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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 18:59:09 UTC

Update Date

2021-09-26 23:14:29 UTC

HMDB ID

HMDB0257882

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(8R,9S,13S,14S,17S)-13-Methyl-3-methylperoxy-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-ol

Description

(8R,9S,13S,14S,17S)-13-Methyl-3-methylperoxy-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-ol belongs to the class of organic compounds known as estrane steroids. These are steroids with a structure based on the estrane skeleton. Based on a literature review very few articles have been published on (8R,9S,13S,14S,17S)-13-Methyl-3-methylperoxy-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-ol. This compound has been identified in human blood as reported by (PMID: 31557052 ). (8r,9s,13s,14s,17s)-13-methyl-3-methylperoxy-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-ol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically (8R,9S,13S,14S,17S)-13-Methyl-3-methylperoxy-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-ol 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

HMDB0257882
     RDKit          3D
(8R,9S,13S,14S,17S)-13-Methyl-3-methylperoxy-6,7,8,9,11,12,14,15,16,17-decahy...
 48 51  0  0  0  0  0  0  0  0999 V2000
    6.7042    0.9824   -0.3261 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4183    0.1597    0.7451 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5000   -0.7522    0.5006 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1349   -0.5565    0.5737 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4264   -0.7709    1.7430 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.5752    1.8156 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3523   -0.1523    0.7040 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0235    0.0651   -0.4545 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4036   -0.1350   -0.5205 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3577    0.5240   -1.7201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1149    0.1252   -1.5775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6211    0.7799   -0.3392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1289    0.0359    0.8700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8210   -1.2376    1.1442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0310   -1.5637    0.3933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7894   -0.4688   -0.2521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1235   -0.7926   -1.7178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1109   -0.1818    0.4313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2949   -0.9927    1.5629 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0625    1.2404    0.9091 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.5677    1.3952    1.8794 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.3042    2.5328    1.1310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5533    1.4706   -1.0792 H   0  0  0  0  0  0  0  0  0  0  0  0
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 13  7  1  0
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M  END

  Mrv1652309112120592D          

 22 25  0  0  0  0            999 V2000
    4.3228   -0.9107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9629   -0.1684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4311   -0.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6190   -0.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387    0.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.3340    1.1139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0168    0.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7875   -0.1416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2939   -0.7929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5902    1.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.0976    0.5577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4342    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.1901    1.4789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0022    1.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
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 13 14  1  0  0  0  0
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 18 20  1  0  0  0  0
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M  END
> <DATABASE_ID>
HMDB0257882

> <DATABASE_NAME>
hmdb

> <SMILES>
COOC1=CC2=C(C=C1)C1CCC3(C)C(O)CCC3C1CC2

> <INCHI_IDENTIFIER>
InChI=1S/C19H26O3/c1-19-10-9-15-14-6-4-13(22-21-2)11-12(14)3-5-16(15)17(19)7-8-18(19)20/h4,6,11,15-18,20H,3,5,7-10H2,1-2H3

> <INCHI_KEY>
KSUDMXHLLPWODP-UHFFFAOYSA-N

> <FORMULA>
C19H26O3

> <MOLECULAR_WEIGHT>
302.414

> <EXACT_MASS>
302.188194697

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
34.894595566726686

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
15-methyl-5-(methylperoxy)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-trien-14-ol

> <ALOGPS_LOGP>
4.00

> <JCHEM_LOGP>
4.042498314000001

> <ALOGPS_LOGS>
-5.27

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.37769223665565

> <JCHEM_PKA_STRONGEST_BASIC>
-0.883965825906022

> <JCHEM_POLAR_SURFACE_AREA>
38.69

> <JCHEM_REFRACTIVITY>
85.7372

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.64e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
15-methyl-5-(methylperoxy)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-trien-14-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0257882
     RDKit          3D
(8R,9S,13S,14S,17S)-13-Methyl-3-methylperoxy-6,7,8,9,11,12,14,15,16,17-decahy...
 48 51  0  0  0  0  0  0  0  0999 V2000
    6.7042    0.9824   -0.3261 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4183    0.1597    0.7451 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5000   -0.7522    0.5006 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1349   -0.5565    0.5737 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4264   -0.7709    1.7430 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.5752    1.8156 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3523   -0.1523    0.7040 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0235    0.0651   -0.4545 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4036   -0.1350   -0.5205 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3577    0.5240   -1.7201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1149    0.1252   -1.5775 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.1289    0.0359    0.8700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8210   -1.2376    1.1442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0310   -1.5637    0.3933 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.1109   -0.1818    0.4313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2949   -0.9927    1.5629 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0625    1.2404    0.9091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5476    1.4612    1.0352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1020    0.8623   -0.2679 C   0  0  0  0  0  0  0  0  0  0  0  0
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 13  7  1  0
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 17 40  1  0
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 18 42  1  0
 19 43  1  0
 20 44  1  0
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 21 46  1  0
 21 47  1  0
 22 48  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       8.069  -1.700   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.398  -0.314   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.405  -1.492   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.889  -1.221   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.366   0.228   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.358   1.405   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.874   1.134   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.090   2.079   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.365   1.215   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.937  -0.264   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       9.882  -1.480   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       4.835   2.854   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.319   3.125   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.326   1.947   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.850   0.499   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.857  -0.678   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.341  -0.407   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.182   1.041   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.810   2.218   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -1.698   1.312   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -2.221   2.761   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -3.737   3.032   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7   10                                             
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   15                                                  
CONECT    6    5    7   12                                                  
CONECT    7    6    2    8                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    2   11                                                  
CONECT   11   10                                                            
CONECT   12    6   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   19                                                  
CONECT   15   14    5   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18   14                                                       
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   50    0
END

COMPND    HMDB0257882
HETATM    1  C1  UNL     1       6.704   0.982  -0.326  1.00  0.00           C  
HETATM    2  O1  UNL     1       6.418   0.160   0.745  1.00  0.00           O  
HETATM    3  O2  UNL     1       5.500  -0.752   0.501  1.00  0.00           O  
HETATM    4  C2  UNL     1       4.135  -0.556   0.574  1.00  0.00           C  
HETATM    5  C3  UNL     1       3.426  -0.771   1.743  1.00  0.00           C  
HETATM    6  C4  UNL     1       2.063  -0.575   1.816  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.352  -0.152   0.704  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.023   0.065  -0.455  1.00  0.00           C  
HETATM    9  C7  UNL     1       3.404  -0.135  -0.520  1.00  0.00           C  
HETATM   10  C8  UNL     1       1.358   0.524  -1.720  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.115   0.125  -1.578  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.621   0.780  -0.339  1.00  0.00           C  
HETATM   13  C11 UNL     1      -0.129   0.036   0.870  1.00  0.00           C  
HETATM   14  C12 UNL     1      -0.821  -1.238   1.144  1.00  0.00           C  
HETATM   15  C13 UNL     1      -2.031  -1.564   0.393  1.00  0.00           C  
HETATM   16  C14 UNL     1      -2.789  -0.469  -0.252  1.00  0.00           C  
HETATM   17  C15 UNL     1      -3.123  -0.793  -1.718  1.00  0.00           C  
HETATM   18  C16 UNL     1      -4.111  -0.182   0.431  1.00  0.00           C  
HETATM   19  O3  UNL     1      -4.295  -0.993   1.563  1.00  0.00           O  
HETATM   20  C17 UNL     1      -4.062   1.240   0.909  1.00  0.00           C  
HETATM   21  C18 UNL     1      -2.548   1.461   1.035  1.00  0.00           C  
HETATM   22  C19 UNL     1      -2.102   0.862  -0.268  1.00  0.00           C  
HETATM   23  H1  UNL     1       7.800   0.979  -0.486  1.00  0.00           H  
HETATM   24  H2  UNL     1       6.241   0.628  -1.263  1.00  0.00           H  
HETATM   25  H3  UNL     1       6.401   2.023  -0.084  1.00  0.00           H  
HETATM   26  H4  UNL     1       4.017  -1.103   2.599  1.00  0.00           H  
HETATM   27  H5  UNL     1       1.560  -0.758   2.753  1.00  0.00           H  
HETATM   28  H6  UNL     1       3.919   0.038  -1.434  1.00  0.00           H  
HETATM   29  H7  UNL     1       1.360   1.639  -1.673  1.00  0.00           H  
HETATM   30  H8  UNL     1       1.819   0.113  -2.615  1.00  0.00           H  
HETATM   31  H9  UNL     1      -0.694   0.395  -2.489  1.00  0.00           H  
HETATM   32  H10 UNL     1      -0.113  -0.981  -1.403  1.00  0.00           H  
HETATM   33  H11 UNL     1      -0.207   1.802  -0.291  1.00  0.00           H  
HETATM   34  H12 UNL     1      -0.217   0.760   1.734  1.00  0.00           H  
HETATM   35  H13 UNL     1      -0.069  -2.071   0.997  1.00  0.00           H  
HETATM   36  H14 UNL     1      -1.019  -1.277   2.258  1.00  0.00           H  
HETATM   37  H15 UNL     1      -1.816  -2.342  -0.400  1.00  0.00           H  
HETATM   38  H16 UNL     1      -2.752  -2.104   1.079  1.00  0.00           H  
HETATM   39  H17 UNL     1      -2.356  -1.546  -2.055  1.00  0.00           H  
HETATM   40  H18 UNL     1      -3.111   0.103  -2.345  1.00  0.00           H  
HETATM   41  H19 UNL     1      -4.087  -1.345  -1.730  1.00  0.00           H  
HETATM   42  H20 UNL     1      -4.976  -0.273  -0.252  1.00  0.00           H  
HETATM   43  H21 UNL     1      -5.276  -0.961   1.745  1.00  0.00           H  
HETATM   44  H22 UNL     1      -4.568   1.395   1.879  1.00  0.00           H  
HETATM   45  H23 UNL     1      -4.390   1.966   0.128  1.00  0.00           H  
HETATM   46  H24 UNL     1      -2.246   0.859   1.919  1.00  0.00           H  
HETATM   47  H25 UNL     1      -2.304   2.533   1.131  1.00  0.00           H  
HETATM   48  H26 UNL     1      -2.553   1.471  -1.079  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3
CONECT    3    4
CONECT    4    5    5    9
CONECT    5    6   26
CONECT    6    7    7   27
CONECT    7    8   13
CONECT    8    9    9   10
CONECT    9   28
CONECT   10   11   29   30
CONECT   11   12   31   32
CONECT   12   13   22   33
CONECT   13   14   34
CONECT   14   15   35   36
CONECT   15   16   37   38
CONECT   16   17   18   22
CONECT   17   39   40   41
CONECT   18   19   20   42
CONECT   19   43
CONECT   20   21   44   45
CONECT   21   22   46   47
CONECT   22   48
END

HMDB0257882
     RDKit          3D
(8R,9S,13S,14S,17S)-13-Methyl-3-methylperoxy-6,7,8,9,11,12,14,15,16,17-decahy...
 48 51  0  0  0  0  0  0  0  0999 V2000
    6.7042    0.9824   -0.3261 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4183    0.1597    0.7451 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5000   -0.7522    0.5006 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1349   -0.5565    0.5737 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4264   -0.7709    1.7430 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.5752    1.8156 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3523   -0.1523    0.7040 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0235    0.0651   -0.4545 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4036   -0.1350   -0.5205 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3577    0.5240   -1.7201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1149    0.1252   -1.5775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6211    0.7799   -0.3392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1289    0.0359    0.8700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8210   -1.2376    1.1442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0310   -1.5637    0.3933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7894   -0.4688   -0.2521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1235   -0.7926   -1.7178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1109   -0.1818    0.4313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2949   -0.9927    1.5629 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0625    1.2404    0.9091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5476    1.4612    1.0352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1020    0.8623   -0.2679 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8001    0.9788   -0.4863 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2412    0.6284   -1.2635 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4014    2.0227   -0.0839 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0169   -1.1034    2.5989 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5602   -0.7576    2.7532 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9194    0.0384   -1.4336 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3601    1.6393   -1.6730 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8194    0.1133   -2.6151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6939    0.3955   -2.4890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1132   -0.9814   -1.4034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2072    1.8018   -0.2913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2171    0.7599    1.7341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0689   -2.0709    0.9971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0192   -1.2773    2.2582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8158   -2.3421   -0.3997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7520   -2.1040    1.0789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3563   -1.5463   -2.0555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1111    0.1029   -2.3447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0867   -1.3450   -1.7296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9764   -0.2729   -0.2515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2759   -0.9605    1.7449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5677    1.3952    1.8794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3899    1.9663    0.1275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2458    0.8589    1.9195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3042    2.5328    1.1310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5533    1.4706   -1.0792 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  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
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
  9  4  1  0
 22 12  1  0
 13  7  1  0
 22 16  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  5 26  1  0
  6 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  0
 13 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 17 39  1  0
 17 40  1  0
 17 41  1  0
 18 42  1  0
 19 43  1  0
 20 44  1  0
 20 45  1  0
 21 46  1  0
 21 47  1  0
 22 48  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₉H₂₆O₃

Average Molecular Weight

302.414

Monoisotopic Molecular Weight

302.188194697

IUPAC Name

15-methyl-5-(methylperoxy)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-trien-14-ol

Traditional Name

15-methyl-5-(methylperoxy)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-trien-14-ol

CAS Registry Number

Not Available

SMILES

COOC1=CC2=C(C=C1)C1CCC3(C)C(O)CCC3C1CC2

InChI Identifier

InChI=1S/C19H26O3/c1-19-10-9-15-14-6-4-13(22-21-2)11-12(14)3-5-16(15)17(19)7-8-18(19)20/h4,6,11,15-18,20H,3,5,7-10H2,1-2H3

InChI Key

KSUDMXHLLPWODP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as estrane steroids. These are steroids with a structure based on the estrane skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Estrane steroids

Direct Parent

Estrane steroids

Alternative Parents

Substituents

17-hydroxysteroid
Hydroxysteroid
Estrane-skeleton
Phenanthrene
Tetralin
Benzenoid
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aromatic homopolycyclic compound

Molecular Framework

Aromatic 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	4	ALOGPS
logP	4.04	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	19.38	ChemAxon
pKa (Strongest Basic)	-0.88	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	38.69 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	85.74 m³·mol⁻¹	ChemAxon
Polarizability	34.89 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	171.46	30932474
DeepCCS	[M-H]-	169.102	30932474
DeepCCS	[M-2H]-	201.988	30932474
DeepCCS	[M+Na]+	177.554	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(8R,9S,13S,14S,17S)-13-Methyl-3-methylperoxy-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-ol	COOC1=CC2=C(C=C1)C1CCC3(C)C(O)CCC3C1CC2	3291.4	Standard polar	33892256
(8R,9S,13S,14S,17S)-13-Methyl-3-methylperoxy-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-ol	COOC1=CC2=C(C=C1)C1CCC3(C)C(O)CCC3C1CC2	2489.7	Standard non polar	33892256
(8R,9S,13S,14S,17S)-13-Methyl-3-methylperoxy-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-ol	COOC1=CC2=C(C=C1)C1CCC3(C)C(O)CCC3C1CC2	2681.0	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (8R,9S,13S,14S,17S)-13-Methyl-3-methylperoxy-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-ol GC-MS (Non-derivatized) - 70eV, Positive	splash10-00dr-1290000000-2935be7d01a561157533	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (8R,9S,13S,14S,17S)-13-Methyl-3-methylperoxy-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-ol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (8R,9S,13S,14S,17S)-13-Methyl-3-methylperoxy-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-ol GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (8R,9S,13S,14S,17S)-13-Methyl-3-methylperoxy-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-ol GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	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

10644259

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

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METLIN ID

Not Available

PubChem Compound

21895206

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 (8R,9S,13S,14S,17S)-13-Methyl-3-methylperoxy-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-ol (HMDB0257882)

MOL for HMDB0257882 ((8R,9S,13S,14S,17S)-13-Methyl-3-methylperoxy-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-ol)

3D MOL for HMDB0257882 ((8R,9S,13S,14S,17S)-13-Methyl-3-methylperoxy-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-ol)

3D SDF for HMDB0257882 ((8R,9S,13S,14S,17S)-13-Methyl-3-methylperoxy-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-ol)

3D-SDF for HMDB0257882 ((8R,9S,13S,14S,17S)-13-Methyl-3-methylperoxy-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-ol)

PDB for HMDB0257882 ((8R,9S,13S,14S,17S)-13-Methyl-3-methylperoxy-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-ol)

3D PDB for HMDB0257882 ((8R,9S,13S,14S,17S)-13-Methyl-3-methylperoxy-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-ol)

SMILES for HMDB0257882 ((8R,9S,13S,14S,17S)-13-Methyl-3-methylperoxy-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-ol)

INCHI for HMDB0257882 ((8R,9S,13S,14S,17S)-13-Methyl-3-methylperoxy-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-ol)

Structure for HMDB0257882 ((8R,9S,13S,14S,17S)-13-Methyl-3-methylperoxy-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-ol)

3D Structure for HMDB0257882 ((8R,9S,13S,14S,17S)-13-Methyl-3-methylperoxy-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-ol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra