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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-08-29 15:03:58 UTC

Update Date

2021-09-26 22:48:55 UTC

HMDB ID

HMDB0242305

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(1Ar,3S,4aS,7S,8aS)-3-[(1S,2R,3R)-3-[(2R,5S)-5,6-dimethylheptan-2-yl]-2-(2-hydroxyethyl)-2-methylcyclopentyl]-7-hydroxy-4a-methyl-2,3,5,6,7,8-hexahydro-1aH-naphtho[4,4a-b]oxiren-4-one

Description

-[3-(5,6-dimethylheptan-2-yl)-2-(2-hydroxyethyl)-2-methylcyclopentyl]-4-hydroxy-1b-methyl-octahydro-H-naphtho[1,8a-b]oxiren--one belongs to the class of organic compounds known as ergostane steroids. These are steroids with a structure based on the ergostane skeleton, which arises from the methylation of cholestane at the 24-position. Based on a literature review very few articles have been published on -[3-(5,6-dimethylheptan-2-yl)-2-(2-hydroxyethyl)-2-methylcyclopentyl]-4-hydroxy-1b-methyl-octahydro-H-naphtho[1,8a-b]oxiren--one. This compound has been identified in human blood as reported by (PMID: 31557052 ). (1ar,3s,4as,7s,8as)-3-[(1s,2r,3r)-3-[(2r,5s)-5,6-dimethylheptan-2-yl]-2-(2-hydroxyethyl)-2-methylcyclopentyl]-7-hydroxy-4a-methyl-2,3,5,6,7,8-hexahydro-1ah-naphtho[4,4a-b]oxiren-4-one is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically (1Ar,3S,4aS,7S,8aS)-3-[(1S,2R,3R)-3-[(2R,5S)-5,6-dimethylheptan-2-yl]-2-(2-hydroxyethyl)-2-methylcyclopentyl]-7-hydroxy-4a-methyl-2,3,5,6,7,8-hexahydro-1aH-naphtho[4,4a-b]oxiren-4-one 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


  Mrv1533004161521332D          

 32 35  0  0  0  0            999 V2000
    1.1962   -5.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9106   -6.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9106   -6.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6251   -5.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6251   -4.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3396   -6.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0540   -5.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7685   -6.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7685   -6.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4830   -5.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5692   -4.7837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3762   -4.6122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7887   -5.3267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6092   -5.4129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0941   -4.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9146   -4.8317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7351   -4.9179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2501   -5.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0706   -5.6716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4062   -6.4253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2266   -6.5115    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9212   -7.0927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1008   -7.0065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7652   -6.2528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2803   -6.9203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9447   -6.1666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4598   -6.8340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2367   -5.9398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7822   -6.5586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9899   -6.7270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5484   -7.3343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3017   -8.1215    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
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  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
 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
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 18 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 14 26  1  0  0  0  0
 26 27  2  0  0  0  0
 13 28  1  0  0  0  0
 10 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
M  END

HMDB0242305
     RDKit          3D
(1Ar,3S,4aS,7S,8aS)-3-[(1S,2R,3R)-3-[(2R,5S)-5,6-dimethylheptan-2-yl]-2-(2-hy...
 80 83  0  0  0  0  0  0  0  0999 V2000
   -7.3792    1.7437    0.5819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2195    1.0424   -0.2118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6370   -0.4093   -0.2283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9469    1.2761    0.5182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8468    2.8478    0.5969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6621    0.9281   -0.2008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5752   -0.4930   -0.5335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4009   -1.0417   -1.2405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7192   -2.5316   -1.4128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0091   -0.7578   -0.9517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6253    0.6866   -1.1137 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1621    1.0893    0.1142 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6792   -0.2471    0.6193 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0746   -0.3920    0.2063 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4099   -0.2649   -1.2461 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8767   -0.6872   -1.4089 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3699   -1.5008   -0.4004 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7566   -0.1207   -0.5108 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2078    0.0194   -0.7710 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6796    1.4411   -0.8808 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0811    1.4220   -0.7610 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1462    2.3082    0.2232 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6271    2.2003    0.1891 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3038    0.7785    0.5812 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0125    0.4974    1.8961 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8562    0.7116    0.8732 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3737    1.5297    1.6216 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3566   -1.2661    0.2986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2905   -1.2809    1.5159 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1237   -2.6650    0.1433 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7381   -3.3271    1.3239 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1033   -4.6288    0.8762 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3473    1.4413    1.6277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3698    2.8142    0.3850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3004    1.3201    0.1288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2651    1.5248   -1.2064 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.9955    0.9374    1.5513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9879    3.1628   -0.4566 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.8621    1.3085    0.4778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4289   -0.7250   -1.2086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8394   -1.1523    0.3755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5261   -0.6585   -2.3188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0368   -3.0528   -2.0757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0062   -3.0218   -0.4770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7005   -2.5092   -2.0018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4577   -1.3011   -1.7802 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1135    0.8278   -1.9716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4241    1.3726   -1.3775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5385    1.5584    0.8242 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9491    1.8143   -0.1288 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7488   -0.0554    1.7445 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6169   -1.2904    0.6546 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4133    0.8156   -1.5135 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8403   -0.8304   -1.9545 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1381   -0.8731   -2.4664 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4457   -0.4637   -1.7648 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8662   -0.5051   -0.0507 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4212    1.8248   -1.8904 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3827    0.6392   -0.2222 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4622    3.3583    0.0587 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5658    1.9537    1.1783 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2553    2.9390    0.9408 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3054    2.4443   -0.8362 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1051    1.4144    2.4947 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4123   -0.2860    2.4153 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9924    0.0664    1.6904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9770   -2.1280    1.5034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5810   -1.5148    2.3737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6926   -0.3059    1.7715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7246   -3.3150   -0.1576 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8443   -2.7989   -0.6986 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.6127   -2.9161    1.7813 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3922   -4.5949   -0.0695 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
  4  6  1  0
  6  7  1  0
  7  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  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  2  0
 13 28  1  0
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 28 30  1  0
 30 31  1  0
 31 32  1  0
 28 10  1  0
 26 14  1  0
 18 16  1  0
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  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  0
  3 37  1  0
  3 38  1  0
  3 39  1  0
  4 40  1  0
  5 41  1  0
  5 42  1  0
  5 43  1  0
  6 44  1  0
  6 45  1  0
  7 46  1  0
  7 47  1  0
  8 48  1  0
  9 49  1  0
  9 50  1  0
  9 51  1  0
 10 52  1  0
 11 53  1  0
 11 54  1  0
 12 55  1  0
 12 56  1  0
 13 57  1  0
 14 58  1  0
 15 59  1  0
 15 60  1  0
 16 61  1  0
 19 62  1  0
 19 63  1  0
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 21 65  1  0
 22 66  1  0
 22 67  1  0
 23 68  1  0
 23 69  1  0
 25 70  1  0
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 25 72  1  0
 29 73  1  0
 29 74  1  0
 29 75  1  0
 30 76  1  0
 30 77  1  0
 31 78  1  0
 31 79  1  0
 32 80  1  0
M  END


  Mrv1533004161521332D          

 32 35  0  0  0  0            999 V2000
    1.1962   -5.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9106   -6.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9106   -6.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6251   -5.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6251   -4.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3396   -6.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0540   -5.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7685   -6.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7685   -6.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4830   -5.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5692   -4.7837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3762   -4.6122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7887   -5.3267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6092   -5.4129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0941   -4.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9146   -4.8317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7351   -4.9179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2501   -5.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0706   -5.6716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4062   -6.4253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2266   -6.5115    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9212   -7.0927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1008   -7.0065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7652   -6.2528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2803   -6.9203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.2367   -5.9398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7822   -6.5586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9899   -6.7270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5484   -7.3343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3017   -8.1215    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
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  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
 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
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 18 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 14 26  1  0  0  0  0
 26 27  2  0  0  0  0
 13 28  1  0  0  0  0
 10 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0242305

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C(C)CCC(C)C1CCC(C2CC3OC33CC(O)CCC3(C)C2=O)C1(C)CCO

> <INCHI_IDENTIFIER>
InChI=1S/C28H48O4/c1-17(2)18(3)7-8-19(4)22-9-10-23(26(22,5)13-14-29)21-15-24-28(32-24)16-20(30)11-12-27(28,6)25(21)31/h17-24,29-30H,7-16H2,1-6H3

> <INCHI_KEY>
DIFSFFZHWQSHBX-UHFFFAOYSA-N

> <FORMULA>
C28H48O4

> <MOLECULAR_WEIGHT>
448.688

> <EXACT_MASS>
448.355260026

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
80

> <JCHEM_AVERAGE_POLARIZABILITY>
54.761546228370975

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
-[3-(5,6-dimethylheptan-2-yl)-2-(2-hydroxyethyl)-2-methylcyclopentyl]-4-hydroxy-1b-methyl-octahydro-H-naphtho[1,8a-b]oxiren--one

> <ALOGPS_LOGP>
4.91

> <JCHEM_LOGP>
5.433474477999999

> <ALOGPS_LOGS>
-5.40

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.45983550501988

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.159736021631282

> <JCHEM_PKA_STRONGEST_BASIC>
-1.7215324151296851

> <JCHEM_POLAR_SURFACE_AREA>
70.06

> <JCHEM_REFRACTIVITY>
128.15339999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.80e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
-[3-(5,6-dimethylheptan-2-yl)-2-(2-hydroxyethyl)-2-methylcyclopentyl]-4-hydroxy-1b-methyl-hexahydro-H-naphtho[1,8a-b]oxiren--one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0242305
     RDKit          3D
(1Ar,3S,4aS,7S,8aS)-3-[(1S,2R,3R)-3-[(2R,5S)-5,6-dimethylheptan-2-yl]-2-(2-hy...
 80 83  0  0  0  0  0  0  0  0999 V2000
   -7.3792    1.7437    0.5819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2195    1.0424   -0.2118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6370   -0.4093   -0.2283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9469    1.2761    0.5182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8468    2.8478    0.5969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6621    0.9281   -0.2008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5752   -0.4930   -0.5335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4009   -1.0417   -1.2405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7192   -2.5316   -1.4128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0091   -0.7578   -0.9517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6253    0.6866   -1.1137 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1621    1.0893    0.1142 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6792   -0.2471    0.6193 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0746   -0.3920    0.2063 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4099   -0.2649   -1.2461 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8767   -0.6872   -1.4089 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3699   -1.5008   -0.4004 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7566   -0.1207   -0.5108 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2078    0.0194   -0.7710 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6796    1.4411   -0.8808 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0811    1.4220   -0.7610 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1462    2.3082    0.2232 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6271    2.2003    0.1891 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3038    0.7785    0.5812 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0125    0.4974    1.8961 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8562    0.7116    0.8732 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3737    1.5297    1.6216 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3566   -1.2661    0.2986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2905   -1.2809    1.5159 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1237   -2.6650    0.1433 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7381   -3.3271    1.3239 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1033   -4.6288    0.8762 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3473    1.4413    1.6277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3698    2.8142    0.3850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3004    1.3201    0.1288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2651    1.5248   -1.2064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1035   -1.0563    0.4753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7284   -0.5185    0.1210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7168   -0.8240   -1.2726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9955    0.9374    1.5513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9879    3.1628   -0.4566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5913    3.2268    1.2950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8209    3.0804    0.9065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7140    1.5395   -1.1410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8621    1.3085    0.4778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4289   -0.7250   -1.2086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8394   -1.1523    0.3755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5261   -0.6585   -2.3188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0368   -3.0528   -2.0757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0062   -3.0218   -0.4770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7005   -2.5092   -2.0018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4577   -1.3011   -1.7802 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1135    0.8278   -1.9716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4241    1.3726   -1.3775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5385    1.5584    0.8242 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9491    1.8143   -0.1288 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7488   -0.0554    1.7445 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6169   -1.2904    0.6546 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4133    0.8156   -1.5135 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8403   -0.8304   -1.9545 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1381   -0.8731   -2.4664 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4457   -0.4637   -1.7648 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8662   -0.5051   -0.0507 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4212    1.8248   -1.8904 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3827    0.6392   -0.2222 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4622    3.3583    0.0587 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5658    1.9537    1.1783 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2553    2.9390    0.9408 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3054    2.4443   -0.8362 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1051    1.4144    2.4947 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4123   -0.2860    2.4153 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9924    0.0664    1.6904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9770   -2.1280    1.5034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5810   -1.5148    2.3737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6926   -0.3059    1.7715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7246   -3.3150   -0.1576 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8443   -2.7989   -0.6986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0611   -3.5952    2.0990 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6127   -2.9161    1.7813 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3922   -4.5949   -0.0695 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
  4  6  1  0
  6  7  1  0
  7  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  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  2  0
 13 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
 28 10  1  0
 26 14  1  0
 18 16  1  0
 24 18  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  0
  3 37  1  0
  3 38  1  0
  3 39  1  0
  4 40  1  0
  5 41  1  0
  5 42  1  0
  5 43  1  0
  6 44  1  0
  6 45  1  0
  7 46  1  0
  7 47  1  0
  8 48  1  0
  9 49  1  0
  9 50  1  0
  9 51  1  0
 10 52  1  0
 11 53  1  0
 11 54  1  0
 12 55  1  0
 12 56  1  0
 13 57  1  0
 14 58  1  0
 15 59  1  0
 15 60  1  0
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 19 62  1  0
 19 63  1  0
 20 64  1  0
 21 65  1  0
 22 66  1  0
 22 67  1  0
 23 68  1  0
 23 69  1  0
 25 70  1  0
 25 71  1  0
 25 72  1  0
 29 73  1  0
 29 74  1  0
 29 75  1  0
 30 76  1  0
 30 77  1  0
 31 78  1  0
 31 79  1  0
 32 80  1  0
M  END

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0       2.233 -10.461   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.566 -11.231   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.566 -12.771   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.900 -10.461   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.900  -8.921   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.234 -11.231   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.568 -10.461   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.901 -11.231   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.901 -12.771   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.235 -10.461   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.396  -8.930   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.902  -8.609   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.672  -9.943   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.204 -10.104   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      15.109  -8.858   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      16.641  -9.019   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      18.172  -9.180   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      17.267 -10.426   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      18.798 -10.587   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      19.425 -11.994   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      20.956 -12.155   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      18.520 -13.240   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      16.988 -13.079   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      16.362 -11.672   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      15.457 -12.918   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      14.830 -11.511   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      13.925 -12.757   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      11.642 -11.088   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      12.660 -12.243   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      11.181 -12.557   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      12.224 -13.691   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      11.763 -15.160   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   28                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   28                                                  
CONECT   14   13   15   26                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16   18                                                       
CONECT   18   17   16   19   24                                             
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   18   25   26                                             
CONECT   25   24                                                            
CONECT   26   24   14   27                                                  
CONECT   27   26                                                            
CONECT   28   13   10   29   30                                             
CONECT   29   28                                                            
CONECT   30   28   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END

COMPND    HMDB0242575
HETATM    1  C1  UNL     1      -6.314   2.545   1.082  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.815   1.221   0.558  1.00  0.00           C  
HETATM    3  C3  UNL     1      -7.090   0.337   1.748  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.845   0.580  -0.410  1.00  0.00           C  
HETATM    5  C5  UNL     1      -6.451  -0.723  -0.858  1.00  0.00           C  
HETATM    6  C6  UNL     1      -4.552   0.335   0.335  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.545  -0.304  -0.585  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.197  -0.557   0.132  1.00  0.00           C  
HETATM    9  C9  UNL     1      -2.549  -1.476   1.252  1.00  0.00           C  
HETATM   10  C10 UNL     1      -1.181  -0.910  -0.851  1.00  0.00           C  
HETATM   11  C11 UNL     1      -1.108   0.349  -1.770  1.00  0.00           C  
HETATM   12  C12 UNL     1       0.289   0.885  -1.591  1.00  0.00           C  
HETATM   13  C13 UNL     1       0.728   0.194  -0.320  1.00  0.00           C  
HETATM   14  C14 UNL     1       2.006   0.622   0.144  1.00  0.00           C  
HETATM   15  C15 UNL     1       2.533   0.054   1.456  1.00  0.00           C  
HETATM   16  C16 UNL     1       3.537   1.106   1.994  1.00  0.00           C  
HETATM   17  O1  UNL     1       3.564   2.356   1.441  1.00  0.00           O  
HETATM   18  C17 UNL     1       4.584   1.422   1.114  1.00  0.00           C  
HETATM   19  C18 UNL     1       5.954   1.708   1.616  1.00  0.00           C  
HETATM   20  C19 UNL     1       7.060   1.093   0.828  1.00  0.00           C  
HETATM   21  O2  UNL     1       8.064   0.720   1.755  1.00  0.00           O  
HETATM   22  C20 UNL     1       6.698  -0.127   0.062  1.00  0.00           C  
HETATM   23  C21 UNL     1       5.359  -0.185  -0.543  1.00  0.00           C  
HETATM   24  C22 UNL     1       4.542   1.039  -0.319  1.00  0.00           C  
HETATM   25  C23 UNL     1       5.242   2.169  -1.092  1.00  0.00           C  
HETATM   26  C24 UNL     1       3.128   0.892  -0.788  1.00  0.00           C  
HETATM   27  O3  UNL     1       2.943   1.007  -1.964  1.00  0.00           O  
HETATM   28  C25 UNL     1       0.239  -1.191  -0.535  1.00  0.00           C  
HETATM   29  C26 UNL     1       0.815  -1.649  -1.922  1.00  0.00           C  
HETATM   30  C27 UNL     1       0.620  -2.246   0.402  1.00  0.00           C  
HETATM   31  C28 UNL     1       0.228  -3.659   0.090  1.00  0.00           C  
HETATM   32  O4  UNL     1      -1.080  -3.948  -0.079  1.00  0.00           O  
HETATM   33  H1  UNL     1      -5.646   2.459   1.944  1.00  0.00           H  
HETATM   34  H2  UNL     1      -7.228   3.097   1.449  1.00  0.00           H  
HETATM   35  H3  UNL     1      -5.908   3.191   0.265  1.00  0.00           H  
HETATM   36  H4  UNL     1      -7.786   1.400   0.057  1.00  0.00           H  
HETATM   37  H5  UNL     1      -7.909   0.821   2.323  1.00  0.00           H  
HETATM   38  H6  UNL     1      -6.212   0.302   2.439  1.00  0.00           H  
HETATM   39  H7  UNL     1      -7.451  -0.669   1.465  1.00  0.00           H  
HETATM   40  H8  UNL     1      -5.698   1.251  -1.264  1.00  0.00           H  
HETATM   41  H9  UNL     1      -7.508  -0.551  -1.150  1.00  0.00           H  
HETATM   42  H10 UNL     1      -5.944  -1.145  -1.755  1.00  0.00           H  
HETATM   43  H11 UNL     1      -6.373  -1.502  -0.071  1.00  0.00           H  
HETATM   44  H12 UNL     1      -4.129   1.259   0.727  1.00  0.00           H  
HETATM   45  H13 UNL     1      -4.763  -0.388   1.159  1.00  0.00           H  
HETATM   46  H14 UNL     1      -3.997  -1.305  -0.863  1.00  0.00           H  
HETATM   47  H15 UNL     1      -3.483   0.244  -1.499  1.00  0.00           H  
HETATM   48  H16 UNL     1      -2.006   0.507   0.533  1.00  0.00           H  
HETATM   49  H17 UNL     1      -3.081  -0.895   2.085  1.00  0.00           H  
HETATM   50  H18 UNL     1      -3.341  -2.224   0.961  1.00  0.00           H  
HETATM   51  H19 UNL     1      -1.745  -2.075   1.686  1.00  0.00           H  
HETATM   52  H20 UNL     1      -1.635  -1.693  -1.538  1.00  0.00           H  
HETATM   53  H21 UNL     1      -1.766   1.159  -1.386  1.00  0.00           H  
HETATM   54  H22 UNL     1      -1.274   0.104  -2.813  1.00  0.00           H  
HETATM   55  H23 UNL     1       0.284   2.000  -1.457  1.00  0.00           H  
HETATM   56  H24 UNL     1       0.836   0.651  -2.493  1.00  0.00           H  
HETATM   57  H25 UNL     1      -0.048   0.607   0.442  1.00  0.00           H  
HETATM   58  H26 UNL     1       1.798   1.712   0.526  1.00  0.00           H  
HETATM   59  H27 UNL     1       1.720   0.073   2.196  1.00  0.00           H  
HETATM   60  H28 UNL     1       3.131  -0.836   1.377  1.00  0.00           H  
HETATM   61  H29 UNL     1       3.730   0.964   3.077  1.00  0.00           H  
HETATM   62  H30 UNL     1       6.080   2.824   1.637  1.00  0.00           H  
HETATM   63  H31 UNL     1       5.999   1.397   2.684  1.00  0.00           H  
HETATM   64  H32 UNL     1       7.535   1.871   0.195  1.00  0.00           H  
HETATM   65  H33 UNL     1       8.727   0.122   1.346  1.00  0.00           H  
HETATM   66  H34 UNL     1       7.473  -0.255  -0.741  1.00  0.00           H  
HETATM   67  H35 UNL     1       6.843  -1.043   0.708  1.00  0.00           H  
HETATM   68  H36 UNL     1       5.443  -0.293  -1.670  1.00  0.00           H  
HETATM   69  H37 UNL     1       4.824  -1.141  -0.262  1.00  0.00           H  
HETATM   70  H38 UNL     1       6.077   1.798  -1.709  1.00  0.00           H  
HETATM   71  H39 UNL     1       4.492   2.571  -1.804  1.00  0.00           H  
HETATM   72  H40 UNL     1       5.522   3.011  -0.438  1.00  0.00           H  
HETATM   73  H41 UNL     1       0.280  -1.193  -2.752  1.00  0.00           H  
HETATM   74  H42 UNL     1       0.545  -2.746  -2.001  1.00  0.00           H  
HETATM   75  H43 UNL     1       1.867  -1.464  -2.012  1.00  0.00           H  
HETATM   76  H44 UNL     1       1.792  -2.351   0.396  1.00  0.00           H  
HETATM   77  H45 UNL     1       0.479  -2.095   1.479  1.00  0.00           H  
HETATM   78  H46 UNL     1       0.909  -4.155  -0.670  1.00  0.00           H  
HETATM   79  H47 UNL     1       0.539  -4.249   1.024  1.00  0.00           H  
HETATM   80  H48 UNL     1      -1.401  -4.785   0.351  1.00  0.00           H  
CONECT    1    2   33   34   35
CONECT    2    3    4   36
CONECT    3   37   38   39
CONECT    4    5    6   40
CONECT    5   41   42   43
CONECT    6    7   44   45
CONECT    7    8   46   47
CONECT    8    9   10   48
CONECT    9   49   50   51
CONECT   10   11   28   52
CONECT   11   12   53   54
CONECT   12   13   55   56
CONECT   13   14   28   57
CONECT   14   15   26   58
CONECT   15   16   59   60
CONECT   16   17   18   61
CONECT   17   18
CONECT   18   19   24
CONECT   19   20   62   63
CONECT   20   21   22   64
CONECT   21   65
CONECT   22   23   66   67
CONECT   23   24   68   69
CONECT   24   25   26
CONECT   25   70   71   72
CONECT   26   27   27
CONECT   28   29   30
CONECT   29   73   74   75
CONECT   30   31   76   77
CONECT   31   32   78   79
CONECT   32   80
END

HMDB0242305
     RDKit          3D
(1Ar,3S,4aS,7S,8aS)-3-[(1S,2R,3R)-3-[(2R,5S)-5,6-dimethylheptan-2-yl]-2-(2-hy...
 80 83  0  0  0  0  0  0  0  0999 V2000
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   -6.2195    1.0424   -0.2118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6370   -0.4093   -0.2283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9469    1.2761    0.5182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8468    2.8478    0.5969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6621    0.9281   -0.2008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5752   -0.4930   -0.5335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4009   -1.0417   -1.2405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7192   -2.5316   -1.4128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0091   -0.7578   -0.9517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6253    0.6866   -1.1137 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1621    1.0893    0.1142 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6792   -0.2471    0.6193 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0746   -0.3920    0.2063 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4099   -0.2649   -1.2461 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8767   -0.6872   -1.4089 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3699   -1.5008   -0.4004 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7566   -0.1207   -0.5108 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2078    0.0194   -0.7710 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6796    1.4411   -0.8808 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0811    1.4220   -0.7610 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1462    2.3082    0.2232 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6271    2.2003    0.1891 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3038    0.7785    0.5812 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0125    0.4974    1.8961 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8562    0.7116    0.8732 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3737    1.5297    1.6216 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3566   -1.2661    0.2986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2905   -1.2809    1.5159 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1237   -2.6650    0.1433 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7381   -3.3271    1.3239 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1033   -4.6288    0.8762 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3473    1.4413    1.6277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3698    2.8142    0.3850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3004    1.3201    0.1288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2651    1.5248   -1.2064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1035   -1.0563    0.4753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7284   -0.5185    0.1210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7168   -0.8240   -1.2726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9955    0.9374    1.5513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9879    3.1628   -0.4566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5913    3.2268    1.2950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8209    3.0804    0.9065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7140    1.5395   -1.1410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8621    1.3085    0.4778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4289   -0.7250   -1.2086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8394   -1.1523    0.3755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5261   -0.6585   -2.3188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0368   -3.0528   -2.0757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0062   -3.0218   -0.4770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7005   -2.5092   -2.0018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4577   -1.3011   -1.7802 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1135    0.8278   -1.9716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4241    1.3726   -1.3775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5385    1.5584    0.8242 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9491    1.8143   -0.1288 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7488   -0.0554    1.7445 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6169   -1.2904    0.6546 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4133    0.8156   -1.5135 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8403   -0.8304   -1.9545 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1381   -0.8731   -2.4664 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4457   -0.4637   -1.7648 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8662   -0.5051   -0.0507 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4212    1.8248   -1.8904 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3827    0.6392   -0.2222 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4622    3.3583    0.0587 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5658    1.9537    1.1783 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2553    2.9390    0.9408 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3054    2.4443   -0.8362 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1051    1.4144    2.4947 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4123   -0.2860    2.4153 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9924    0.0664    1.6904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9770   -2.1280    1.5034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5810   -1.5148    2.3737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6926   -0.3059    1.7715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7246   -3.3150   -0.1576 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8443   -2.7989   -0.6986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0611   -3.5952    2.0990 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6127   -2.9161    1.7813 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3922   -4.5949   -0.0695 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
  4  6  1  0
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  8 10  1  0
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 20 22  1  0
 22 23  1  0
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 24 25  1  0
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 26 27  2  0
 13 28  1  0
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 28 30  1  0
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 26 14  1  0
 18 16  1  0
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  1 33  1  0
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 32 80  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₈H₄₈O₄

Average Molecular Weight

448.688

Monoisotopic Molecular Weight

448.355260026

IUPAC Name

-[3-(5,6-dimethylheptan-2-yl)-2-(2-hydroxyethyl)-2-methylcyclopentyl]-4-hydroxy-1b-methyl-octahydro-H-naphtho[1,8a-b]oxiren--one

Traditional Name

-[3-(5,6-dimethylheptan-2-yl)-2-(2-hydroxyethyl)-2-methylcyclopentyl]-4-hydroxy-1b-methyl-hexahydro-H-naphtho[1,8a-b]oxiren--one

CAS Registry Number

Not Available

SMILES

CC(C)C(C)CCC(C)C1CCC(C2CC3OC33CC(O)CCC3(C)C2=O)C1(C)CCO

InChI Identifier

InChI=1S/C28H48O4/c1-17(2)18(3)7-8-19(4)22-9-10-23(26(22,5)13-14-29)21-15-24-28(32-24)16-20(30)11-12-27(28,6)25(21)31/h17-24,29-30H,7-16H2,1-6H3

InChI Key

DIFSFFZHWQSHBX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ergostane steroids. These are steroids with a structure based on the ergostane skeleton, which arises from the methylation of cholestane at the 24-position.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Ergostane steroids

Direct Parent

Ergostane steroids

Alternative Parents

Substituents

Ergostane-skeleton
Oxepane
Cyclic alcohol
Ketone
Secondary alcohol
Dialkyl ether
Oxirane
Ether
Oxacycle
Organoheterocyclic compound
Organic oxide
Carbonyl group
Organooxygen compound
Hydrocarbon derivative
Primary alcohol
Organic oxygen compound
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic 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	4.91	ALOGPS
logP	5.43	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	15.16	ChemAxon
pKa (Strongest Basic)	-1.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	70.06 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	128.15 m³·mol⁻¹	ChemAxon
Polarizability	54.76 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	244.146	30932474
DeepCCS	[M+Na]+	219.565	30932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(1Ar,3S,4aS,7S,8aS)-3-[(1S,2R,3R)-3-[(2R,5S)-5,6-dimethylheptan-2-yl]-2-(2-hydroxyethyl)-2-methylcyclopentyl]-7-hydroxy-4a-methyl-2,3,5,6,7,8-hexahydro-1aH-naphtho[4,4a-b]oxiren-4-one,1TMS,isomer #3	CC(C)C(C)CCC(C)C1CCC(C2=C(O[Si](C)(C)C)C3(C)CCC(O)CC34OC4C2)C1(C)CCO	3368.6	Semi standard non polar	33892256
(1Ar,3S,4aS,7S,8aS)-3-[(1S,2R,3R)-3-[(2R,5S)-5,6-dimethylheptan-2-yl]-2-(2-hydroxyethyl)-2-methylcyclopentyl]-7-hydroxy-4a-methyl-2,3,5,6,7,8-hexahydro-1aH-naphtho[4,4a-b]oxiren-4-one,1TMS,isomer #3	CC(C)C(C)CCC(C)C1CCC(C2=C(O[Si](C)(C)C)C3(C)CCC(O)CC34OC4C2)C1(C)CCO	3338.3	Standard non polar	33892256
(1Ar,3S,4aS,7S,8aS)-3-[(1S,2R,3R)-3-[(2R,5S)-5,6-dimethylheptan-2-yl]-2-(2-hydroxyethyl)-2-methylcyclopentyl]-7-hydroxy-4a-methyl-2,3,5,6,7,8-hexahydro-1aH-naphtho[4,4a-b]oxiren-4-one,1TMS,isomer #3	CC(C)C(C)CCC(C)C1CCC(C2=C(O[Si](C)(C)C)C3(C)CCC(O)CC34OC4C2)C1(C)CCO	3593.0	Standard polar	33892256
(1Ar,3S,4aS,7S,8aS)-3-[(1S,2R,3R)-3-[(2R,5S)-5,6-dimethylheptan-2-yl]-2-(2-hydroxyethyl)-2-methylcyclopentyl]-7-hydroxy-4a-methyl-2,3,5,6,7,8-hexahydro-1aH-naphtho[4,4a-b]oxiren-4-one,3TMS,isomer #1	CC(C)C(C)CCC(C)C1CCC(C2=C(O[Si](C)(C)C)C3(C)CCC(O[Si](C)(C)C)CC34OC4C2)C1(C)CCO[Si](C)(C)C	3282.7	Semi standard non polar	33892256
(1Ar,3S,4aS,7S,8aS)-3-[(1S,2R,3R)-3-[(2R,5S)-5,6-dimethylheptan-2-yl]-2-(2-hydroxyethyl)-2-methylcyclopentyl]-7-hydroxy-4a-methyl-2,3,5,6,7,8-hexahydro-1aH-naphtho[4,4a-b]oxiren-4-one,3TMS,isomer #1	CC(C)C(C)CCC(C)C1CCC(C2=C(O[Si](C)(C)C)C3(C)CCC(O[Si](C)(C)C)CC34OC4C2)C1(C)CCO[Si](C)(C)C	3390.9	Standard non polar	33892256
(1Ar,3S,4aS,7S,8aS)-3-[(1S,2R,3R)-3-[(2R,5S)-5,6-dimethylheptan-2-yl]-2-(2-hydroxyethyl)-2-methylcyclopentyl]-7-hydroxy-4a-methyl-2,3,5,6,7,8-hexahydro-1aH-naphtho[4,4a-b]oxiren-4-one,3TMS,isomer #1	CC(C)C(C)CCC(C)C1CCC(C2=C(O[Si](C)(C)C)C3(C)CCC(O[Si](C)(C)C)CC34OC4C2)C1(C)CCO[Si](C)(C)C	3374.4	Standard polar	33892256
(1Ar,3S,4aS,7S,8aS)-3-[(1S,2R,3R)-3-[(2R,5S)-5,6-dimethylheptan-2-yl]-2-(2-hydroxyethyl)-2-methylcyclopentyl]-7-hydroxy-4a-methyl-2,3,5,6,7,8-hexahydro-1aH-naphtho[4,4a-b]oxiren-4-one,2TBDMS,isomer #1	CC(C)C(C)CCC(C)C1CCC(C2CC3OC34CC(O[Si](C)(C)C(C)(C)C)CCC4(C)C2=O)C1(C)CCO[Si](C)(C)C(C)(C)C	3917.8	Semi standard non polar	33892256
(1Ar,3S,4aS,7S,8aS)-3-[(1S,2R,3R)-3-[(2R,5S)-5,6-dimethylheptan-2-yl]-2-(2-hydroxyethyl)-2-methylcyclopentyl]-7-hydroxy-4a-methyl-2,3,5,6,7,8-hexahydro-1aH-naphtho[4,4a-b]oxiren-4-one,2TBDMS,isomer #1	CC(C)C(C)CCC(C)C1CCC(C2CC3OC34CC(O[Si](C)(C)C(C)(C)C)CCC4(C)C2=O)C1(C)CCO[Si](C)(C)C(C)(C)C	3904.1	Standard non polar	33892256
(1Ar,3S,4aS,7S,8aS)-3-[(1S,2R,3R)-3-[(2R,5S)-5,6-dimethylheptan-2-yl]-2-(2-hydroxyethyl)-2-methylcyclopentyl]-7-hydroxy-4a-methyl-2,3,5,6,7,8-hexahydro-1aH-naphtho[4,4a-b]oxiren-4-one,2TBDMS,isomer #1	CC(C)C(C)CCC(C)C1CCC(C2CC3OC34CC(O[Si](C)(C)C(C)(C)C)CCC4(C)C2=O)C1(C)CCO[Si](C)(C)C(C)(C)C	3624.1	Standard polar	33892256
(1Ar,3S,4aS,7S,8aS)-3-[(1S,2R,3R)-3-[(2R,5S)-5,6-dimethylheptan-2-yl]-2-(2-hydroxyethyl)-2-methylcyclopentyl]-7-hydroxy-4a-methyl-2,3,5,6,7,8-hexahydro-1aH-naphtho[4,4a-b]oxiren-4-one,2TBDMS,isomer #3	CC(C)C(C)CCC(C)C1CCC(C2=C(O[Si](C)(C)C(C)(C)C)C3(C)CCC(O)CC34OC4C2)C1(C)CCO[Si](C)(C)C(C)(C)C	3769.8	Semi standard non polar	33892256
(1Ar,3S,4aS,7S,8aS)-3-[(1S,2R,3R)-3-[(2R,5S)-5,6-dimethylheptan-2-yl]-2-(2-hydroxyethyl)-2-methylcyclopentyl]-7-hydroxy-4a-methyl-2,3,5,6,7,8-hexahydro-1aH-naphtho[4,4a-b]oxiren-4-one,2TBDMS,isomer #3	CC(C)C(C)CCC(C)C1CCC(C2=C(O[Si](C)(C)C(C)(C)C)C3(C)CCC(O)CC34OC4C2)C1(C)CCO[Si](C)(C)C(C)(C)C	3819.6	Standard non polar	33892256
(1Ar,3S,4aS,7S,8aS)-3-[(1S,2R,3R)-3-[(2R,5S)-5,6-dimethylheptan-2-yl]-2-(2-hydroxyethyl)-2-methylcyclopentyl]-7-hydroxy-4a-methyl-2,3,5,6,7,8-hexahydro-1aH-naphtho[4,4a-b]oxiren-4-one,2TBDMS,isomer #3	CC(C)C(C)CCC(C)C1CCC(C2=C(O[Si](C)(C)C(C)(C)C)C3(C)CCC(O)CC34OC4C2)C1(C)CCO[Si](C)(C)C(C)(C)C	3723.3	Standard polar	33892256
(1Ar,3S,4aS,7S,8aS)-3-[(1S,2R,3R)-3-[(2R,5S)-5,6-dimethylheptan-2-yl]-2-(2-hydroxyethyl)-2-methylcyclopentyl]-7-hydroxy-4a-methyl-2,3,5,6,7,8-hexahydro-1aH-naphtho[4,4a-b]oxiren-4-one,3TBDMS,isomer #1	CC(C)C(C)CCC(C)C1CCC(C2=C(O[Si](C)(C)C(C)(C)C)C3(C)CCC(O[Si](C)(C)C(C)(C)C)CC34OC4C2)C1(C)CCO[Si](C)(C)C(C)(C)C	3970.2	Semi standard non polar	33892256
(1Ar,3S,4aS,7S,8aS)-3-[(1S,2R,3R)-3-[(2R,5S)-5,6-dimethylheptan-2-yl]-2-(2-hydroxyethyl)-2-methylcyclopentyl]-7-hydroxy-4a-methyl-2,3,5,6,7,8-hexahydro-1aH-naphtho[4,4a-b]oxiren-4-one,3TBDMS,isomer #1	CC(C)C(C)CCC(C)C1CCC(C2=C(O[Si](C)(C)C(C)(C)C)C3(C)CCC(O[Si](C)(C)C(C)(C)C)CC34OC4C2)C1(C)CCO[Si](C)(C)C(C)(C)C	3953.3	Standard non polar	33892256
(1Ar,3S,4aS,7S,8aS)-3-[(1S,2R,3R)-3-[(2R,5S)-5,6-dimethylheptan-2-yl]-2-(2-hydroxyethyl)-2-methylcyclopentyl]-7-hydroxy-4a-methyl-2,3,5,6,7,8-hexahydro-1aH-naphtho[4,4a-b]oxiren-4-one,3TBDMS,isomer #1	CC(C)C(C)CCC(C)C1CCC(C2=C(O[Si](C)(C)C(C)(C)C)C3(C)CCC(O[Si](C)(C)C(C)(C)C)CC34OC4C2)C1(C)CCO[Si](C)(C)C(C)(C)C	3589.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (1Ar,3S,4aS,7S,8aS)-3-[(1S,2R,3R)-3-[(2R,5S)-5,6-dimethylheptan-2-yl]-2-(2-hydroxyethyl)-2-methylcyclopentyl]-7-hydroxy-4a-methyl-2,3,5,6,7,8-hexahydro-1aH-naphtho[4,4a-b]oxiren-4-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-05al-9133700000-5b429e04b1a922ddc6c1	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (1Ar,3S,4aS,7S,8aS)-3-[(1S,2R,3R)-3-[(2R,5S)-5,6-dimethylheptan-2-yl]-2-(2-hydroxyethyl)-2-methylcyclopentyl]-7-hydroxy-4a-methyl-2,3,5,6,7,8-hexahydro-1aH-naphtho[4,4a-b]oxiren-4-one GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (1Ar,3S,4aS,7S,8aS)-3-[(1S,2R,3R)-3-[(2R,5S)-5,6-dimethylheptan-2-yl]-2-(2-hydroxyethyl)-2-methylcyclopentyl]-7-hydroxy-4a-methyl-2,3,5,6,7,8-hexahydro-1aH-naphtho[4,4a-b]oxiren-4-one GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (1Ar,3S,4aS,7S,8aS)-3-[(1S,2R,3R)-3-[(2R,5S)-5,6-dimethylheptan-2-yl]-2-(2-hydroxyethyl)-2-methylcyclopentyl]-7-hydroxy-4a-methyl-2,3,5,6,7,8-hexahydro-1aH-naphtho[4,4a-b]oxiren-4-one GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (1Ar,3S,4aS,7S,8aS)-3-[(1S,2R,3R)-3-[(2R,5S)-5,6-dimethylheptan-2-yl]-2-(2-hydroxyethyl)-2-methylcyclopentyl]-7-hydroxy-4a-methyl-2,3,5,6,7,8-hexahydro-1aH-naphtho[4,4a-b]oxiren-4-one GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (1Ar,3S,4aS,7S,8aS)-3-[(1S,2R,3R)-3-[(2R,5S)-5,6-dimethylheptan-2-yl]-2-(2-hydroxyethyl)-2-methylcyclopentyl]-7-hydroxy-4a-methyl-2,3,5,6,7,8-hexahydro-1aH-naphtho[4,4a-b]oxiren-4-one GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (1Ar,3S,4aS,7S,8aS)-3-[(1S,2R,3R)-3-[(2R,5S)-5,6-dimethylheptan-2-yl]-2-(2-hydroxyethyl)-2-methylcyclopentyl]-7-hydroxy-4a-methyl-2,3,5,6,7,8-hexahydro-1aH-naphtho[4,4a-b]oxiren-4-one GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (1Ar,3S,4aS,7S,8aS)-3-[(1S,2R,3R)-3-[(2R,5S)-5,6-dimethylheptan-2-yl]-2-(2-hydroxyethyl)-2-methylcyclopentyl]-7-hydroxy-4a-methyl-2,3,5,6,7,8-hexahydro-1aH-naphtho[4,4a-b]oxiren-4-one GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (1Ar,3S,4aS,7S,8aS)-3-[(1S,2R,3R)-3-[(2R,5S)-5,6-dimethylheptan-2-yl]-2-(2-hydroxyethyl)-2-methylcyclopentyl]-7-hydroxy-4a-methyl-2,3,5,6,7,8-hexahydro-1aH-naphtho[4,4a-b]oxiren-4-one GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (1Ar,3S,4aS,7S,8aS)-3-[(1S,2R,3R)-3-[(2R,5S)-5,6-dimethylheptan-2-yl]-2-(2-hydroxyethyl)-2-methylcyclopentyl]-7-hydroxy-4a-methyl-2,3,5,6,7,8-hexahydro-1aH-naphtho[4,4a-b]oxiren-4-one GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (1Ar,3S,4aS,7S,8aS)-3-[(1S,2R,3R)-3-[(2R,5S)-5,6-dimethylheptan-2-yl]-2-(2-hydroxyethyl)-2-methylcyclopentyl]-7-hydroxy-4a-methyl-2,3,5,6,7,8-hexahydro-1aH-naphtho[4,4a-b]oxiren-4-one GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (1Ar,3S,4aS,7S,8aS)-3-[(1S,2R,3R)-3-[(2R,5S)-5,6-dimethylheptan-2-yl]-2-(2-hydroxyethyl)-2-methylcyclopentyl]-7-hydroxy-4a-methyl-2,3,5,6,7,8-hexahydro-1aH-naphtho[4,4a-b]oxiren-4-one GC-MS (TBDMS_2_2) - 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 - (1Ar,3S,4aS,7S,8aS)-3-[(1S,2R,3R)-3-[(2R,5S)-5,6-dimethylheptan-2-yl]-2-(2-hydroxyethyl)-2-methylcyclopentyl]-7-hydroxy-4a-methyl-2,3,5,6,7,8-hexahydro-1aH-naphtho[4,4a-b]oxiren-4-one 10V, Positive-QTOF	splash10-0012-2004900000-6d9c906d7306d7738423	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1Ar,3S,4aS,7S,8aS)-3-[(1S,2R,3R)-3-[(2R,5S)-5,6-dimethylheptan-2-yl]-2-(2-hydroxyethyl)-2-methylcyclopentyl]-7-hydroxy-4a-methyl-2,3,5,6,7,8-hexahydro-1aH-naphtho[4,4a-b]oxiren-4-one 20V, Positive-QTOF	splash10-056s-6904400000-94199c26bb18ed45e81a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1Ar,3S,4aS,7S,8aS)-3-[(1S,2R,3R)-3-[(2R,5S)-5,6-dimethylheptan-2-yl]-2-(2-hydroxyethyl)-2-methylcyclopentyl]-7-hydroxy-4a-methyl-2,3,5,6,7,8-hexahydro-1aH-naphtho[4,4a-b]oxiren-4-one 40V, Positive-QTOF	splash10-0a6u-9700000000-6fca9543e976848f28cb	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1Ar,3S,4aS,7S,8aS)-3-[(1S,2R,3R)-3-[(2R,5S)-5,6-dimethylheptan-2-yl]-2-(2-hydroxyethyl)-2-methylcyclopentyl]-7-hydroxy-4a-methyl-2,3,5,6,7,8-hexahydro-1aH-naphtho[4,4a-b]oxiren-4-one 10V, Negative-QTOF	splash10-0002-0000900000-ade31abd0a92fec9b063	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1Ar,3S,4aS,7S,8aS)-3-[(1S,2R,3R)-3-[(2R,5S)-5,6-dimethylheptan-2-yl]-2-(2-hydroxyethyl)-2-methylcyclopentyl]-7-hydroxy-4a-methyl-2,3,5,6,7,8-hexahydro-1aH-naphtho[4,4a-b]oxiren-4-one 20V, Negative-QTOF	splash10-0002-0000900000-6f173ef95ed378eb4578	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1Ar,3S,4aS,7S,8aS)-3-[(1S,2R,3R)-3-[(2R,5S)-5,6-dimethylheptan-2-yl]-2-(2-hydroxyethyl)-2-methylcyclopentyl]-7-hydroxy-4a-methyl-2,3,5,6,7,8-hexahydro-1aH-naphtho[4,4a-b]oxiren-4-one 40V, Negative-QTOF	splash10-0002-0004900000-4111018a35ed4c379c5e	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

73837310

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 (1Ar,3S,4aS,7S,8aS)-3-[(1S,2R,3R)-3-[(2R,5S)-5,6-dimethylheptan-2-yl]-2-(2-hydroxyethyl)-2-methylcyclopentyl]-7-hydroxy-4a-methyl-2,3,5,6,7,8-hexahydro-1aH-naphtho[4,4a-b]oxiren-4-one (HMDB0242305)

MOL for HMDB0242305 ((1Ar,3S,4aS,7S,8aS)-3-[(1S,2R,3R)-3-[(2R,5S)-5,6-dimethylheptan-2-yl]-2-(2-hydroxyethyl)-2-methylcyclopentyl]-7-hydroxy-4a-methyl-2,3,5,6,7,8-hexahydro-1aH-naphtho[4,4a-b]oxiren-4-one)

3D MOL for HMDB0242305 ((1Ar,3S,4aS,7S,8aS)-3-[(1S,2R,3R)-3-[(2R,5S)-5,6-dimethylheptan-2-yl]-2-(2-hydroxyethyl)-2-methylcyclopentyl]-7-hydroxy-4a-methyl-2,3,5,6,7,8-hexahydro-1aH-naphtho[4,4a-b]oxiren-4-one)

3D SDF for HMDB0242305 ((1Ar,3S,4aS,7S,8aS)-3-[(1S,2R,3R)-3-[(2R,5S)-5,6-dimethylheptan-2-yl]-2-(2-hydroxyethyl)-2-methylcyclopentyl]-7-hydroxy-4a-methyl-2,3,5,6,7,8-hexahydro-1aH-naphtho[4,4a-b]oxiren-4-one)

3D-SDF for HMDB0242305 ((1Ar,3S,4aS,7S,8aS)-3-[(1S,2R,3R)-3-[(2R,5S)-5,6-dimethylheptan-2-yl]-2-(2-hydroxyethyl)-2-methylcyclopentyl]-7-hydroxy-4a-methyl-2,3,5,6,7,8-hexahydro-1aH-naphtho[4,4a-b]oxiren-4-one)

PDB for HMDB0242305 ((1Ar,3S,4aS,7S,8aS)-3-[(1S,2R,3R)-3-[(2R,5S)-5,6-dimethylheptan-2-yl]-2-(2-hydroxyethyl)-2-methylcyclopentyl]-7-hydroxy-4a-methyl-2,3,5,6,7,8-hexahydro-1aH-naphtho[4,4a-b]oxiren-4-one)

3D PDB for HMDB0242305 ((1Ar,3S,4aS,7S,8aS)-3-[(1S,2R,3R)-3-[(2R,5S)-5,6-dimethylheptan-2-yl]-2-(2-hydroxyethyl)-2-methylcyclopentyl]-7-hydroxy-4a-methyl-2,3,5,6,7,8-hexahydro-1aH-naphtho[4,4a-b]oxiren-4-one)

SMILES for HMDB0242305 ((1Ar,3S,4aS,7S,8aS)-3-[(1S,2R,3R)-3-[(2R,5S)-5,6-dimethylheptan-2-yl]-2-(2-hydroxyethyl)-2-methylcyclopentyl]-7-hydroxy-4a-methyl-2,3,5,6,7,8-hexahydro-1aH-naphtho[4,4a-b]oxiren-4-one)

INCHI for HMDB0242305 ((1Ar,3S,4aS,7S,8aS)-3-[(1S,2R,3R)-3-[(2R,5S)-5,6-dimethylheptan-2-yl]-2-(2-hydroxyethyl)-2-methylcyclopentyl]-7-hydroxy-4a-methyl-2,3,5,6,7,8-hexahydro-1aH-naphtho[4,4a-b]oxiren-4-one)

Structure for HMDB0242305 ((1Ar,3S,4aS,7S,8aS)-3-[(1S,2R,3R)-3-[(2R,5S)-5,6-dimethylheptan-2-yl]-2-(2-hydroxyethyl)-2-methylcyclopentyl]-7-hydroxy-4a-methyl-2,3,5,6,7,8-hexahydro-1aH-naphtho[4,4a-b]oxiren-4-one)

3D Structure for HMDB0242305 ((1Ar,3S,4aS,7S,8aS)-3-[(1S,2R,3R)-3-[(2R,5S)-5,6-dimethylheptan-2-yl]-2-(2-hydroxyethyl)-2-methylcyclopentyl]-7-hydroxy-4a-methyl-2,3,5,6,7,8-hexahydro-1aH-naphtho[4,4a-b]oxiren-4-one)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra

MS/MS Spectra