxysteroid Dehydrogenase Deficiency (PathBank: SMP0120650)
Adrenal Hyperplasia Type 5 or Congenital Adrenal Hyperplasia Due to 17 alpha-Hydroxylase Deficiency (PathBank: SMP0120672)
11-beta-Hydroxylase Deficiency (CYP11B1) (PathBank: SMP0120858)
Corticosterone Methyl Oxidase I Deficiency (CMO I) (PathBank: SMP0120860)
Congenital Lipoid Adrenal Hyperplasia (CLAH) or Lipoid CAH (HMDB: HMDB0006764)
Congenital Lipoid Adrenal Hyperplasia (CLAH) or Lipoid CAH (PathBank: SMP0120470)
21-Hydroxylase Deficiency (CYP21) (PathBank: SMP0120640)
17-alpha-Hydroxylase Deficiency (CYP17) (PathBank: SMP0120849)
Adrenal Hyperplasia Type 3 or Congenital Adrenal Hyperplasia Due to 21-Hydroxylase Deficiency (PathBank: SMP0120450)
Corticosterone Methyl Oxidase II Deficiency (CMO II) (PathBank: SMP0120642)

Lipid metabolism pathway (HMDB: HMDB0006764)

Cellular process

Cell signaling (HMDB: HMDB0006764)

Biochemical process

Lipid transport (HMDB: HMDB0006764)

Multicellular process

Inflammatory response (HMDB: HMDB0006764)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0006764)

Molecular messenger

Signaling molecule (HMDB: HMDB0006764)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0006764)

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	0.0054 g/L	ALOGPS
logP	5.05	ALOGPS
logP	4.87	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	13.25	ChemAxon
pKa (Strongest Basic)	-1.4	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	123.6 m³·mol⁻¹	ChemAxon
Polarizability	50.5 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]+	202.763	31661259
DarkChem	[M-H]-	198.912	31661259
DeepCCS	[M-2H]-	235.006	30932474
DeepCCS	[M+Na]+	210.966	30932474
AllCCS	[M+H]+	207.5	32859911
AllCCS	[M+H-H2O]+	205.6	32859911
AllCCS	[M+NH4]+	209.3	32859911
AllCCS	[M+Na]+	209.8	32859911
AllCCS	[M-H]-	205.5	32859911
AllCCS	[M+Na-2H]-	207.6	32859911
AllCCS	[M+HCOO]-	210.0	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.	8.19 minutes	32390414
Predicted by Siyang on May 30, 2022	20.4531 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.4 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	46.9 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3348.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	405.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	255.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	186.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	536.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1146.8 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	941.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	94.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1700.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	600.5 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	1933.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	649.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	527.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	250.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	605.7 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
17a,20a-Dihydroxycholesterol	[H]C12CC[C@](O)([C@](C)(O)CCCC(C)C)[C@@]1(C)CCC1([H])[C@@]2([H])CC=C2C[C@@H](O)CC[C@]12C	2792.2	Standard polar	33892256
17a,20a-Dihydroxycholesterol	[H]C12CC[C@](O)([C@](C)(O)CCCC(C)C)[C@@]1(C)CCC1([H])[C@@]2([H])CC=C2C[C@@H](O)CC[C@]12C	3374.6	Standard non polar	33892256
17a,20a-Dihydroxycholesterol	[H]C12CC[C@](O)([C@](C)(O)CCCC(C)C)[C@@]1(C)CCC1([H])[C@@]2([H])CC=C2C[C@@H](O)CC[C@]12C	3424.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
17a,20a-Dihydroxycholesterol,1TMS,isomer #1	CC(C)CCC[C@@](C)(O)[C@@]1(O[Si](C)(C)C)CCC2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)C3CC[C@@]21C	3449.1	Semi standard non polar	33892256
17a,20a-Dihydroxycholesterol,1TMS,isomer #2	CC(C)CCC[C@@](C)(O[Si](C)(C)C)[C@@]1(O)CCC2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)C3CC[C@@]21C	3416.2	Semi standard non polar	33892256
17a,20a-Dihydroxycholesterol,1TMS,isomer #3	CC(C)CCC[C@@](C)(O)[C@@]1(O)CCC2[C@@H]3CC=C4C[C@@H](O[Si](C)(C)C)CC[C@]4(C)C3CC[C@@]21C	3449.9	Semi standard non polar	33892256
17a,20a-Dihydroxycholesterol,2TMS,isomer #1	CC(C)CCC[C@@](C)(O[Si](C)(C)C)[C@@]1(O[Si](C)(C)C)CCC2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)C3CC[C@@]21C	3479.9	Semi standard non polar	33892256
17a,20a-Dihydroxycholesterol,2TMS,isomer #2	CC(C)CCC[C@@](C)(O)[C@@]1(O[Si](C)(C)C)CCC2[C@@H]3CC=C4C[C@@H](O[Si](C)(C)C)CC[C@]4(C)C3CC[C@@]21C	3436.4	Semi standard non polar	33892256
17a,20a-Dihydroxycholesterol,2TMS,isomer #3	CC(C)CCC[C@@](C)(O[Si](C)(C)C)[C@@]1(O)CCC2[C@@H]3CC=C4C[C@@H](O[Si](C)(C)C)CC[C@]4(C)C3CC[C@@]21C	3430.7	Semi standard non polar	33892256
17a,20a-Dihydroxycholesterol,3TMS,isomer #1	CC(C)CCC[C@@](C)(O[Si](C)(C)C)[C@@]1(O[Si](C)(C)C)CCC2[C@@H]3CC=C4C[C@@H](O[Si](C)(C)C)CC[C@]4(C)C3CC[C@@]21C	3460.0	Semi standard non polar	33892256
17a,20a-Dihydroxycholesterol,1TBDMS,isomer #1	CC(C)CCC[C@@](C)(O)[C@@]1(O[Si](C)(C)C(C)(C)C)CCC2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)C3CC[C@@]21C	3696.9	Semi standard non polar	33892256
17a,20a-Dihydroxycholesterol,1TBDMS,isomer #2	CC(C)CCC[C@@](C)(O[Si](C)(C)C(C)(C)C)[C@@]1(O)CCC2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)C3CC[C@@]21C	3679.0	Semi standard non polar	33892256
17a,20a-Dihydroxycholesterol,1TBDMS,isomer #3	CC(C)CCC[C@@](C)(O)[C@@]1(O)CCC2[C@@H]3CC=C4C[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)C3CC[C@@]21C	3698.0	Semi standard non polar	33892256
17a,20a-Dihydroxycholesterol,2TBDMS,isomer #1	CC(C)CCC[C@@](C)(O[Si](C)(C)C(C)(C)C)[C@@]1(O[Si](C)(C)C(C)(C)C)CCC2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)C3CC[C@@]21C	3976.5	Semi standard non polar	33892256
17a,20a-Dihydroxycholesterol,2TBDMS,isomer #2	CC(C)CCC[C@@](C)(O)[C@@]1(O[Si](C)(C)C(C)(C)C)CCC2[C@@H]3CC=C4C[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)C3CC[C@@]21C	3909.1	Semi standard non polar	33892256
17a,20a-Dihydroxycholesterol,2TBDMS,isomer #3	CC(C)CCC[C@@](C)(O[Si](C)(C)C(C)(C)C)[C@@]1(O)CCC2[C@@H]3CC=C4C[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)C3CC[C@@]21C	3913.5	Semi standard non polar	33892256
17a,20a-Dihydroxycholesterol,3TBDMS,isomer #1	CC(C)CCC[C@@](C)(O[Si](C)(C)C(C)(C)C)[C@@]1(O[Si](C)(C)C(C)(C)C)CCC2[C@@H]3CC=C4C[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)C3CC[C@@]21C	4165.8	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 - 17a,20a-Dihydroxycholesterol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0uel-2239400000-41515f4297af4971a848	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 17a,20a-Dihydroxycholesterol GC-MS (3 TMS) - 70eV, Positive	splash10-00xr-2011249000-a657d6ae561e24b74e38	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 17a,20a-Dihydroxycholesterol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 17a,20a-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 - 17a,20a-Dihydroxycholesterol 10V, Positive-QTOF	splash10-0uxr-0003900000-f535ba20543aafa8bd7e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17a,20a-Dihydroxycholesterol 20V, Positive-QTOF	splash10-0fl9-9048500000-57767148817dd16563d3	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17a,20a-Dihydroxycholesterol 40V, Positive-QTOF	splash10-0avi-9125000000-7949d9d82d4f9d3b2002	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17a,20a-Dihydroxycholesterol 10V, Negative-QTOF	splash10-014i-0002900000-95b5f04d6c6ec228cfaf	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17a,20a-Dihydroxycholesterol 20V, Negative-QTOF	splash10-014s-2485900000-cd3f9e369ac3a24ebfe1	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17a,20a-Dihydroxycholesterol 40V, Negative-QTOF	splash10-0079-1194100000-2d013ecd999936b89e11	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17a,20a-Dihydroxycholesterol 10V, Positive-QTOF	splash10-0159-1115900000-d5e9dc6e8588fe35bcb9	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17a,20a-Dihydroxycholesterol 20V, Positive-QTOF	splash10-0901-7931100000-a6fdc1b6f1d0238eb768	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17a,20a-Dihydroxycholesterol 40V, Positive-QTOF	splash10-0006-9720000000-8e7c40e57518c7456eda	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17a,20a-Dihydroxycholesterol 10V, Negative-QTOF	splash10-014i-0000900000-f2cb6399034352e924c8	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17a,20a-Dihydroxycholesterol 20V, Negative-QTOF	splash10-014i-0030900000-99cff478edd24aa7f163	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17a,20a-Dihydroxycholesterol 40V, Negative-QTOF	splash10-07vr-4692300000-68c60377630672ef5050	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Steroidogenesis
Adrenal Hyperplasia Type 3 or Congenital Adrenal Hyperplasia due to 21-hydroxylase Deficiency		Not Available
Congenital Lipoid Adrenal Hyperplasia (CLAH) or Lipoid CAH		Not Available
Adrenal Hyperplasia Type 5 or Congenital Adrenal Hyperplasia due to 17 Alpha-hydroxylase Deficiency		Not Available
17-alpha-hydroxylase deficiency (CYP17)		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

FDB024067

KNApSAcK ID

Not Available

Chemspider ID

167253

KEGG Compound ID

C05487

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53477898

PDB ID

Not Available

ChEBI ID

27832

Food Biomarker Ontology

Not Available

VMH ID

M00406

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Enzymes

Enzyme Details

1. Cholesterol side-chain cleavage enzyme, mitochondrial

General function:: Involved in monooxygenase activity
Specific function:: Catalyzes the side-chain cleavage reaction of cholesterol to pregnenolone.
Gene Name:: CYP11A1
Uniprot ID:: P05108
Molecular weight:: 60101.87

Reactions

17a,20a-Dihydroxycholesterol + Oxygen + Hydrogen Ion + Reduced adrenal ferredoxin → 17a-Hydroxypregnenolone + 4-Methylpentanal + Water + Oxidized adrenal ferredoxin	details

Enzyme Details

2. Steroid 17-alpha-hydroxylase/17,20 lyase

General function:: Involved in monooxygenase activity
Specific function:: Conversion of pregnenolone and progesterone to their 17-alpha-hydroxylated products and subsequently to dehydroepiandrosterone (DHEA) and androstenedione. Catalyzes both the 17-alpha-hydroxylation and the 17,20-lyase reaction. Involved in sexual development during fetal life and at puberty.
Gene Name:: CYP17A1
Uniprot ID:: P05093
Molecular weight:: 57369.995

Reactions

20alpha-Hydroxycholesterol + NADPH + Hydrogen Ion + Oxygen → 17a,20a-Dihydroxycholesterol + NADP + Water	details

Showing metabocard for 17a,20a-Dihydroxycholesterol (HMDB0006764)

MOL for HMDB0006764 (17a,20a-Dihydroxycholesterol)

3D MOL for HMDB0006764 (17a,20a-Dihydroxycholesterol)

3D SDF for HMDB0006764 (17a,20a-Dihydroxycholesterol)

3D-SDF for HMDB0006764 (17a,20a-Dihydroxycholesterol)

PDB for HMDB0006764 (17a,20a-Dihydroxycholesterol)

3D PDB for HMDB0006764 (17a,20a-Dihydroxycholesterol)

SMILES for HMDB0006764 (17a,20a-Dihydroxycholesterol)

INCHI for HMDB0006764 (17a,20a-Dihydroxycholesterol)

Structure for HMDB0006764 (17a,20a-Dihydroxycholesterol)

3D Structure for HMDB0006764 (17a,20a-Dihydroxycholesterol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions

Reactions