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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:39:50 UTC

Update Date

2022-03-07 02:52:45 UTC

HMDB ID

HMDB0030917

Secondary Accession Numbers

HMDB30917

Metabolite Identification

Common Name

1-Hydroxyacorenone

Description

1-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. 1-Hydroxyacorenone has been detected, but not quantified in, herbs and spices and root vegetables. This could make 1-hydroxyacorenone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 1-Hydroxyacorenone.

Structure

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

HMDB0030917
     RDKit          3D
1-Hydroxyacorenone
 40 41  0  0  0  0  0  0  0  0999 V2000
    4.3850   -0.0283   -0.1038 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8993   -0.2380    0.0024 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3685   -0.3626    1.2065 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9159   -0.5696    1.3514 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1322    0.0158    0.1942 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6347   -0.6149   -1.0649 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0744   -0.2994   -1.1876 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5700   -0.0891   -2.3033 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5043    1.5031    0.1412 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2104    2.1196   -1.1886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5371    2.0570    1.1226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7436    1.3302    0.6450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8208    1.8660    0.4678 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3023   -0.0813    0.4669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5323   -0.6929    1.7239 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2048   -0.7374   -0.4988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6153   -0.6650    0.0807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9369   -2.1723   -0.7950 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8598   -0.3826    0.8221 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6295    1.0544   -0.2016 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7835   -0.6381   -0.9378 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9822   -0.3150    2.0839 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7532   -1.6838    1.2871 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5425   -0.1938    2.3287 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1289   -0.2834   -1.9716 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6249   -1.7418   -0.9575 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5100    1.7108    0.5001 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0783    2.1776   -1.8680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1346    3.1587   -1.0060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6152    1.5931   -1.6865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6221    3.1428    1.0685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2901    1.6629    2.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2428   -1.6342    1.7006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2428   -0.1529   -1.4461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1914    0.1746   -0.3609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1720   -1.5793   -0.2079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6100   -0.6314    1.1826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3510   -2.7082   -0.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5213   -2.3042   -1.8370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9008   -2.7671   -0.8552 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  2  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
  7  2  1  0
 14  5  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  6 25  1  0
  6 26  1  0
  9 27  1  0
 10 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 15 33  1  0
 16 34  1  0
 17 35  1  0
 17 36  1  0
 17 37  1  0
 18 38  1  0
 18 39  1  0
 18 40  1  0
M  END


  Mrv0541 05061305362D          

 18 19  0  0  0  0            999 V2000
    0.9340    2.5011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3714    1.9199    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
    0.4491    1.8336    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
    2.5070   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695    0.4125    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
    2.9195   -1.0164    0.0000 O   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
    1.4991    1.4924    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  8  1  0  0  0  0
 12 10  1  0  0  0  0
 13  7  1  0  0  0  0
 14  6  1  0  0  0  0
 14  8  1  0  0  0  0
 14 11  1  0  0  0  0
 15  9  1  0  0  0  0
 15 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 12  2  0  0  0  0
 17 13  2  0  0  0  0
 18 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030917

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C15H22O3/c1-9(2)15(18)13(17)7-11(4)14(15)6-5-10(3)12(16)8-14/h5,9,11,18H,6-8H2,1-4H3

> <INCHI_KEY>
PUPNOMJEHZIMFF-UHFFFAOYSA-N

> <FORMULA>
C15H22O3

> <MOLECULAR_WEIGHT>
250.3334

> <EXACT_MASS>
250.15689457

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
27.38243427304627

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
2.13

> <JCHEM_LOGP>
2.6069499049999996

> <ALOGPS_LOGS>
-2.52

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.163151112373047

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.521818520756486

> <JCHEM_PKA_STRONGEST_BASIC>
-3.8827536720764373

> <JCHEM_POLAR_SURFACE_AREA>
54.370000000000005

> <JCHEM_REFRACTIVITY>
70.35839999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.61e-01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030917
     RDKit          3D
1-Hydroxyacorenone
 40 41  0  0  0  0  0  0  0  0999 V2000
    4.3850   -0.0283   -0.1038 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8993   -0.2380    0.0024 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3685   -0.3626    1.2065 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9159   -0.5696    1.3514 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1322    0.0158    0.1942 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6347   -0.6149   -1.0649 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0744   -0.2994   -1.1876 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5700   -0.0891   -2.3033 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5043    1.5031    0.1412 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2104    2.1196   -1.1886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5371    2.0570    1.1226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7436    1.3302    0.6450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8208    1.8660    0.4678 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3023   -0.0813    0.4669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5323   -0.6929    1.7239 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2048   -0.7374   -0.4988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6153   -0.6650    0.0807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9369   -2.1723   -0.7950 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8598   -0.3826    0.8221 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6295    1.0544   -0.2016 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7835   -0.6381   -0.9378 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9822   -0.3150    2.0839 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7532   -1.6838    1.2871 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5425   -0.1938    2.3287 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1289   -0.2834   -1.9716 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6249   -1.7418   -0.9575 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5100    1.7108    0.5001 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0783    2.1776   -1.8680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1346    3.1587   -1.0060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6152    1.5931   -1.6865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6221    3.1428    1.0685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2901    1.6629    2.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2428   -1.6342    1.7006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2428   -0.1529   -1.4461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1914    0.1746   -0.3609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1720   -1.5793   -0.2079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6100   -0.6314    1.1826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3510   -2.7082   -0.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5213   -2.3042   -1.8370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9008   -2.7671   -0.8552 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  2  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
  7  2  1  0
 14  5  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  6 25  1  0
  6 26  1  0
  9 27  1  0
 10 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 15 33  1  0
 16 34  1  0
 17 35  1  0
 17 36  1  0
 17 37  1  0
 18 38  1  0
 18 39  1  0
 18 40  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       1.743   4.669   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.693   3.584   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       0.838   3.423   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       4.680  -0.564   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.370   0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.465   2.016   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       5.450  -1.897   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -1.246   2.445   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       2.798   2.786   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   14                                                       
CONECT    7   11   13                                                       
CONECT    8   12   14                                                       
CONECT    9    1    2   15                                                  
CONECT   10    3    5   12                                                  
CONECT   11    4    7   14                                                  
CONECT   12    8   10   16                                                  
CONECT   13    7   15   17                                                  
CONECT   14    6    8   11   15                                             
CONECT   15    9   13   14   18                                             
CONECT   16   12                                                            
CONECT   17   13                                                            
CONECT   18   15                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

COMPND    HMDB0030917
HETATM    1  C1  UNL     1       4.385  -0.028  -0.104  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.899  -0.238   0.002  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.368  -0.363   1.207  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.916  -0.570   1.351  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.132   0.016   0.194  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.635  -0.615  -1.065  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.074  -0.299  -1.188  1.00  0.00           C  
HETATM    8  O1  UNL     1       2.570  -0.089  -2.303  1.00  0.00           O  
HETATM    9  C8  UNL     1       0.504   1.503   0.141  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.210   2.120  -1.189  1.00  0.00           C  
HETATM   11  C10 UNL     1      -0.537   2.057   1.123  1.00  0.00           C  
HETATM   12  C11 UNL     1      -1.744   1.330   0.645  1.00  0.00           C  
HETATM   13  O2  UNL     1      -2.821   1.866   0.468  1.00  0.00           O  
HETATM   14  C12 UNL     1      -1.302  -0.081   0.467  1.00  0.00           C  
HETATM   15  O3  UNL     1      -1.532  -0.693   1.724  1.00  0.00           O  
HETATM   16  C13 UNL     1      -2.205  -0.737  -0.499  1.00  0.00           C  
HETATM   17  C14 UNL     1      -3.615  -0.665   0.081  1.00  0.00           C  
HETATM   18  C15 UNL     1      -1.937  -2.172  -0.795  1.00  0.00           C  
HETATM   19  H1  UNL     1       4.860  -0.383   0.822  1.00  0.00           H  
HETATM   20  H2  UNL     1       4.630   1.054  -0.202  1.00  0.00           H  
HETATM   21  H3  UNL     1       4.784  -0.638  -0.938  1.00  0.00           H  
HETATM   22  H4  UNL     1       2.982  -0.315   2.084  1.00  0.00           H  
HETATM   23  H5  UNL     1       0.753  -1.684   1.287  1.00  0.00           H  
HETATM   24  H6  UNL     1       0.543  -0.194   2.329  1.00  0.00           H  
HETATM   25  H7  UNL     1       0.129  -0.283  -1.972  1.00  0.00           H  
HETATM   26  H8  UNL     1       0.625  -1.742  -0.957  1.00  0.00           H  
HETATM   27  H9  UNL     1       1.510   1.711   0.500  1.00  0.00           H  
HETATM   28  H10 UNL     1       1.078   2.178  -1.868  1.00  0.00           H  
HETATM   29  H11 UNL     1      -0.135   3.159  -1.006  1.00  0.00           H  
HETATM   30  H12 UNL     1      -0.615   1.593  -1.687  1.00  0.00           H  
HETATM   31  H13 UNL     1      -0.622   3.143   1.068  1.00  0.00           H  
HETATM   32  H14 UNL     1      -0.290   1.663   2.130  1.00  0.00           H  
HETATM   33  H15 UNL     1      -1.243  -1.634   1.701  1.00  0.00           H  
HETATM   34  H16 UNL     1      -2.243  -0.153  -1.446  1.00  0.00           H  
HETATM   35  H17 UNL     1      -4.191   0.175  -0.361  1.00  0.00           H  
HETATM   36  H18 UNL     1      -4.172  -1.579  -0.208  1.00  0.00           H  
HETATM   37  H19 UNL     1      -3.610  -0.631   1.183  1.00  0.00           H  
HETATM   38  H20 UNL     1      -1.351  -2.708  -0.028  1.00  0.00           H  
HETATM   39  H21 UNL     1      -1.521  -2.304  -1.837  1.00  0.00           H  
HETATM   40  H22 UNL     1      -2.901  -2.767  -0.855  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3    3    7
CONECT    3    4   22
CONECT    4    5   23   24
CONECT    5    6    9   14
CONECT    6    7   25   26
CONECT    7    8    8
CONECT    9   10   11   27
CONECT   10   28   29   30
CONECT   11   12   31   32
CONECT   12   13   13   14
CONECT   14   15   16
CONECT   15   33
CONECT   16   17   18   34
CONECT   17   35   36   37
CONECT   18   38   39   40
END

HMDB0030917
     RDKit          3D
1-Hydroxyacorenone
 40 41  0  0  0  0  0  0  0  0999 V2000
    4.3850   -0.0283   -0.1038 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8993   -0.2380    0.0024 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3685   -0.3626    1.2065 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9159   -0.5696    1.3514 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1322    0.0158    0.1942 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6347   -0.6149   -1.0649 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0744   -0.2994   -1.1876 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5700   -0.0891   -2.3033 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5043    1.5031    0.1412 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2104    2.1196   -1.1886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5371    2.0570    1.1226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7436    1.3302    0.6450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8208    1.8660    0.4678 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3023   -0.0813    0.4669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5323   -0.6929    1.7239 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2048   -0.7374   -0.4988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6153   -0.6650    0.0807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9369   -2.1723   -0.7950 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8598   -0.3826    0.8221 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6295    1.0544   -0.2016 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7835   -0.6381   -0.9378 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9822   -0.3150    2.0839 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7532   -1.6838    1.2871 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5425   -0.1938    2.3287 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1289   -0.2834   -1.9716 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6249   -1.7418   -0.9575 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5100    1.7108    0.5001 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0783    2.1776   -1.8680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1346    3.1587   -1.0060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6152    1.5931   -1.6865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6221    3.1428    1.0685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2901    1.6629    2.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2428   -1.6342    1.7006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2428   -0.1529   -1.4461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1914    0.1746   -0.3609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1720   -1.5793   -0.2079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6100   -0.6314    1.1826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3510   -2.7082   -0.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5213   -2.3042   -1.8370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9008   -2.7671   -0.8552 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  2  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
  7  2  1  0
 14  5  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  6 25  1  0
  6 26  1  0
  9 27  1  0
 10 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 15 33  1  0
 16 34  1  0
 17 35  1  0
 17 36  1  0
 17 37  1  0
 18 38  1  0
 18 39  1  0
 18 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₅H₂₂O₃

Average Molecular Weight

250.3334

Monoisotopic Molecular Weight

250.15689457

IUPAC Name

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

Traditional Name

1-hydroxy-1-isopropyl-4,8-dimethylspiro[4.5]dec-8-ene-2,7-dione

CAS Registry Number

185154-98-7

SMILES

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

InChI Identifier

InChI=1S/C15H22O3/c1-9(2)15(18)13(17)7-11(4)14(15)6-5-10(3)12(16)8-14/h5,9,11,18H,6-8H2,1-4H3

InChI Key

PUPNOMJEHZIMFF-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
Acyloin
Tertiary alcohol
Cyclic 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

Cell membrane (HMDB: HMDB0030917)

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030917)

Source

Endogenous

Endogenous (HMDB: HMDB0030917)

Plant

Plant (HMDB: HMDB0030917)

Exogenous

Food

Food (HMDB: HMDB0030917)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Vegetable

Root vegetable

Root vegetables (FooDB: FOOD00873)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0030917)

Role

Biological role

Energy source (HMDB: HMDB0030917)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0030917)

Emulsifier (HMDB: HMDB0030917)

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	461.3 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	0.76 g/L	ALOGPS
logP	2.13	ALOGPS
logP	2.61	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	12.52	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	54.37 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	70.36 m³·mol⁻¹	ChemAxon
Polarizability	27.38 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	158.539	31661259
DarkChem	[M-H]-	156.695	31661259
DeepCCS	[M-2H]-	203.19	30932474
DeepCCS	[M+Na]+	178.756	30932474
AllCCS	[M+H]+	157.5	32859911
AllCCS	[M+H-H2O]+	153.9	32859911
AllCCS	[M+NH4]+	160.9	32859911
AllCCS	[M+Na]+	161.9	32859911
AllCCS	[M-H]-	165.1	32859911
AllCCS	[M+Na-2H]-	165.5	32859911
AllCCS	[M+HCOO]-	166.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-Hydroxyacorenone	CC(C)C1(O)C(=O)CC(C)C11CC=C(C)C(=O)C1	2751.2	Standard polar	33892256
1-Hydroxyacorenone	CC(C)C1(O)C(=O)CC(C)C11CC=C(C)C(=O)C1	1750.0	Standard non polar	33892256
1-Hydroxyacorenone	CC(C)C1(O)C(=O)CC(C)C11CC=C(C)C(=O)C1	1872.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
1-Hydroxyacorenone,1TMS,isomer #1	CC1=CCC2(CC1=O)C(C)CC(=O)C2(O[Si](C)(C)C)C(C)C	2074.5	Semi standard non polar	33892256
1-Hydroxyacorenone,1TMS,isomer #2	CC1=CCC2(CC1=O)C(C)C=C(O[Si](C)(C)C)C2(O)C(C)C	2080.7	Semi standard non polar	33892256
1-Hydroxyacorenone,1TMS,isomer #3	CC1=CCC2(C=C1O[Si](C)(C)C)C(C)CC(=O)C2(O)C(C)C	2138.0	Semi standard non polar	33892256
1-Hydroxyacorenone,2TMS,isomer #1	CC1=CCC2(C=C1O[Si](C)(C)C)C(C)CC(=O)C2(O[Si](C)(C)C)C(C)C	2161.4	Semi standard non polar	33892256
1-Hydroxyacorenone,2TMS,isomer #1	CC1=CCC2(C=C1O[Si](C)(C)C)C(C)CC(=O)C2(O[Si](C)(C)C)C(C)C	2063.3	Standard non polar	33892256
1-Hydroxyacorenone,2TMS,isomer #2	CC1=CCC2(CC1=O)C(C)C=C(O[Si](C)(C)C)C2(O[Si](C)(C)C)C(C)C	2138.6	Semi standard non polar	33892256
1-Hydroxyacorenone,2TMS,isomer #2	CC1=CCC2(CC1=O)C(C)C=C(O[Si](C)(C)C)C2(O[Si](C)(C)C)C(C)C	2036.3	Standard non polar	33892256
1-Hydroxyacorenone,2TMS,isomer #3	CC1=CCC2(C=C1O[Si](C)(C)C)C(C)C=C(O[Si](C)(C)C)C2(O)C(C)C	2127.9	Semi standard non polar	33892256
1-Hydroxyacorenone,2TMS,isomer #3	CC1=CCC2(C=C1O[Si](C)(C)C)C(C)C=C(O[Si](C)(C)C)C2(O)C(C)C	1988.5	Standard non polar	33892256
1-Hydroxyacorenone,3TMS,isomer #1	CC1=CCC2(C=C1O[Si](C)(C)C)C(C)C=C(O[Si](C)(C)C)C2(O[Si](C)(C)C)C(C)C	2149.0	Semi standard non polar	33892256
1-Hydroxyacorenone,3TMS,isomer #1	CC1=CCC2(C=C1O[Si](C)(C)C)C(C)C=C(O[Si](C)(C)C)C2(O[Si](C)(C)C)C(C)C	2092.2	Standard non polar	33892256
1-Hydroxyacorenone,1TBDMS,isomer #1	CC1=CCC2(CC1=O)C(C)CC(=O)C2(O[Si](C)(C)C(C)(C)C)C(C)C	2322.6	Semi standard non polar	33892256
1-Hydroxyacorenone,1TBDMS,isomer #2	CC1=CCC2(CC1=O)C(C)C=C(O[Si](C)(C)C(C)(C)C)C2(O)C(C)C	2340.2	Semi standard non polar	33892256
1-Hydroxyacorenone,1TBDMS,isomer #3	CC1=CCC2(C=C1O[Si](C)(C)C(C)(C)C)C(C)CC(=O)C2(O)C(C)C	2377.3	Semi standard non polar	33892256
1-Hydroxyacorenone,2TBDMS,isomer #1	CC1=CCC2(C=C1O[Si](C)(C)C(C)(C)C)C(C)CC(=O)C2(O[Si](C)(C)C(C)(C)C)C(C)C	2594.2	Semi standard non polar	33892256
1-Hydroxyacorenone,2TBDMS,isomer #1	CC1=CCC2(C=C1O[Si](C)(C)C(C)(C)C)C(C)CC(=O)C2(O[Si](C)(C)C(C)(C)C)C(C)C	2480.8	Standard non polar	33892256
1-Hydroxyacorenone,2TBDMS,isomer #2	CC1=CCC2(CC1=O)C(C)C=C(O[Si](C)(C)C(C)(C)C)C2(O[Si](C)(C)C(C)(C)C)C(C)C	2587.2	Semi standard non polar	33892256
1-Hydroxyacorenone,2TBDMS,isomer #2	CC1=CCC2(CC1=O)C(C)C=C(O[Si](C)(C)C(C)(C)C)C2(O[Si](C)(C)C(C)(C)C)C(C)C	2431.0	Standard non polar	33892256
1-Hydroxyacorenone,2TBDMS,isomer #3	CC1=CCC2(C=C1O[Si](C)(C)C(C)(C)C)C(C)C=C(O[Si](C)(C)C(C)(C)C)C2(O)C(C)C	2601.9	Semi standard non polar	33892256
1-Hydroxyacorenone,2TBDMS,isomer #3	CC1=CCC2(C=C1O[Si](C)(C)C(C)(C)C)C(C)C=C(O[Si](C)(C)C(C)(C)C)C2(O)C(C)C	2350.5	Standard non polar	33892256
1-Hydroxyacorenone,3TBDMS,isomer #1	CC1=CCC2(C=C1O[Si](C)(C)C(C)(C)C)C(C)C=C(O[Si](C)(C)C(C)(C)C)C2(O[Si](C)(C)C(C)(C)C)C(C)C	2811.9	Semi standard non polar	33892256
1-Hydroxyacorenone,3TBDMS,isomer #1	CC1=CCC2(C=C1O[Si](C)(C)C(C)(C)C)C(C)C=C(O[Si](C)(C)C(C)(C)C)C2(O[Si](C)(C)C(C)(C)C)C(C)C	2602.7	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Hydroxyacorenone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0043-9720000000-1920a0f2ff72d69f08bd	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Hydroxyacorenone GC-MS (1 TMS) - 70eV, Positive	splash10-0fic-9261000000-d79e56ba5943351b69b9	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-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 - 1-Hydroxyacorenone 10V, Positive-QTOF	splash10-0udi-0290000000-85cd3ecfce7f3cc531e8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxyacorenone 20V, Positive-QTOF	splash10-0a4i-2950000000-cc767fd39fac771780d9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxyacorenone 40V, Positive-QTOF	splash10-0pvi-9300000000-ee2cccdad0586a8d0cf7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxyacorenone 10V, Negative-QTOF	splash10-0002-0090000000-a7244bd0959887d67169	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxyacorenone 20V, Negative-QTOF	splash10-0002-0290000000-795b2093eb2473d7f48c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxyacorenone 40V, Negative-QTOF	splash10-0a6v-3930000000-ff48a02de68310c69081	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxyacorenone 10V, Negative-QTOF	splash10-0002-0090000000-0dd1e5565d33dd37f20a	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxyacorenone 20V, Negative-QTOF	splash10-052s-0950000000-bb771e2b31563fc33882	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxyacorenone 40V, Negative-QTOF	splash10-00ks-2900000000-6349e173fc600e6233a4	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxyacorenone 10V, Positive-QTOF	splash10-00lr-0690000000-e995dc4730e1e328b8e6	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxyacorenone 20V, Positive-QTOF	splash10-0570-2930000000-2ffb8e9c151e713bec82	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxyacorenone 40V, Positive-QTOF	splash10-0006-9500000000-2171a99da97cfaa937d2	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
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

FDB002883

KNApSAcK ID

Not Available

Chemspider ID

35013287

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131751097

PDB ID

Not Available

ChEBI ID

168222

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1823691

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 1-Hydroxyacorenone (HMDB0030917)

MOL for HMDB0030917 (1-Hydroxyacorenone)

3D MOL for HMDB0030917 (1-Hydroxyacorenone)

3D SDF for HMDB0030917 (1-Hydroxyacorenone)

3D-SDF for HMDB0030917 (1-Hydroxyacorenone)

PDB for HMDB0030917 (1-Hydroxyacorenone)

3D PDB for HMDB0030917 (1-Hydroxyacorenone)

SMILES for HMDB0030917 (1-Hydroxyacorenone)

INCHI for HMDB0030917 (1-Hydroxyacorenone)

Structure for HMDB0030917 (1-Hydroxyacorenone)

3D Structure for HMDB0030917 (1-Hydroxyacorenone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra