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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 09:28:39 UTC

Update Date

2021-09-26 23:04:06 UTC

HMDB ID

HMDB0251848

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Epi-Friedelanol

Description

4,4a,6b,8a,11,11,12b,14a-octamethyl-docosahydropicen-3-ol belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Based on a literature review very few articles have been published on 4,4a,6b,8a,11,11,12b,14a-octamethyl-docosahydropicen-3-ol. This compound has been identified in human blood as reported by (PMID: 31557052 ). Epi-friedelanol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Epi-Friedelanol 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

  Mrv1533004161508422D          

 31 35  0  0  0  0            999 V2000
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 17 30  1  0  0  0  0
 30 31  1  0  0  0  0
M  END

HMDB0251848
     RDKit          3D
Epi-Friedelanol
 83 87  0  0  0  0  0  0  0  0999 V2000
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M  END

  Mrv1533004161508422D          

 31 35  0  0  0  0            999 V2000
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 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 21 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 19 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 12 30  1  0  0  0  0
 17 30  1  0  0  0  0
 30 31  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0251848

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1C(O)CCC2C1(C)CCC1C2(C)CCC2(C)C3CC(C)(C)CCC3(C)CCC12C

> <INCHI_IDENTIFIER>
InChI=1S/C30H52O/c1-20-21(31)9-10-22-27(20,5)12-11-23-28(22,6)16-18-30(8)24-19-25(2,3)13-14-26(24,4)15-17-29(23,30)7/h20-24,31H,9-19H2,1-8H3

> <INCHI_KEY>
XCDQFROEGGNAER-UHFFFAOYSA-N

> <FORMULA>
C30H52O

> <MOLECULAR_WEIGHT>
428.745

> <EXACT_MASS>
428.401816294

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
83

> <JCHEM_AVERAGE_POLARIZABILITY>
54.51870979318285

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4,4a,6b,8a,11,11,12b,14a-octamethyl-docosahydropicen-3-ol

> <ALOGPS_LOGP>
6.38

> <JCHEM_LOGP>
7.7307665856666645

> <ALOGPS_LOGS>
-7.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.215333803187104

> <JCHEM_PKA_STRONGEST_BASIC>
-0.9550129944859601

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
131.1343

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.11e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4,4a,6b,8a,11,11,12b,14a-octamethyl-hexadecahydropicen-3-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0251848
     RDKit          3D
Epi-Friedelanol
 83 87  0  0  0  0  0  0  0  0999 V2000
    5.6622    1.1508   -1.1944 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2023    0.0787   -0.1942 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3260   -1.2629   -0.8487 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4831   -2.3071    0.0619 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1822   -1.6008   -1.7558 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8373   -1.3484   -1.1329 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8949   -0.7676    0.2402 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8471    0.4041    0.3235 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0304    0.9081    1.7191 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1776    1.4758   -0.5166 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8955    1.9519    0.0896 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0475    0.9193    0.7380 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5337   -0.4750    0.7848 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5816   -0.9703    2.2494 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5644   -1.4501    0.1214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8452   -1.3130    0.5756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3250    0.0897    0.7748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5535    0.2843    2.2613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7127    0.2973    0.1815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6102   -0.7417    0.8192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9333   -0.8969    0.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8424    0.2945    0.3595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6276   -2.0911    0.7773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8006   -1.1480   -1.3393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5112   -0.7582   -1.9598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8073    0.4013   -1.2707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6325    1.6426   -1.6575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4965    0.5283   -1.9798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4305    1.2489   -1.2747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3756    1.1172    0.2105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8167    2.4883    0.7576 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9343    2.0818   -0.6788 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6333    0.7420   -1.6022 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9795    1.2563   -2.0351 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9869    0.0946    0.5995 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2525   -1.2503   -1.4663 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7310   -3.1076   -0.4744 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3300   -2.6556   -2.0732 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3416   -1.0065   -2.7012 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3794   -2.3773   -1.0090 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2762   -0.7306   -1.8520 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4129   -1.5691    0.8577 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2424    0.0524    2.4205 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2775    1.5723    2.1020 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9913    1.5046    1.7232 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9113    2.3152   -0.5759 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0041    1.1446   -1.5440 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1882    2.7973    0.7883 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3519    2.5039   -0.7281 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9298    1.2663    1.8156 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4594   -1.5704    2.4676 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6942   -1.5243    2.5423 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5996   -0.0448    2.8991 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5959   -1.4317   -0.9581 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9393   -2.4713    0.4311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4681   -1.8610   -0.1961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9795   -1.9488    1.4866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8082   -0.7229    2.7105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4646    0.9025    2.4862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7151    0.6637    2.8257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0513    1.2754    0.6449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8758   -0.4248    1.8719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1594   -1.7325    0.9214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3640    0.6043   -0.5790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2530    1.1501    0.7935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6356    0.0845    1.0927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4404   -2.4831    0.1219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0663   -1.7637    1.7531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9255   -2.9014    0.9855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9537   -2.2404   -1.5353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6770   -0.6571   -1.8579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8314   -1.6146   -2.1518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7534   -0.3713   -2.9964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1162    2.2780   -2.3739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7828    2.2746   -0.7332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6221    1.3862   -2.0325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7028    1.0352   -2.9690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1348   -0.4833   -2.2904 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5570    0.9075   -1.7083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4694    2.3302   -1.6163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3291    2.4081    1.7084 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0857    3.1390    0.9300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4509    3.0239    0.0468 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
  3  5  1  0
  5  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
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 21 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
  8  2  1  0
 30 12  1  0
 13  7  1  0
 30 17  1  0
 26 19  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  3 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  7 42  1  0
  9 43  1  0
  9 44  1  0
  9 45  1  0
 10 46  1  0
 10 47  1  0
 11 48  1  0
 11 49  1  0
 12 50  1  0
 14 51  1  0
 14 52  1  0
 14 53  1  0
 15 54  1  0
 15 55  1  0
 16 56  1  0
 16 57  1  0
 18 58  1  0
 18 59  1  0
 18 60  1  0
 19 61  1  0
 20 62  1  0
 20 63  1  0
 22 64  1  0
 22 65  1  0
 22 66  1  0
 23 67  1  0
 23 68  1  0
 23 69  1  0
 24 70  1  0
 24 71  1  0
 25 72  1  0
 25 73  1  0
 27 74  1  0
 27 75  1  0
 27 76  1  0
 28 77  1  0
 28 78  1  0
 29 79  1  0
 29 80  1  0
 31 81  1  0
 31 82  1  0
 31 83  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      12.114   3.437   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.344   2.104   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.114   0.770   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      13.654   0.770   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      11.344  -0.564   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.804  -0.564   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.034   0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.804   2.104   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.574   3.437   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.034   3.437   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.494   3.437   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.724   2.104   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.494   0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.264  -0.564   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.724  -0.564   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.184  -0.564   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.414   0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.644  -0.564   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.104  -0.564   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.564  -0.564   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.831  -2.080   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.883  -1.090   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.206   0.770   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.564   2.104   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.104   2.104   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.334   3.437   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.874   3.437   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.414   3.437   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.184   2.104   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   13                                                  
CONECT    8    7    2    9   10                                             
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   30                                                  
CONECT   13   12    7   14   15                                             
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19   30                                             
CONECT   18   17                                                            
CONECT   19   17   20   26                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23   24                                             
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   21   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   19   27   28                                             
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   12   17   31                                             
CONECT   31   30                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   70    0
END

COMPND    HMDB0251848
HETATM    1  C1  UNL     1       5.662   1.151  -1.194  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.202   0.079  -0.194  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.326  -1.263  -0.849  1.00  0.00           C  
HETATM    4  O1  UNL     1       5.483  -2.307   0.062  1.00  0.00           O  
HETATM    5  C4  UNL     1       4.182  -1.601  -1.756  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.837  -1.348  -1.133  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.895  -0.768   0.240  1.00  0.00           C  
HETATM    8  C7  UNL     1       3.847   0.404   0.324  1.00  0.00           C  
HETATM    9  C8  UNL     1       4.030   0.908   1.719  1.00  0.00           C  
HETATM   10  C9  UNL     1       3.178   1.476  -0.517  1.00  0.00           C  
HETATM   11  C10 UNL     1       1.895   1.952   0.090  1.00  0.00           C  
HETATM   12  C11 UNL     1       1.047   0.919   0.738  1.00  0.00           C  
HETATM   13  C12 UNL     1       1.534  -0.475   0.785  1.00  0.00           C  
HETATM   14  C13 UNL     1       1.582  -0.970   2.249  1.00  0.00           C  
HETATM   15  C14 UNL     1       0.564  -1.450   0.121  1.00  0.00           C  
HETATM   16  C15 UNL     1      -0.845  -1.313   0.576  1.00  0.00           C  
HETATM   17  C16 UNL     1      -1.325   0.090   0.775  1.00  0.00           C  
HETATM   18  C17 UNL     1      -1.553   0.284   2.261  1.00  0.00           C  
HETATM   19  C18 UNL     1      -2.713   0.297   0.182  1.00  0.00           C  
HETATM   20  C19 UNL     1      -3.610  -0.742   0.819  1.00  0.00           C  
HETATM   21  C20 UNL     1      -4.933  -0.897   0.110  1.00  0.00           C  
HETATM   22  C21 UNL     1      -5.842   0.295   0.359  1.00  0.00           C  
HETATM   23  C22 UNL     1      -5.628  -2.091   0.777  1.00  0.00           C  
HETATM   24  C23 UNL     1      -4.801  -1.148  -1.339  1.00  0.00           C  
HETATM   25  C24 UNL     1      -3.511  -0.758  -1.960  1.00  0.00           C  
HETATM   26  C25 UNL     1      -2.807   0.401  -1.271  1.00  0.00           C  
HETATM   27  C26 UNL     1      -3.633   1.643  -1.658  1.00  0.00           C  
HETATM   28  C27 UNL     1      -1.497   0.528  -1.980  1.00  0.00           C  
HETATM   29  C28 UNL     1      -0.431   1.249  -1.275  1.00  0.00           C  
HETATM   30  C29 UNL     1      -0.376   1.117   0.211  1.00  0.00           C  
HETATM   31  C30 UNL     1      -0.817   2.488   0.758  1.00  0.00           C  
HETATM   32  H1  UNL     1       5.934   2.082  -0.679  1.00  0.00           H  
HETATM   33  H2  UNL     1       6.633   0.742  -1.602  1.00  0.00           H  
HETATM   34  H3  UNL     1       4.980   1.256  -2.035  1.00  0.00           H  
HETATM   35  H4  UNL     1       5.987   0.095   0.599  1.00  0.00           H  
HETATM   36  H5  UNL     1       6.253  -1.250  -1.466  1.00  0.00           H  
HETATM   37  H6  UNL     1       5.731  -3.108  -0.474  1.00  0.00           H  
HETATM   38  H7  UNL     1       4.330  -2.656  -2.073  1.00  0.00           H  
HETATM   39  H8  UNL     1       4.342  -1.006  -2.701  1.00  0.00           H  
HETATM   40  H9  UNL     1       2.379  -2.377  -1.009  1.00  0.00           H  
HETATM   41  H10 UNL     1       2.276  -0.731  -1.852  1.00  0.00           H  
HETATM   42  H11 UNL     1       3.413  -1.569   0.858  1.00  0.00           H  
HETATM   43  H12 UNL     1       4.242   0.052   2.420  1.00  0.00           H  
HETATM   44  H13 UNL     1       3.277   1.572   2.102  1.00  0.00           H  
HETATM   45  H14 UNL     1       4.991   1.505   1.723  1.00  0.00           H  
HETATM   46  H15 UNL     1       3.911   2.315  -0.576  1.00  0.00           H  
HETATM   47  H16 UNL     1       3.004   1.145  -1.544  1.00  0.00           H  
HETATM   48  H17 UNL     1       2.188   2.797   0.788  1.00  0.00           H  
HETATM   49  H18 UNL     1       1.352   2.504  -0.728  1.00  0.00           H  
HETATM   50  H19 UNL     1       0.930   1.266   1.816  1.00  0.00           H  
HETATM   51  H20 UNL     1       2.459  -1.570   2.468  1.00  0.00           H  
HETATM   52  H21 UNL     1       0.694  -1.524   2.542  1.00  0.00           H  
HETATM   53  H22 UNL     1       1.600  -0.045   2.899  1.00  0.00           H  
HETATM   54  H23 UNL     1       0.596  -1.432  -0.958  1.00  0.00           H  
HETATM   55  H24 UNL     1       0.939  -2.471   0.431  1.00  0.00           H  
HETATM   56  H25 UNL     1      -1.468  -1.861  -0.196  1.00  0.00           H  
HETATM   57  H26 UNL     1      -0.979  -1.949   1.487  1.00  0.00           H  
HETATM   58  H27 UNL     1      -1.808  -0.723   2.710  1.00  0.00           H  
HETATM   59  H28 UNL     1      -2.465   0.902   2.486  1.00  0.00           H  
HETATM   60  H29 UNL     1      -0.715   0.664   2.826  1.00  0.00           H  
HETATM   61  H30 UNL     1      -3.051   1.275   0.645  1.00  0.00           H  
HETATM   62  H31 UNL     1      -3.876  -0.425   1.872  1.00  0.00           H  
HETATM   63  H32 UNL     1      -3.159  -1.732   0.921  1.00  0.00           H  
HETATM   64  H33 UNL     1      -6.364   0.604  -0.579  1.00  0.00           H  
HETATM   65  H34 UNL     1      -5.253   1.150   0.794  1.00  0.00           H  
HETATM   66  H35 UNL     1      -6.636   0.084   1.093  1.00  0.00           H  
HETATM   67  H36 UNL     1      -6.440  -2.483   0.122  1.00  0.00           H  
HETATM   68  H37 UNL     1      -6.066  -1.764   1.753  1.00  0.00           H  
HETATM   69  H38 UNL     1      -4.926  -2.901   0.985  1.00  0.00           H  
HETATM   70  H39 UNL     1      -4.954  -2.240  -1.535  1.00  0.00           H  
HETATM   71  H40 UNL     1      -5.677  -0.657  -1.858  1.00  0.00           H  
HETATM   72  H41 UNL     1      -2.831  -1.615  -2.152  1.00  0.00           H  
HETATM   73  H42 UNL     1      -3.753  -0.371  -2.996  1.00  0.00           H  
HETATM   74  H43 UNL     1      -3.116   2.278  -2.374  1.00  0.00           H  
HETATM   75  H44 UNL     1      -3.783   2.275  -0.733  1.00  0.00           H  
HETATM   76  H45 UNL     1      -4.622   1.386  -2.032  1.00  0.00           H  
HETATM   77  H46 UNL     1      -1.703   1.035  -2.969  1.00  0.00           H  
HETATM   78  H47 UNL     1      -1.135  -0.483  -2.290  1.00  0.00           H  
HETATM   79  H48 UNL     1       0.557   0.908  -1.708  1.00  0.00           H  
HETATM   80  H49 UNL     1      -0.469   2.330  -1.616  1.00  0.00           H  
HETATM   81  H50 UNL     1      -1.329   2.408   1.708  1.00  0.00           H  
HETATM   82  H51 UNL     1       0.086   3.139   0.930  1.00  0.00           H  
HETATM   83  H52 UNL     1      -1.451   3.024   0.047  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3    8   35
CONECT    3    4    5   36
CONECT    4   37
CONECT    5    6   38   39
CONECT    6    7   40   41
CONECT    7    8   13   42
CONECT    8    9   10
CONECT    9   43   44   45
CONECT   10   11   46   47
CONECT   11   12   48   49
CONECT   12   13   30   50
CONECT   13   14   15
CONECT   14   51   52   53
CONECT   15   16   54   55
CONECT   16   17   56   57
CONECT   17   18   19   30
CONECT   18   58   59   60
CONECT   19   20   26   61
CONECT   20   21   62   63
CONECT   21   22   23   24
CONECT   22   64   65   66
CONECT   23   67   68   69
CONECT   24   25   70   71
CONECT   25   26   72   73
CONECT   26   27   28
CONECT   27   74   75   76
CONECT   28   29   77   78
CONECT   29   30   79   80
CONECT   30   31
CONECT   31   81   82   83
END

HMDB0251848
     RDKit          3D
Epi-Friedelanol
 83 87  0  0  0  0  0  0  0  0999 V2000
    5.6622    1.1508   -1.1944 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2023    0.0787   -0.1942 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3260   -1.2629   -0.8487 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4831   -2.3071    0.0619 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1822   -1.6008   -1.7558 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8373   -1.3484   -1.1329 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8949   -0.7676    0.2402 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8471    0.4041    0.3235 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0304    0.9081    1.7191 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1776    1.4758   -0.5166 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8955    1.9519    0.0896 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0475    0.9193    0.7380 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5337   -0.4750    0.7848 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5816   -0.9703    2.2494 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5644   -1.4501    0.1214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8452   -1.3130    0.5756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3250    0.0897    0.7748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5535    0.2843    2.2613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7127    0.2973    0.1815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6102   -0.7417    0.8192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9333   -0.8969    0.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8424    0.2945    0.3595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6276   -2.0911    0.7773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8006   -1.1480   -1.3393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5112   -0.7582   -1.9598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8073    0.4013   -1.2707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6325    1.6426   -1.6575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4965    0.5283   -1.9798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4305    1.2489   -1.2747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3756    1.1172    0.2105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8167    2.4883    0.7576 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9343    2.0818   -0.6788 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6333    0.7420   -1.6022 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9795    1.2563   -2.0351 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9869    0.0946    0.5995 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2525   -1.2503   -1.4663 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7310   -3.1076   -0.4744 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3300   -2.6556   -2.0732 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3416   -1.0065   -2.7012 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3794   -2.3773   -1.0090 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2762   -0.7306   -1.8520 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4129   -1.5691    0.8577 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2424    0.0524    2.4205 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2775    1.5723    2.1020 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9913    1.5046    1.7232 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9113    2.3152   -0.5759 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0041    1.1446   -1.5440 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1882    2.7973    0.7883 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3519    2.5039   -0.7281 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9298    1.2663    1.8156 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4594   -1.5704    2.4676 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6942   -1.5243    2.5423 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5996   -0.0448    2.8991 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5959   -1.4317   -0.9581 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9393   -2.4713    0.4311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4681   -1.8610   -0.1961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9795   -1.9488    1.4866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8082   -0.7229    2.7105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4646    0.9025    2.4862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7151    0.6637    2.8257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0513    1.2754    0.6449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8758   -0.4248    1.8719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1594   -1.7325    0.9214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3640    0.6043   -0.5790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2530    1.1501    0.7935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6356    0.0845    1.0927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4404   -2.4831    0.1219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0663   -1.7637    1.7531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9255   -2.9014    0.9855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9537   -2.2404   -1.5353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6770   -0.6571   -1.8579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8314   -1.6146   -2.1518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7534   -0.3713   -2.9964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1162    2.2780   -2.3739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7828    2.2746   -0.7332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6221    1.3862   -2.0325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7028    1.0352   -2.9690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1348   -0.4833   -2.2904 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5570    0.9075   -1.7083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4694    2.3302   -1.6163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3291    2.4081    1.7084 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0857    3.1390    0.9300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4509    3.0239    0.0468 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
  3  5  1  0
  5  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
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 21 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
  8  2  1  0
 30 12  1  0
 13  7  1  0
 30 17  1  0
 26 19  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  3 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  7 42  1  0
  9 43  1  0
  9 44  1  0
  9 45  1  0
 10 46  1  0
 10 47  1  0
 11 48  1  0
 11 49  1  0
 12 50  1  0
 14 51  1  0
 14 52  1  0
 14 53  1  0
 15 54  1  0
 15 55  1  0
 16 56  1  0
 16 57  1  0
 18 58  1  0
 18 59  1  0
 18 60  1  0
 19 61  1  0
 20 62  1  0
 20 63  1  0
 22 64  1  0
 22 65  1  0
 22 66  1  0
 23 67  1  0
 23 68  1  0
 23 69  1  0
 24 70  1  0
 24 71  1  0
 25 72  1  0
 25 73  1  0
 27 74  1  0
 27 75  1  0
 27 76  1  0
 28 77  1  0
 28 78  1  0
 29 79  1  0
 29 80  1  0
 31 81  1  0
 31 82  1  0
 31 83  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3beta-Friedelinol	MeSH
Friedelinol	MeSH
Epifriedelanol	MeSH
Friedelinol, (3beta)-isomer	MeSH
Epi-friedelinol	MeSH

Chemical Formula

C₃₀H₅₂O

Average Molecular Weight

428.745

Monoisotopic Molecular Weight

428.401816294

IUPAC Name

4,4a,6b,8a,11,11,12b,14a-octamethyl-docosahydropicen-3-ol

Traditional Name

4,4a,6b,8a,11,11,12b,14a-octamethyl-hexadecahydropicen-3-ol

CAS Registry Number

Not Available

SMILES

CC1C(O)CCC2C1(C)CCC1C2(C)CCC2(C)C3CC(C)(C)CCC3(C)CCC12C

InChI Identifier

InChI=1S/C30H52O/c1-20-21(31)9-10-22-27(20,5)12-11-23-28(22,6)16-18-30(8)24-19-25(2,3)13-14-26(24,4)15-17-29(23,30)7/h20-24,31H,9-19H2,1-8H3

InChI Key

XCDQFROEGGNAER-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
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	6.38	ALOGPS
logP	7.73	ChemAxon
logS	-7	ALOGPS
pKa (Strongest Acidic)	19.22	ChemAxon
pKa (Strongest Basic)	-0.96	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	131.13 m³·mol⁻¹	ChemAxon
Polarizability	54.52 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	237.553	30932474
DeepCCS	[M+Na]+	212.78	30932474
AllCCS	[M+H]+	219.2	32859911
AllCCS	[M+H-H2O]+	217.5	32859911
AllCCS	[M+NH4]+	220.8	32859911
AllCCS	[M+Na]+	221.3	32859911
AllCCS	[M-H]-	208.8	32859911
AllCCS	[M+Na-2H]-	210.8	32859911
AllCCS	[M+HCOO]-	213.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Epi-Friedelanol	CC1C(O)CCC2C1(C)CCC1C2(C)CCC2(C)C3CC(C)(C)CCC3(C)CCC12C	2325.8	Standard polar	33892256
Epi-Friedelanol	CC1C(O)CCC2C1(C)CCC1C2(C)CCC2(C)C3CC(C)(C)CCC3(C)CCC12C	3410.7	Standard non polar	33892256
Epi-Friedelanol	CC1C(O)CCC2C1(C)CCC1C2(C)CCC2(C)C3CC(C)(C)CCC3(C)CCC12C	3441.5	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 - Epi-Friedelanol GC-MS (Non-derivatized) - 70eV, Positive	splash10-03dj-0119800000-ff04ea262392fb281d3e	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Epi-Friedelanol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Epi-Friedelanol GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Epi-Friedelanol GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	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 - Epi-Friedelanol 10V, Positive-QTOF	splash10-004i-0000900000-05250adbed95a718fdc6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epi-Friedelanol 20V, Positive-QTOF	splash10-0h00-2329800000-6b26e26dfa92948115c8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epi-Friedelanol 40V, Positive-QTOF	splash10-000i-2930000000-0085b3cde40342cc3a7f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epi-Friedelanol 10V, Negative-QTOF	splash10-004i-0000900000-ed006f256d0151ef0614	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epi-Friedelanol 20V, Negative-QTOF	splash10-004i-0000900000-ed006f256d0151ef0614	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epi-Friedelanol 40V, Negative-QTOF	splash10-004i-0000900000-a42bfbe40bcc5b19d20d	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

308866

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

348029

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 Epi-Friedelanol (HMDB0251848)

MOL for HMDB0251848 (Epi-Friedelanol)

3D MOL for HMDB0251848 (Epi-Friedelanol)

3D SDF for HMDB0251848 (Epi-Friedelanol)

3D-SDF for HMDB0251848 (Epi-Friedelanol)

PDB for HMDB0251848 (Epi-Friedelanol)

3D PDB for HMDB0251848 (Epi-Friedelanol)

SMILES for HMDB0251848 (Epi-Friedelanol)

INCHI for HMDB0251848 (Epi-Friedelanol)

Structure for HMDB0251848 (Epi-Friedelanol)

3D Structure for HMDB0251848 (Epi-Friedelanol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra