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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 22:41:08 UTC

Update Date

2021-09-26 22:54:12 UTC

HMDB ID

HMDB0245626

Secondary Accession Numbers

None

Metabolite Identification

Common Name

22-Oxocholesterol

Description

2-{5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-14-yl}-6-methylheptan-3-one belongs to the class of organic compounds known as monohydroxy bile acids, alcohols and derivatives. These are bile acids, alcohols or any of their derivatives bearing a hydroxyl group. Based on a literature review very few articles have been published on 2-{5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-14-yl}-6-methylheptan-3-one. This compound has been identified in human blood as reported by (PMID: 31557052 ). 22-oxocholesterol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 22-Oxocholesterol is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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


  Mrv1652309112100412D          

 29 32  0  0  0  0            999 V2000
   -6.9960   -2.9136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2815   -2.5011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2815   -1.6761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5670   -2.9136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8525   -2.5011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1381   -2.9136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1381   -3.7386    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4236   -2.5011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4236   -1.6761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7091   -2.9136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6229   -3.7341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8159   -3.9056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4034   -3.1912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9555   -2.5781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7005   -1.7935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8935   -1.6219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3415   -2.2350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5965   -3.0196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0444   -3.6327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7626   -3.4612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0175   -2.6766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4655   -2.0635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7204   -1.2789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5274   -1.1074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0794   -1.7204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8245   -2.5051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8864   -1.5489    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0866   -1.4504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5686   -2.0260    0.0000 C   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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 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
 13 14  1  0  0  0  0
 10 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 17 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 21 26  1  0  0  0  0
 25 27  1  0  0  0  0
 22 28  1  0  0  0  0
 14 29  1  0  0  0  0
M  END

HMDB0245626
     RDKit          3D
22-Oxocholesterol
 73 76  0  0  0  0  0  0  0  0999 V2000
    7.3616    2.0865    0.2631 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4280    0.5629    0.4060 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6053    0.1043   -0.4299 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1810   -0.0298   -0.2027 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9272    0.4703    0.4831 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7347   -0.1477   -0.1598 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8940   -0.9168   -1.0865 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3452    0.1406    0.2902 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0373    1.5907    0.1667 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4217   -0.8278   -0.3086 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3514   -0.8558   -1.8183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0905   -1.3711   -2.0461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7684   -0.5401   -1.0429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2035   -0.5816   -0.8802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9200   -1.6839   -1.6790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3631   -1.2665   -1.6266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8574   -0.5960   -0.6103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3239   -0.2229   -0.6567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4916    1.2059   -0.1799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0924    1.2285    1.0553 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1913    1.9328   -0.2651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0890    1.3571    0.5888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1136   -0.1575    0.5986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8063   -0.6322    1.8611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7008   -0.6895    0.5155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8256   -0.1338    1.5768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4006    0.1536    1.1822 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0361   -0.8952    0.2227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2833   -2.2605    0.7343 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7121    2.4572    1.0564 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8975    2.3139   -0.7389 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3579    2.5375    0.2490 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5504    0.2883    1.4743 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7602   -0.9715   -0.2185 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3387    0.2552   -1.4921 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4965    0.7214   -0.1899 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2823   -1.1317   -0.1291 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1914    0.2291   -1.2812 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9243    0.1425    1.5355 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9453    1.5786    0.3825 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3641   -0.0939    1.3997 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7139    2.0286    1.1548 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4191    1.8982   -0.6729 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0231    2.1248   -0.0035 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9117   -1.8330   -0.0734 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0664   -1.5550   -2.2947 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3946    0.1513   -2.2488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4068   -1.1623   -3.0899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0503   -2.4483   -1.8284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4419    0.5286   -1.2414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6617    0.3569   -1.3211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5546   -1.6830   -2.7179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8649   -2.6566   -1.1988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9869   -1.5411   -2.4648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6971   -0.2934   -1.6985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9237   -0.9129   -0.0444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1874    1.7475   -0.8869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7976    1.9245    1.1466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9144    2.0470   -1.3177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3691    2.9776    0.1245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1334    1.7631    0.1903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2471    1.7272    1.6280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1171   -1.3743    2.3509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7721   -1.1140    1.6205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0022    0.2243    2.5265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8211   -1.7941    0.7392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8647   -0.7581    2.5002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2794    0.8504    1.9010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4409    1.1467    0.6420 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2125    0.2457    2.0853 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7088   -2.7911    0.8819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8241   -2.9079    0.0261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7147   -2.2683    1.7650 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  2  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 10  1  0
 28 13  1  0
 25 14  1  0
 23 17  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  8 41  1  0
  9 42  1  0
  9 43  1  0
  9 44  1  0
 10 45  1  0
 11 46  1  0
 11 47  1  0
 12 48  1  0
 12 49  1  0
 13 50  1  0
 14 51  1  0
 15 52  1  0
 15 53  1  0
 16 54  1  0
 18 55  1  0
 18 56  1  0
 19 57  1  0
 20 58  1  0
 21 59  1  0
 21 60  1  0
 22 61  1  0
 22 62  1  0
 24 63  1  0
 24 64  1  0
 24 65  1  0
 25 66  1  0
 26 67  1  0
 26 68  1  0
 27 69  1  0
 27 70  1  0
 29 71  1  0
 29 72  1  0
 29 73  1  0
M  END


  Mrv1652309112100412D          

 29 32  0  0  0  0            999 V2000
   -6.9960   -2.9136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2815   -2.5011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2815   -1.6761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5670   -2.9136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8525   -2.5011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1381   -2.9136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1381   -3.7386    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4236   -2.5011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4236   -1.6761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7091   -2.9136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6229   -3.7341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8159   -3.9056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4034   -3.1912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9555   -2.5781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7005   -1.7935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8935   -1.6219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3415   -2.2350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5965   -3.0196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0444   -3.6327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7626   -3.4612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0175   -2.6766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4655   -2.0635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7204   -1.2789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5274   -1.1074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0794   -1.7204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8245   -2.5051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8864   -1.5489    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0866   -1.4504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5686   -2.0260    0.0000 C   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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 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
 13 14  1  0  0  0  0
 10 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 17 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 21 26  1  0  0  0  0
 25 27  1  0  0  0  0
 22 28  1  0  0  0  0
 14 29  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0245626

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)CCC(=O)C(C)C1CCC2C3CC=C4CC(O)CCC4(C)C3CCC12C

> <INCHI_IDENTIFIER>
InChI=1S/C27H44O2/c1-17(2)6-11-25(29)18(3)22-9-10-23-21-8-7-19-16-20(28)12-14-26(19,4)24(21)13-15-27(22,23)5/h7,17-18,20-24,28H,6,8-16H2,1-5H3

> <INCHI_KEY>
ZJIBAMHOAQWYSE-UHFFFAOYSA-N

> <FORMULA>
C27H44O2

> <MOLECULAR_WEIGHT>
400.647

> <EXACT_MASS>
400.334130657

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
73

> <JCHEM_AVERAGE_POLARIZABILITY>
49.62827724010052

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-{5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-14-yl}-6-methylheptan-3-one

> <ALOGPS_LOGP>
5.93

> <JCHEM_LOGP>
6.189638487333332

> <ALOGPS_LOGS>
-6.07

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.20428950550382

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3972433501954162

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
121.28379999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.40e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-14-yl}-6-methylheptan-3-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0245626
     RDKit          3D
22-Oxocholesterol
 73 76  0  0  0  0  0  0  0  0999 V2000
    7.3616    2.0865    0.2631 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4280    0.5629    0.4060 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6053    0.1043   -0.4299 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1810   -0.0298   -0.2027 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9272    0.4703    0.4831 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7347   -0.1477   -0.1598 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8940   -0.9168   -1.0865 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3452    0.1406    0.2902 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0373    1.5907    0.1667 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4217   -0.8278   -0.3086 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3514   -0.8558   -1.8183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0905   -1.3711   -2.0461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7684   -0.5401   -1.0429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2035   -0.5816   -0.8802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9200   -1.6839   -1.6790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3631   -1.2665   -1.6266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8574   -0.5960   -0.6103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3239   -0.2229   -0.6567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4916    1.2059   -0.1799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0924    1.2285    1.0553 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1913    1.9328   -0.2651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0890    1.3571    0.5888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1136   -0.1575    0.5986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8063   -0.6322    1.8611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7008   -0.6895    0.5155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8256   -0.1338    1.5768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4006    0.1536    1.1822 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0361   -0.8952    0.2227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2833   -2.2605    0.7343 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7121    2.4572    1.0564 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8975    2.3139   -0.7389 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3579    2.5375    0.2490 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5504    0.2883    1.4743 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7602   -0.9715   -0.2185 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3387    0.2552   -1.4921 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4965    0.7214   -0.1899 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2823   -1.1317   -0.1291 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1914    0.2291   -1.2812 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9243    0.1425    1.5355 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9453    1.5786    0.3825 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3641   -0.0939    1.3997 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7139    2.0286    1.1548 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4191    1.8982   -0.6729 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0231    2.1248   -0.0035 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9117   -1.8330   -0.0734 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0664   -1.5550   -2.2947 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3946    0.1513   -2.2488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4068   -1.1623   -3.0899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0503   -2.4483   -1.8284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4419    0.5286   -1.2414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6617    0.3569   -1.3211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5546   -1.6830   -2.7179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8649   -2.6566   -1.1988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9869   -1.5411   -2.4648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6971   -0.2934   -1.6985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9237   -0.9129   -0.0444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1874    1.7475   -0.8869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7976    1.9245    1.1466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9144    2.0470   -1.3177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3691    2.9776    0.1245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1334    1.7631    0.1903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2471    1.7272    1.6280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1171   -1.3743    2.3509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7721   -1.1140    1.6205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0022    0.2243    2.5265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8211   -1.7941    0.7392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8647   -0.7581    2.5002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2794    0.8504    1.9010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4409    1.1467    0.6420 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2125    0.2457    2.0853 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7088   -2.7911    0.8819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8241   -2.9079    0.0261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7147   -2.2683    1.7650 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  2  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 10  1  0
 28 13  1  0
 25 14  1  0
 23 17  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  8 41  1  0
  9 42  1  0
  9 43  1  0
  9 44  1  0
 10 45  1  0
 11 46  1  0
 11 47  1  0
 12 48  1  0
 12 49  1  0
 13 50  1  0
 14 51  1  0
 15 52  1  0
 15 53  1  0
 16 54  1  0
 18 55  1  0
 18 56  1  0
 19 57  1  0
 20 58  1  0
 21 59  1  0
 21 60  1  0
 22 61  1  0
 22 62  1  0
 24 63  1  0
 24 64  1  0
 24 65  1  0
 25 66  1  0
 26 67  1  0
 26 68  1  0
 27 69  1  0
 27 70  1  0
 29 71  1  0
 29 72  1  0
 29 73  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0     -13.059  -5.439   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -11.725  -4.669   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -11.725  -3.129   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -10.392  -5.439   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -9.058  -4.669   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -7.724  -5.439   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -7.724  -6.979   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -6.391  -4.669   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -6.391  -3.129   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.057  -5.439   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.896  -6.970   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.390  -7.291   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.620  -5.957   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.650  -4.812   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.174  -3.348   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.668  -3.028   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.637  -4.172   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.113  -5.637   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.083  -6.781   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.423  -6.461   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.899  -4.996   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.869  -3.852   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.345  -2.387   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.851  -2.067   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.882  -3.212   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.406  -4.676   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       5.388  -2.891   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -0.162  -2.707   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -4.795  -3.782   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   14                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13   10   15   29                                             
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   22                                                  
CONECT   18   17   13   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   26                                                  
CONECT   22   21   17   23   28                                             
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25   21                                                       
CONECT   27   25                                                            
CONECT   28   22                                                            
CONECT   29   14                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   64    0
END

COMPND    HMDB0245626
HETATM    1  C1  UNL     1       7.362   2.086   0.263  1.00  0.00           C  
HETATM    2  C2  UNL     1       7.428   0.563   0.406  1.00  0.00           C  
HETATM    3  C3  UNL     1       8.605   0.104  -0.430  1.00  0.00           C  
HETATM    4  C4  UNL     1       6.181  -0.030  -0.203  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.927   0.470   0.483  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.735  -0.148  -0.160  1.00  0.00           C  
HETATM    7  O1  UNL     1       3.894  -0.917  -1.086  1.00  0.00           O  
HETATM    8  C7  UNL     1       2.345   0.141   0.290  1.00  0.00           C  
HETATM    9  C8  UNL     1       2.037   1.591   0.167  1.00  0.00           C  
HETATM   10  C9  UNL     1       1.422  -0.828  -0.309  1.00  0.00           C  
HETATM   11  C10 UNL     1       1.351  -0.856  -1.818  1.00  0.00           C  
HETATM   12  C11 UNL     1      -0.091  -1.371  -2.046  1.00  0.00           C  
HETATM   13  C12 UNL     1      -0.768  -0.540  -1.043  1.00  0.00           C  
HETATM   14  C13 UNL     1      -2.204  -0.582  -0.880  1.00  0.00           C  
HETATM   15  C14 UNL     1      -2.920  -1.684  -1.679  1.00  0.00           C  
HETATM   16  C15 UNL     1      -4.363  -1.267  -1.627  1.00  0.00           C  
HETATM   17  C16 UNL     1      -4.857  -0.596  -0.610  1.00  0.00           C  
HETATM   18  C17 UNL     1      -6.324  -0.223  -0.657  1.00  0.00           C  
HETATM   19  C18 UNL     1      -6.492   1.206  -0.180  1.00  0.00           C  
HETATM   20  O2  UNL     1      -7.092   1.229   1.055  1.00  0.00           O  
HETATM   21  C19 UNL     1      -5.191   1.933  -0.265  1.00  0.00           C  
HETATM   22  C20 UNL     1      -4.089   1.357   0.589  1.00  0.00           C  
HETATM   23  C21 UNL     1      -4.114  -0.158   0.599  1.00  0.00           C  
HETATM   24  C22 UNL     1      -4.806  -0.632   1.861  1.00  0.00           C  
HETATM   25  C23 UNL     1      -2.701  -0.689   0.515  1.00  0.00           C  
HETATM   26  C24 UNL     1      -1.826  -0.134   1.577  1.00  0.00           C  
HETATM   27  C25 UNL     1      -0.401   0.154   1.182  1.00  0.00           C  
HETATM   28  C26 UNL     1       0.036  -0.895   0.223  1.00  0.00           C  
HETATM   29  C27 UNL     1      -0.283  -2.260   0.734  1.00  0.00           C  
HETATM   30  H1  UNL     1       6.712   2.457   1.056  1.00  0.00           H  
HETATM   31  H2  UNL     1       6.898   2.314  -0.739  1.00  0.00           H  
HETATM   32  H3  UNL     1       8.358   2.538   0.249  1.00  0.00           H  
HETATM   33  H4  UNL     1       7.550   0.288   1.474  1.00  0.00           H  
HETATM   34  H5  UNL     1       8.760  -0.971  -0.219  1.00  0.00           H  
HETATM   35  H6  UNL     1       8.339   0.255  -1.492  1.00  0.00           H  
HETATM   36  H7  UNL     1       9.497   0.721  -0.190  1.00  0.00           H  
HETATM   37  H8  UNL     1       6.282  -1.132  -0.129  1.00  0.00           H  
HETATM   38  H9  UNL     1       6.191   0.229  -1.281  1.00  0.00           H  
HETATM   39  H10 UNL     1       4.924   0.142   1.536  1.00  0.00           H  
HETATM   40  H11 UNL     1       4.945   1.579   0.383  1.00  0.00           H  
HETATM   41  H12 UNL     1       2.364  -0.094   1.400  1.00  0.00           H  
HETATM   42  H13 UNL     1       1.714   2.029   1.155  1.00  0.00           H  
HETATM   43  H14 UNL     1       1.419   1.898  -0.673  1.00  0.00           H  
HETATM   44  H15 UNL     1       3.023   2.125  -0.003  1.00  0.00           H  
HETATM   45  H16 UNL     1       1.912  -1.833  -0.073  1.00  0.00           H  
HETATM   46  H17 UNL     1       2.066  -1.555  -2.295  1.00  0.00           H  
HETATM   47  H18 UNL     1       1.395   0.151  -2.249  1.00  0.00           H  
HETATM   48  H19 UNL     1      -0.407  -1.162  -3.090  1.00  0.00           H  
HETATM   49  H20 UNL     1      -0.050  -2.448  -1.828  1.00  0.00           H  
HETATM   50  H21 UNL     1      -0.442   0.529  -1.241  1.00  0.00           H  
HETATM   51  H22 UNL     1      -2.662   0.357  -1.321  1.00  0.00           H  
HETATM   52  H23 UNL     1      -2.555  -1.683  -2.718  1.00  0.00           H  
HETATM   53  H24 UNL     1      -2.865  -2.657  -1.199  1.00  0.00           H  
HETATM   54  H25 UNL     1      -4.987  -1.541  -2.465  1.00  0.00           H  
HETATM   55  H26 UNL     1      -6.697  -0.293  -1.698  1.00  0.00           H  
HETATM   56  H27 UNL     1      -6.924  -0.913  -0.044  1.00  0.00           H  
HETATM   57  H28 UNL     1      -7.187   1.747  -0.887  1.00  0.00           H  
HETATM   58  H29 UNL     1      -7.798   1.925   1.147  1.00  0.00           H  
HETATM   59  H30 UNL     1      -4.914   2.047  -1.318  1.00  0.00           H  
HETATM   60  H31 UNL     1      -5.369   2.978   0.124  1.00  0.00           H  
HETATM   61  H32 UNL     1      -3.133   1.763   0.190  1.00  0.00           H  
HETATM   62  H33 UNL     1      -4.247   1.727   1.628  1.00  0.00           H  
HETATM   63  H34 UNL     1      -4.117  -1.374   2.351  1.00  0.00           H  
HETATM   64  H35 UNL     1      -5.772  -1.114   1.620  1.00  0.00           H  
HETATM   65  H36 UNL     1      -5.002   0.224   2.526  1.00  0.00           H  
HETATM   66  H37 UNL     1      -2.821  -1.794   0.739  1.00  0.00           H  
HETATM   67  H38 UNL     1      -1.865  -0.758   2.500  1.00  0.00           H  
HETATM   68  H39 UNL     1      -2.279   0.850   1.901  1.00  0.00           H  
HETATM   69  H40 UNL     1      -0.441   1.147   0.642  1.00  0.00           H  
HETATM   70  H41 UNL     1       0.212   0.246   2.085  1.00  0.00           H  
HETATM   71  H42 UNL     1       0.709  -2.791   0.882  1.00  0.00           H  
HETATM   72  H43 UNL     1      -0.824  -2.908   0.026  1.00  0.00           H  
HETATM   73  H44 UNL     1      -0.715  -2.268   1.765  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    7    8
CONECT    8    9   10   41
CONECT    9   42   43   44
CONECT   10   11   28   45
CONECT   11   12   46   47
CONECT   12   13   48   49
CONECT   13   14   28   50
CONECT   14   15   25   51
CONECT   15   16   52   53
CONECT   16   17   17   54
CONECT   17   18   23
CONECT   18   19   55   56
CONECT   19   20   21   57
CONECT   20   58
CONECT   21   22   59   60
CONECT   22   23   61   62
CONECT   23   24   25
CONECT   24   63   64   65
CONECT   25   26   66
CONECT   26   27   67   68
CONECT   27   28   69   70
CONECT   28   29
CONECT   29   71   72   73
END

HMDB0245626
     RDKit          3D
22-Oxocholesterol
 73 76  0  0  0  0  0  0  0  0999 V2000
    7.3616    2.0865    0.2631 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4280    0.5629    0.4060 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6053    0.1043   -0.4299 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1810   -0.0298   -0.2027 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9272    0.4703    0.4831 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7347   -0.1477   -0.1598 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8940   -0.9168   -1.0865 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3452    0.1406    0.2902 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0373    1.5907    0.1667 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4217   -0.8278   -0.3086 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3514   -0.8558   -1.8183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0905   -1.3711   -2.0461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7684   -0.5401   -1.0429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2035   -0.5816   -0.8802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9200   -1.6839   -1.6790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3631   -1.2665   -1.6266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8574   -0.5960   -0.6103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3239   -0.2229   -0.6567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4916    1.2059   -0.1799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0924    1.2285    1.0553 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1913    1.9328   -0.2651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0890    1.3571    0.5888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1136   -0.1575    0.5986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8063   -0.6322    1.8611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7008   -0.6895    0.5155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8256   -0.1338    1.5768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4006    0.1536    1.1822 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0361   -0.8952    0.2227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2833   -2.2605    0.7343 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7121    2.4572    1.0564 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8975    2.3139   -0.7389 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3579    2.5375    0.2490 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5504    0.2883    1.4743 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7602   -0.9715   -0.2185 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3387    0.2552   -1.4921 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4965    0.7214   -0.1899 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2823   -1.1317   -0.1291 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1914    0.2291   -1.2812 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9243    0.1425    1.5355 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9453    1.5786    0.3825 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3641   -0.0939    1.3997 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7139    2.0286    1.1548 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4191    1.8982   -0.6729 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0231    2.1248   -0.0035 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9117   -1.8330   -0.0734 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0664   -1.5550   -2.2947 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3946    0.1513   -2.2488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4068   -1.1623   -3.0899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0503   -2.4483   -1.8284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4419    0.5286   -1.2414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6617    0.3569   -1.3211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5546   -1.6830   -2.7179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8649   -2.6566   -1.1988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9869   -1.5411   -2.4648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6971   -0.2934   -1.6985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9237   -0.9129   -0.0444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1874    1.7475   -0.8869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7976    1.9245    1.1466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9144    2.0470   -1.3177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3691    2.9776    0.1245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1334    1.7631    0.1903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2471    1.7272    1.6280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1171   -1.3743    2.3509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7721   -1.1140    1.6205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0022    0.2243    2.5265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8211   -1.7941    0.7392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8647   -0.7581    2.5002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2794    0.8504    1.9010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4409    1.1467    0.6420 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2125    0.2457    2.0853 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7088   -2.7911    0.8819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8241   -2.9079    0.0261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7147   -2.2683    1.7650 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  2  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 10  1  0
 28 13  1  0
 25 14  1  0
 23 17  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  8 41  1  0
  9 42  1  0
  9 43  1  0
  9 44  1  0
 10 45  1  0
 11 46  1  0
 11 47  1  0
 12 48  1  0
 12 49  1  0
 13 50  1  0
 14 51  1  0
 15 52  1  0
 15 53  1  0
 16 54  1  0
 18 55  1  0
 18 56  1  0
 19 57  1  0
 20 58  1  0
 21 59  1  0
 21 60  1  0
 22 61  1  0
 22 62  1  0
 24 63  1  0
 24 64  1  0
 24 65  1  0
 25 66  1  0
 26 67  1  0
 26 68  1  0
 27 69  1  0
 27 70  1  0
 29 71  1  0
 29 72  1  0
 29 73  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₇H₄₄O₂

Average Molecular Weight

400.647

Monoisotopic Molecular Weight

400.334130657

IUPAC Name

2-{5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-14-yl}-6-methylheptan-3-one

Traditional Name

2-{5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-14-yl}-6-methylheptan-3-one

CAS Registry Number

Not Available

SMILES

CC(C)CCC(=O)C(C)C1CCC2C3CC=C4CC(O)CCC4(C)C3CCC12C

InChI Identifier

InChI=1S/C27H44O2/c1-17(2)6-11-25(29)18(3)22-9-10-23-21-8-7-19-16-20(28)12-14-26(19,4)24(21)13-15-27(22,23)5/h7,17-18,20-24,28H,6,8-16H2,1-5H3

InChI Key

ZJIBAMHOAQWYSE-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as monohydroxy bile acids, alcohols and derivatives. These are bile acids, alcohols or any of their derivatives bearing a hydroxyl group.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Bile acids, alcohols and derivatives

Direct Parent

Monohydroxy bile acids, alcohols and derivatives

Alternative Parents

Substituents

Cholesterol
Cholesterol-skeleton
Cholestane-skeleton
Monohydroxy bile acid, alcohol, or derivatives
22-oxosteroid
21-oxosteroid
3-hydroxy-delta-5-steroid
3-hydroxysteroid
Hydroxysteroid
Oxosteroid
Delta-5-steroid
Cyclic alcohol
Ketone
Secondary alcohol
Alcohol
Organic oxide
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organooxygen compound
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

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
logP	5.93	ALOGPS
logP	6.19	ChemAxon
logS	-6.1	ALOGPS
pKa (Strongest Acidic)	18.2	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	121.28 m³·mol⁻¹	ChemAxon
Polarizability	49.63 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	236.171	30932474
DeepCCS	[M+Na]+	211.398	30932474
AllCCS	[M+H]+	205.3	32859911
AllCCS	[M+H-H2O]+	203.2	32859911
AllCCS	[M+NH4]+	207.3	32859911
AllCCS	[M+Na]+	207.8	32859911
AllCCS	[M-H]-	204.6	32859911
AllCCS	[M+Na-2H]-	206.4	32859911
AllCCS	[M+HCOO]-	208.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
22-Oxocholesterol	CC(C)CCC(=O)C(C)C1CCC2C3CC=C4CC(O)CCC4(C)C3CCC12C	2680.5	Standard polar	33892256
22-Oxocholesterol	CC(C)CCC(=O)C(C)C1CCC2C3CC=C4CC(O)CCC4(C)C3CCC12C	3302.7	Standard non polar	33892256
22-Oxocholesterol	CC(C)CCC(=O)C(C)C1CCC2C3CC=C4CC(O)CCC4(C)C3CCC12C	3302.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
22-Oxocholesterol,2TMS,isomer #1	CC(=C(CCC(C)C)O[Si](C)(C)C)C1CCC2C3CC=C4CC(O[Si](C)(C)C)CCC4(C)C3CCC12C	3268.8	Semi standard non polar	33892256
22-Oxocholesterol,2TMS,isomer #1	CC(=C(CCC(C)C)O[Si](C)(C)C)C1CCC2C3CC=C4CC(O[Si](C)(C)C)CCC4(C)C3CCC12C	3268.2	Standard non polar	33892256
22-Oxocholesterol,2TMS,isomer #1	CC(=C(CCC(C)C)O[Si](C)(C)C)C1CCC2C3CC=C4CC(O[Si](C)(C)C)CCC4(C)C3CCC12C	3596.1	Standard polar	33892256
22-Oxocholesterol,2TMS,isomer #2	CC(C)CC=C(O[Si](C)(C)C)C(C)C1CCC2C3CC=C4CC(O[Si](C)(C)C)CCC4(C)C3CCC12C	3281.1	Semi standard non polar	33892256
22-Oxocholesterol,2TMS,isomer #2	CC(C)CC=C(O[Si](C)(C)C)C(C)C1CCC2C3CC=C4CC(O[Si](C)(C)C)CCC4(C)C3CCC12C	3297.7	Standard non polar	33892256
22-Oxocholesterol,2TMS,isomer #2	CC(C)CC=C(O[Si](C)(C)C)C(C)C1CCC2C3CC=C4CC(O[Si](C)(C)C)CCC4(C)C3CCC12C	3579.9	Standard polar	33892256
22-Oxocholesterol,2TBDMS,isomer #1	CC(=C(CCC(C)C)O[Si](C)(C)C(C)(C)C)C1CCC2C3CC=C4CC(O[Si](C)(C)C(C)(C)C)CCC4(C)C3CCC12C	3749.8	Semi standard non polar	33892256
22-Oxocholesterol,2TBDMS,isomer #1	CC(=C(CCC(C)C)O[Si](C)(C)C(C)(C)C)C1CCC2C3CC=C4CC(O[Si](C)(C)C(C)(C)C)CCC4(C)C3CCC12C	3757.2	Standard non polar	33892256
22-Oxocholesterol,2TBDMS,isomer #1	CC(=C(CCC(C)C)O[Si](C)(C)C(C)(C)C)C1CCC2C3CC=C4CC(O[Si](C)(C)C(C)(C)C)CCC4(C)C3CCC12C	3805.7	Standard polar	33892256
22-Oxocholesterol,2TBDMS,isomer #2	CC(C)CC=C(O[Si](C)(C)C(C)(C)C)C(C)C1CCC2C3CC=C4CC(O[Si](C)(C)C(C)(C)C)CCC4(C)C3CCC12C	3760.8	Semi standard non polar	33892256
22-Oxocholesterol,2TBDMS,isomer #2	CC(C)CC=C(O[Si](C)(C)C(C)(C)C)C(C)C1CCC2C3CC=C4CC(O[Si](C)(C)C(C)(C)C)CCC4(C)C3CCC12C	3781.6	Standard non polar	33892256
22-Oxocholesterol,2TBDMS,isomer #2	CC(C)CC=C(O[Si](C)(C)C(C)(C)C)C(C)C1CCC2C3CC=C4CC(O[Si](C)(C)C(C)(C)C)CCC4(C)C3CCC12C	3788.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 22-Oxocholesterol GC-MS (Non-derivatized) - 70eV, Positive	splash10-009g-2019000000-e517bded6ed29c2825d4	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 22-Oxocholesterol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 22-Oxocholesterol GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 22-Oxocholesterol GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 22-Oxocholesterol GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 22-Oxocholesterol GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 22-Oxocholesterol GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 22-Oxocholesterol GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-03	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 - 22-Oxocholesterol 10V, Positive-QTOF	splash10-0f89-0019200000-1fedbe7519570b87b0cd	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 22-Oxocholesterol 20V, Positive-QTOF	splash10-053r-9368000000-1bbdf923a751c75c9d3c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 22-Oxocholesterol 40V, Positive-QTOF	splash10-0a4i-7930000000-96db05828cf52dd25d6d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 22-Oxocholesterol 10V, Negative-QTOF	splash10-0002-0009000000-4aad22c479f1edd9c9ad	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 22-Oxocholesterol 20V, Negative-QTOF	splash10-0002-0009000000-c5a1277b2e88a9c36a58	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 22-Oxocholesterol 40V, Negative-QTOF	splash10-0k92-3069000000-b662da2428a2f8199971	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

312341

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

351779

PDB ID

Not Available

ChEBI ID

Not Available

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for 22-Oxocholesterol (HMDB0245626)

MOL for HMDB0245626 (22-Oxocholesterol)

3D MOL for HMDB0245626 (22-Oxocholesterol)

3D SDF for HMDB0245626 (22-Oxocholesterol)

3D-SDF for HMDB0245626 (22-Oxocholesterol)

PDB for HMDB0245626 (22-Oxocholesterol)

3D PDB for HMDB0245626 (22-Oxocholesterol)

SMILES for HMDB0245626 (22-Oxocholesterol)

INCHI for HMDB0245626 (22-Oxocholesterol)

Structure for HMDB0245626 (22-Oxocholesterol)

3D Structure for HMDB0245626 (22-Oxocholesterol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra