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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:14:59 UTC

Update Date

2022-03-07 02:56:19 UTC

HMDB ID

HMDB0039715

Secondary Accession Numbers

HMDB39715

Metabolite Identification

Common Name

Auberganol

Description

Auberganol belongs to the class of organic compounds known as eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids. These are sesquiterpenoids with a structure based on the eudesmane skeleton. Based on a literature review a small amount of articles have been published on Auberganol.

Structure

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

HMDB0039715
     RDKit          3D
Auberganol
 45 46  0  0  0  0  0  0  0  0999 V2000
   -1.5846    1.7863    1.4807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6209    1.3589    0.0447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0468    1.0379   -0.3136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7088    2.1577   -0.8242 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0074   -0.0129   -1.4011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3816   -1.2867   -0.9600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1207   -1.1024   -0.1411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4451   -1.4884    1.2684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0944   -2.0580   -0.6852 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3016   -1.5926   -0.6416 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6172   -0.5495    0.3722 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0319   -0.0526    0.1623 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4085    1.0153    1.1704 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2319    0.5359   -1.2155 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9654   -1.0794    0.3028 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6546    0.5865    0.4010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6431    0.2983   -0.3142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5878    2.2372    1.7396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4105    0.9962    2.2011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8476    2.6044    1.6721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3520    2.2756   -0.5610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6406    0.7057    0.5668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0434    2.7829   -1.1545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0291   -0.1970   -1.7325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4349    0.4483   -2.2504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1564   -1.8695   -0.3993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1902   -1.9012   -1.8839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6720   -1.2778    2.0012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4248   -1.1005    1.6247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5737   -2.6123    1.2664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2249   -3.0270   -0.1433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3421   -2.3118   -1.7591 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9633   -2.4808   -0.4187 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6487   -1.2583   -1.6633 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6354   -1.0647    1.3782 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5384    1.0467    1.1698 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1227    0.7542    2.1962 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0861    2.0184    0.8442 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5480   -0.2424   -1.9436 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3969    1.1443   -1.5654 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1179    1.2279   -1.1340 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1782   -1.2661    1.2522 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0630    1.5270   -0.0706 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4915    0.8752    1.4744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4177    0.4111   -1.4131 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
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
 11 16  1  0
 16 17  1  0
 17  2  1  0
 17  7  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  3 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  8 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
  9 32  1  0
 10 33  1  0
 10 34  1  0
 11 35  1  0
 13 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 14 40  1  0
 14 41  1  0
 15 42  1  0
 16 43  1  0
 16 44  1  0
 17 45  1  0
M  END


  Mrv0541 05061311212D          

 17 18  0  0  0  0            999 V2000
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
 10  1  1  0  0  0  0
 11  5  1  0  0  0  0
 11  9  1  0  0  0  0
 12  9  1  0  0  0  0
 12 10  1  0  0  0  0
 13  6  1  0  0  0  0
 13 10  1  0  0  0  0
 14  2  1  0  0  0  0
 14  3  1  0  0  0  0
 14 11  1  0  0  0  0
 15  4  1  0  0  0  0
 15  7  1  0  0  0  0
 15  8  1  0  0  0  0
 15 12  1  0  0  0  0
 16 13  1  0  0  0  0
 17 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0039715

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1C(O)CCC2(C)CCC(CC12)C(C)(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C15H28O2/c1-10-12-9-11(14(2,3)17)5-7-15(12,4)8-6-13(10)16/h10-13,16-17H,5-9H2,1-4H3

> <INCHI_KEY>
XALRSJNOMCWQJW-UHFFFAOYSA-N

> <FORMULA>
C15H28O2

> <MOLECULAR_WEIGHT>
240.3816

> <EXACT_MASS>
240.20893014

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
29.070088816785745

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-(2-hydroxypropan-2-yl)-1,4a-dimethyl-decahydronaphthalen-2-ol

> <ALOGPS_LOGP>
2.99

> <JCHEM_LOGP>
2.570608932

> <ALOGPS_LOGS>
-3.33

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.247896057692344

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.892612531182795

> <JCHEM_PKA_STRONGEST_BASIC>
-0.7105267665735927

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
70.17649999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.14e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-(2-hydroxypropan-2-yl)-1,4a-dimethyl-octahydro-1H-naphthalen-2-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0039715
     RDKit          3D
Auberganol
 45 46  0  0  0  0  0  0  0  0999 V2000
   -1.5846    1.7863    1.4807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6209    1.3589    0.0447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0468    1.0379   -0.3136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7088    2.1577   -0.8242 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0074   -0.0129   -1.4011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3816   -1.2867   -0.9600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1207   -1.1024   -0.1411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4451   -1.4884    1.2684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0944   -2.0580   -0.6852 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3016   -1.5926   -0.6416 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6172   -0.5495    0.3722 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0319   -0.0526    0.1623 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4085    1.0153    1.1704 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2319    0.5359   -1.2155 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9654   -1.0794    0.3028 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6546    0.5865    0.4010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6431    0.2983   -0.3142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5878    2.2372    1.7396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4105    0.9962    2.2011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8476    2.6044    1.6721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3520    2.2756   -0.5610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6406    0.7057    0.5668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0434    2.7829   -1.1545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0291   -0.1970   -1.7325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4349    0.4483   -2.2504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1564   -1.8695   -0.3993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1902   -1.9012   -1.8839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6720   -1.2778    2.0012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4248   -1.1005    1.6247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5737   -2.6123    1.2664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2249   -3.0270   -0.1433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3421   -2.3118   -1.7591 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9633   -2.4808   -0.4187 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6487   -1.2583   -1.6633 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6354   -1.0647    1.3782 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5384    1.0467    1.1698 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1227    0.7542    2.1962 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0861    2.0184    0.8442 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5480   -0.2424   -1.9436 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3969    1.1443   -1.5654 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1179    1.2279   -1.1340 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1782   -1.2661    1.2522 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0630    1.5270   -0.0706 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4915    0.8752    1.4744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4177    0.4111   -1.4131 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
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
 11 16  1  0
 16 17  1  0
 17  2  1  0
 17  7  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  3 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  8 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
  9 32  1  0
 10 33  1  0
 10 34  1  0
 11 35  1  0
 13 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 14 40  1  0
 14 41  1  0
 15 42  1  0
 16 43  1  0
 16 44  1  0
 17 45  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000  -1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.104  -2.104   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335   3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       9.336  -0.770   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       0.564   0.564   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   14                                                            
CONECT    3   14                                                            
CONECT    4   15                                                            
CONECT    5    7   11                                                       
CONECT    6    8   13                                                       
CONECT    7    5   15                                                       
CONECT    8    6   15                                                       
CONECT    9   11   12                                                       
CONECT   10    1   12   13                                                  
CONECT   11    5    9   14                                                  
CONECT   12    9   10   15                                                  
CONECT   13    6   10   16                                                  
CONECT   14    2    3   11   17                                             
CONECT   15    4    7    8   12                                             
CONECT   16   13                                                            
CONECT   17   14                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

COMPND    HMDB0039715
HETATM    1  C1  UNL     1      -1.585   1.786   1.481  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.621   1.359   0.045  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.047   1.038  -0.314  1.00  0.00           C  
HETATM    4  O1  UNL     1      -3.709   2.158  -0.824  1.00  0.00           O  
HETATM    5  C4  UNL     1      -3.007  -0.013  -1.401  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.382  -1.287  -0.960  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.121  -1.102  -0.141  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.445  -1.488   1.268  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.094  -2.058  -0.685  1.00  0.00           C  
HETATM   10  C9  UNL     1       1.302  -1.593  -0.642  1.00  0.00           C  
HETATM   11  C10 UNL     1       1.617  -0.550   0.372  1.00  0.00           C  
HETATM   12  C11 UNL     1       3.032  -0.053   0.162  1.00  0.00           C  
HETATM   13  C12 UNL     1       3.408   1.015   1.170  1.00  0.00           C  
HETATM   14  C13 UNL     1       3.232   0.536  -1.216  1.00  0.00           C  
HETATM   15  O2  UNL     1       3.965  -1.079   0.303  1.00  0.00           O  
HETATM   16  C14 UNL     1       0.655   0.587   0.401  1.00  0.00           C  
HETATM   17  C15 UNL     1      -0.643   0.298  -0.314  1.00  0.00           C  
HETATM   18  H1  UNL     1      -2.588   2.237   1.740  1.00  0.00           H  
HETATM   19  H2  UNL     1      -1.410   0.996   2.201  1.00  0.00           H  
HETATM   20  H3  UNL     1      -0.848   2.604   1.672  1.00  0.00           H  
HETATM   21  H4  UNL     1      -1.352   2.276  -0.561  1.00  0.00           H  
HETATM   22  H5  UNL     1      -3.641   0.706   0.567  1.00  0.00           H  
HETATM   23  H6  UNL     1      -3.043   2.783  -1.155  1.00  0.00           H  
HETATM   24  H7  UNL     1      -4.029  -0.197  -1.733  1.00  0.00           H  
HETATM   25  H8  UNL     1      -2.435   0.448  -2.250  1.00  0.00           H  
HETATM   26  H9  UNL     1      -3.156  -1.869  -0.399  1.00  0.00           H  
HETATM   27  H10 UNL     1      -2.190  -1.901  -1.884  1.00  0.00           H  
HETATM   28  H11 UNL     1      -0.672  -1.278   2.001  1.00  0.00           H  
HETATM   29  H12 UNL     1      -2.425  -1.101   1.625  1.00  0.00           H  
HETATM   30  H13 UNL     1      -1.574  -2.612   1.266  1.00  0.00           H  
HETATM   31  H14 UNL     1      -0.225  -3.027  -0.143  1.00  0.00           H  
HETATM   32  H15 UNL     1      -0.342  -2.312  -1.759  1.00  0.00           H  
HETATM   33  H16 UNL     1       1.963  -2.481  -0.419  1.00  0.00           H  
HETATM   34  H17 UNL     1       1.649  -1.258  -1.663  1.00  0.00           H  
HETATM   35  H18 UNL     1       1.635  -1.065   1.378  1.00  0.00           H  
HETATM   36  H19 UNL     1       4.538   1.047   1.170  1.00  0.00           H  
HETATM   37  H20 UNL     1       3.123   0.754   2.196  1.00  0.00           H  
HETATM   38  H21 UNL     1       3.086   2.018   0.844  1.00  0.00           H  
HETATM   39  H22 UNL     1       3.548  -0.242  -1.944  1.00  0.00           H  
HETATM   40  H23 UNL     1       2.397   1.144  -1.565  1.00  0.00           H  
HETATM   41  H24 UNL     1       4.118   1.228  -1.134  1.00  0.00           H  
HETATM   42  H25 UNL     1       4.178  -1.266   1.252  1.00  0.00           H  
HETATM   43  H26 UNL     1       1.063   1.527  -0.071  1.00  0.00           H  
HETATM   44  H27 UNL     1       0.491   0.875   1.474  1.00  0.00           H  
HETATM   45  H28 UNL     1      -0.418   0.411  -1.413  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3   17   21
CONECT    3    4    5   22
CONECT    4   23
CONECT    5    6   24   25
CONECT    6    7   26   27
CONECT    7    8    9   17
CONECT    8   28   29   30
CONECT    9   10   31   32
CONECT   10   11   33   34
CONECT   11   12   16   35
CONECT   12   13   14   15
CONECT   13   36   37   38
CONECT   14   39   40   41
CONECT   15   42
CONECT   16   17   43   44
CONECT   17   45
END

HMDB0039715
     RDKit          3D
Auberganol
 45 46  0  0  0  0  0  0  0  0999 V2000
   -1.5846    1.7863    1.4807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6209    1.3589    0.0447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0468    1.0379   -0.3136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7088    2.1577   -0.8242 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0074   -0.0129   -1.4011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3816   -1.2867   -0.9600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1207   -1.1024   -0.1411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4451   -1.4884    1.2684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0944   -2.0580   -0.6852 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3016   -1.5926   -0.6416 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6172   -0.5495    0.3722 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0319   -0.0526    0.1623 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4085    1.0153    1.1704 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2319    0.5359   -1.2155 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9654   -1.0794    0.3028 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6546    0.5865    0.4010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6431    0.2983   -0.3142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5878    2.2372    1.7396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4105    0.9962    2.2011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8476    2.6044    1.6721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3520    2.2756   -0.5610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6406    0.7057    0.5668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0434    2.7829   -1.1545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0291   -0.1970   -1.7325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4349    0.4483   -2.2504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1564   -1.8695   -0.3993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1902   -1.9012   -1.8839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6720   -1.2778    2.0012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4248   -1.1005    1.6247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5737   -2.6123    1.2664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2249   -3.0270   -0.1433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3421   -2.3118   -1.7591 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9633   -2.4808   -0.4187 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6487   -1.2583   -1.6633 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6354   -1.0647    1.3782 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5384    1.0467    1.1698 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1227    0.7542    2.1962 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0861    2.0184    0.8442 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5480   -0.2424   -1.9436 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3969    1.1443   -1.5654 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1179    1.2279   -1.1340 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1782   -1.2661    1.2522 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0630    1.5270   -0.0706 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4915    0.8752    1.4744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4177    0.4111   -1.4131 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
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
 11 16  1  0
 16 17  1  0
 17  2  1  0
 17  7  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  3 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  8 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
  9 32  1  0
 10 33  1  0
 10 34  1  0
 11 35  1  0
 13 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 14 40  1  0
 14 41  1  0
 15 42  1  0
 16 43  1  0
 16 44  1  0
 17 45  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₅H₂₈O₂

Average Molecular Weight

240.3816

Monoisotopic Molecular Weight

240.20893014

IUPAC Name

7-(2-hydroxypropan-2-yl)-1,4a-dimethyl-decahydronaphthalen-2-ol

Traditional Name

7-(2-hydroxypropan-2-yl)-1,4a-dimethyl-octahydro-1H-naphthalen-2-ol

CAS Registry Number

102490-02-8

SMILES

CC1C(O)CCC2(C)CCC(CC12)C(C)(C)O

InChI Identifier

InChI=1S/C15H28O2/c1-10-12-9-11(14(2,3)17)5-7-15(12,4)8-6-13(10)16/h10-13,16-17H,5-9H2,1-4H3

InChI Key

XALRSJNOMCWQJW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids. These are sesquiterpenoids with a structure based on the eudesmane skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids

Alternative Parents

Substituents

Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoid
Tertiary alcohol
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

Cytoplasm (HMDB: HMDB0039715)
Cell membrane (HMDB: HMDB0039715)

Cellular substructure

Extracellular (HMDB: HMDB0039715)
Membrane (HMDB: HMDB0039715)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0039715)

Source

Endogenous

Endogenous (HMDB: HMDB0039715)

Plant

Plant (HMDB: HMDB0039715)

Animal

Animal (HMDB: HMDB0039715)

Exogenous

Food

Food (HMDB: HMDB0039715)

Fruit

Fruits (FooDB: FOOD00871)

Vegetable

Fruit vegetable

Eggplant (FooDB: FOOD00174)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0039715)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0039715)

Cellular process

Cell signaling (HMDB: HMDB0039715)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0039715)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0039715)

Nutrient

Nutrient (HMDB: HMDB0039715)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0039715)

Emulsifier (HMDB: HMDB0039715)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	173 - 173.5 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	16.45 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.11 g/L	ALOGPS
logP	2.99	ALOGPS
logP	2.57	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	18.89	ChemAxon
pKa (Strongest Basic)	-0.71	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	70.18 m³·mol⁻¹	ChemAxon
Polarizability	29.07 Å³	ChemAxon
Number of Rings	2	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]+	157.203	31661259
DarkChem	[M-H]-	154.862	31661259
DeepCCS	[M-2H]-	192.782	30932474
DeepCCS	[M+Na]+	168.292	30932474
AllCCS	[M+H]+	158.9	32859911
AllCCS	[M+H-H2O]+	155.3	32859911
AllCCS	[M+NH4]+	162.2	32859911
AllCCS	[M+Na]+	163.2	32859911
AllCCS	[M-H]-	165.2	32859911
AllCCS	[M+Na-2H]-	165.9	32859911
AllCCS	[M+HCOO]-	166.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Auberganol	CC1C(O)CCC2(C)CCC(CC12)C(C)(C)O	2576.7	Standard polar	33892256
Auberganol	CC1C(O)CCC2(C)CCC(CC12)C(C)(C)O	1779.0	Standard non polar	33892256
Auberganol	CC1C(O)CCC2(C)CCC(CC12)C(C)(C)O	1867.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Auberganol,1TMS,isomer #1	CC1C(O[Si](C)(C)C)CCC2(C)CCC(C(C)(C)O)CC12	2015.4	Semi standard non polar	33892256
Auberganol,1TMS,isomer #2	CC1C(O)CCC2(C)CCC(C(C)(C)O[Si](C)(C)C)CC12	2029.2	Semi standard non polar	33892256
Auberganol,2TMS,isomer #1	CC1C(O[Si](C)(C)C)CCC2(C)CCC(C(C)(C)O[Si](C)(C)C)CC12	2009.9	Semi standard non polar	33892256
Auberganol,1TBDMS,isomer #1	CC1C(O[Si](C)(C)C(C)(C)C)CCC2(C)CCC(C(C)(C)O)CC12	2227.7	Semi standard non polar	33892256
Auberganol,1TBDMS,isomer #2	CC1C(O)CCC2(C)CCC(C(C)(C)O[Si](C)(C)C(C)(C)C)CC12	2278.7	Semi standard non polar	33892256
Auberganol,2TBDMS,isomer #1	CC1C(O[Si](C)(C)C(C)(C)C)CCC2(C)CCC(C(C)(C)O[Si](C)(C)C(C)(C)C)CC12	2479.0	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 - Auberganol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0pe9-2940000000-11a7a1b5a8d84b633b94	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Auberganol GC-MS (2 TMS) - 70eV, Positive	splash10-0l3r-3497000000-5e9c8a91963e379a3790	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Auberganol 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 - Auberganol 10V, Negative-QTOF	splash10-000i-0090000000-54b7cc5fe9016d28da84	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Auberganol 20V, Negative-QTOF	splash10-0079-0390000000-337c370fca62e94c735d	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Auberganol 40V, Negative-QTOF	splash10-05ur-1950000000-a95f92ab473b6e85470d	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Auberganol 10V, Negative-QTOF	splash10-000i-0090000000-de675520f7b1f27c2caa	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Auberganol 20V, Negative-QTOF	splash10-000i-0090000000-de675520f7b1f27c2caa	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Auberganol 40V, Negative-QTOF	splash10-00dr-0090000000-4d6f1e649f80d373a601	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Auberganol 10V, Positive-QTOF	splash10-00dl-0290000000-962536218417800d60dd	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Auberganol 20V, Positive-QTOF	splash10-060r-0960000000-a01f2343413f8dd13263	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Auberganol 40V, Positive-QTOF	splash10-0670-5910000000-8bc8652869b1ef0bf4fd	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Auberganol 10V, Positive-QTOF	splash10-05fr-0490000000-40f5867c7df6d3f8863d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Auberganol 20V, Positive-QTOF	splash10-060r-1940000000-8e2db60723b60003c8ab	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Auberganol 40V, Positive-QTOF	splash10-05nf-9400000000-1d43c031a943144e87d1	2021-09-22	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

FDB019351

KNApSAcK ID

C00054988

Chemspider ID

35014864

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

85157952

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1879681

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Auberganol (HMDB0039715)

MOL for HMDB0039715 (Auberganol)

3D MOL for HMDB0039715 (Auberganol)

3D SDF for HMDB0039715 (Auberganol)

3D-SDF for HMDB0039715 (Auberganol)

PDB for HMDB0039715 (Auberganol)

3D PDB for HMDB0039715 (Auberganol)

SMILES for HMDB0039715 (Auberganol)

INCHI for HMDB0039715 (Auberganol)

Structure for HMDB0039715 (Auberganol)

3D Structure for HMDB0039715 (Auberganol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra