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Showing metabocard for Carvone (HMDB0035824)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-11 20:50:52 UTC
Update Date2022-03-07 02:54:39 UTC
HMDB IDHMDB0035824
Secondary Accession Numbers
  • HMDB35824
Metabolite Identification
Common NameCarvone
DescriptionCarvone, also known as carvol or limonen-6-one, belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. Based on a literature review a significant number of articles have been published on Carvone.
Structure
Data?1563862777
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0035824 (Carvone)

Carvone
  Mrv1572001071617212D          

 11 11  0  0  0  0            999 V2000
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    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
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    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
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  4 11  1  0  0  0  0
M  END
Download

3D MOL for HMDB0035824 (Carvone)

HMDB0035824
     RDKit          3D
Carvone
 25 25  0  0  0  0  0  0  0  0999 V2000
   -2.7548   -0.9037   -0.7777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0482    0.1246   -0.3813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7285    1.3766    0.0324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5645    0.1169   -0.3177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0667    0.3508    1.1118 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4066    0.5538    1.0037 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1317   -0.1074    0.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5990    0.1351    0.0256 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4888   -1.0381   -0.8199 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1683   -1.6835   -1.6361 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0243   -1.2076   -0.7615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3278   -1.8522   -1.0951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8353   -0.8450   -0.8053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2452    1.8777   -0.8144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0766    2.1118    0.4967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5232    1.0883    0.7714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1079    0.8823   -0.9815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5473    1.2372    1.5251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2158   -0.5694    1.7200 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9551    1.2274    1.6413 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7442    0.8902   -0.7946 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1503   -0.7747   -0.2958 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9646    0.5319    0.9834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4083   -1.5594   -1.7198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1827   -1.9634    0.0318 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
  9 11  1  0
 11  4  1  0
  1 12  1  0
  1 13  1  0
  3 14  1  0
  3 15  1  0
  3 16  1  0
  4 17  1  0
  5 18  1  0
  5 19  1  0
  6 20  1  0
  8 21  1  0
  8 22  1  0
  8 23  1  0
 11 24  1  0
 11 25  1  0
M  END
Download

3D SDF for HMDB0035824 (Carvone)

Carvone
  Mrv1572001071617212D          

 11 11  0  0  0  0            999 V2000
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    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
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    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
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  4 11  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035824

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)10(11)6-9/h4,9H,1,5-6H2,2-3H3

> <INCHI_KEY>
ULDHMXUKGWMISQ-UHFFFAOYSA-N

> <FORMULA>
C10H14O

> <MOLECULAR_WEIGHT>
150.221

> <EXACT_MASS>
150.104465071

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
25

> <JCHEM_AVERAGE_POLARIZABILITY>
17.65531419663602

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-one

> <ALOGPS_LOGP>
2.77

> <JCHEM_LOGP>
2.552529290333333

> <ALOGPS_LOGS>
-2.11

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.655503656223822

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
47.17349999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.16e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
carvone

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0035824 (Carvone)

HMDB0035824
     RDKit          3D
Carvone
 25 25  0  0  0  0  0  0  0  0999 V2000
   -2.7548   -0.9037   -0.7777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0482    0.1246   -0.3813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7285    1.3766    0.0324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5645    0.1169   -0.3177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0667    0.3508    1.1118 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4066    0.5538    1.0037 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1317   -0.1074    0.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5990    0.1351    0.0256 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4888   -1.0381   -0.8199 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1683   -1.6835   -1.6361 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0243   -1.2076   -0.7615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3278   -1.8522   -1.0951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8353   -0.8450   -0.8053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2452    1.8777   -0.8144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0766    2.1118    0.4967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5232    1.0883    0.7714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1079    0.8823   -0.9815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5473    1.2372    1.5251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2158   -0.5694    1.7200 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9551    1.2274    1.6413 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7442    0.8902   -0.7946 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1503   -0.7747   -0.2958 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9646    0.5319    0.9834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4083   -1.5594   -1.7198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1827   -1.9634    0.0318 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
  9 11  1  0
 11  4  1  0
  1 12  1  0
  1 13  1  0
  3 14  1  0
  3 15  1  0
  3 16  1  0
  4 17  1  0
  5 18  1  0
  5 19  1  0
  6 20  1  0
  8 21  1  0
  8 22  1  0
  8 23  1  0
 11 24  1  0
 11 25  1  0
M  END
Download

PDB for HMDB0035824 (Carvone)

HEADER    PROTEIN                                 07-JAN-16   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Carvone                                           
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-JAN-16         0                                  
HETATM    1  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   11                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9    4                                                       
MASTER        0    0    0    0    0    0    0    0   11    0   22    0
END
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3D PDB for HMDB0035824 (Carvone)

COMPND    HMDB0035824
HETATM    1  C1  UNL     1      -2.755  -0.904  -0.778  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.048   0.125  -0.381  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.729   1.377   0.032  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.564   0.117  -0.318  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.067   0.351   1.112  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.407   0.554   1.004  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.132  -0.107   0.088  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.599   0.135   0.026  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.489  -1.038  -0.820  1.00  0.00           C  
HETATM   10  O1  UNL     1       2.168  -1.684  -1.636  1.00  0.00           O  
HETATM   11  C10 UNL     1       0.024  -1.208  -0.762  1.00  0.00           C  
HETATM   12  H1  UNL     1      -2.328  -1.852  -1.095  1.00  0.00           H  
HETATM   13  H2  UNL     1      -3.835  -0.845  -0.805  1.00  0.00           H  
HETATM   14  H3  UNL     1      -3.245   1.878  -0.814  1.00  0.00           H  
HETATM   15  H4  UNL     1      -2.077   2.112   0.497  1.00  0.00           H  
HETATM   16  H5  UNL     1      -3.523   1.088   0.771  1.00  0.00           H  
HETATM   17  H6  UNL     1      -0.108   0.882  -0.982  1.00  0.00           H  
HETATM   18  H7  UNL     1      -0.547   1.237   1.525  1.00  0.00           H  
HETATM   19  H8  UNL     1      -0.216  -0.569   1.720  1.00  0.00           H  
HETATM   20  H9  UNL     1       1.955   1.227   1.641  1.00  0.00           H  
HETATM   21  H10 UNL     1       3.744   0.890  -0.795  1.00  0.00           H  
HETATM   22  H11 UNL     1       4.150  -0.775  -0.296  1.00  0.00           H  
HETATM   23  H12 UNL     1       3.965   0.532   0.983  1.00  0.00           H  
HETATM   24  H13 UNL     1      -0.408  -1.559  -1.720  1.00  0.00           H  
HETATM   25  H14 UNL     1      -0.183  -1.963   0.032  1.00  0.00           H  
CONECT    1    2    2   12   13
CONECT    2    3    4
CONECT    3   14   15   16
CONECT    4    5   11   17
CONECT    5    6   18   19
CONECT    6    7    7   20
CONECT    7    8    9
CONECT    8   21   22   23
CONECT    9   10   10   11
CONECT   11   24   25
END
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SMILES for HMDB0035824 (Carvone)

CC(=C)C1CC=C(C)C(=O)C1
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INCHI for HMDB0035824 (Carvone)

InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)10(11)6-9/h4,9H,1,5-6H2,2-3H3
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View in JSmolView Stereo Labels
Synonyms
ValueSource
1-CarvoneChEBI
2-Methyl-5-(1-methyl-1-ethenyl)-2-cyclohexen-1-oneChEBI
2-Methyl-5-(1-methylethenyl)-2-cyclohexen-1-oneChEBI
2-Methyl-5-(prop-1-en-2-yl)cyclohex-2-enoneChEBI
2-Methyl-5-isopropenyl-2-cyclohexenoneChEBI
5-Isopropenyl-2-methylcyclohex-2-en-1-oneChEBI
CarvolChEBI
CarvonChEBI
KarvonChEBI
p-Mentha-6,8-dien-2-oneChEBI
(RS)-5-Isopropenyl-2-methylcyclohex-2-en-1-oneHMDB
Carvone, (R)-isomerHMDB
Limonen-6-oneHMDB
2-Methyl-5-(1-methylethenyl)-2-cyclohexene-1-oneHMDB
5-Isopropyl-2-methyl-2-cyclohexen-1-oneHMDB
Carvone, (S)-isomerHMDB
Chemical FormulaC10H14O
Average Molecular Weight150.221
Monoisotopic Molecular Weight150.104465071
IUPAC Name2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-one
Traditional Namecarvone
CAS Registry Number22327-39-5
SMILES
CC(=C)C1CC=C(C)C(=O)C1
InChI Identifier
InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)10(11)6-9/h4,9H,1,5-6H2,2-3H3
InChI KeyULDHMXUKGWMISQ-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassMonoterpenoids
Direct ParentMenthane monoterpenoids
Alternative Parents
Substituents
  • P-menthane monoterpenoid
  • Monocyclic monoterpenoid
  • Cyclohexenone
  • Cyclic ketone
  • Ketone
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External Descriptors
Ontology
Not AvailableNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biospecimen Locations
  • Saliva
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Not SpecifiedNormal details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB014587
KNApSAcK IDC00035062
Chemspider ID21106424
KEGG Compound IDNot Available
BioCyc IDCarvones
BiGG IDNot Available
Wikipedia LinkCarvone
METLIN IDNot Available
PubChem Compound7439
PDB IDNot Available
ChEBI ID38265
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1228101
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  2. 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 ]
  3. 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 ]
  4. 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 ]
  5. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
  6. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.