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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (23) Show 23 proteins XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 11:24:54 UTC

Update Date

2021-10-01 21:58:20 UTC

HMDB ID

HMDB0253193

Secondary Accession Numbers

None

Metabolite Identification

Common Name

HMG-CoA

Description

5-({2-[(3-{[4-({[({[5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-1,2-dihydroxy-3,3-dimethylbutylidene]amino}-1-hydroxypropylidene)amino]ethyl}sulfanyl)-3-hydroxy-3-methyl-5-oxopentanoic acid belongs to the class of organic compounds known as estrogens and derivatives. These are steroids with a structure containing a 3-hydroxylated estrane. Based on a literature review very few articles have been published on 5-({2-[(3-{[4-({[({[5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-1,2-dihydroxy-3,3-dimethylbutylidene]amino}-1-hydroxypropylidene)amino]ethyl}sulfanyl)-3-hydroxy-3-methyl-5-oxopentanoic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). Hmg-coa is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically HMG-CoA 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


  Mrv1533004241522062D          

 58 60  0  0  0  0            999 V2000
  -10.2325   -8.1707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6450   -7.4563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0575   -6.7418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3595   -7.8688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0739   -7.4563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7884   -7.8688    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3759   -8.5832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2009   -7.1543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5029   -8.2813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -14.2173   -7.8688    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
  -14.6298   -8.5832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -13.8048   -7.1543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -14.9318   -7.4563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -15.6463   -7.8688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.3607   -7.4563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.1144   -7.7918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.6665   -7.1787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.2540   -6.4643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.4470   -6.6358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -17.5895   -5.7106    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -17.1770   -4.9961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.7290   -4.3830    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -18.4827   -4.7186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -18.3965   -5.5391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -19.0639   -6.0240    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -19.8176   -5.6884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -19.9038   -4.8679    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -19.2364   -4.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -19.3226   -3.5625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -18.4869   -7.2650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -17.2860   -8.5988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -18.0706   -8.8537    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
  -18.3255   -8.0691    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -17.8156   -9.6384    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -18.8552   -9.1087    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9305   -7.0438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2160   -7.4563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2160   -8.2813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5016   -7.0438    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7871   -7.4563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0726   -7.0438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3582   -7.4563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3582   -8.2813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6437   -7.0438    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9292   -7.4563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2147   -7.0438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5003   -7.4563    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7858   -7.0438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7858   -6.2188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0713   -7.4563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3569   -7.0438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9444   -7.7582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6424   -6.6313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0721   -7.0438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7866   -6.6313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0721   -7.8688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7694   -6.3293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9305   -6.2188    0.0000 O   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
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 10 13  1  0  0  0  0
 13 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
 18 19  1  0  0  0  0
 15 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 20 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 23 28  1  0  0  0  0
 28 29  1  0  0  0  0
 17 30  1  0  0  0  0
 16 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
 32 35  1  0  0  0  0
  2 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 42 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  2  0  0  0  0
 48 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 51 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  2  0  0  0  0
 54 56  1  0  0  0  0
 51 57  1  0  0  0  0
 36 58  1  0  0  0  0
M  END

HMDB0253193
     RDKit          3D
HMG-CoA
102104  0  0  0  0  0  0  0  0999 V2000
   13.8523   -1.0381    1.6186 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8644   -0.0545    0.9714 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9088    0.2566    1.9201 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6122    1.2097    0.5982 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7109    0.9578   -0.3595 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0212   -0.1686   -0.8132 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4584    2.0399   -0.7939 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1996   -0.7007   -0.2036 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2076    0.1903   -0.8365 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9224    1.2576   -0.3604 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3819   -0.3110   -2.3724 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.1989    0.9881   -2.8082 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1369    0.9796   -1.7003 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5172   -0.3262   -1.6509 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4777   -0.5934   -0.6731 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1597    0.3223    0.0894 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8957   -1.9191   -0.6693 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6142   -2.1624   -0.0136 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3986   -1.6442   -0.5013 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8268   -0.4027   -0.7018 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4556    0.6692   -0.4113 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4300   -0.2396   -1.2779 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3133    1.1186   -1.6432 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3504   -0.5783   -0.3023 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4710    0.3281    0.9263 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3999   -2.0216    0.0997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0301   -0.2466   -0.8978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1502    1.0877   -1.2033 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6604    1.4659   -1.8567 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.1419    0.2486   -2.6289 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4631    2.7115   -3.0093 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7635    1.9518   -0.6928 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5957    0.6174   -0.0867 P   0  0  0  0  0  5  0  0  0  0  0  0
   -4.0177    0.1923    1.2611 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4713   -0.6472   -1.1879 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2281    0.9961    0.2413 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9104   -0.1836    0.4743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3816    0.0477    0.7895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9067   -1.2151    0.9949 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0263   -1.0612    1.8073 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1193   -0.5625    1.0483 N   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0524    0.3692    1.3100 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9081    0.5172    0.2873 N   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5126   -0.3459   -0.6604 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0453   -0.5942   -1.9043 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1939    0.0844   -2.4185 N   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4269   -1.5384   -2.6616 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3465   -2.1865   -2.1951 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8261   -1.9468   -0.9847 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4181   -1.0105   -0.2025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4854   -0.1442    2.8668 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4066    0.4732    3.6560 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5916    0.7650    2.0630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0452    2.0500    1.9692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0961    3.2275    2.6489 P   0  0  0  0  0  5  0  0  0  0  0  0
   -7.0499    3.8122    1.7531 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9704    4.4962    3.3346 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2502    2.4901    3.9482 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6204   -0.4247    2.1118 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.2881   -1.5770    2.3934 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.2474   -1.7583    0.8714 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2925   -0.5274    2.0661 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.0444    1.6566    1.5397 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.9283    1.9449    0.2101 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.8627    2.0648   -1.7346 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.9102   -1.1128   -0.9557 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6520   -1.6012    0.2287 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6872    1.9833   -2.7658 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7132    0.7958   -3.7726 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3915    1.7864   -1.8752 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6264    1.1962   -0.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8324   -1.0509   -2.3231 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7771   -2.2610   -1.7725 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6967   -2.6253   -0.2690 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7212   -1.7770    1.0819 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5207   -3.2770    0.1834 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7259   -2.4632   -0.8449 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4168   -0.8238   -2.2072 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6238    1.7035   -0.8959 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1756    1.3644    0.7069 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5231    0.3251    1.2390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2159   -0.0425    1.7145 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4351   -2.6826   -0.7850 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1663   -2.2565    0.8566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6043   -2.2481    0.6200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7815   -0.5317   -0.1395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2094   -0.8745   -1.7986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9503    2.5074   -3.8339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2434   -1.4899   -0.6805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4551   -0.6471    1.3739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8314   -0.9037   -0.3656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9194    0.4728   -0.0792 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3236   -2.0331    2.2496 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1386    0.9448    2.2131 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.2436    1.1196   -2.5168 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.0298   -0.4916   -2.7120 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8921   -2.9401   -2.8582 H   0  0  0  0  0  0  0  0  0  0  0  0
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 53100  1  0
 57101  1  0
 58102  1  0
M  END


  Mrv1533004241522062D          

 58 60  0  0  0  0            999 V2000
  -10.2325   -8.1707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6450   -7.4563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0575   -6.7418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3595   -7.8688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0739   -7.4563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  -12.3759   -8.5832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2009   -7.1543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -9.2160   -7.4563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2160   -8.2813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.9292   -7.4563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2147   -7.0438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5003   -7.4563    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7858   -7.0438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7858   -6.2188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0713   -7.4563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7866   -6.6313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0721   -7.8688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -9.9305   -6.2188    0.0000 O   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
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 10 13  1  0  0  0  0
 13 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
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 15 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
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 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 23 28  1  0  0  0  0
 28 29  1  0  0  0  0
 17 30  1  0  0  0  0
 16 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
 32 35  1  0  0  0  0
  2 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 42 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  2  0  0  0  0
 48 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
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 53 54  1  0  0  0  0
 54 55  2  0  0  0  0
 54 56  1  0  0  0  0
 51 57  1  0  0  0  0
 36 58  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253193

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(O)(CC(O)=O)CC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(O)(=O)OP(O)(=O)OCC1OC(C(O)C1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N

> <INCHI_IDENTIFIER>
InChI=1S/C27H44N7O20P3S/c1-26(2,21(40)24(41)30-5-4-15(35)29-6-7-58-17(38)9-27(3,42)8-16(36)37)11-51-57(48,49)54-56(46,47)50-10-14-20(53-55(43,44)45)19(39)25(52-14)34-13-33-18-22(28)31-12-32-23(18)34/h12-14,19-21,25,39-40,42H,4-11H2,1-3H3,(H,29,35)(H,30,41)(H,36,37)(H,46,47)(H,48,49)(H2,28,31,32)(H2,43,44,45)

> <INCHI_KEY>
CABVTRNMFUVUDM-UHFFFAOYSA-N

> <FORMULA>
C27H44N7O20P3S

> <MOLECULAR_WEIGHT>
911.66

> <EXACT_MASS>
911.157469013

> <JCHEM_ACCEPTOR_COUNT>
20

> <JCHEM_ATOM_COUNT>
102

> <JCHEM_AVERAGE_POLARIZABILITY>
81.1573845298457

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
11

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-{[2-(3-{3-[({[({[5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-2-hydroxy-3-methylbutanamido}propanamido)ethyl]sulfanyl}-3-hydroxy-3-methyl-5-oxopentanoic acid

> <ALOGPS_LOGP>
-0.53

> <JCHEM_LOGP>
-6.449789310026417

> <ALOGPS_LOGS>
-2.35

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-5

> <JCHEM_PKA>
1.9012042128727495

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8205353621023219

> <JCHEM_PKA_STRONGEST_BASIC>
5.001239801107518

> <JCHEM_POLAR_SURFACE_AREA>
421.15999999999997

> <JCHEM_REFRACTIVITY>
193.7020000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
24

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.10e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
HMG-CoA

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0253193
     RDKit          3D
HMG-CoA
102104  0  0  0  0  0  0  0  0999 V2000
   13.8523   -1.0381    1.6186 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8644   -0.0545    0.9714 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9088    0.2566    1.9201 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6122    1.2097    0.5982 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7109    0.9578   -0.3595 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0212   -0.1686   -0.8132 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4584    2.0399   -0.7939 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1996   -0.7007   -0.2036 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2076    0.1903   -0.8365 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9224    1.2576   -0.3604 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3819   -0.3110   -2.3724 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.1989    0.9881   -2.8082 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1369    0.9796   -1.7003 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5172   -0.3262   -1.6509 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4777   -0.5934   -0.6731 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1597    0.3223    0.0894 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8957   -1.9191   -0.6693 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6142   -2.1624   -0.0136 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3986   -1.6442   -0.5013 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8268   -0.4027   -0.7018 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4556    0.6692   -0.4113 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4300   -0.2396   -1.2779 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3133    1.1186   -1.6432 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3504   -0.5783   -0.3023 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4710    0.3281    0.9263 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3999   -2.0216    0.0997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0301   -0.2466   -0.8978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1502    1.0877   -1.2033 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6604    1.4659   -1.8567 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.1419    0.2486   -2.6289 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4631    2.7115   -3.0093 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7635    1.9518   -0.6928 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5957    0.6174   -0.0867 P   0  0  0  0  0  5  0  0  0  0  0  0
   -4.0177    0.1923    1.2611 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4713   -0.6472   -1.1879 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2281    0.9961    0.2413 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9104   -0.1836    0.4743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3816    0.0477    0.7895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9067   -1.2151    0.9949 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0263   -1.0612    1.8073 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1193   -0.5625    1.0483 N   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0524    0.3692    1.3100 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9081    0.5172    0.2873 N   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5126   -0.3459   -0.6604 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0453   -0.5942   -1.9043 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1939    0.0844   -2.4185 N   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4269   -1.5384   -2.6616 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3465   -2.1865   -2.1951 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8261   -1.9468   -0.9847 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4181   -1.0105   -0.2025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4854   -0.1442    2.8668 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4066    0.4732    3.6560 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5916    0.7650    2.0630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0452    2.0500    1.9692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0961    3.2275    2.6489 P   0  0  0  0  0  5  0  0  0  0  0  0
   -7.0499    3.8122    1.7531 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9704    4.4962    3.3346 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2502    2.4901    3.9482 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6204   -0.4247    2.1118 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.2881   -1.5770    2.3934 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.2474   -1.7583    0.8714 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2925   -0.5274    2.0661 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.0444    1.6566    1.5397 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.9283    1.9449    0.2101 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.8627    2.0648   -1.7346 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.9102   -1.1128   -0.9557 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6520   -1.6012    0.2287 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6872    1.9833   -2.7658 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7132    0.7958   -3.7726 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3915    1.7864   -1.8752 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6264    1.1962   -0.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8324   -1.0509   -2.3231 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7771   -2.2610   -1.7725 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6967   -2.6253   -0.2690 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7212   -1.7770    1.0819 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5207   -3.2770    0.1834 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7259   -2.4632   -0.8449 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4168   -0.8238   -2.2072 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6238    1.7035   -0.8959 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1756    1.3644    0.7069 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5231    0.3251    1.2390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2159   -0.0425    1.7145 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4351   -2.6826   -0.7850 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1663   -2.2565    0.8566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6043   -2.2481    0.6200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7815   -0.5317   -0.1395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2094   -0.8745   -1.7986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9503    2.5074   -3.8339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2434   -1.4899   -0.6805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4551   -0.6471    1.3739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8314   -0.9037   -0.3656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9194    0.4728   -0.0792 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3236   -2.0331    2.2496 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1386    0.9448    2.2131 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.2436    1.1196   -2.5168 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.0298   -0.4916   -2.7120 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8921   -2.9401   -2.8582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8639   -0.8026    3.5453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9589    0.8631    4.4368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6050    0.8042    2.6017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9521    4.4020    3.1385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9551    3.1931    4.5605 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
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M  END

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0     -19.101 -15.252   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -19.871 -13.918   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -20.641 -12.585   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -21.204 -14.688   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0     -22.538 -13.918   0.000  0.00  0.00           O+0
HETATM    6  P   UNK     0     -23.872 -14.688   0.000  0.00  0.00           P+0
HETATM    7  O   UNK     0     -23.102 -16.022   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0     -24.642 -13.355   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0     -25.205 -15.458   0.000  0.00  0.00           O+0
HETATM   10  P   UNK     0     -26.539 -14.688   0.000  0.00  0.00           P+0
HETATM   11  O   UNK     0     -27.309 -16.022   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0     -25.769 -13.355   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0     -27.873 -13.918   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0     -29.206 -14.688   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -30.540 -13.918   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -31.947 -14.545   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -32.977 -13.400   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -32.207 -12.067   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0     -30.701 -12.387   0.000  0.00  0.00           O+0
HETATM   20  N   UNK     0     -32.834 -10.660   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0     -32.064  -9.326   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0     -33.094  -8.182   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0     -34.501  -8.808   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0     -34.340 -10.340   0.000  0.00  0.00           C+0
HETATM   25  N   UNK     0     -35.586 -11.245   0.000  0.00  0.00           N+0
HETATM   26  C   UNK     0     -36.993 -10.618   0.000  0.00  0.00           C+0
HETATM   27  N   UNK     0     -37.154  -9.087   0.000  0.00  0.00           N+0
HETATM   28  C   UNK     0     -35.908  -8.182   0.000  0.00  0.00           C+0
HETATM   29  N   UNK     0     -36.069  -6.650   0.000  0.00  0.00           N+0
HETATM   30  O   UNK     0     -34.509 -13.561   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0     -32.267 -16.051   0.000  0.00  0.00           O+0
HETATM   32  P   UNK     0     -33.732 -16.527   0.000  0.00  0.00           P+0
HETATM   33  O   UNK     0     -34.208 -15.062   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0     -33.256 -17.992   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0     -35.196 -17.003   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0     -18.537 -13.148   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0     -17.203 -13.918   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0     -17.203 -15.458   0.000  0.00  0.00           O+0
HETATM   39  N   UNK     0     -15.870 -13.148   0.000  0.00  0.00           N+0
HETATM   40  C   UNK     0     -14.536 -13.918   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0     -13.202 -13.148   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0     -11.869 -13.918   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0     -11.869 -15.458   0.000  0.00  0.00           O+0
HETATM   44  N   UNK     0     -10.535 -13.148   0.000  0.00  0.00           N+0
HETATM   45  C   UNK     0      -9.201 -13.918   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      -7.868 -13.148   0.000  0.00  0.00           C+0
HETATM   47  S   UNK     0      -6.534 -13.918   0.000  0.00  0.00           S+0
HETATM   48  C   UNK     0      -5.200 -13.148   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0      -5.200 -11.608   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0      -3.866 -13.918   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      -2.533 -13.148   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      -1.763 -14.482   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      -1.199 -12.378   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0       0.135 -13.148   0.000  0.00  0.00           C+0
HETATM   55  O   UNK     0       1.468 -12.378   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0       0.135 -14.688   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0      -3.303 -11.815   0.000  0.00  0.00           O+0
HETATM   58  O   UNK     0     -18.537 -11.608   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4   36                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8    9                                             
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    6   10                                                       
CONECT   10    9   11   12   13                                             
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13   10   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   19                                                  
CONECT   16   15   17   31                                                  
CONECT   17   16   18   30                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18   15                                                       
CONECT   20   18   21   24                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   28                                                  
CONECT   24   23   20   25                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   23   29                                                  
CONECT   29   28                                                            
CONECT   30   17                                                            
CONECT   31   16   32                                                       
CONECT   32   31   33   34   35                                             
CONECT   33   32                                                            
CONECT   34   32                                                            
CONECT   35   32                                                            
CONECT   36    2   37   58                                                  
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43   44                                                  
CONECT   43   42                                                            
CONECT   44   42   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47   49   50                                                  
CONECT   49   48                                                            
CONECT   50   48   51                                                       
CONECT   51   50   52   53   57                                             
CONECT   52   51                                                            
CONECT   53   51   54                                                       
CONECT   54   53   55   56                                                  
CONECT   55   54                                                            
CONECT   56   54                                                            
CONECT   57   51                                                            
CONECT   58   36                                                            
MASTER        0    0    0    0    0    0    0    0   58    0  120    0
END

COMPND    HMDB0253193
HETATM    1  C1  UNL     1      13.852  -1.038   1.619  1.00  0.00           C  
HETATM    2  C2  UNL     1      12.864  -0.055   0.971  1.00  0.00           C  
HETATM    3  O1  UNL     1      11.909   0.257   1.920  1.00  0.00           O  
HETATM    4  C3  UNL     1      13.612   1.210   0.598  1.00  0.00           C  
HETATM    5  C4  UNL     1      14.711   0.958  -0.359  1.00  0.00           C  
HETATM    6  O2  UNL     1      15.021  -0.169  -0.813  1.00  0.00           O  
HETATM    7  O3  UNL     1      15.458   2.040  -0.794  1.00  0.00           O  
HETATM    8  C5  UNL     1      12.200  -0.701  -0.204  1.00  0.00           C  
HETATM    9  C6  UNL     1      11.208   0.190  -0.837  1.00  0.00           C  
HETATM   10  O4  UNL     1      10.922   1.258  -0.360  1.00  0.00           O  
HETATM   11  S1  UNL     1      10.382  -0.311  -2.372  1.00  0.00           S  
HETATM   12  C7  UNL     1       9.199   0.988  -2.808  1.00  0.00           C  
HETATM   13  C8  UNL     1       8.137   0.980  -1.700  1.00  0.00           C  
HETATM   14  N1  UNL     1       7.517  -0.326  -1.651  1.00  0.00           N  
HETATM   15  C9  UNL     1       6.478  -0.593  -0.673  1.00  0.00           C  
HETATM   16  O5  UNL     1       6.160   0.322   0.089  1.00  0.00           O  
HETATM   17  C10 UNL     1       5.896  -1.919  -0.669  1.00  0.00           C  
HETATM   18  C11 UNL     1       4.614  -2.162  -0.014  1.00  0.00           C  
HETATM   19  N2  UNL     1       3.399  -1.644  -0.501  1.00  0.00           N  
HETATM   20  C12 UNL     1       2.827  -0.403  -0.702  1.00  0.00           C  
HETATM   21  O6  UNL     1       3.456   0.669  -0.411  1.00  0.00           O  
HETATM   22  C13 UNL     1       1.430  -0.240  -1.278  1.00  0.00           C  
HETATM   23  O7  UNL     1       1.313   1.119  -1.643  1.00  0.00           O  
HETATM   24  C14 UNL     1       0.350  -0.578  -0.302  1.00  0.00           C  
HETATM   25  C15 UNL     1       0.471   0.328   0.926  1.00  0.00           C  
HETATM   26  C16 UNL     1       0.400  -2.022   0.100  1.00  0.00           C  
HETATM   27  C17 UNL     1      -1.030  -0.247  -0.898  1.00  0.00           C  
HETATM   28  O8  UNL     1      -1.150   1.088  -1.203  1.00  0.00           O  
HETATM   29  P1  UNL     1      -2.660   1.466  -1.857  1.00  0.00           P  
HETATM   30  O9  UNL     1      -3.142   0.249  -2.629  1.00  0.00           O  
HETATM   31  O10 UNL     1      -2.463   2.711  -3.009  1.00  0.00           O  
HETATM   32  O11 UNL     1      -3.764   1.952  -0.693  1.00  0.00           O  
HETATM   33  P2  UNL     1      -4.596   0.617  -0.087  1.00  0.00           P  
HETATM   34  O12 UNL     1      -4.018   0.192   1.261  1.00  0.00           O  
HETATM   35  O13 UNL     1      -4.471  -0.647  -1.188  1.00  0.00           O  
HETATM   36  O14 UNL     1      -6.228   0.996   0.241  1.00  0.00           O  
HETATM   37  C18 UNL     1      -6.910  -0.184   0.474  1.00  0.00           C  
HETATM   38  C19 UNL     1      -8.382   0.048   0.790  1.00  0.00           C  
HETATM   39  O15 UNL     1      -8.907  -1.215   0.995  1.00  0.00           O  
HETATM   40  C20 UNL     1     -10.026  -1.061   1.807  1.00  0.00           C  
HETATM   41  N3  UNL     1     -11.119  -0.563   1.048  1.00  0.00           N  
HETATM   42  C21 UNL     1     -12.052   0.369   1.310  1.00  0.00           C  
HETATM   43  N4  UNL     1     -12.908   0.517   0.287  1.00  0.00           N  
HETATM   44  C22 UNL     1     -12.513  -0.346  -0.660  1.00  0.00           C  
HETATM   45  C23 UNL     1     -13.045  -0.594  -1.904  1.00  0.00           C  
HETATM   46  N5  UNL     1     -14.194   0.084  -2.419  1.00  0.00           N  
HETATM   47  N6  UNL     1     -12.427  -1.538  -2.662  1.00  0.00           N  
HETATM   48  C24 UNL     1     -11.347  -2.187  -2.195  1.00  0.00           C  
HETATM   49  N7  UNL     1     -10.826  -1.947  -0.985  1.00  0.00           N  
HETATM   50  C25 UNL     1     -11.418  -1.011  -0.203  1.00  0.00           C  
HETATM   51  C26 UNL     1      -9.485  -0.144   2.867  1.00  0.00           C  
HETATM   52  O16 UNL     1     -10.407   0.473   3.656  1.00  0.00           O  
HETATM   53  C27 UNL     1      -8.592   0.765   2.063  1.00  0.00           C  
HETATM   54  O17 UNL     1      -9.045   2.050   1.969  1.00  0.00           O  
HETATM   55  P3  UNL     1      -8.096   3.227   2.649  1.00  0.00           P  
HETATM   56  O18 UNL     1      -7.050   3.812   1.753  1.00  0.00           O  
HETATM   57  O19 UNL     1      -8.970   4.496   3.335  1.00  0.00           O  
HETATM   58  O20 UNL     1      -7.250   2.490   3.948  1.00  0.00           O  
HETATM   59  H1  UNL     1      14.620  -0.425   2.112  1.00  0.00           H  
HETATM   60  H2  UNL     1      13.288  -1.577   2.393  1.00  0.00           H  
HETATM   61  H3  UNL     1      14.247  -1.758   0.871  1.00  0.00           H  
HETATM   62  H4  UNL     1      11.292  -0.527   2.066  1.00  0.00           H  
HETATM   63  H5  UNL     1      14.044   1.657   1.540  1.00  0.00           H  
HETATM   64  H6  UNL     1      12.928   1.945   0.210  1.00  0.00           H  
HETATM   65  H7  UNL     1      15.863   2.065  -1.735  1.00  0.00           H  
HETATM   66  H8  UNL     1      12.910  -1.113  -0.956  1.00  0.00           H  
HETATM   67  H9  UNL     1      11.652  -1.601   0.229  1.00  0.00           H  
HETATM   68  H10 UNL     1       9.687   1.983  -2.766  1.00  0.00           H  
HETATM   69  H11 UNL     1       8.713   0.796  -3.773  1.00  0.00           H  
HETATM   70  H12 UNL     1       7.392   1.786  -1.875  1.00  0.00           H  
HETATM   71  H13 UNL     1       8.626   1.196  -0.752  1.00  0.00           H  
HETATM   72  H14 UNL     1       7.832  -1.051  -2.323  1.00  0.00           H  
HETATM   73  H15 UNL     1       5.777  -2.261  -1.773  1.00  0.00           H  
HETATM   74  H16 UNL     1       6.697  -2.625  -0.269  1.00  0.00           H  
HETATM   75  H17 UNL     1       4.721  -1.777   1.082  1.00  0.00           H  
HETATM   76  H18 UNL     1       4.521  -3.277   0.183  1.00  0.00           H  
HETATM   77  H19 UNL     1       2.726  -2.463  -0.845  1.00  0.00           H  
HETATM   78  H20 UNL     1       1.417  -0.824  -2.207  1.00  0.00           H  
HETATM   79  H21 UNL     1       1.624   1.704  -0.896  1.00  0.00           H  
HETATM   80  H22 UNL     1       0.176   1.364   0.707  1.00  0.00           H  
HETATM   81  H23 UNL     1       1.523   0.325   1.239  1.00  0.00           H  
HETATM   82  H24 UNL     1      -0.216  -0.043   1.714  1.00  0.00           H  
HETATM   83  H25 UNL     1       0.435  -2.683  -0.785  1.00  0.00           H  
HETATM   84  H26 UNL     1       1.166  -2.256   0.857  1.00  0.00           H  
HETATM   85  H27 UNL     1      -0.604  -2.248   0.620  1.00  0.00           H  
HETATM   86  H28 UNL     1      -1.782  -0.532  -0.139  1.00  0.00           H  
HETATM   87  H29 UNL     1      -1.209  -0.874  -1.799  1.00  0.00           H  
HETATM   88  H30 UNL     1      -2.950   2.507  -3.834  1.00  0.00           H  
HETATM   89  H31 UNL     1      -4.243  -1.490  -0.681  1.00  0.00           H  
HETATM   90  H32 UNL     1      -6.455  -0.647   1.374  1.00  0.00           H  
HETATM   91  H33 UNL     1      -6.831  -0.904  -0.366  1.00  0.00           H  
HETATM   92  H34 UNL     1      -8.919   0.473  -0.079  1.00  0.00           H  
HETATM   93  H35 UNL     1     -10.324  -2.033   2.250  1.00  0.00           H  
HETATM   94  H36 UNL     1     -12.139   0.945   2.213  1.00  0.00           H  
HETATM   95  H37 UNL     1     -14.244   1.120  -2.517  1.00  0.00           H  
HETATM   96  H38 UNL     1     -15.030  -0.492  -2.712  1.00  0.00           H  
HETATM   97  H39 UNL     1     -10.892  -2.940  -2.858  1.00  0.00           H  
HETATM   98  H40 UNL     1      -8.864  -0.803   3.545  1.00  0.00           H  
HETATM   99  H41 UNL     1      -9.959   0.863   4.437  1.00  0.00           H  
HETATM  100  H42 UNL     1      -7.605   0.804   2.602  1.00  0.00           H  
HETATM  101  H43 UNL     1      -9.952   4.402   3.139  1.00  0.00           H  
HETATM  102  H44 UNL     1      -6.955   3.193   4.560  1.00  0.00           H  
CONECT    1    2   59   60   61
CONECT    2    3    4    8
CONECT    3   62
CONECT    4    5   63   64
CONECT    5    6    6    7
CONECT    7   65
CONECT    8    9   66   67
CONECT    9   10   10   11
CONECT   11   12
CONECT   12   13   68   69
CONECT   13   14   70   71
CONECT   14   15   72
CONECT   15   16   16   17
CONECT   17   18   73   74
CONECT   18   19   75   76
CONECT   19   20   77
CONECT   20   21   21   22
CONECT   22   23   24   78
CONECT   23   79
CONECT   24   25   26   27
CONECT   25   80   81   82
CONECT   26   83   84   85
CONECT   27   28   86   87
CONECT   28   29
CONECT   29   30   30   31   32
CONECT   31   88
CONECT   32   33
CONECT   33   34   34   35   36
CONECT   35   89
CONECT   36   37
CONECT   37   38   90   91
CONECT   38   39   53   92
CONECT   39   40
CONECT   40   41   51   93
CONECT   41   42   50
CONECT   42   43   43   94
CONECT   43   44
CONECT   44   45   45   50
CONECT   45   46   47
CONECT   46   95   96
CONECT   47   48   48
CONECT   48   49   97
CONECT   49   50   50
CONECT   51   52   53   98
CONECT   52   99
CONECT   53   54  100
CONECT   54   55
CONECT   55   56   56   57   58
CONECT   57  101
CONECT   58  102
END

HMDB0253193
     RDKit          3D
HMG-CoA
102104  0  0  0  0  0  0  0  0999 V2000
   13.8523   -1.0381    1.6186 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8644   -0.0545    0.9714 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9088    0.2566    1.9201 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6122    1.2097    0.5982 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7109    0.9578   -0.3595 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0212   -0.1686   -0.8132 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4584    2.0399   -0.7939 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1996   -0.7007   -0.2036 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2076    0.1903   -0.8365 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9224    1.2576   -0.3604 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3819   -0.3110   -2.3724 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.1989    0.9881   -2.8082 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1369    0.9796   -1.7003 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5172   -0.3262   -1.6509 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4777   -0.5934   -0.6731 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1597    0.3223    0.0894 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8957   -1.9191   -0.6693 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6142   -2.1624   -0.0136 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3986   -1.6442   -0.5013 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8268   -0.4027   -0.7018 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4556    0.6692   -0.4113 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4300   -0.2396   -1.2779 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3133    1.1186   -1.6432 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3504   -0.5783   -0.3023 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4710    0.3281    0.9263 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3999   -2.0216    0.0997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0301   -0.2466   -0.8978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1502    1.0877   -1.2033 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6604    1.4659   -1.8567 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.1419    0.2486   -2.6289 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4631    2.7115   -3.0093 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7635    1.9518   -0.6928 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5957    0.6174   -0.0867 P   0  0  0  0  0  5  0  0  0  0  0  0
   -4.0177    0.1923    1.2611 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4713   -0.6472   -1.1879 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2281    0.9961    0.2413 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9104   -0.1836    0.4743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3816    0.0477    0.7895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9067   -1.2151    0.9949 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0263   -1.0612    1.8073 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1193   -0.5625    1.0483 N   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0524    0.3692    1.3100 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9081    0.5172    0.2873 N   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5126   -0.3459   -0.6604 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0453   -0.5942   -1.9043 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1939    0.0844   -2.4185 N   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4269   -1.5384   -2.6616 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3465   -2.1865   -2.1951 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8261   -1.9468   -0.9847 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4181   -1.0105   -0.2025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4854   -0.1442    2.8668 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4066    0.4732    3.6560 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5916    0.7650    2.0630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0452    2.0500    1.9692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0961    3.2275    2.6489 P   0  0  0  0  0  5  0  0  0  0  0  0
   -7.0499    3.8122    1.7531 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9704    4.4962    3.3346 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2502    2.4901    3.9482 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6204   -0.4247    2.1118 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.2881   -1.5770    2.3934 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.2474   -1.7583    0.8714 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2925   -0.5274    2.0661 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.0444    1.6566    1.5397 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.9283    1.9449    0.2101 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.8627    2.0648   -1.7346 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.9102   -1.1128   -0.9557 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6520   -1.6012    0.2287 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6872    1.9833   -2.7658 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7132    0.7958   -3.7726 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3915    1.7864   -1.8752 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6264    1.1962   -0.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8324   -1.0509   -2.3231 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7771   -2.2610   -1.7725 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6967   -2.6253   -0.2690 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7212   -1.7770    1.0819 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5207   -3.2770    0.1834 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7259   -2.4632   -0.8449 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4168   -0.8238   -2.2072 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6238    1.7035   -0.8959 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1756    1.3644    0.7069 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5231    0.3251    1.2390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2159   -0.0425    1.7145 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4351   -2.6826   -0.7850 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1663   -2.2565    0.8566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6043   -2.2481    0.6200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7815   -0.5317   -0.1395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2094   -0.8745   -1.7986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9503    2.5074   -3.8339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2434   -1.4899   -0.6805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4551   -0.6471    1.3739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8314   -0.9037   -0.3656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9194    0.4728   -0.0792 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3236   -2.0331    2.2496 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1386    0.9448    2.2131 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.2436    1.1196   -2.5168 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.0298   -0.4916   -2.7120 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8921   -2.9401   -2.8582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8639   -0.8026    3.5453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9589    0.8631    4.4368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6050    0.8042    2.6017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9521    4.4020    3.1385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9551    3.1931    4.5605 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  2  0
  5  7  1  0
  2  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  2  0
 29 31  1  0
 29 32  1  0
 32 33  1  0
 33 34  2  0
 33 35  1  0
 33 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  2  0
 43 44  1  0
 44 45  2  0
 45 46  1  0
 45 47  1  0
 47 48  2  0
 48 49  1  0
 49 50  2  0
 40 51  1  0
 51 52  1  0
 51 53  1  0
 53 54  1  0
 54 55  1  0
 55 56  2  0
 55 57  1  0
 55 58  1  0
 53 38  1  0
 50 41  1  0
 50 44  1  0
  1 59  1  0
  1 60  1  0
  1 61  1  0
  3 62  1  0
  4 63  1  0
  4 64  1  0
  7 65  1  0
  8 66  1  0
  8 67  1  0
 12 68  1  0
 12 69  1  0
 13 70  1  0
 13 71  1  0
 14 72  1  0
 17 73  1  0
 17 74  1  0
 18 75  1  0
 18 76  1  0
 19 77  1  0
 22 78  1  0
 23 79  1  0
 25 80  1  0
 25 81  1  0
 25 82  1  0
 26 83  1  0
 26 84  1  0
 26 85  1  0
 27 86  1  0
 27 87  1  0
 31 88  1  0
 35 89  1  0
 37 90  1  0
 37 91  1  0
 38 92  1  0
 40 93  1  0
 42 94  1  0
 46 95  1  0
 46 96  1  0
 48 97  1  0
 51 98  1  0
 52 99  1  0
 53100  1  0
 57101  1  0
 58102  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5-({2-[(3-{[4-({[({[5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-1,2-dihydroxy-3,3-dimethylbutylidene]amino}-1-hydroxypropylidene)amino]ethyl}sulfanyl)-3-hydroxy-3-methyl-5-oxopentanoate	Generator
5-({2-[(3-{[4-({[({[5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-1,2-dihydroxy-3,3-dimethylbutylidene]amino}-1-hydroxypropylidene)amino]ethyl}sulphanyl)-3-hydroxy-3-methyl-5-oxopentanoate	Generator
5-({2-[(3-{[4-({[({[5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-1,2-dihydroxy-3,3-dimethylbutylidene]amino}-1-hydroxypropylidene)amino]ethyl}sulphanyl)-3-hydroxy-3-methyl-5-oxopentanoic acid	Generator

Chemical Formula

C₂₇H₄₄N₇O₂₀P₃S

Average Molecular Weight

911.66

Monoisotopic Molecular Weight

911.157469013

IUPAC Name

5-{[2-(3-{3-[({[({[5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-2-hydroxy-3-methylbutanamido}propanamido)ethyl]sulfanyl}-3-hydroxy-3-methyl-5-oxopentanoic acid

Traditional Name

HMG-CoA

CAS Registry Number

Not Available

SMILES

CC(O)(CC(O)=O)CC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(O)(=O)OP(O)(=O)OCC1OC(C(O)C1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N

InChI Identifier

InChI=1S/C27H44N7O20P3S/c1-26(2,21(40)24(41)30-5-4-15(35)29-6-7-58-17(38)9-27(3,42)8-16(36)37)11-51-57(48,49)54-56(46,47)50-10-14-20(53-55(43,44)45)19(39)25(52-14)34-13-33-18-22(28)31-12-32-23(18)34/h12-14,19-21,25,39-40,42H,4-11H2,1-3H3,(H,29,35)(H,30,41)(H,36,37)(H,46,47)(H,48,49)(H2,28,31,32)(H2,43,44,45)

InChI Key

CABVTRNMFUVUDM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as estrogens and derivatives. These are steroids with a structure containing a 3-hydroxylated estrane.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Estrane steroids

Direct Parent

Estrogens and derivatives

Alternative Parents

Substituents

Estrogen-skeleton
17-hydroxysteroid
Oxosteroid
Hydroxysteroid
3-oxosteroid
3-oxo-delta-4-steroid
Delta-4-steroid
Cyclohexenone
Cyclic alcohol
Cyclic ketone
Secondary alcohol
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
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)

Source

Exogenous

Exogenous (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	-0.53	ALOGPS
logP	-6.4	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	0.82	ChemAxon
pKa (Strongest Basic)	5	ChemAxon
Physiological Charge	-5	ChemAxon
Hydrogen Acceptor Count	20	ChemAxon
Hydrogen Donor Count	11	ChemAxon
Polar Surface Area	421.16 Å²	ChemAxon
Rotatable Bond Count	24	ChemAxon
Refractivity	193.7 m³·mol⁻¹	ChemAxon
Polarizability	81.16 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	237.21	30932474
DeepCCS	[M-H]-	235.315	30932474
DeepCCS	[M-2H]-	268.551	30932474
DeepCCS	[M+Na]+	243.15	30932474
AllCCS	[M+H]+	263.8	32859911
AllCCS	[M+H-H2O]+	264.4	32859911
AllCCS	[M+NH4]+	263.1	32859911
AllCCS	[M+Na]+	262.9	32859911
AllCCS	[M-H]-	266.3	32859911
AllCCS	[M+Na-2H]-	270.7	32859911
AllCCS	[M+HCOO]-	275.6	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	10.4672 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	9.64 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	914.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	176.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	91.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	168.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	81.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	358.4 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	408.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	893.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	658.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	227.7 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	722.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	223.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	282.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	494.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	370.2 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	672.7 seconds	40023050

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - HMG-CoA 10V, Positive-QTOF	splash10-03di-0000000169-47d0ed82d5acca38b9e0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - HMG-CoA 20V, Positive-QTOF	splash10-002r-1500000391-9d63a322b718612b8587	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - HMG-CoA 40V, Positive-QTOF	splash10-0a4i-0011900000-8cd7219febe3fe3c0380	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - HMG-CoA 10V, Negative-QTOF	splash10-03dm-0000000094-b818de142848216a6af3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - HMG-CoA 20V, Negative-QTOF	splash10-0a4u-9500001521-8d0d8c41c4c284cc696f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - HMG-CoA 40V, Negative-QTOF	splash10-004m-9202503430-001456d7b42e54584702	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

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

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 ]

Only showing the first 10 proteins. There are 23 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. Hydroxymethylglutaryl-CoA synthase, mitochondrial

General function:: Involved in hydroxymethylglutaryl-CoA synthase activity
Specific function:: This enzyme condenses acetyl-CoA with acetoacetyl-CoA to form HMG-CoA, which is the substrate for HMG-CoA reductase.
Gene Name:: HMGCS2
Uniprot ID:: P54868
Molecular weight:: 52481.065

Enzyme Details

2. Hydroxymethylglutaryl-CoA synthase, cytoplasmic

General function:: Involved in hydroxymethylglutaryl-CoA synthase activity
Specific function:: This enzyme condenses acetyl-CoA with acetoacetyl-CoA to form HMG-CoA, which is the substrate for HMG-CoA reductase.
Gene Name:: HMGCS1
Uniprot ID:: Q01581
Molecular weight:: 57293.105

Enzyme Details

3. 3-hydroxy-3-methylglutaryl-coenzyme A reductase

General function:: Involved in hydroxymethylglutaryl-CoA reductase (NADPH) activity
Specific function:: Transmembrane glycoprotein that is the rate-limiting enzyme in cholesterol biosynthesis as well as in the biosynthesis of nonsterol isoprenoids that are essential for normal cell function including ubiquinone and geranylgeranyl proteins.
Gene Name:: HMGCR
Uniprot ID:: P04035
Molecular weight:: 97475.155

Enzyme Details

4. Transmembrane and ubiquitin-like domain-containing protein 1

General function:: Not Available
Specific function:: Involved in sterol-regulated ubiquitination and degradation of HMG-CoA reductase HMGCR (PubMed:21343306). Involved in positive regulation of AMPA-selective glutamate receptor GRIA2 recycling to the cell surface (By similarity). Acts as negative regulator of hepatocyte growth during regeneration (By similarity).May contribute to the regulation of translation during cell-cycle progression. May contribute to the regulation of cell proliferation (By similarity). May be involved in centrosome assembly. Modulates stabilization and nucleolar localization of tumor suppressor CDKN2A and enhances association between CDKN2A and NPM1 (By similarity).
Gene Name:: TMUB1
Uniprot ID:: Q9BVT8
Molecular weight:: 26261.015

Enzyme Details

5. Hydroxymethylglutaryl-CoA synthase, mitochondrial

General function:: Not Available
Specific function:: Catalyzes the first irreversible step in ketogenesis, condensing acetyl-CoA to acetoacetyl-CoA to form HMG-CoA, which is converted by HMG-CoA reductase (HMGCR) into mevalonate.
Gene Name:: HMGCS2
Uniprot ID:: P54869
Molecular weight:: 56822.265

Enzyme Details

6. Lovastatin nonaketide synthase, enoyl reductase component lovC

General function:: Not Available
Specific function:: Trans-enoyl reductase; part of the gene cluster that mediates the biosynthesis of lovastatin (also known as mevinolin, mevacor or monacolin K), a hypolipidemic inhibitor of (3S)-hydroxymethylglutaryl-coenzyme A (HMG-CoA) reductase (HMGR) (PubMed:10334994, PubMed:12929390, PubMed:21495633). The first step in the biosynthesis of lovastatin is the production of dihydromonacolin L acid by the lovastatin nonaketide synthase lovB and the trans-acting enoyl reductase lovC via condensation of one acetyl-CoA unit and 8 malonyl-CoA units (PubMed:10334994, PubMed:10381407, PubMed:19900898, PubMed:22733743). Dihydromonacolin L acid is released from lovB by the thioesterase lovG (PubMed:23653178). Next, dihydromonacolin L acid is oxidized by the dihydromonacolin L monooxygenase lovA twice to form monacolin J acid (PubMed:12929390, PubMed:21495633). The 2-methylbutyrate moiety of lovastatin is synthesized by the lovastatin diketide synthase lovF via condensation of one acetyl-CoA unit and one malonyl-CoA unit (PubMed:19530726, PubMed:21069965). Finally, the covalent attachment of this moiety to monacolin J acid is catalyzed by the transesterase lovD to yield lovastatin (PubMed:10334994, PubMed:17113998, PubMed:18988191, PubMed:19875080, PubMed:24727900). LovD has broad substrate specificity and can also convert monacolin J to simvastatin using alpha-dimethylbutanoyl-S-methyl-3-mercaptopropionate (DMB-S-MMP) as the thioester acyl donor, and can also catalyze the reverse reaction and function as hydrolase in vitro (PubMed:19875080). LovD has much higher activity with LovF-bound 2-methylbutanoate than with free diketide substrates (PubMed:21069965).
Gene Name:: LOVC
Uniprot ID:: Q9Y7D0
Molecular weight:: 39510.63

Enzyme Details

7. Lovastatin diketide synthase lovF

General function:: Not Available
Specific function:: Lovastatin diketide synthase; part of the gene cluster that mediates the biosynthesis of lovastatin (also known as mevinolin, mevacor or monacolin K), a hypolipidemic inhibitor of (3S)-hydroxymethylglutaryl-coenzyme A (HMG-CoA) reductase (HMGR) (PubMed:10334994, PubMed:12929390, PubMed:21495633). The first step in the biosynthesis of lovastatin is the production of dihydromonacolin L acid by the lovastatin nonaketide synthase lovB and the trans-acting enoyl reductase lovC via condensation of one acetyl-CoA unit and 8 malonyl-CoA units (PubMed:10334994, PubMed:10381407, PubMed:19900898, PubMed:22733743). Dihydromonacolin L acid is released from lovB by the thioesterase lovG (PubMed:23653178). Next, dihydromonacolin L acid is oxidized by the dihydromonacolin L monooxygenase lovA twice to form monacolin J acid (PubMed:12929390, PubMed:21495633). The 2-methylbutyrate moiety of lovastatin is synthesized by the lovastatin diketide synthase lovF via condensation of one acetyl-CoA unit and one malonyl-CoA unit (PubMed:19530726, PubMed:21069965). Finally, the covalent attachment of this moiety to monacolin J acid is catalyzed by the transesterase lovD to yield lovastatin (PubMed:10334994, PubMed:17113998, PubMed:18988191, PubMed:19875080, PubMed:24727900). LovD has broad substrate specificity and can also convert monacolin J to simvastatin using alpha-dimethylbutanoyl-S-methyl-3-mercaptopropionate (DMB-S-MMP) as the thioester acyl donor, and can also catalyze the reverse reaction and function as hydrolase in vitro (PubMed:19875080). LovD has much higher activity with LovF-bound 2-methylbutanoate than with free diketide substrates (PubMed:21069965).
Gene Name:: LOVF
Uniprot ID:: Q9Y7D5
Molecular weight:: 276638.215

Enzyme Details

8. Hydroxymethylglutaryl-CoA synthase

General function:: Not Available
Specific function:: This enzyme condenses acetyl-CoA with acetoacetyl-CoA to form HMG-CoA, which is the substrate for HMG-CoA reductase.
Gene Name:: HMGS-1
Uniprot ID:: P54871
Molecular weight:: 51415.085

Enzyme Details

9. 3-hydroxy-3-methylglutaryl-coenzyme A reductase 2

General function:: Not Available
Specific function:: One of 2 isozymes that catalyze the conversion of HMG-CoA to mevalonate. It is the rate-limiting enzyme of the sterol biosynthesis pathway. Involved in ergosterol biosynthesis.
Gene Name:: HMG2
Uniprot ID:: P12684
Molecular weight:: 115690.63

Enzyme Details

10. Lovastatin nonaketide synthase, polyketide synthase component

General function:: Not Available
Specific function:: Lovastatin nonaketide synthase; part of the gene cluster that mediates the biosynthesis of lovastatin (also known as mevinolin, mevacor or monacolin K), a hypolipidemic inhibitor of (3S)-hydroxymethylglutaryl-coenzyme A (HMG-CoA) reductase (HMGR) (PubMed:10334994, PubMed:12929390, PubMed:21495633, PubMed:23023987). The first step in the biosynthesis of lovastatin is the production of dihydromonacolin L acid by the lovastatin nonaketide synthase lovB and the trans-acting enoyl reductase lovC via condensation of one acetyl-CoA unit and 8 malonyl-CoA units (PubMed:10334994, PubMed:10381407, PubMed:19900898, PubMed:22733743, PubMed:23023987). Dihydromonacolin L acid is released from lovB by the thioesterase lovG (PubMed:23653178). Next, dihydromonacolin L acid is oxidized by the dihydromonacolin L monooxygenase lovA twice to form monacolin J acid (PubMed:12929390, PubMed:21495633). The 2-methylbutyrate moiety of lovastatin is synthesized by the lovastatin diketide synthase lovF via condensation of one acetyl-CoA unit and one malonyl-CoA unit (PubMed:19530726, PubMed:21069965). Finally, the covalent attachment of this moiety to monacolin J acid is catalyzed by the transesterase lovD to yield lovastatin (PubMed:10334994, PubMed:17113998, PubMed:18988191, PubMed:19875080, PubMed:24727900). LovD has broad substrate specificity and can also convert monacolin J to simvastatin using alpha-dimethylbutanoyl-S-methyl-3-mercaptopropionate (DMB-S-MMP) as the thioester acyl donor, and can also catalyze the reverse reaction and function as hydrolase in vitro (PubMed:19875080). LovD has much higher activity with LovF-bound 2-methylbutanoate than with free diketide substrates (PubMed:21069965).
Gene Name:: LOVB
Uniprot ID:: Q0C8M3
Molecular weight:: 335020.325

Only showing the first 10 proteins. There are 23 proteins in total.

Show all enzymes and transporters

Showing metabocard for HMG-CoA (HMDB0253193)

MOL for HMDB0253193 (HMG-CoA)

3D MOL for HMDB0253193 (HMG-CoA)

3D SDF for HMDB0253193 (HMG-CoA)

3D-SDF for HMDB0253193 (HMG-CoA)

PDB for HMDB0253193 (HMG-CoA)

3D PDB for HMDB0253193 (HMG-CoA)

SMILES for HMDB0253193 (HMG-CoA)

INCHI for HMDB0253193 (HMG-CoA)

Structure for HMDB0253193 (HMG-CoA)

3D Structure for HMDB0253193 (HMG-CoA)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

MS/MS Spectra

Enzymes