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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:42:47 UTC

Update Date

2022-03-07 02:52:57 UTC

HMDB ID

HMDB0031383

Secondary Accession Numbers

HMDB31383

Metabolite Identification

Common Name

(3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol

Description

(3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review a small amount of articles have been published on (3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol.

Structure

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

HMDB0031383
     RDKit          3D
(3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol
 43 43  0  0  0  0  0  0  0  0999 V2000
    3.6672    1.7489   -0.4101 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0874    0.2909   -0.1744 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4917   -0.0042   -0.5808 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2593   -0.4829    0.3178 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2972   -1.3819    0.8897 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0027   -1.5167    0.0983 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3266   -0.1464    0.1093 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0072    0.2813    1.5294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8760   -0.1074   -0.8088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4610    1.2309   -0.7294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7129    1.4863   -0.5571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7382    0.4389   -0.4169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1471    0.2007    1.0101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8770    0.8665   -1.1236 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2342   -0.8100   -1.1072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0535   -0.5065   -2.4514 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8703   -1.1973   -0.5446 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5714    2.3928   -0.1952 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3792    1.8076   -1.4737 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8505    2.0418    0.2474 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1175   -0.3468    0.2979 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9896    0.7986   -1.1119 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4800   -0.9162   -1.2546 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1867   -1.5400    0.2453 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5957   -2.4017    1.1413 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0401   -0.9347    1.9177 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2213   -1.7360   -0.9663 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2859   -2.2230    0.5422 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0759    0.5631   -0.2790 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6805    1.0814    1.9085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0303    0.7272    1.5957 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0802   -0.5830    2.2548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4376   -0.2343   -1.8540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7389    2.0706   -0.8317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1097    2.5294   -0.4963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4685    0.7718    1.6962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1955    0.5814    1.1992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1823   -0.8778    1.2456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6370    0.9501   -0.5075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9140   -1.6468   -1.0407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5014    0.3388   -2.6981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5433   -2.0886   -1.1354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9654   -1.5170    0.4883 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  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  2  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
 15 16  1  0
 15 17  1  0
 17  9  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
  4 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  8 32  1  0
  9 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
 15 40  1  0
 16 41  1  0
 17 42  1  0
 17 43  1  0
M  END

  Mrv0541 05061305552D          

 17 17  0  0  0  0            999 V2000
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1842    1.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    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
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    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
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2448    1.8695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  7  5  1  0  0  0  0
  9  8  2  0  0  0  0
 11  1  1  0  0  0  0
 11  2  1  0  0  0  0
 11  6  2  0  0  0  0
 12  3  1  0  0  0  0
 12  7  1  0  0  0  0
 13  8  1  0  0  0  0
 13 10  1  0  0  0  0
 13 12  1  0  0  0  0
 14 10  1  0  0  0  0
 15  4  1  0  0  0  0
 15  9  1  0  0  0  0
 15 14  1  0  0  0  0
 16 14  1  0  0  0  0
 17 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031383

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(CCC=C(C)C)C1CC(O)C(C)(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H26O2/c1-11(2)6-5-7-12(3)13-8-9-15(4,17)14(16)10-13/h6,8-9,12-14,16-17H,5,7,10H2,1-4H3

> <INCHI_KEY>
YRFJMOGROZTYPC-UHFFFAOYSA-N

> <FORMULA>
C15H26O2

> <MOLECULAR_WEIGHT>
238.3657

> <EXACT_MASS>
238.193280076

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
28.884776862292654

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-methyl-5-(6-methylhept-5-en-2-yl)cyclohex-3-ene-1,2-diol

> <ALOGPS_LOGP>
3.38

> <JCHEM_LOGP>
2.9586734603333316

> <ALOGPS_LOGS>
-3.01

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.919243882117662

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.496607911198122

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2645266583532138

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
73.7386

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.31e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-methyl-5-(6-methylhept-5-en-2-yl)cyclohex-3-ene-1,2-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0031383
     RDKit          3D
(3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol
 43 43  0  0  0  0  0  0  0  0999 V2000
    3.6672    1.7489   -0.4101 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0874    0.2909   -0.1744 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4917   -0.0042   -0.5808 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2593   -0.4829    0.3178 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2972   -1.3819    0.8897 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0027   -1.5167    0.0983 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3266   -0.1464    0.1093 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0072    0.2813    1.5294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8760   -0.1074   -0.8088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4610    1.2309   -0.7294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7129    1.4863   -0.5571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7382    0.4389   -0.4169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1471    0.2007    1.0101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8770    0.8665   -1.1236 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2342   -0.8100   -1.1072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0535   -0.5065   -2.4514 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8703   -1.1973   -0.5446 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5714    2.3928   -0.1952 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3792    1.8076   -1.4737 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8505    2.0418    0.2474 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1175   -0.3468    0.2979 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9896    0.7986   -1.1119 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4800   -0.9162   -1.2546 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1867   -1.5400    0.2453 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5957   -2.4017    1.1413 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0401   -0.9347    1.9177 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2213   -1.7360   -0.9663 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2859   -2.2230    0.5422 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0759    0.5631   -0.2790 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6805    1.0814    1.9085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0303    0.7272    1.5957 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0802   -0.5830    2.2548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4376   -0.2343   -1.8540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7389    2.0706   -0.8317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1097    2.5294   -0.4963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4685    0.7718    1.6962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1955    0.5814    1.1992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1823   -0.8778    1.2456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6370    0.9501   -0.5075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9140   -1.6468   -1.0407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5014    0.3388   -2.6981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5433   -2.0886   -1.1354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9654   -1.5170    0.4883 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  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  2  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
 15 16  1  0
 15 17  1  0
 17  9  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
  4 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  8 32  1  0
  9 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
 15 40  1  0
 16 41  1  0
 17 42  1  0
 17 43  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      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.344   3.490   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       2.324   3.490   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2   11                                                            
CONECT    3   12                                                            
CONECT    4   15                                                            
CONECT    5    6    7                                                       
CONECT    6    5   11                                                       
CONECT    7    5   12                                                       
CONECT    8    9   13                                                       
CONECT    9    8   15                                                       
CONECT   10   13   14                                                       
CONECT   11    1    2    6                                                  
CONECT   12    3    7   13                                                  
CONECT   13    8   10   12                                                  
CONECT   14   10   15   16                                                  
CONECT   15    4    9   14   17                                             
CONECT   16   14                                                            
CONECT   17   15                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

COMPND    HMDB0031383
HETATM    1  C1  UNL     1       3.667   1.749  -0.410  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.087   0.291  -0.174  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.492  -0.004  -0.581  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.259  -0.483   0.318  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.297  -1.382   0.890  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.003  -1.517   0.098  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.327  -0.146   0.109  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.007   0.281   1.529  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.876  -0.107  -0.809  1.00  0.00           C  
HETATM   10  C10 UNL     1      -1.461   1.231  -0.729  1.00  0.00           C  
HETATM   11  C11 UNL     1      -2.713   1.486  -0.557  1.00  0.00           C  
HETATM   12  C12 UNL     1      -3.738   0.439  -0.417  1.00  0.00           C  
HETATM   13  C13 UNL     1      -4.147   0.201   1.010  1.00  0.00           C  
HETATM   14  O1  UNL     1      -4.877   0.866  -1.124  1.00  0.00           O  
HETATM   15  C14 UNL     1      -3.234  -0.810  -1.107  1.00  0.00           C  
HETATM   16  O2  UNL     1      -3.054  -0.506  -2.451  1.00  0.00           O  
HETATM   17  C15 UNL     1      -1.870  -1.197  -0.545  1.00  0.00           C  
HETATM   18  H1  UNL     1       4.571   2.393  -0.195  1.00  0.00           H  
HETATM   19  H2  UNL     1       3.379   1.808  -1.474  1.00  0.00           H  
HETATM   20  H3  UNL     1       2.851   2.042   0.247  1.00  0.00           H  
HETATM   21  H4  UNL     1       6.117  -0.347   0.298  1.00  0.00           H  
HETATM   22  H5  UNL     1       5.990   0.799  -1.112  1.00  0.00           H  
HETATM   23  H6  UNL     1       5.480  -0.916  -1.255  1.00  0.00           H  
HETATM   24  H7  UNL     1       4.187  -1.540   0.245  1.00  0.00           H  
HETATM   25  H8  UNL     1       2.596  -2.402   1.141  1.00  0.00           H  
HETATM   26  H9  UNL     1       2.040  -0.935   1.918  1.00  0.00           H  
HETATM   27  H10 UNL     1       1.221  -1.736  -0.966  1.00  0.00           H  
HETATM   28  H11 UNL     1       0.286  -2.223   0.542  1.00  0.00           H  
HETATM   29  H12 UNL     1       1.076   0.563  -0.279  1.00  0.00           H  
HETATM   30  H13 UNL     1       0.681   1.081   1.908  1.00  0.00           H  
HETATM   31  H14 UNL     1      -1.030   0.727   1.596  1.00  0.00           H  
HETATM   32  H15 UNL     1       0.080  -0.583   2.255  1.00  0.00           H  
HETATM   33  H16 UNL     1      -0.438  -0.234  -1.854  1.00  0.00           H  
HETATM   34  H17 UNL     1      -0.739   2.071  -0.832  1.00  0.00           H  
HETATM   35  H18 UNL     1      -3.110   2.529  -0.496  1.00  0.00           H  
HETATM   36  H19 UNL     1      -3.468   0.772   1.696  1.00  0.00           H  
HETATM   37  H20 UNL     1      -5.195   0.581   1.199  1.00  0.00           H  
HETATM   38  H21 UNL     1      -4.182  -0.878   1.246  1.00  0.00           H  
HETATM   39  H22 UNL     1      -5.637   0.950  -0.507  1.00  0.00           H  
HETATM   40  H23 UNL     1      -3.914  -1.647  -1.041  1.00  0.00           H  
HETATM   41  H24 UNL     1      -3.501   0.339  -2.698  1.00  0.00           H  
HETATM   42  H25 UNL     1      -1.543  -2.089  -1.135  1.00  0.00           H  
HETATM   43  H26 UNL     1      -1.965  -1.517   0.488  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3    4    4
CONECT    3   21   22   23
CONECT    4    5   24
CONECT    5    6   25   26
CONECT    6    7   27   28
CONECT    7    8    9   29
CONECT    8   30   31   32
CONECT    9   10   17   33
CONECT   10   11   11   34
CONECT   11   12   35
CONECT   12   13   14   15
CONECT   13   36   37   38
CONECT   14   39
CONECT   15   16   17   40
CONECT   16   41
CONECT   17   42   43
END

HMDB0031383
     RDKit          3D
(3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol
 43 43  0  0  0  0  0  0  0  0999 V2000
    3.6672    1.7489   -0.4101 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0874    0.2909   -0.1744 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4917   -0.0042   -0.5808 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2593   -0.4829    0.3178 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2972   -1.3819    0.8897 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0027   -1.5167    0.0983 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3266   -0.1464    0.1093 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0072    0.2813    1.5294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8760   -0.1074   -0.8088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4610    1.2309   -0.7294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7129    1.4863   -0.5571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7382    0.4389   -0.4169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1471    0.2007    1.0101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8770    0.8665   -1.1236 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2342   -0.8100   -1.1072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0535   -0.5065   -2.4514 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8703   -1.1973   -0.5446 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5714    2.3928   -0.1952 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3792    1.8076   -1.4737 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8505    2.0418    0.2474 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1175   -0.3468    0.2979 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9896    0.7986   -1.1119 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4800   -0.9162   -1.2546 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1867   -1.5400    0.2453 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5957   -2.4017    1.1413 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0401   -0.9347    1.9177 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2213   -1.7360   -0.9663 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2859   -2.2230    0.5422 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0759    0.5631   -0.2790 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6805    1.0814    1.9085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0303    0.7272    1.5957 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0802   -0.5830    2.2548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4376   -0.2343   -1.8540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7389    2.0706   -0.8317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1097    2.5294   -0.4963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4685    0.7718    1.6962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1955    0.5814    1.1992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1823   -0.8778    1.2456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6370    0.9501   -0.5075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9140   -1.6468   -1.0407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5014    0.3388   -2.6981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5433   -2.0886   -1.1354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9654   -1.5170    0.4883 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  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  2  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
 15 16  1  0
 15 17  1  0
 17  9  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
  4 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  8 32  1  0
  9 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
 15 40  1  0
 16 41  1  0
 17 42  1  0
 17 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-Methyl-2,6-diphenyl-4-piperidinone O-benzyloxime	HMDB
[1S-[1alpha,2beta,5beta(R*)]]-5-(1,5-dimethyl-4-hexenyl)-2-methyl-3-cyclohexene-1,2-diol	HMDB

Chemical Formula

C₁₅H₂₆O₂

Average Molecular Weight

238.3657

Monoisotopic Molecular Weight

238.193280076

IUPAC Name

2-methyl-5-(6-methylhept-5-en-2-yl)cyclohex-3-ene-1,2-diol

Traditional Name

2-methyl-5-(6-methylhept-5-en-2-yl)cyclohex-3-ene-1,2-diol

CAS Registry Number

129673-87-6

SMILES

CC(CCC=C(C)C)C1CC(O)C(C)(O)C=C1

InChI Identifier

InChI=1S/C15H26O2/c1-11(2)6-5-7-12(3)13-8-9-15(4,17)14(16)10-13/h6,8-9,12-14,16-17H,5,7,10H2,1-4H3

InChI Key

YRFJMOGROZTYPC-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Bisabolane sesquiterpenoid
Sesquiterpenoid
Tertiary alcohol
Secondary alcohol
1,2-diol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0031383)

Source

Endogenous

Endogenous (HMDB: HMDB0031383)

Plant

Plant (HMDB: HMDB0031383)

Animal

Animal (HMDB: HMDB0031383)

Exogenous

Food

Food (HMDB: HMDB0031383)

Herb and spice

Spice

Turmeric (FooDB: FOOD00068)

Herbs and Spices (FooDB: FOOD00866)

Exogenous (HMDB: HMDB0031383)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0031383)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0031383)

Lipid metabolism pathway (HMDB: HMDB0031383)

Cellular process

Cell signaling (HMDB: HMDB0031383)

Biochemical process

Lipid transport (HMDB: HMDB0031383)

Role

Biological role

Energy source (HMDB: HMDB0031383)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0031383)

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
Water Solubility	0.23 g/L	ALOGPS
logP	3.38	ALOGPS
logP	2.96	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	13.5	ChemAxon
pKa (Strongest Basic)	-3.3	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	4	ChemAxon
Refractivity	73.74 m³·mol⁻¹	ChemAxon
Polarizability	28.88 Å³	ChemAxon
Number of Rings	1	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]+	161.681	31661259
DarkChem	[M-H]-	157.905	31661259
DeepCCS	[M+H]+	162.814	30932474
DeepCCS	[M-H]-	160.456	30932474
DeepCCS	[M-2H]-	193.364	30932474
DeepCCS	[M+Na]+	168.907	30932474
AllCCS	[M+H]+	159.8	32859911
AllCCS	[M+H-H2O]+	156.2	32859911
AllCCS	[M+NH4]+	163.2	32859911
AllCCS	[M+Na]+	164.2	32859911
AllCCS	[M-H]-	164.7	32859911
AllCCS	[M+Na-2H]-	165.5	32859911
AllCCS	[M+HCOO]-	166.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol	CC(CCC=C(C)C)C1CC(O)C(C)(O)C=C1	2591.1	Standard polar	33892256
(3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol	CC(CCC=C(C)C)C1CC(O)C(C)(O)C=C1	1734.6	Standard non polar	33892256
(3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol	CC(CCC=C(C)C)C1CC(O)C(C)(O)C=C1	1768.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol,1TMS,isomer #1	CC(C)=CCCC(C)C1C=CC(C)(O)C(O[Si](C)(C)C)C1	1894.2	Semi standard non polar	33892256
(3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol,1TMS,isomer #2	CC(C)=CCCC(C)C1C=CC(C)(O[Si](C)(C)C)C(O)C1	1921.0	Semi standard non polar	33892256
(3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol,2TMS,isomer #1	CC(C)=CCCC(C)C1C=CC(C)(O[Si](C)(C)C)C(O[Si](C)(C)C)C1	1940.4	Semi standard non polar	33892256
(3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol,1TBDMS,isomer #1	CC(C)=CCCC(C)C1C=CC(C)(O)C(O[Si](C)(C)C(C)(C)C)C1	2115.6	Semi standard non polar	33892256
(3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol,1TBDMS,isomer #2	CC(C)=CCCC(C)C1C=CC(C)(O[Si](C)(C)C(C)(C)C)C(O)C1	2148.0	Semi standard non polar	33892256
(3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol,2TBDMS,isomer #1	CC(C)=CCCC(C)C1C=CC(C)(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1	2392.1	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 - (3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol GC-MS (Non-derivatized) - 70eV, Positive	splash10-00dl-6950000000-aec464bb0bfb6fb3adaa	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol GC-MS (2 TMS) - 70eV, Positive	splash10-014i-9356000000-6511e3966926f2550d42	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol 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 - (3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol 10V, Positive-QTOF	splash10-000i-0390000000-9a79fdb646198dcbde27	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol 20V, Positive-QTOF	splash10-00s9-3940000000-107c592b44f6559a9430	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol 40V, Positive-QTOF	splash10-014i-9300000000-8b3bdea85b2a3e51b1b6	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol 10V, Negative-QTOF	splash10-000i-0090000000-2d9862bd182907655fdb	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol 20V, Negative-QTOF	splash10-000i-0190000000-a165983a3fa62caa4dce	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol 40V, Negative-QTOF	splash10-0mba-2950000000-3686922697c6214ee734	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol 10V, Positive-QTOF	splash10-0a4r-9410000000-f74f68252ddcc2b11090	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol 20V, Positive-QTOF	splash10-05nf-9200000000-4cd0499b1deba324acd2	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol 40V, Positive-QTOF	splash10-05mo-9100000000-82d49c40c0a5747be5ca	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol 10V, Negative-QTOF	splash10-00kr-0090000000-a0fb6aa48a0bdbeb0a6d	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol 20V, Negative-QTOF	splash10-000i-0190000000-4c027da978165f10f253	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol 40V, Negative-QTOF	splash10-000i-2890000000-8dd3811ab100abb9b669	2021-09-25	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

FDB003450

KNApSAcK ID

C00011598

Chemspider ID

24022800

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14633005

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

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 ]
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(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
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Showing metabocard for (3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol (HMDB0031383)

MOL for HMDB0031383 ((3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol)

3D MOL for HMDB0031383 ((3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol)

3D SDF for HMDB0031383 ((3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol)

3D-SDF for HMDB0031383 ((3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol)

PDB for HMDB0031383 ((3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol)

3D PDB for HMDB0031383 ((3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol)

SMILES for HMDB0031383 ((3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol)

INCHI for HMDB0031383 ((3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol)

Structure for HMDB0031383 ((3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol)

3D Structure for HMDB0031383 ((3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra