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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:36:49 UTC

Update Date

2022-03-07 02:56:49 UTC

HMDB ID

HMDB0040981

Secondary Accession Numbers

HMDB40981

Metabolite Identification

Common Name

(7b,10a)-3-Hydroxy-1,3,5-cadinatrien-9-one

Description

(7b,10a)-3-Hydroxy-1,3,5-cadinatrien-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 (7b,10a)-3-Hydroxy-1,3,5-cadinatrien-9-one.

Structure

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

HMDB0040981
     RDKit          3D
(7b,10a)-3-Hydroxy-1,3,5-cadinatrien-9-one
 37 38  0  0  0  0  0  0  0  0999 V2000
   -2.3104    3.3102    0.4469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8258    1.9291    0.1811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5820    1.4815    0.5766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1410    0.1970    0.3250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9574   -0.6994   -0.3489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2001   -0.2701   -0.7503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6299    1.0301   -0.4883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8834    1.4057   -0.9132 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5397   -2.0924   -0.6484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7815   -2.9815   -0.5422 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3984   -2.5286    0.3981 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4229   -3.7174    0.6847 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3198   -1.6460    1.1371 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1948   -0.1969    0.7799 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2667    0.0873   -0.2727 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6300   -0.3279    0.2214 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2870    1.5535   -0.6449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7215    3.6910   -0.5127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1807    3.2823    1.1572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5183    3.9897    0.7564 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0307    2.2215    1.1061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8376   -0.9784   -1.2794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2203    2.3271   -0.7417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1062   -2.1192   -1.6588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3355   -2.6232    0.3533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4022   -3.9984   -0.2751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3792   -2.9705   -1.4630 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3527   -2.0209    0.9637 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1196   -1.7862    2.2239 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4582    0.4177    1.6652 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0805   -0.4744   -1.2114 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9323   -1.3054   -0.2051 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3610    0.4135   -0.1433 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6991   -0.3683    1.3211 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2403    1.8035   -1.1559 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2864    2.1409    0.2960 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4724    1.8235   -1.3382 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  5  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
  7  2  1  0
 14  4  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  6 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
 10 26  1  0
 10 27  1  0
 13 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
 16 32  1  0
 16 33  1  0
 16 34  1  0
 17 35  1  0
 17 36  1  0
 17 37  1  0
M  END


  Mrv0541 05061312182D          

 17 18  0  0  0  0            999 V2000
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    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
    3.5724   -1.2375    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
    4.2868    0.8250    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    2.0625    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
    3.5724   -0.4125    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
    2.8579    0.0000    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
    1.4289    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 O   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
  8  1  1  0  0  0  0
  8  2  1  0  0  0  0
  9  3  1  0  0  0  0
  9  5  1  0  0  0  0
 10  4  1  0  0  0  0
 11  6  1  0  0  0  0
 11  8  1  0  0  0  0
 12  7  2  0  0  0  0
 12 10  1  0  0  0  0
 13  5  2  0  0  0  0
 13 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14  7  1  0  0  0  0
 14  9  2  0  0  0  0
 15  6  1  0  0  0  0
 15 10  1  0  0  0  0
 16 14  1  0  0  0  0
 17 15  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040981

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C1CC(=O)C(C)C2=CC(O)=C(C)C=C12

> <INCHI_IDENTIFIER>
InChI=1S/C15H20O2/c1-8(2)11-6-15(17)10(4)12-7-14(16)9(3)5-13(11)12/h5,7-8,10-11,16H,6H2,1-4H3

> <INCHI_KEY>
QPXQUILITXIQFA-UHFFFAOYSA-N

> <FORMULA>
C15H20O2

> <MOLECULAR_WEIGHT>
232.3181

> <EXACT_MASS>
232.146329884

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
26.692260461618133

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-hydroxy-1,6-dimethyl-4-(propan-2-yl)-1,2,3,4-tetrahydronaphthalen-2-one

> <ALOGPS_LOGP>
3.49

> <JCHEM_LOGP>
4.017731500333333

> <ALOGPS_LOGS>
-3.58

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.916314368025457

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.754093607820256

> <JCHEM_PKA_STRONGEST_BASIC>
-5.953981154144892

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
69.4764

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.17e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-hydroxy-4-isopropyl-1,6-dimethyl-3,4-dihydro-1H-naphthalen-2-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0040981
     RDKit          3D
(7b,10a)-3-Hydroxy-1,3,5-cadinatrien-9-one
 37 38  0  0  0  0  0  0  0  0999 V2000
   -2.3104    3.3102    0.4469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8258    1.9291    0.1811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5820    1.4815    0.5766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1410    0.1970    0.3250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9574   -0.6994   -0.3489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2001   -0.2701   -0.7503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6299    1.0301   -0.4883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8834    1.4057   -0.9132 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5397   -2.0924   -0.6484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7815   -2.9815   -0.5422 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3984   -2.5286    0.3981 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4229   -3.7174    0.6847 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3198   -1.6460    1.1371 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1948   -0.1969    0.7799 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2667    0.0873   -0.2727 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6300   -0.3279    0.2214 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2870    1.5535   -0.6449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7215    3.6910   -0.5127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1807    3.2823    1.1572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5183    3.9897    0.7564 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0307    2.2215    1.1061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8376   -0.9784   -1.2794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2203    2.3271   -0.7417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1062   -2.1192   -1.6588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3355   -2.6232    0.3533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4022   -3.9984   -0.2751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3792   -2.9705   -1.4630 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3527   -2.0209    0.9637 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1196   -1.7862    2.2239 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4582    0.4177    1.6652 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0805   -0.4744   -1.2114 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9323   -1.3054   -0.2051 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3610    0.4135   -0.1433 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6991   -0.3683    1.3211 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2403    1.8035   -1.1559 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2864    2.1409    0.2960 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4724    1.8235   -1.3382 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  5  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
  7  2  1  0
 14  4  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  6 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
 10 26  1  0
 10 27  1  0
 13 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
 16 32  1  0
 16 33  1  0
 16 34  1  0
 17 35  1  0
 17 36  1  0
 17 37  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       8.002   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001   2.310   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  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668   3.850   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       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668   2.310   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       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       9.336  -0.770   0.000  0.00  0.00           O+0
CONECT    1    8                                                            
CONECT    2    8                                                            
CONECT    3    9                                                            
CONECT    4   10                                                            
CONECT    5    9   13                                                       
CONECT    6   11   15                                                       
CONECT    7   12   14                                                       
CONECT    8    1    2   11                                                  
CONECT    9    3    5   14                                                  
CONECT   10    4   12   15                                                  
CONECT   11    6    8   13                                                  
CONECT   12    7   10   13                                                  
CONECT   13    5   11   12                                                  
CONECT   14    7    9   16                                                  
CONECT   15    6   10   17                                                  
CONECT   16   14                                                            
CONECT   17   15                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

COMPND    HMDB0040981
HETATM    1  C1  UNL     1      -2.310   3.310   0.447  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.826   1.929   0.181  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.582   1.482   0.577  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.141   0.197   0.325  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.957  -0.699  -0.349  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.200  -0.270  -0.750  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.630   1.030  -0.488  1.00  0.00           C  
HETATM    8  O1  UNL     1      -3.883   1.406  -0.913  1.00  0.00           O  
HETATM    9  C8  UNL     1      -0.540  -2.092  -0.648  1.00  0.00           C  
HETATM   10  C9  UNL     1      -1.782  -2.982  -0.542  1.00  0.00           C  
HETATM   11  C10 UNL     1       0.398  -2.529   0.398  1.00  0.00           C  
HETATM   12  O2  UNL     1       0.423  -3.717   0.685  1.00  0.00           O  
HETATM   13  C11 UNL     1       1.320  -1.646   1.137  1.00  0.00           C  
HETATM   14  C12 UNL     1       1.195  -0.197   0.780  1.00  0.00           C  
HETATM   15  C13 UNL     1       2.267   0.087  -0.273  1.00  0.00           C  
HETATM   16  C14 UNL     1       3.630  -0.328   0.221  1.00  0.00           C  
HETATM   17  C15 UNL     1       2.287   1.554  -0.645  1.00  0.00           C  
HETATM   18  H1  UNL     1      -2.721   3.691  -0.513  1.00  0.00           H  
HETATM   19  H2  UNL     1      -3.181   3.282   1.157  1.00  0.00           H  
HETATM   20  H3  UNL     1      -1.518   3.990   0.756  1.00  0.00           H  
HETATM   21  H4  UNL     1       0.031   2.221   1.106  1.00  0.00           H  
HETATM   22  H5  UNL     1      -2.838  -0.978  -1.279  1.00  0.00           H  
HETATM   23  H6  UNL     1      -4.220   2.327  -0.742  1.00  0.00           H  
HETATM   24  H7  UNL     1      -0.106  -2.119  -1.659  1.00  0.00           H  
HETATM   25  H8  UNL     1      -2.336  -2.623   0.353  1.00  0.00           H  
HETATM   26  H9  UNL     1      -1.402  -3.998  -0.275  1.00  0.00           H  
HETATM   27  H10 UNL     1      -2.379  -2.971  -1.463  1.00  0.00           H  
HETATM   28  H11 UNL     1       2.353  -2.021   0.964  1.00  0.00           H  
HETATM   29  H12 UNL     1       1.120  -1.786   2.224  1.00  0.00           H  
HETATM   30  H13 UNL     1       1.458   0.418   1.665  1.00  0.00           H  
HETATM   31  H14 UNL     1       2.081  -0.474  -1.211  1.00  0.00           H  
HETATM   32  H15 UNL     1       3.932  -1.305  -0.205  1.00  0.00           H  
HETATM   33  H16 UNL     1       4.361   0.413  -0.143  1.00  0.00           H  
HETATM   34  H17 UNL     1       3.699  -0.368   1.321  1.00  0.00           H  
HETATM   35  H18 UNL     1       3.240   1.804  -1.156  1.00  0.00           H  
HETATM   36  H19 UNL     1       2.286   2.141   0.296  1.00  0.00           H  
HETATM   37  H20 UNL     1       1.472   1.824  -1.338  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3    3    7
CONECT    3    4   21
CONECT    4    5    5   14
CONECT    5    6    9
CONECT    6    7    7   22
CONECT    7    8
CONECT    8   23
CONECT    9   10   11   24
CONECT   10   25   26   27
CONECT   11   12   12   13
CONECT   13   14   28   29
CONECT   14   15   30
CONECT   15   16   17   31
CONECT   16   32   33   34
CONECT   17   35   36   37
END

HMDB0040981
     RDKit          3D
(7b,10a)-3-Hydroxy-1,3,5-cadinatrien-9-one
 37 38  0  0  0  0  0  0  0  0999 V2000
   -2.3104    3.3102    0.4469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8258    1.9291    0.1811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5820    1.4815    0.5766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1410    0.1970    0.3250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9574   -0.6994   -0.3489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2001   -0.2701   -0.7503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6299    1.0301   -0.4883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8834    1.4057   -0.9132 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5397   -2.0924   -0.6484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7815   -2.9815   -0.5422 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3984   -2.5286    0.3981 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4229   -3.7174    0.6847 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3198   -1.6460    1.1371 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1948   -0.1969    0.7799 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2667    0.0873   -0.2727 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6300   -0.3279    0.2214 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2870    1.5535   -0.6449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7215    3.6910   -0.5127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1807    3.2823    1.1572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5183    3.9897    0.7564 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0307    2.2215    1.1061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8376   -0.9784   -1.2794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2203    2.3271   -0.7417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1062   -2.1192   -1.6588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3355   -2.6232    0.3533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4022   -3.9984   -0.2751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3792   -2.9705   -1.4630 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3527   -2.0209    0.9637 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1196   -1.7862    2.2239 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4582    0.4177    1.6652 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0805   -0.4744   -1.2114 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9323   -1.3054   -0.2051 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3610    0.4135   -0.1433 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6991   -0.3683    1.3211 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2403    1.8035   -1.1559 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2864    2.1409    0.2960 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4724    1.8235   -1.3382 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  5  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
  7  2  1  0
 14  4  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  6 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
 10 26  1  0
 10 27  1  0
 13 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
 16 32  1  0
 16 33  1  0
 16 34  1  0
 17 35  1  0
 17 36  1  0
 17 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-Hydroxy-9-calamenenone	HMDB
7-Hydroxy-2-calamenenone	HMDB

Chemical Formula

C₁₅H₂₀O₂

Average Molecular Weight

232.3181

Monoisotopic Molecular Weight

232.146329884

IUPAC Name

7-hydroxy-1,6-dimethyl-4-(propan-2-yl)-1,2,3,4-tetrahydronaphthalen-2-one

Traditional Name

7-hydroxy-4-isopropyl-1,6-dimethyl-3,4-dihydro-1H-naphthalen-2-one

CAS Registry Number

155662-80-9

SMILES

CC(C)C1CC(=O)C(C)C2=CC(O)=C(C)C=C12

InChI Identifier

InChI=1S/C15H20O2/c1-8(2)11-6-15(17)10(4)12-7-14(16)9(3)5-13(11)12/h5,7-8,10-11,16H,6H2,1-4H3

InChI Key

QPXQUILITXIQFA-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

Sesquiterpenoid
Cadinane sesquiterpenoid
Tetralin
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Cyclic ketone
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0040981)

Source

Exogenous

Exogenous (HMDB: HMDB0040981)

Food

Fat and oil

Fats and oils (FooDB: FOOD00864)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.062 g/L	ALOGPS
logP	3.49	ALOGPS
logP	4.02	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	9.75	ChemAxon
pKa (Strongest Basic)	-6	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	1	ChemAxon
Refractivity	69.48 m³·mol⁻¹	ChemAxon
Polarizability	26.69 Å³	ChemAxon
Number of Rings	2	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]+	154.799	31661259
DarkChem	[M-H]-	153.943	31661259
DeepCCS	[M-2H]-	193.0	30932474
DeepCCS	[M+Na]+	168.566	30932474
AllCCS	[M+H]+	152.4	32859911
AllCCS	[M+H-H2O]+	148.6	32859911
AllCCS	[M+NH4]+	156.0	32859911
AllCCS	[M+Na]+	157.0	32859911
AllCCS	[M-H]-	160.3	32859911
AllCCS	[M+Na-2H]-	160.5	32859911
AllCCS	[M+HCOO]-	160.8	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022.	6.52 minutes	32390414
Predicted by Siyang on May 30, 2022	14.1537 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.6 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	23.4 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1962.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	372.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	174.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	187.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	144.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	698.3 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	652.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	66.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1185.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	469.0 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1442.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	403.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	362.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	277.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	272.1 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	12.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(7b,10a)-3-Hydroxy-1,3,5-cadinatrien-9-one	CC(C)C1CC(=O)C(C)C2=CC(O)=C(C)C=C12	2934.9	Standard polar	33892256
(7b,10a)-3-Hydroxy-1,3,5-cadinatrien-9-one	CC(C)C1CC(=O)C(C)C2=CC(O)=C(C)C=C12	1891.4	Standard non polar	33892256
(7b,10a)-3-Hydroxy-1,3,5-cadinatrien-9-one	CC(C)C1CC(=O)C(C)C2=CC(O)=C(C)C=C12	2014.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(7b,10a)-3-Hydroxy-1,3,5-cadinatrien-9-one,1TMS,isomer #1	CC1=CC2=C(C=C1O[Si](C)(C)C)C(C)C(=O)CC2C(C)C	2010.4	Semi standard non polar	33892256
(7b,10a)-3-Hydroxy-1,3,5-cadinatrien-9-one,1TMS,isomer #2	CC1=C(O[Si](C)(C)C)CC(C(C)C)C2=CC(C)=C(O)C=C12	2048.8	Semi standard non polar	33892256
(7b,10a)-3-Hydroxy-1,3,5-cadinatrien-9-one,1TMS,isomer #3	CC1=CC2=C(C=C1O)C(C)C(O[Si](C)(C)C)=CC2C(C)C	1966.4	Semi standard non polar	33892256
(7b,10a)-3-Hydroxy-1,3,5-cadinatrien-9-one,2TMS,isomer #1	CC1=C(O[Si](C)(C)C)CC(C(C)C)C2=CC(C)=C(O[Si](C)(C)C)C=C12	2063.9	Semi standard non polar	33892256
(7b,10a)-3-Hydroxy-1,3,5-cadinatrien-9-one,2TMS,isomer #1	CC1=C(O[Si](C)(C)C)CC(C(C)C)C2=CC(C)=C(O[Si](C)(C)C)C=C12	2116.2	Standard non polar	33892256
(7b,10a)-3-Hydroxy-1,3,5-cadinatrien-9-one,2TMS,isomer #2	CC1=CC2=C(C=C1O[Si](C)(C)C)C(C)C(O[Si](C)(C)C)=CC2C(C)C	1978.3	Semi standard non polar	33892256
(7b,10a)-3-Hydroxy-1,3,5-cadinatrien-9-one,2TMS,isomer #2	CC1=CC2=C(C=C1O[Si](C)(C)C)C(C)C(O[Si](C)(C)C)=CC2C(C)C	2078.1	Standard non polar	33892256
(7b,10a)-3-Hydroxy-1,3,5-cadinatrien-9-one,1TBDMS,isomer #1	CC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)C(C)C(=O)CC2C(C)C	2298.4	Semi standard non polar	33892256
(7b,10a)-3-Hydroxy-1,3,5-cadinatrien-9-one,1TBDMS,isomer #2	CC1=C(O[Si](C)(C)C(C)(C)C)CC(C(C)C)C2=CC(C)=C(O)C=C12	2315.7	Semi standard non polar	33892256
(7b,10a)-3-Hydroxy-1,3,5-cadinatrien-9-one,1TBDMS,isomer #3	CC1=CC2=C(C=C1O)C(C)C(O[Si](C)(C)C(C)(C)C)=CC2C(C)C	2209.1	Semi standard non polar	33892256
(7b,10a)-3-Hydroxy-1,3,5-cadinatrien-9-one,2TBDMS,isomer #1	CC1=C(O[Si](C)(C)C(C)(C)C)CC(C(C)C)C2=CC(C)=C(O[Si](C)(C)C(C)(C)C)C=C12	2578.7	Semi standard non polar	33892256
(7b,10a)-3-Hydroxy-1,3,5-cadinatrien-9-one,2TBDMS,isomer #1	CC1=C(O[Si](C)(C)C(C)(C)C)CC(C(C)C)C2=CC(C)=C(O[Si](C)(C)C(C)(C)C)C=C12	2628.1	Standard non polar	33892256
(7b,10a)-3-Hydroxy-1,3,5-cadinatrien-9-one,2TBDMS,isomer #2	CC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)C(C)C(O[Si](C)(C)C(C)(C)C)=CC2C(C)C	2486.7	Semi standard non polar	33892256
(7b,10a)-3-Hydroxy-1,3,5-cadinatrien-9-one,2TBDMS,isomer #2	CC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)C(C)C(O[Si](C)(C)C(C)(C)C)=CC2C(C)C	2506.5	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (7b,10a)-3-Hydroxy-1,3,5-cadinatrien-9-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-01p6-1920000000-ebfd447db4c00ade1e9c	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (7b,10a)-3-Hydroxy-1,3,5-cadinatrien-9-one GC-MS (1 TMS) - 70eV, Positive	splash10-01p6-3090000000-ec6c07892637335d37f0	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (7b,10a)-3-Hydroxy-1,3,5-cadinatrien-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 - (7b,10a)-3-Hydroxy-1,3,5-cadinatrien-9-one 10V, Positive-QTOF	splash10-001i-0290000000-2bef1546a14647d1a50a	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (7b,10a)-3-Hydroxy-1,3,5-cadinatrien-9-one 20V, Positive-QTOF	splash10-0569-3930000000-7cdb7d96796dfc920179	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (7b,10a)-3-Hydroxy-1,3,5-cadinatrien-9-one 40V, Positive-QTOF	splash10-067i-9810000000-f6e77eef94073be2493c	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (7b,10a)-3-Hydroxy-1,3,5-cadinatrien-9-one 10V, Negative-QTOF	splash10-001i-0090000000-3b57d19110ea1c18a4f8	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (7b,10a)-3-Hydroxy-1,3,5-cadinatrien-9-one 20V, Negative-QTOF	splash10-001i-0090000000-cef47067d861e5dcd78b	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (7b,10a)-3-Hydroxy-1,3,5-cadinatrien-9-one 40V, Negative-QTOF	splash10-0ldm-8960000000-7f475e049870c9ec070c	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (7b,10a)-3-Hydroxy-1,3,5-cadinatrien-9-one 10V, Negative-QTOF	splash10-001i-0090000000-403b175a8d75af9b9dc4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (7b,10a)-3-Hydroxy-1,3,5-cadinatrien-9-one 20V, Negative-QTOF	splash10-03e9-0090000000-5a6570d9c0da6613cc40	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (7b,10a)-3-Hydroxy-1,3,5-cadinatrien-9-one 40V, Negative-QTOF	splash10-01dr-0920000000-8759e57be96a154861d8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (7b,10a)-3-Hydroxy-1,3,5-cadinatrien-9-one 10V, Positive-QTOF	splash10-001i-0090000000-db10087eb19b1ee4f668	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (7b,10a)-3-Hydroxy-1,3,5-cadinatrien-9-one 20V, Positive-QTOF	splash10-00lr-0970000000-b7e647dad231f2f21a82	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (7b,10a)-3-Hydroxy-1,3,5-cadinatrien-9-one 40V, Positive-QTOF	splash10-0arr-6900000000-6ca7620ad9fcd828ce87	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

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

FDB020838

KNApSAcK ID

Not Available

Chemspider ID

35015064

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131753002

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 ]
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 (7b,10a)-3-Hydroxy-1,3,5-cadinatrien-9-one (HMDB0040981)

MOL for HMDB0040981 ((7b,10a)-3-Hydroxy-1,3,5-cadinatrien-9-one)

3D MOL for HMDB0040981 ((7b,10a)-3-Hydroxy-1,3,5-cadinatrien-9-one)

3D SDF for HMDB0040981 ((7b,10a)-3-Hydroxy-1,3,5-cadinatrien-9-one)

3D-SDF for HMDB0040981 ((7b,10a)-3-Hydroxy-1,3,5-cadinatrien-9-one)

PDB for HMDB0040981 ((7b,10a)-3-Hydroxy-1,3,5-cadinatrien-9-one)

3D PDB for HMDB0040981 ((7b,10a)-3-Hydroxy-1,3,5-cadinatrien-9-one)

SMILES for HMDB0040981 ((7b,10a)-3-Hydroxy-1,3,5-cadinatrien-9-one)

INCHI for HMDB0040981 ((7b,10a)-3-Hydroxy-1,3,5-cadinatrien-9-one)

Structure for HMDB0040981 ((7b,10a)-3-Hydroxy-1,3,5-cadinatrien-9-one)

3D Structure for HMDB0040981 ((7b,10a)-3-Hydroxy-1,3,5-cadinatrien-9-one)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra