Showing metabocard for Carvone (MMDBc0033601)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 04:55:18 UTC
Update Date2022-08-31 22:36:58 UTC
Metabolite IDMMDBc0033601
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
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x0000560be1edbde8>

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 #<Metabolite:0x0000560be1edbde8>

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 #<Metabolite:0x0000560be1edbde8>

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>
MMDBc0033601

> <DATABASE_NAME>
MIME

> <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 #<Metabolite:0x0000560be1edbde8>

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 #<Metabolite:0x0000560be1edbde8>

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 #<Metabolite:0x0000560be1edbde8>

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 #<Metabolite:0x0000560be1edbde8>

CC(=C)C1CC=C(C)C(=O)C1
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INCHI for #<Metabolite:0x0000560be1edbde8>

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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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
Molecular FormulaC10H14O
Average Mass150.221
Monoisotopic Mass150.104465071
IUPAC Name2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-one
Traditional Namecarvone
CAS Registry Number6485-40-1
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