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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:31:33 UTC

Update Date

2022-03-07 02:55:15 UTC

HMDB ID

HMDB0037284

Secondary Accession Numbers

HMDB37284

Metabolite Identification

Common Name

5(1->10)-Abeo-1,12-patchoulanediol

Description

5(1->10)-Abeo-1,12-patchoulanediol belongs to the class of organic compounds known as tertiary alcohols. Tertiary alcohols are compounds in which a hydroxy group, -OH, is attached to a saturated carbon atom R3COH (R not H ). 5(1->10)-Abeo-1,12-patchoulanediol has been detected, but not quantified in, herbs and spices. This could make 5(1->10)-abeo-1,12-patchoulanediol a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 5(1->10)-Abeo-1,12-patchoulanediol.

Structure

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

HMDB0037284
     RDKit          3D
5(1->10)-Abeo-1,12-patchoulanediol
 43 45  0  0  0  0  0  0  0  0999 V2000
    1.1184    2.3683    0.7443 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5596    0.9182    0.3863 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0937    1.0389    0.2251 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2373   -0.0393    1.5915 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8605   -1.4235    1.3712 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4121   -1.9719    0.0199 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2867   -1.0984   -0.6104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1783   -1.8402   -1.8820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8532   -0.9549    0.4504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2821   -0.2702    1.7231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0728   -0.2013   -0.1255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2466   -0.1420    0.8569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3467    0.4553    0.1995 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6885    1.2016   -0.6047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3913    1.2365   -1.4145 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7952    0.3657   -0.9049 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6958    0.3571   -2.0263 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0809    2.4581    1.0543 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3029    3.0620   -0.0828 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7045    2.7387    1.5958 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3589    1.8345   -0.4810 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5784    1.2734    1.1799 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5422    0.1164   -0.1561 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6204    0.3838    2.5282 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5480   -2.1079    2.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9538   -1.3895    1.4267 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2730   -2.0160   -0.6591 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0725   -3.0075    0.1498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9177   -1.2836   -2.4623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6269   -2.8066   -1.6245 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6665   -2.0400   -2.5510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1908   -1.9624    0.7329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4783   -0.9214    2.5855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7842    0.6703    1.9615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4410   -0.7482   -1.0028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0145    0.4509    1.7463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5353   -1.1498    1.1726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0840    0.4756    0.8330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6416    1.8907    0.2406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4908    1.6011   -1.2392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6405    0.9088   -2.4344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0810    2.2763   -1.5705 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9446    1.2773   -2.2184 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 16  1  0
 17 43  1  0
 13 12  1  0
 13 38  1  0
  7 16  1  0
  7  9  1  0
  7  6  1  0
  7  8  1  0
 16  2  1  0
 16 15  1  0
  9 10  1  0
  9 11  1  0
  9 32  1  0
  2  4  1  0
  2  1  1  0
  2  3  1  0
  4 10  1  0
  4  5  1  0
  4 24  1  0
 10 33  1  0
 10 34  1  0
  6  5  1  0
  6 27  1  0
  6 28  1  0
 11 14  1  0
 11 12  1  0
 11 35  1  0
  5 25  1  0
  5 26  1  0
 15 14  1  0
 15 41  1  0
 15 42  1  0
 14 39  1  0
 14 40  1  0
  8 29  1  0
  8 30  1  0
  8 31  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
 12 36  1  0
 12 37  1  0
M  END


  Mrv0541 01111302132D          

 18 20  0  0  0  0            999 V2000
    0.0551    1.5261    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0551   -0.3276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8594   -0.1441    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2174    0.5993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8595    1.3425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3745    1.2667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8594    0.5993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3745   -0.0682    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5899    0.1868    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5899    1.0117    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6294   -0.8528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4364   -1.0243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5899   -0.6382    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5899    1.8367    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0551    2.3511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2761    0.4393    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4461    1.3140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5792   -0.9069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 10  1  0  0  0  0
  9  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  1  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
  6 10  1  0  0  0  0
  8 11  1  1  0  0  0
 11 12  1  0  0  0  0
  9 13  1  6  0  0  0
 10 14  1  6  0  0  0
  1 15  1  6  0  0  0
  9  1  1  0  0  0  0
  3 16  1  1  0  0  0
 10 16  1  1  0  0  0
 16 17  1  1  0  0  0
 16 18  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0037284

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12C[C@H]3CC[C@]1(C)[C@](O)(CC[C@@H]2CO)C3(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C15H26O2/c1-13(2)11-5-6-14(3)12(8-11)10(9-16)4-7-15(13,14)17/h10-12,16-17H,4-9H2,1-3H3/t10-,11-,12+,14+,15+/m1/s1

> <INCHI_KEY>
RTSORXBIZDRAMP-MUGBGTHKSA-N

> <FORMULA>
C15H26O2

> <MOLECULAR_WEIGHT>
238.3657

> <EXACT_MASS>
238.193280076

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
28.060152860536455

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,3S,6S,7S,8S)-6-(hydroxymethyl)-2,2,8-trimethyltricyclo[5.3.1.0³,⁸]undecan-3-ol

> <ALOGPS_LOGP>
2.87

> <JCHEM_LOGP>
2.144620475999999

> <ALOGPS_LOGS>
-3.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.995533310571965

> <JCHEM_PKA_STRONGEST_BASIC>
0.29786346901782823

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
68.0702

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.99e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,3S,6S,7S,8S)-6-(hydroxymethyl)-2,2,8-trimethyltricyclo[5.3.1.0³,⁸]undecan-3-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0037284
     RDKit          3D
5(1->10)-Abeo-1,12-patchoulanediol
 43 45  0  0  0  0  0  0  0  0999 V2000
    1.1184    2.3683    0.7443 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5596    0.9182    0.3863 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0937    1.0389    0.2251 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2373   -0.0393    1.5915 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8605   -1.4235    1.3712 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4121   -1.9719    0.0199 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2867   -1.0984   -0.6104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1783   -1.8402   -1.8820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8532   -0.9549    0.4504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2821   -0.2702    1.7231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0728   -0.2013   -0.1255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2466   -0.1420    0.8569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3467    0.4553    0.1995 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6885    1.2016   -0.6047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3913    1.2365   -1.4145 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7952    0.3657   -0.9049 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6958    0.3571   -2.0263 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0809    2.4581    1.0543 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3029    3.0620   -0.0828 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7045    2.7387    1.5958 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3589    1.8345   -0.4810 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5784    1.2734    1.1799 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5422    0.1164   -0.1561 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6204    0.3838    2.5282 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5480   -2.1079    2.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9538   -1.3895    1.4267 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2730   -2.0160   -0.6591 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0725   -3.0075    0.1498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9177   -1.2836   -2.4623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6269   -2.8066   -1.6245 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6665   -2.0400   -2.5510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1908   -1.9624    0.7329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4783   -0.9214    2.5855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7842    0.6703    1.9615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4410   -0.7482   -1.0028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0145    0.4509    1.7463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5353   -1.1498    1.1726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0840    0.4756    0.8330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6416    1.8907    0.2406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4908    1.6011   -1.2392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6405    0.9088   -2.4344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0810    2.2763   -1.5705 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9446    1.2773   -2.2184 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 16  1  0
 17 43  1  0
 13 12  1  0
 13 38  1  0
  7 16  1  0
  7  9  1  0
  7  6  1  0
  7  8  1  0
 16  2  1  0
 16 15  1  0
  9 10  1  0
  9 11  1  0
  9 32  1  0
  2  4  1  0
  2  1  1  0
  2  3  1  0
  4 10  1  0
  4  5  1  0
  4 24  1  0
 10 33  1  0
 10 34  1  0
  6  5  1  0
  6 27  1  0
  6 28  1  0
 11 14  1  0
 11 12  1  0
 11 35  1  0
  5 25  1  0
  5 26  1  0
 15 14  1  0
 15 41  1  0
 15 42  1  0
 14 39  1  0
 14 40  1  0
  8 29  1  0
  8 30  1  0
  8 31  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
 12 36  1  0
 12 37  1  0
M  END

HEADER    PROTEIN                                 11-JAN-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-JAN-13         0                                  
HETATM    1  C   UNK     0       0.103   2.849   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.103  -0.612   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.604  -0.269   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.272   1.119   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.604   2.506   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.566   2.365   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.471   1.119   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.566  -0.127   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.101   0.349   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.101   1.889   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.042  -1.592   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -4.548  -1.912   0.000  0.00  0.00           O+0
HETATM   13  H   UNK     0      -1.101  -1.191   0.000  0.00  0.00           H+0
HETATM   14  O   UNK     0      -1.101   3.429   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       0.103   4.389   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.515   0.820   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.699   2.453   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.081  -1.693   0.000  0.00  0.00           C+0
CONECT    1   10    5   15    9                                             
CONECT    2    9    3                                                       
CONECT    3    2    4   16                                                  
CONECT    4    3    5                                                       
CONECT    5    4    1                                                       
CONECT    6    7   10                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   11                                                  
CONECT    9    2    8   13    1                                             
CONECT   10    1    6   14   16                                             
CONECT   11    8   12                                                       
CONECT   12   11                                                            
CONECT   13    9                                                            
CONECT   14   10                                                            
CONECT   15    1                                                            
CONECT   16    3   10   17   18                                             
CONECT   17   16                                                            
CONECT   18   16                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   40    0
END

COMPND    HMDB0037284
HETATM    1  C1  UNL     1       1.118   2.368   0.744  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.560   0.918   0.386  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.094   1.039   0.225  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.237  -0.039   1.591  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.861  -1.423   1.371  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.412  -1.972   0.020  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.287  -1.098  -0.610  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.178  -1.840  -1.882  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.853  -0.955   0.450  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.282  -0.270   1.723  1.00  0.00           C  
HETATM   11  C11 UNL     1      -2.073  -0.201  -0.126  1.00  0.00           C  
HETATM   12  C12 UNL     1      -3.247  -0.142   0.857  1.00  0.00           C  
HETATM   13  O1  UNL     1      -4.347   0.455   0.200  1.00  0.00           O  
HETATM   14  C13 UNL     1      -1.688   1.202  -0.605  1.00  0.00           C  
HETATM   15  C14 UNL     1      -0.391   1.236  -1.415  1.00  0.00           C  
HETATM   16  C15 UNL     1       0.795   0.366  -0.905  1.00  0.00           C  
HETATM   17  O2  UNL     1       1.696   0.357  -2.026  1.00  0.00           O  
HETATM   18  H1  UNL     1       0.081   2.458   1.054  1.00  0.00           H  
HETATM   19  H2  UNL     1       1.303   3.062  -0.083  1.00  0.00           H  
HETATM   20  H3  UNL     1       1.704   2.739   1.596  1.00  0.00           H  
HETATM   21  H4  UNL     1       3.359   1.835  -0.481  1.00  0.00           H  
HETATM   22  H5  UNL     1       3.578   1.273   1.180  1.00  0.00           H  
HETATM   23  H6  UNL     1       3.542   0.116  -0.156  1.00  0.00           H  
HETATM   24  H7  UNL     1       1.620   0.384   2.528  1.00  0.00           H  
HETATM   25  H8  UNL     1       1.548  -2.108   2.170  1.00  0.00           H  
HETATM   26  H9  UNL     1       2.954  -1.389   1.427  1.00  0.00           H  
HETATM   27  H10 UNL     1       2.273  -2.016  -0.659  1.00  0.00           H  
HETATM   28  H11 UNL     1       1.073  -3.007   0.150  1.00  0.00           H  
HETATM   29  H12 UNL     1      -0.918  -1.284  -2.462  1.00  0.00           H  
HETATM   30  H13 UNL     1      -0.627  -2.807  -1.625  1.00  0.00           H  
HETATM   31  H14 UNL     1       0.666  -2.040  -2.551  1.00  0.00           H  
HETATM   32  H15 UNL     1      -1.191  -1.962   0.733  1.00  0.00           H  
HETATM   33  H16 UNL     1      -0.478  -0.921   2.586  1.00  0.00           H  
HETATM   34  H17 UNL     1      -0.784   0.670   1.962  1.00  0.00           H  
HETATM   35  H18 UNL     1      -2.441  -0.748  -1.003  1.00  0.00           H  
HETATM   36  H19 UNL     1      -3.014   0.451   1.746  1.00  0.00           H  
HETATM   37  H20 UNL     1      -3.535  -1.150   1.173  1.00  0.00           H  
HETATM   38  H21 UNL     1      -5.084   0.476   0.833  1.00  0.00           H  
HETATM   39  H22 UNL     1      -1.642   1.891   0.241  1.00  0.00           H  
HETATM   40  H23 UNL     1      -2.491   1.601  -1.239  1.00  0.00           H  
HETATM   41  H24 UNL     1      -0.640   0.909  -2.434  1.00  0.00           H  
HETATM   42  H25 UNL     1      -0.081   2.276  -1.571  1.00  0.00           H  
HETATM   43  H26 UNL     1       1.945   1.277  -2.218  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3    4   16
CONECT    3   21   22   23
CONECT    4    5   10   24
CONECT    5    6   25   26
CONECT    6    7   27   28
CONECT    7    8    9   16
CONECT    8   29   30   31
CONECT    9   10   11   32
CONECT   10   33   34
CONECT   11   12   14   35
CONECT   12   13   36   37
CONECT   13   38
CONECT   14   15   39   40
CONECT   15   16   41   42
CONECT   16   17
CONECT   17   43
END

HMDB0037284
     RDKit          3D
5(1->10)-Abeo-1,12-patchoulanediol
 43 45  0  0  0  0  0  0  0  0999 V2000
    1.1184    2.3683    0.7443 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5596    0.9182    0.3863 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0937    1.0389    0.2251 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2373   -0.0393    1.5915 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8605   -1.4235    1.3712 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4121   -1.9719    0.0199 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2867   -1.0984   -0.6104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1783   -1.8402   -1.8820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8532   -0.9549    0.4504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2821   -0.2702    1.7231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0728   -0.2013   -0.1255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2466   -0.1420    0.8569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3467    0.4553    0.1995 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6885    1.2016   -0.6047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3913    1.2365   -1.4145 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7952    0.3657   -0.9049 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6958    0.3571   -2.0263 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0809    2.4581    1.0543 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3029    3.0620   -0.0828 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7045    2.7387    1.5958 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3589    1.8345   -0.4810 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5784    1.2734    1.1799 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5422    0.1164   -0.1561 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6204    0.3838    2.5282 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5480   -2.1079    2.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9538   -1.3895    1.4267 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2730   -2.0160   -0.6591 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0725   -3.0075    0.1498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9177   -1.2836   -2.4623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6269   -2.8066   -1.6245 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6665   -2.0400   -2.5510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1908   -1.9624    0.7329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4783   -0.9214    2.5855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7842    0.6703    1.9615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4410   -0.7482   -1.0028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0145    0.4509    1.7463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5353   -1.1498    1.1726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0840    0.4756    0.8330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6416    1.8907    0.2406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4908    1.6011   -1.2392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6405    0.9088   -2.4344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0810    2.2763   -1.5705 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9446    1.2773   -2.2184 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 16  1  0
 17 43  1  0
 13 12  1  0
 13 38  1  0
  7 16  1  0
  7  9  1  0
  7  6  1  0
  7  8  1  0
 16  2  1  0
 16 15  1  0
  9 10  1  0
  9 11  1  0
  9 32  1  0
  2  4  1  0
  2  1  1  0
  2  3  1  0
  4 10  1  0
  4  5  1  0
  4 24  1  0
 10 33  1  0
 10 34  1  0
  6  5  1  0
  6 27  1  0
  6 28  1  0
 11 14  1  0
 11 12  1  0
 11 35  1  0
  5 25  1  0
  5 26  1  0
 15 14  1  0
 15 41  1  0
 15 42  1  0
 14 39  1  0
 14 40  1  0
  8 29  1  0
  8 30  1  0
  8 31  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
 12 36  1  0
 12 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₅H₂₆O₂

Average Molecular Weight

238.3657

Monoisotopic Molecular Weight

238.193280076

IUPAC Name

(1R,3S,6S,7S,8S)-6-(hydroxymethyl)-2,2,8-trimethyltricyclo[5.3.1.0³,⁸]undecan-3-ol

Traditional Name

(1R,3S,6S,7S,8S)-6-(hydroxymethyl)-2,2,8-trimethyltricyclo[5.3.1.0³,⁸]undecan-3-ol

CAS Registry Number

Not Available

SMILES

[H][C@@]12C[C@H]3CC[C@]1(C)[C@](O)(CC[C@@H]2CO)C3(C)C

InChI Identifier

InChI=1S/C15H26O2/c1-13(2)11-5-6-14(3)12(8-11)10(9-16)4-7-15(13,14)17/h10-12,16-17H,4-9H2,1-3H3/t10-,11-,12+,14+,15+/m1/s1

InChI Key

RTSORXBIZDRAMP-MUGBGTHKSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tertiary alcohols. Tertiary alcohols are compounds in which a hydroxy group, -OH, is attached to a saturated carbon atom R3COH (R not H ).

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Alcohols and polyols

Direct Parent

Tertiary alcohols

Alternative Parents

Substituents

Tertiary alcohol
Cyclic alcohol
Hydrocarbon derivative
Primary alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0037284)

Source

Endogenous

Endogenous (HMDB: HMDB0037284)

Plant

Plant (HMDB: HMDB0037284)

Exogenous

Food

Food (HMDB: HMDB0037284)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Exogenous (HMDB: HMDB0037284)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0037284)

Role

Biological role

Energy source (HMDB: HMDB0037284)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0037284)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	132.5 - 133 °C	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
Water Solubility	0.2 g/L	ALOGPS
logP	2.87	ALOGPS
logP	2.14	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	18	ChemAxon
pKa (Strongest Basic)	0.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	68.07 m³·mol⁻¹	ChemAxon
Polarizability	28.06 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	153.036	31661259
DarkChem	[M-H]-	150.163	31661259
DeepCCS	[M-2H]-	189.347	30932474
DeepCCS	[M+Na]+	163.982	30932474
AllCCS	[M+H]+	156.8	32859911
AllCCS	[M+H-H2O]+	153.3	32859911
AllCCS	[M+NH4]+	160.1	32859911
AllCCS	[M+Na]+	161.0	32859911
AllCCS	[M-H]-	164.1	32859911
AllCCS	[M+Na-2H]-	164.4	32859911
AllCCS	[M+HCOO]-	164.9	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022.	4.61 minutes	32390414
Predicted by Siyang on May 30, 2022	13.3358 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.4 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	32.1 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2217.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	323.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	170.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	176.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	357.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	625.1 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	599.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	82.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1015.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	408.0 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1336.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	368.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	399.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	283.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	370.4 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	17.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5(1->10)-Abeo-1,12-patchoulanediol	[H][C@@]12C[C@H]3CC[C@]1(C)[C@](O)(CC[C@@H]2CO)C3(C)C	2984.1	Standard polar	33892256
5(1->10)-Abeo-1,12-patchoulanediol	[H][C@@]12C[C@H]3CC[C@]1(C)[C@](O)(CC[C@@H]2CO)C3(C)C	1884.1	Standard non polar	33892256
5(1->10)-Abeo-1,12-patchoulanediol	[H][C@@]12C[C@H]3CC[C@]1(C)[C@](O)(CC[C@@H]2CO)C3(C)C	1971.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5(1->10)-Abeo-1,12-patchoulanediol,1TMS,isomer #1	CC1(C)[C@@H]2CC[C@@]3(C)[C@@H](C2)[C@@H](CO)CC[C@]13O[Si](C)(C)C	1944.5	Semi standard non polar	33892256
5(1->10)-Abeo-1,12-patchoulanediol,1TMS,isomer #2	CC1(C)[C@@H]2CC[C@@]3(C)[C@@H](C2)[C@@H](CO[Si](C)(C)C)CC[C@]13O	1870.5	Semi standard non polar	33892256
5(1->10)-Abeo-1,12-patchoulanediol,2TMS,isomer #1	CC1(C)[C@@H]2CC[C@@]3(C)[C@@H](C2)[C@@H](CO[Si](C)(C)C)CC[C@]13O[Si](C)(C)C	1941.6	Semi standard non polar	33892256
5(1->10)-Abeo-1,12-patchoulanediol,1TBDMS,isomer #1	CC1(C)[C@@H]2CC[C@@]3(C)[C@@H](C2)[C@@H](CO)CC[C@]13O[Si](C)(C)C(C)(C)C	2206.2	Semi standard non polar	33892256
5(1->10)-Abeo-1,12-patchoulanediol,1TBDMS,isomer #2	CC1(C)[C@@H]2CC[C@@]3(C)[C@@H](C2)[C@@H](CO[Si](C)(C)C(C)(C)C)CC[C@]13O	2169.8	Semi standard non polar	33892256
5(1->10)-Abeo-1,12-patchoulanediol,2TBDMS,isomer #1	CC1(C)[C@@H]2CC[C@@]3(C)[C@@H](C2)[C@@H](CO[Si](C)(C)C(C)(C)C)CC[C@]13O[Si](C)(C)C(C)(C)C	2457.4	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 - 5(1->10)-Abeo-1,12-patchoulanediol GC-MS (Non-derivatized) - 70eV, Positive	splash10-00vi-9860000000-3806c6230c5f0f6ba881	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5(1->10)-Abeo-1,12-patchoulanediol GC-MS (2 TMS) - 70eV, Positive	splash10-01dr-9135000000-320bcf9d311630b46ecd	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5(1->10)-Abeo-1,12-patchoulanediol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5(1->10)-Abeo-1,12-patchoulanediol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	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 - 5(1->10)-Abeo-1,12-patchoulanediol 10V, Positive-QTOF	splash10-00dr-0090000000-f4fbd5ea067356e9aa8f	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5(1->10)-Abeo-1,12-patchoulanediol 20V, Positive-QTOF	splash10-0fk9-0190000000-ee52ff9b4d4835cb7b52	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5(1->10)-Abeo-1,12-patchoulanediol 40V, Positive-QTOF	splash10-0udl-3960000000-2854d2b21a4ba9eb2033	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5(1->10)-Abeo-1,12-patchoulanediol 10V, Negative-QTOF	splash10-000i-0090000000-771218ebab04c1193da7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5(1->10)-Abeo-1,12-patchoulanediol 20V, Negative-QTOF	splash10-00kr-0190000000-c34dbe18d989138088e2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5(1->10)-Abeo-1,12-patchoulanediol 40V, Negative-QTOF	splash10-0a4u-1970000000-8d39aa651dab86092af0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5(1->10)-Abeo-1,12-patchoulanediol 10V, Positive-QTOF	splash10-000i-0090000000-f9d1e2ca69aa56a5a13c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5(1->10)-Abeo-1,12-patchoulanediol 20V, Positive-QTOF	splash10-0gbi-0590000000-b2326c3ced0b1d460af6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5(1->10)-Abeo-1,12-patchoulanediol 40V, Positive-QTOF	splash10-066u-9820000000-5a0359d45249e6a6e066	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5(1->10)-Abeo-1,12-patchoulanediol 10V, Negative-QTOF	splash10-000i-0090000000-e665f494a7390ebf108d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5(1->10)-Abeo-1,12-patchoulanediol 20V, Negative-QTOF	splash10-000i-0090000000-e665f494a7390ebf108d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5(1->10)-Abeo-1,12-patchoulanediol 40V, Negative-QTOF	splash10-000i-0090000000-e7c7c1fef4e272f35016	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

FDB016303

KNApSAcK ID

Not Available

Chemspider ID

35014396

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

162979506

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 5(1->10)-Abeo-1,12-patchoulanediol (HMDB0037284)

MOL for HMDB0037284 (5(1->10)-Abeo-1,12-patchoulanediol)

3D MOL for HMDB0037284 (5(1->10)-Abeo-1,12-patchoulanediol)

3D SDF for HMDB0037284 (5(1->10)-Abeo-1,12-patchoulanediol)

3D-SDF for HMDB0037284 (5(1->10)-Abeo-1,12-patchoulanediol)

PDB for HMDB0037284 (5(1->10)-Abeo-1,12-patchoulanediol)

3D PDB for HMDB0037284 (5(1->10)-Abeo-1,12-patchoulanediol)

SMILES for HMDB0037284 (5(1->10)-Abeo-1,12-patchoulanediol)

INCHI for HMDB0037284 (5(1->10)-Abeo-1,12-patchoulanediol)

Structure for HMDB0037284 (5(1->10)-Abeo-1,12-patchoulanediol)

3D Structure for HMDB0037284 (5(1->10)-Abeo-1,12-patchoulanediol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra