Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:37:29 UTC

Update Date

2022-03-07 02:54:13 UTC

HMDB ID

HMDB0034722

Secondary Accession Numbers

HMDB34722

Metabolite Identification

Common Name

3-Hydroxy-1,10-bisaboladien-9-one

Description

3-Hydroxy-1,10-bisaboladien-9-one 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 3-Hydroxy-1,10-bisaboladien-9-one.

Structure

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

HMDB0034722
     RDKit          3D
3-Hydroxy-1,10-bisaboladien-9-one
 41 41  0  0  0  0  0  0  0  0999 V2000
    4.9108    2.0198    1.2617 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9866    1.2072    0.4329 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1803    1.2017   -1.0293 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0360    0.5278    1.0333 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0650   -0.3074    0.3368 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1847   -0.3480   -0.9110 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0526   -1.0140    1.1365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0043   -1.7439    0.4258 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4720   -2.8156   -0.5337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1937   -1.0579   -0.0796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0969    0.0104   -1.0512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2613    0.6485   -1.3375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5586    0.3232   -0.7369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2845    1.6529   -0.4899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3233   -0.3892   -1.6436 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4491   -0.4135    0.5684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0480   -0.4896    1.0797 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9056    2.0930    0.7437 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5107    3.0348    1.4639 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0501    1.4746    2.2196 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1058    1.7783   -1.2982 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4088    0.1479   -1.3452 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3011    1.5755   -1.5920 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9354    0.5678    2.1317 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6426   -1.7530    1.7673 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6555   -0.2833    1.8718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4606   -2.4264    1.2834 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8863   -2.3438   -1.4436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4492   -3.3593   -0.8595 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1812   -3.5180   -0.0524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8954   -1.8301   -0.5415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2365    0.3796   -1.5913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2487    1.4648   -2.0645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1565    1.4986    0.1764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5405    2.3787   -0.0612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5658    2.0310   -1.4974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0476    0.1546   -2.0582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8305   -1.4620    0.3932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1041    0.0267    1.3403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0191   -1.1736    1.9405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6968    0.5314    1.3354 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  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 13 16  1  0
 16 17  1  0
 17 10  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
  7 25  1  0
  7 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 11 32  1  0
 12 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 17 40  1  0
 17 41  1  0
M  END


  Mrv0541 05061308022D          

 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
    1.4289    0.0000    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    0.8250    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   -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   -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   -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   -2.8875    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
  7  5  2  0  0  0  0
  8  6  1  0  0  0  0
 11  1  1  0  0  0  0
 11  2  1  0  0  0  0
 11  9  2  0  0  0  0
 12  3  1  0  0  0  0
 12 10  1  0  0  0  0
 13  5  1  0  0  0  0
 13  6  1  0  0  0  0
 13 12  1  0  0  0  0
 14  9  1  0  0  0  0
 14 10  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
 16 14  2  0  0  0  0
 17 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034722

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(CC(=O)C=C(C)C)C1CCC(C)(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H24O2/c1-11(2)9-14(16)10-12(3)13-5-7-15(4,17)8-6-13/h5,7,9,12-13,17H,6,8,10H2,1-4H3

> <INCHI_KEY>
OZDOAMOSJAOPRV-UHFFFAOYSA-N

> <FORMULA>
C15H24O2

> <MOLECULAR_WEIGHT>
236.3499

> <EXACT_MASS>
236.177630012

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
27.886102070600742

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-(4-hydroxy-4-methylcyclohex-2-en-1-yl)-2-methylhept-2-en-4-one

> <ALOGPS_LOGP>
2.72

> <JCHEM_LOGP>
3.214104488333332

> <ALOGPS_LOGS>
-3.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.171179579185342

> <JCHEM_PKA_STRONGEST_BASIC>
-1.411238094092449

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
72.9952

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.55e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-(4-hydroxy-4-methylcyclohex-2-en-1-yl)-2-methylhept-2-en-4-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0034722
     RDKit          3D
3-Hydroxy-1,10-bisaboladien-9-one
 41 41  0  0  0  0  0  0  0  0999 V2000
    4.9108    2.0198    1.2617 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9866    1.2072    0.4329 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1803    1.2017   -1.0293 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0360    0.5278    1.0333 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0650   -0.3074    0.3368 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1847   -0.3480   -0.9110 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0526   -1.0140    1.1365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0043   -1.7439    0.4258 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4720   -2.8156   -0.5337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1937   -1.0579   -0.0796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0969    0.0104   -1.0512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2613    0.6485   -1.3375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5586    0.3232   -0.7369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2845    1.6529   -0.4899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3233   -0.3892   -1.6436 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4491   -0.4135    0.5684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0480   -0.4896    1.0797 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9056    2.0930    0.7437 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5107    3.0348    1.4639 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0501    1.4746    2.2196 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1058    1.7783   -1.2982 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4088    0.1479   -1.3452 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3011    1.5755   -1.5920 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9354    0.5678    2.1317 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6426   -1.7530    1.7673 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6555   -0.2833    1.8718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4606   -2.4264    1.2834 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8863   -2.3438   -1.4436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4492   -3.3593   -0.8595 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1812   -3.5180   -0.0524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8954   -1.8301   -0.5415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2365    0.3796   -1.5913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2487    1.4648   -2.0645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1565    1.4986    0.1764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5405    2.3787   -0.0612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5658    2.0310   -1.4974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0476    0.1546   -2.0582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8305   -1.4620    0.3932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1041    0.0267    1.3403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0191   -1.1736    1.9405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6968    0.5314    1.3354 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  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 13 16  1  0
 16 17  1  0
 17 10  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
  7 25  1  0
  7 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 11 32  1  0
 12 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 17 40  1  0
 17 41  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       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000  -3.080   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  -4.620   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  -5.390   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    7   13                                                       
CONECT    6    8   13                                                       
CONECT    7    5   15                                                       
CONECT    8    6   15                                                       
CONECT    9   11   14                                                       
CONECT   10   12   14                                                       
CONECT   11    1    2    9                                                  
CONECT   12    3   10   13                                                  
CONECT   13    5    6   12                                                  
CONECT   14    9   10   16                                                  
CONECT   15    4    7    8   17                                             
CONECT   16   14                                                            
CONECT   17   15                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

COMPND    HMDB0034722
HETATM    1  C1  UNL     1       4.911   2.020   1.262  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.987   1.207   0.433  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.180   1.202  -1.029  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.036   0.528   1.033  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.065  -0.307   0.337  1.00  0.00           C  
HETATM    6  O1  UNL     1       2.185  -0.348  -0.911  1.00  0.00           O  
HETATM    7  C6  UNL     1       1.053  -1.014   1.137  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.004  -1.744   0.426  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.472  -2.816  -0.534  1.00  0.00           C  
HETATM   10  C9  UNL     1      -1.194  -1.058  -0.080  1.00  0.00           C  
HETATM   11  C10 UNL     1      -1.097   0.010  -1.051  1.00  0.00           C  
HETATM   12  C11 UNL     1      -2.261   0.649  -1.337  1.00  0.00           C  
HETATM   13  C12 UNL     1      -3.559   0.323  -0.737  1.00  0.00           C  
HETATM   14  C13 UNL     1      -4.285   1.653  -0.490  1.00  0.00           C  
HETATM   15  O2  UNL     1      -4.323  -0.389  -1.644  1.00  0.00           O  
HETATM   16  C14 UNL     1      -3.449  -0.414   0.568  1.00  0.00           C  
HETATM   17  C15 UNL     1      -2.048  -0.490   1.080  1.00  0.00           C  
HETATM   18  H1  UNL     1       5.906   2.093   0.744  1.00  0.00           H  
HETATM   19  H2  UNL     1       4.511   3.035   1.464  1.00  0.00           H  
HETATM   20  H3  UNL     1       5.050   1.475   2.220  1.00  0.00           H  
HETATM   21  H4  UNL     1       5.106   1.778  -1.298  1.00  0.00           H  
HETATM   22  H5  UNL     1       4.409   0.148  -1.345  1.00  0.00           H  
HETATM   23  H6  UNL     1       3.301   1.575  -1.592  1.00  0.00           H  
HETATM   24  H7  UNL     1       2.935   0.568   2.132  1.00  0.00           H  
HETATM   25  H8  UNL     1       1.643  -1.753   1.767  1.00  0.00           H  
HETATM   26  H9  UNL     1       0.655  -0.283   1.872  1.00  0.00           H  
HETATM   27  H10 UNL     1      -0.461  -2.426   1.283  1.00  0.00           H  
HETATM   28  H11 UNL     1       0.886  -2.344  -1.444  1.00  0.00           H  
HETATM   29  H12 UNL     1      -0.449  -3.359  -0.860  1.00  0.00           H  
HETATM   30  H13 UNL     1       1.181  -3.518  -0.052  1.00  0.00           H  
HETATM   31  H14 UNL     1      -1.895  -1.830  -0.542  1.00  0.00           H  
HETATM   32  H15 UNL     1      -0.236   0.380  -1.591  1.00  0.00           H  
HETATM   33  H16 UNL     1      -2.249   1.465  -2.064  1.00  0.00           H  
HETATM   34  H17 UNL     1      -5.156   1.499   0.176  1.00  0.00           H  
HETATM   35  H18 UNL     1      -3.540   2.379  -0.061  1.00  0.00           H  
HETATM   36  H19 UNL     1      -4.566   2.031  -1.497  1.00  0.00           H  
HETATM   37  H20 UNL     1      -5.048   0.155  -2.058  1.00  0.00           H  
HETATM   38  H21 UNL     1      -3.831  -1.462   0.393  1.00  0.00           H  
HETATM   39  H22 UNL     1      -4.104   0.027   1.340  1.00  0.00           H  
HETATM   40  H23 UNL     1      -2.019  -1.174   1.941  1.00  0.00           H  
HETATM   41  H24 UNL     1      -1.697   0.531   1.335  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    6    7
CONECT    7    8   25   26
CONECT    8    9   10   27
CONECT    9   28   29   30
CONECT   10   11   17   31
CONECT   11   12   12   32
CONECT   12   13   33
CONECT   13   14   15   16
CONECT   14   34   35   36
CONECT   15   37
CONECT   16   17   38   39
CONECT   17   40   41
END

HMDB0034722
     RDKit          3D
3-Hydroxy-1,10-bisaboladien-9-one
 41 41  0  0  0  0  0  0  0  0999 V2000
    4.9108    2.0198    1.2617 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9866    1.2072    0.4329 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1803    1.2017   -1.0293 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0360    0.5278    1.0333 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0650   -0.3074    0.3368 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1847   -0.3480   -0.9110 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0526   -1.0140    1.1365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0043   -1.7439    0.4258 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4720   -2.8156   -0.5337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1937   -1.0579   -0.0796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0969    0.0104   -1.0512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2613    0.6485   -1.3375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5586    0.3232   -0.7369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2845    1.6529   -0.4899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3233   -0.3892   -1.6436 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4491   -0.4135    0.5684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0480   -0.4896    1.0797 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9056    2.0930    0.7437 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5107    3.0348    1.4639 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0501    1.4746    2.2196 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1058    1.7783   -1.2982 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4088    0.1479   -1.3452 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3011    1.5755   -1.5920 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9354    0.5678    2.1317 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6426   -1.7530    1.7673 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6555   -0.2833    1.8718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4606   -2.4264    1.2834 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8863   -2.3438   -1.4436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4492   -3.3593   -0.8595 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1812   -3.5180   -0.0524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8954   -1.8301   -0.5415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2365    0.3796   -1.5913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2487    1.4648   -2.0645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1565    1.4986    0.1764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5405    2.3787   -0.0612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5658    2.0310   -1.4974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0476    0.1546   -2.0582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8305   -1.4620    0.3932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1041    0.0267    1.3403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0191   -1.1736    1.9405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6968    0.5314    1.3354 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  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 13 16  1  0
 16 17  1  0
 17 10  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
  7 25  1  0
  7 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 11 32  1  0
 12 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 17 40  1  0
 17 41  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₅H₂₄O₂

Average Molecular Weight

236.3499

Monoisotopic Molecular Weight

236.177630012

IUPAC Name

6-(4-hydroxy-4-methylcyclohex-2-en-1-yl)-2-methylhept-2-en-4-one

Traditional Name

6-(4-hydroxy-4-methylcyclohex-2-en-1-yl)-2-methylhept-2-en-4-one

CAS Registry Number

Not Available

SMILES

CC(CC(=O)C=C(C)C)C1CCC(C)(O)C=C1

InChI Identifier

InChI=1S/C15H24O2/c1-11(2)9-14(16)10-12(3)13-5-7-15(4,17)8-6-13/h5,7,9,12-13,17H,6,8,10H2,1-4H3

InChI Key

OZDOAMOSJAOPRV-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
Alpha,beta-unsaturated ketone
Tertiary alcohol
Enone
Acryloyl-group
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cytoplasm (HMDB: HMDB0034722)
Cell membrane (HMDB: HMDB0034722)

Cellular substructure

Extracellular (HMDB: HMDB0034722)
Membrane (HMDB: HMDB0034722)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0034722)

Source

Endogenous

Endogenous (HMDB: HMDB0034722)

Plant

Plant (HMDB: HMDB0034722)

Animal

Animal (HMDB: HMDB0034722)

Exogenous

Food

Food (HMDB: HMDB0034722)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0034722)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0034722)

Cellular process

Cell signaling (HMDB: HMDB0034722)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0034722)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0034722)

Nutrient

Nutrient (HMDB: HMDB0034722)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0034722)

Emulsifier (HMDB: HMDB0034722)

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	0.16 g/L	ALOGPS
logP	2.72	ALOGPS
logP	3.21	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	18.17	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	73 m³·mol⁻¹	ChemAxon
Polarizability	27.89 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	158.778	31661259
DarkChem	[M-H]-	156.053	31661259
DeepCCS	[M+H]+	162.218	30932474
DeepCCS	[M-H]-	159.86	30932474
DeepCCS	[M-2H]-	192.746	30932474
DeepCCS	[M+Na]+	168.311	30932474
AllCCS	[M+H]+	157.6	32859911
AllCCS	[M+H-H2O]+	153.9	32859911
AllCCS	[M+NH4]+	161.0	32859911
AllCCS	[M+Na]+	162.0	32859911
AllCCS	[M-H]-	163.7	32859911
AllCCS	[M+Na-2H]-	164.5	32859911
AllCCS	[M+HCOO]-	165.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-Hydroxy-1,10-bisaboladien-9-one	CC(CC(=O)C=C(C)C)C1CCC(C)(O)C=C1	2675.6	Standard polar	33892256
3-Hydroxy-1,10-bisaboladien-9-one	CC(CC(=O)C=C(C)C)C1CCC(C)(O)C=C1	1740.7	Standard non polar	33892256
3-Hydroxy-1,10-bisaboladien-9-one	CC(CC(=O)C=C(C)C)C1CCC(C)(O)C=C1	1810.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-Hydroxy-1,10-bisaboladien-9-one,1TMS,isomer #1	CC(C)=CC(=O)CC(C)C1C=CC(C)(O[Si](C)(C)C)CC1	1906.8	Semi standard non polar	33892256
3-Hydroxy-1,10-bisaboladien-9-one,1TMS,isomer #2	CC(C)=CC(=CC(C)C1C=CC(C)(O)CC1)O[Si](C)(C)C	1976.4	Semi standard non polar	33892256
3-Hydroxy-1,10-bisaboladien-9-one,2TMS,isomer #1	CC(C)=CC(=CC(C)C1C=CC(C)(O[Si](C)(C)C)CC1)O[Si](C)(C)C	2015.9	Semi standard non polar	33892256
3-Hydroxy-1,10-bisaboladien-9-one,2TMS,isomer #1	CC(C)=CC(=CC(C)C1C=CC(C)(O[Si](C)(C)C)CC1)O[Si](C)(C)C	1895.8	Standard non polar	33892256
3-Hydroxy-1,10-bisaboladien-9-one,1TBDMS,isomer #1	CC(C)=CC(=O)CC(C)C1C=CC(C)(O[Si](C)(C)C(C)(C)C)CC1	2141.1	Semi standard non polar	33892256
3-Hydroxy-1,10-bisaboladien-9-one,1TBDMS,isomer #2	CC(C)=CC(=CC(C)C1C=CC(C)(O)CC1)O[Si](C)(C)C(C)(C)C	2211.6	Semi standard non polar	33892256
3-Hydroxy-1,10-bisaboladien-9-one,2TBDMS,isomer #1	CC(C)=CC(=CC(C)C1C=CC(C)(O[Si](C)(C)C(C)(C)C)CC1)O[Si](C)(C)C(C)(C)C	2474.7	Semi standard non polar	33892256
3-Hydroxy-1,10-bisaboladien-9-one,2TBDMS,isomer #1	CC(C)=CC(=CC(C)C1C=CC(C)(O[Si](C)(C)C(C)(C)C)CC1)O[Si](C)(C)C(C)(C)C	2298.1	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxy-1,10-bisaboladien-9-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-05uu-9520000000-33d5e5207835bf27acb6	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxy-1,10-bisaboladien-9-one GC-MS (1 TMS) - 70eV, Positive	splash10-00nf-9450000000-ca22aee8ef3ee38d6f42	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxy-1,10-bisaboladien-9-one 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 - 3-Hydroxy-1,10-bisaboladien-9-one 10V, Positive-QTOF	splash10-014r-0290000000-24c5c92df3badceaf21e	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxy-1,10-bisaboladien-9-one 20V, Positive-QTOF	splash10-0fs9-6940000000-e8235f3c4eec5a808dae	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxy-1,10-bisaboladien-9-one 40V, Positive-QTOF	splash10-00lr-9400000000-e634fb42738307c968fe	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxy-1,10-bisaboladien-9-one 10V, Negative-QTOF	splash10-000i-1090000000-d77c3af04b464eec8c19	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxy-1,10-bisaboladien-9-one 20V, Negative-QTOF	splash10-052r-8490000000-0fff8a778d456492155b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxy-1,10-bisaboladien-9-one 40V, Negative-QTOF	splash10-0a4i-9310000000-a96727f304d254192f12	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxy-1,10-bisaboladien-9-one 10V, Negative-QTOF	splash10-000i-0090000000-c0031dc201eac6b6350a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxy-1,10-bisaboladien-9-one 20V, Negative-QTOF	splash10-000i-3970000000-a446ac1a6f967b0ccd99	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxy-1,10-bisaboladien-9-one 40V, Negative-QTOF	splash10-014i-8910000000-a4f02dbc0a51f86d1baa	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxy-1,10-bisaboladien-9-one 10V, Positive-QTOF	splash10-0079-2910000000-461d2520a25d6745800e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxy-1,10-bisaboladien-9-one 20V, Positive-QTOF	splash10-0006-9600000000-0e4bf57142837a5e3f1b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxy-1,10-bisaboladien-9-one 40V, Positive-QTOF	splash10-0006-9200000000-3c30161d249fe52f8d7e	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

FDB013259

KNApSAcK ID

Not Available

Chemspider ID

35013780

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14633003

PDB ID

Not Available

ChEBI ID

173707

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 ]
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 3-Hydroxy-1,10-bisaboladien-9-one (HMDB0034722)

MOL for HMDB0034722 (3-Hydroxy-1,10-bisaboladien-9-one)

3D MOL for HMDB0034722 (3-Hydroxy-1,10-bisaboladien-9-one)

3D SDF for HMDB0034722 (3-Hydroxy-1,10-bisaboladien-9-one)

3D-SDF for HMDB0034722 (3-Hydroxy-1,10-bisaboladien-9-one)

PDB for HMDB0034722 (3-Hydroxy-1,10-bisaboladien-9-one)

3D PDB for HMDB0034722 (3-Hydroxy-1,10-bisaboladien-9-one)

SMILES for HMDB0034722 (3-Hydroxy-1,10-bisaboladien-9-one)

INCHI for HMDB0034722 (3-Hydroxy-1,10-bisaboladien-9-one)

Structure for HMDB0034722 (3-Hydroxy-1,10-bisaboladien-9-one)

3D Structure for HMDB0034722 (3-Hydroxy-1,10-bisaboladien-9-one)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra