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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:39:49 UTC

Update Date

2022-03-07 02:52:45 UTC

HMDB ID

HMDB0030916

Secondary Accession Numbers

HMDB30916

Metabolite Identification

Common Name

2-Hydroxyacorenone

Description

2-Hydroxyacorenone belongs to the class of organic compounds known as cyclohexenones. Cyclohexenones are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond. Based on a literature review very few articles have been published on 2-Hydroxyacorenone.

Structure

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

HMDB0030916
     RDKit          3D
2-Hydroxyacorenone
 41 42  0  0  0  0  0  0  0  0999 V2000
    4.2034    1.2130   -0.2563 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7466    0.8090   -0.2550 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0529    0.9544    0.8396 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6312    0.5934    0.9493 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0547   -0.1368   -0.2184 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6304    0.4307   -1.5320 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1339    0.2697   -1.4469 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7849   -0.2889   -2.3461 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4200   -1.6085   -0.2240 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6637   -1.9680    0.4968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7515   -2.3837    0.2795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8372   -1.3821    0.5675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8010   -1.0967    1.9228 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4291   -0.1824   -0.2790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1870    1.0372    0.1248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7056    0.7583    0.0220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9688    2.1522   -0.8762 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2906    2.2208    0.1714 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8164    0.4931    0.2935 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5783    1.2720   -1.3111 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5589    1.3716    1.7375 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5093    0.0424    1.9111 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0892    1.5728    1.0809 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4023    1.5014   -1.5655 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2070   -0.1326   -2.3778 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5449   -1.9031   -1.3062 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8481   -1.4023    1.4266 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5076   -3.0331    0.8639 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5447   -2.0591   -0.1698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4639   -2.9735    1.1925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1303   -3.1461   -0.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8419   -1.7560    0.2442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4060   -1.8396    2.4642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6932   -0.5023   -1.3345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9250    1.4109    1.1233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0562    0.2092    0.8998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2023    1.7453   -0.0054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8876    0.2730   -0.9431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8986    2.8289   -0.8937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1722    2.8259   -0.5074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8617    1.8095   -1.9033 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  5  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
  7  2  1  0
 14  5  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  6 24  1  0
  6 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 14 34  1  0
 15 35  1  0
 16 36  1  0
 16 37  1  0
 16 38  1  0
 17 39  1  0
 17 40  1  0
 17 41  1  0
M  END


  Mrv0541 05061305362D          

 17 18  0  0  0  0            999 V2000
    0.4875    2.4777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8465    2.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7445    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0396   -1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5070    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6820    1.1270    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
    1.6820   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0396    1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9195    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    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
    2.5070   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6674    1.3099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9195   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  9  1  1  0  0  0  0
  9  2  1  0  0  0  0
 10  3  1  0  0  0  0
 10  5  2  0  0  0  0
 11  4  1  0  0  0  0
 11  7  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
 14  9  1  0  0  0  0
 14 12  1  0  0  0  0
 15  6  1  0  0  0  0
 15  8  1  0  0  0  0
 15 11  1  0  0  0  0
 15 14  1  0  0  0  0
 16 12  1  0  0  0  0
 17 13  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030916

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C1C(O)CC(C)C11CC=C(C)C(=O)C1

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

> <INCHI_KEY>
ADNFCKCPNFGLCH-UHFFFAOYSA-N

> <FORMULA>
C15H24O2

> <MOLECULAR_WEIGHT>
236.3499

> <EXACT_MASS>
236.177630012

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
27.665511919290793

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-hydroxy-4,8-dimethyl-1-(propan-2-yl)spiro[4.5]dec-8-en-7-one

> <ALOGPS_LOGP>
2.42

> <JCHEM_LOGP>
2.890907044333333

> <ALOGPS_LOGS>
-3.10

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.941547644136243

> <JCHEM_PKA_STRONGEST_BASIC>
-0.6373251754900559

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
69.9606

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.90e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-hydroxy-1-isopropyl-4,8-dimethylspiro[4.5]dec-8-en-7-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0030916
     RDKit          3D
2-Hydroxyacorenone
 41 42  0  0  0  0  0  0  0  0999 V2000
    4.2034    1.2130   -0.2563 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7466    0.8090   -0.2550 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0529    0.9544    0.8396 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6312    0.5934    0.9493 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0547   -0.1368   -0.2184 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6304    0.4307   -1.5320 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1339    0.2697   -1.4469 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7849   -0.2889   -2.3461 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4200   -1.6085   -0.2240 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6637   -1.9680    0.4968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7515   -2.3837    0.2795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8372   -1.3821    0.5675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8010   -1.0967    1.9228 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4291   -0.1824   -0.2790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1870    1.0372    0.1248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7056    0.7583    0.0220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9688    2.1522   -0.8762 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2906    2.2208    0.1714 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8164    0.4931    0.2935 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5783    1.2720   -1.3111 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5589    1.3716    1.7375 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5093    0.0424    1.9111 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0892    1.5728    1.0809 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4023    1.5014   -1.5655 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2070   -0.1326   -2.3778 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5449   -1.9031   -1.3062 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8481   -1.4023    1.4266 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5076   -3.0331    0.8639 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5447   -2.0591   -0.1698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4639   -2.9735    1.1925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1303   -3.1461   -0.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8419   -1.7560    0.2442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4060   -1.8396    2.4642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6932   -0.5023   -1.3345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9250    1.4109    1.1233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0562    0.2092    0.8998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2023    1.7453   -0.0054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8876    0.2730   -0.9431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8986    2.8289   -0.8937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1722    2.8259   -0.5074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8617    1.8095   -1.9033 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  5  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
  7  2  1  0
 14  5  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  6 24  1  0
  6 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 14 34  1  0
 15 35  1  0
 16 36  1  0
 16 37  1  0
 16 38  1  0
 17 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       0.910   4.625   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.447   3.801   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.990   0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.941  -1.941   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.680   2.104   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.140   2.104   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.140  -0.564   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.941   3.481   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.450   0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.465  -0.476   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.680  -0.564   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.465   2.016   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.370   0.770   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -1.246   2.445   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       5.450  -1.897   0.000  0.00  0.00           O+0
CONECT    1    9                                                            
CONECT    2    9                                                            
CONECT    3   10                                                            
CONECT    4   11                                                            
CONECT    5    6   10                                                       
CONECT    6    5   15                                                       
CONECT    7   11   12                                                       
CONECT    8   13   15                                                       
CONECT    9    1    2   14                                                  
CONECT   10    3    5   13                                                  
CONECT   11    4    7   15                                                  
CONECT   12    7   14   16                                                  
CONECT   13    8   10   17                                                  
CONECT   14    9   12   15                                                  
CONECT   15    6    8   11   14                                             
CONECT   16   12                                                            
CONECT   17   13                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

COMPND    HMDB0030916
HETATM    1  C1  UNL     1       4.203   1.213  -0.256  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.747   0.809  -0.255  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.053   0.954   0.840  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.631   0.593   0.949  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.055  -0.137  -0.218  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.630   0.431  -1.532  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.134   0.270  -1.447  1.00  0.00           C  
HETATM    8  O1  UNL     1       2.785  -0.289  -2.346  1.00  0.00           O  
HETATM    9  C8  UNL     1       0.420  -1.609  -0.224  1.00  0.00           C  
HETATM   10  C9  UNL     1       1.664  -1.968   0.497  1.00  0.00           C  
HETATM   11  C10 UNL     1      -0.752  -2.384   0.280  1.00  0.00           C  
HETATM   12  C11 UNL     1      -1.837  -1.382   0.568  1.00  0.00           C  
HETATM   13  O2  UNL     1      -1.801  -1.097   1.923  1.00  0.00           O  
HETATM   14  C12 UNL     1      -1.429  -0.182  -0.279  1.00  0.00           C  
HETATM   15  C13 UNL     1      -2.187   1.037   0.125  1.00  0.00           C  
HETATM   16  C14 UNL     1      -3.706   0.758   0.022  1.00  0.00           C  
HETATM   17  C15 UNL     1      -1.969   2.152  -0.876  1.00  0.00           C  
HETATM   18  H1  UNL     1       4.291   2.221   0.171  1.00  0.00           H  
HETATM   19  H2  UNL     1       4.816   0.493   0.294  1.00  0.00           H  
HETATM   20  H3  UNL     1       4.578   1.272  -1.311  1.00  0.00           H  
HETATM   21  H4  UNL     1       2.559   1.372   1.737  1.00  0.00           H  
HETATM   22  H5  UNL     1       0.509   0.042   1.911  1.00  0.00           H  
HETATM   23  H6  UNL     1       0.089   1.573   1.081  1.00  0.00           H  
HETATM   24  H7  UNL     1       0.402   1.501  -1.566  1.00  0.00           H  
HETATM   25  H8  UNL     1       0.207  -0.133  -2.378  1.00  0.00           H  
HETATM   26  H9  UNL     1       0.545  -1.903  -1.306  1.00  0.00           H  
HETATM   27  H10 UNL     1       1.848  -1.402   1.427  1.00  0.00           H  
HETATM   28  H11 UNL     1       1.508  -3.033   0.864  1.00  0.00           H  
HETATM   29  H12 UNL     1       2.545  -2.059  -0.170  1.00  0.00           H  
HETATM   30  H13 UNL     1      -0.464  -2.974   1.193  1.00  0.00           H  
HETATM   31  H14 UNL     1      -1.130  -3.146  -0.452  1.00  0.00           H  
HETATM   32  H15 UNL     1      -2.842  -1.756   0.244  1.00  0.00           H  
HETATM   33  H16 UNL     1      -1.406  -1.840   2.464  1.00  0.00           H  
HETATM   34  H17 UNL     1      -1.693  -0.502  -1.335  1.00  0.00           H  
HETATM   35  H18 UNL     1      -1.925   1.411   1.123  1.00  0.00           H  
HETATM   36  H19 UNL     1      -4.056   0.209   0.900  1.00  0.00           H  
HETATM   37  H20 UNL     1      -4.202   1.745  -0.005  1.00  0.00           H  
HETATM   38  H21 UNL     1      -3.888   0.273  -0.943  1.00  0.00           H  
HETATM   39  H22 UNL     1      -2.899   2.829  -0.894  1.00  0.00           H  
HETATM   40  H23 UNL     1      -1.172   2.826  -0.507  1.00  0.00           H  
HETATM   41  H24 UNL     1      -1.862   1.809  -1.903  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3    3    7
CONECT    3    4   21
CONECT    4    5   22   23
CONECT    5    6    9   14
CONECT    6    7   24   25
CONECT    7    8    8
CONECT    9   10   11   26
CONECT   10   27   28   29
CONECT   11   12   30   31
CONECT   12   13   14   32
CONECT   13   33
CONECT   14   15   34
CONECT   15   16   17   35
CONECT   16   36   37   38
CONECT   17   39   40   41
END

HMDB0030916
     RDKit          3D
2-Hydroxyacorenone
 41 42  0  0  0  0  0  0  0  0999 V2000
    4.2034    1.2130   -0.2563 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7466    0.8090   -0.2550 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0529    0.9544    0.8396 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6312    0.5934    0.9493 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0547   -0.1368   -0.2184 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6304    0.4307   -1.5320 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1339    0.2697   -1.4469 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7849   -0.2889   -2.3461 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4200   -1.6085   -0.2240 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6637   -1.9680    0.4968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7515   -2.3837    0.2795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8372   -1.3821    0.5675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8010   -1.0967    1.9228 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4291   -0.1824   -0.2790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1870    1.0372    0.1248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7056    0.7583    0.0220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9688    2.1522   -0.8762 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2906    2.2208    0.1714 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8164    0.4931    0.2935 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5783    1.2720   -1.3111 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5589    1.3716    1.7375 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5093    0.0424    1.9111 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0892    1.5728    1.0809 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4023    1.5014   -1.5655 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2070   -0.1326   -2.3778 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5449   -1.9031   -1.3062 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8481   -1.4023    1.4266 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5076   -3.0331    0.8639 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5447   -2.0591   -0.1698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4639   -2.9735    1.1925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1303   -3.1461   -0.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8419   -1.7560    0.2442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4060   -1.8396    2.4642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6932   -0.5023   -1.3345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9250    1.4109    1.1233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0562    0.2092    0.8998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2023    1.7453   -0.0054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8876    0.2730   -0.9431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8986    2.8289   -0.8937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1722    2.8259   -0.5074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8617    1.8095   -1.9033 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  5  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
  7  2  1  0
 14  5  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  6 24  1  0
  6 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 14 34  1  0
 15 35  1  0
 16 36  1  0
 16 37  1  0
 16 38  1  0
 17 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

2-hydroxy-4,8-dimethyl-1-(propan-2-yl)spiro[4.5]dec-8-en-7-one

Traditional Name

2-hydroxy-1-isopropyl-4,8-dimethylspiro[4.5]dec-8-en-7-one

CAS Registry Number

185154-94-3

SMILES

CC(C)C1C(O)CC(C)C11CC=C(C)C(=O)C1

InChI Identifier

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

InChI Key

ADNFCKCPNFGLCH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclohexenones. Cyclohexenones are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Cyclohexenones

Alternative Parents

Substituents

Cyclohexenone
Cyclic alcohol
Secondary alcohol
Organic oxide
Hydrocarbon derivative
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0030916)
Cytoplasm (HMDB: HMDB0030916)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030916)

Source

Endogenous

Endogenous (HMDB: HMDB0030916)

Plant

Plant (HMDB: HMDB0030916)

Exogenous

Food

Food (HMDB: HMDB0030916)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Vegetable

Root vegetable

Root vegetables (FooDB: FOOD00873)

Exogenous (HMDB: HMDB0030916)

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	63.8 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.19 g/L	ALOGPS
logP	2.42	ALOGPS
logP	2.89	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	19.94	ChemAxon
pKa (Strongest Basic)	-0.64	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	69.96 m³·mol⁻¹	ChemAxon
Polarizability	27.67 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]+	155.208	31661259
DarkChem	[M-H]-	155.059	31661259
DeepCCS	[M-2H]-	193.812	30932474
DeepCCS	[M+Na]+	169.378	30932474
AllCCS	[M+H]+	156.1	32859911
AllCCS	[M+H-H2O]+	152.4	32859911
AllCCS	[M+NH4]+	159.5	32859911
AllCCS	[M+Na]+	160.5	32859911
AllCCS	[M-H]-	163.4	32859911
AllCCS	[M+Na-2H]-	163.9	32859911
AllCCS	[M+HCOO]-	164.6	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. Predicted by Afia on May 17, 2022.	5.77 minutes	32390414
Predicted by Siyang on May 30, 2022	13.3105 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.33 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2266.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	318.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	169.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	173.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	125.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	563.3 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	585.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	67.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1019.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	446.0 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	1291.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	331.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	366.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	249.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	343.9 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	9.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Hydroxyacorenone	CC(C)C1C(O)CC(C)C11CC=C(C)C(=O)C1	2650.3	Standard polar	33892256
2-Hydroxyacorenone	CC(C)C1C(O)CC(C)C11CC=C(C)C(=O)C1	1872.1	Standard non polar	33892256
2-Hydroxyacorenone	CC(C)C1C(O)CC(C)C11CC=C(C)C(=O)C1	1914.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-Hydroxyacorenone,1TMS,isomer #1	CC1=CCC2(CC1=O)C(C)CC(O[Si](C)(C)C)C2C(C)C	2020.7	Semi standard non polar	33892256
2-Hydroxyacorenone,1TMS,isomer #2	CC1=CCC2(C=C1O[Si](C)(C)C)C(C)CC(O)C2C(C)C	2026.2	Semi standard non polar	33892256
2-Hydroxyacorenone,2TMS,isomer #1	CC1=CCC2(C=C1O[Si](C)(C)C)C(C)CC(O[Si](C)(C)C)C2C(C)C	2018.8	Semi standard non polar	33892256
2-Hydroxyacorenone,2TMS,isomer #1	CC1=CCC2(C=C1O[Si](C)(C)C)C(C)CC(O[Si](C)(C)C)C2C(C)C	1975.5	Standard non polar	33892256
2-Hydroxyacorenone,1TBDMS,isomer #1	CC1=CCC2(CC1=O)C(C)CC(O[Si](C)(C)C(C)(C)C)C2C(C)C	2280.8	Semi standard non polar	33892256
2-Hydroxyacorenone,1TBDMS,isomer #2	CC1=CCC2(C=C1O[Si](C)(C)C(C)(C)C)C(C)CC(O)C2C(C)C	2267.8	Semi standard non polar	33892256
2-Hydroxyacorenone,2TBDMS,isomer #1	CC1=CCC2(C=C1O[Si](C)(C)C(C)(C)C)C(C)CC(O[Si](C)(C)C(C)(C)C)C2C(C)C	2472.9	Semi standard non polar	33892256
2-Hydroxyacorenone,2TBDMS,isomer #1	CC1=CCC2(C=C1O[Si](C)(C)C(C)(C)C)C(C)CC(O[Si](C)(C)C(C)(C)C)C2C(C)C	2381.7	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Hydroxyacorenone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9640000000-cfe008657bc544282659	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Hydroxyacorenone GC-MS (1 TMS) - 70eV, Positive	splash10-0006-8290000000-0bea53c9b87dd225a91c	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Hydroxyacorenone 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 - 2-Hydroxyacorenone 10V, Positive-QTOF	splash10-014r-0190000000-9c1138584b7a06a0eedf	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxyacorenone 20V, Positive-QTOF	splash10-014i-2960000000-df3a55dba3d9279986f7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxyacorenone 40V, Positive-QTOF	splash10-0udi-9600000000-3cf17504db74d445bffd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxyacorenone 10V, Negative-QTOF	splash10-000i-0090000000-d8f2e3f322e4d2a4408b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxyacorenone 20V, Negative-QTOF	splash10-000i-0190000000-d031f3d6f03c477318a3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxyacorenone 40V, Negative-QTOF	splash10-0frf-4980000000-47a597f132bdb0b0dccf	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxyacorenone 10V, Positive-QTOF	splash10-000i-0390000000-0d704017d1a67e976e8e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxyacorenone 20V, Positive-QTOF	splash10-0fvi-0940000000-da8c30c65241f88c37f0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxyacorenone 40V, Positive-QTOF	splash10-0006-9300000000-466b32cebc73d0b5d0aa	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxyacorenone 10V, Negative-QTOF	splash10-000i-0090000000-c0031dc201eac6b6350a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxyacorenone 20V, Negative-QTOF	splash10-000i-0090000000-8a76d0bdc8af4fd193f5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxyacorenone 40V, Negative-QTOF	splash10-004l-0900000000-110aaec27a29266e274d	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB002882

KNApSAcK ID

Not Available

Chemspider ID

35013286

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

85213626

PDB ID

Not Available

ChEBI ID

138759

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1823681

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Showing metabocard for 2-Hydroxyacorenone (HMDB0030916)

MOL for HMDB0030916 (2-Hydroxyacorenone)

3D MOL for HMDB0030916 (2-Hydroxyacorenone)

3D SDF for HMDB0030916 (2-Hydroxyacorenone)

3D-SDF for HMDB0030916 (2-Hydroxyacorenone)

PDB for HMDB0030916 (2-Hydroxyacorenone)

3D PDB for HMDB0030916 (2-Hydroxyacorenone)

SMILES for HMDB0030916 (2-Hydroxyacorenone)

INCHI for HMDB0030916 (2-Hydroxyacorenone)

Structure for HMDB0030916 (2-Hydroxyacorenone)

3D Structure for HMDB0030916 (2-Hydroxyacorenone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra