Showing metabocard for (R)-Carvone (MMDBc0057104)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2022-10-17 17:52:25 UTC
Update Date2022-12-15 22:52:22 UTC
Metabolite IDMMDBc0057104
Metabolite Identification
Common Name(R)-Carvone
Description(R)-Carvone, also known as L-carvone, 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. Thus, (R)-carvone is considered to be an isoprenoid. Based on a literature review a significant number of articles have been published on (R)-Carvone.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007fecf034fc80>


  Mrv1652303202019012D          

 11 11  0  0  0  0            999 V2000
10001.095610000.4119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.8103 9999.9999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.095610001.2359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.239610000.4119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2396 9998.7640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.668910000.4134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.954410000.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9544 9999.1758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6689 9998.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.3834 9999.1758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.383410000.0009    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  2  0  0  0  0
  6  7  1  0  0  0  0
  6 11  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11  1  1  6  0  0  0
  7  4  2  0  0  0  0
  8  5  1  0  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x00007fecf034fc80>

HMDB0035089
     RDKit          3D
(R)-Carvone
 25 25  0  0  0  0  0  0  0  0999 V2000
   -2.5641    0.6527    1.4129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0477   -0.1250    0.4759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9289   -1.2229   -0.0654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6707    0.0444   -0.0405 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1595   -1.1914    0.1613 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5665   -0.9284   -0.1885 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1384    0.2505   -0.1750 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5604    0.4032   -0.5449 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3710    1.4225    0.2069 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8693    2.5548    0.1409 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0254    1.1992    0.6754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5616    0.4866    1.7506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9827    1.4711    1.8510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8333   -0.7531   -0.4806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1628   -1.8949    0.8065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3963   -1.8476   -0.8020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7114    0.3152   -1.1187 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0932   -1.5319    1.1954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2078   -2.0178   -0.4839 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1944   -1.7749   -0.4844 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0860    1.0978    0.1656 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0526   -0.5820   -0.5251 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6161    0.8570   -1.5437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5880    2.1360    0.5304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0269    0.9791    1.7659 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  6
  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:0x00007fecf034fc80>


  Mrv1652303202019012D          

 11 11  0  0  0  0            999 V2000
10001.095610000.4119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.8103 9999.9999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.095610001.2359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.239610000.4119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2396 9998.7640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.668910000.4134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.954410000.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9544 9999.1758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6689 9998.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.3834 9999.1758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.383410000.0009    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  2  0  0  0  0
  6  7  1  0  0  0  0
  6 11  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11  1  1  6  0  0  0
  7  4  2  0  0  0  0
  8  5  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0057104

> <DATABASE_NAME>
MIME

> <SMILES>
CC(=C)[C@@H]1CC=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/t9-/m1/s1

> <INCHI_KEY>
ULDHMXUKGWMISQ-SECBINFHSA-N

> <FORMULA>
C10H14O

> <MOLECULAR_WEIGHT>
150.2176

> <EXACT_MASS>
150.10446507

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
25

> <JCHEM_AVERAGE_POLARIZABILITY>
17.648483865240138

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(5R)-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>
47.173500000000004

> <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:0x00007fecf034fc80>

HMDB0035089
     RDKit          3D
(R)-Carvone
 25 25  0  0  0  0  0  0  0  0999 V2000
   -2.5641    0.6527    1.4129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0477   -0.1250    0.4759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9289   -1.2229   -0.0654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6707    0.0444   -0.0405 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1595   -1.1914    0.1613 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5665   -0.9284   -0.1885 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1384    0.2505   -0.1750 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5604    0.4032   -0.5449 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3710    1.4225    0.2069 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8693    2.5548    0.1409 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0254    1.1992    0.6754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5616    0.4866    1.7506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9827    1.4711    1.8510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8333   -0.7531   -0.4806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1628   -1.8949    0.8065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3963   -1.8476   -0.8020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7114    0.3152   -1.1187 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0932   -1.5319    1.1954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2078   -2.0178   -0.4839 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1944   -1.7749   -0.4844 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0860    1.0978    0.1656 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0526   -0.5820   -0.5251 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6161    0.8570   -1.5437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5880    2.1360    0.5304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0269    0.9791    1.7659 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  6
  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:0x00007fecf034fc80>

HEADER    PROTEIN                                 20-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-MAR-20         0                                  
HETATM    1  C   UNK     0    8668.7128667.436   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8670.0468666.666   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8668.7128668.974   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0    8663.3818667.436   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0    8663.3818664.359   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8666.0498667.438   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8664.7158666.668   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8664.7158665.128   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8666.0498664.358   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8667.3828665.128   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8667.3828666.668   0.000  0.00  0.00           C+0
CONECT    1    2    3   11                                                  
CONECT    2    1                                                            
CONECT    3    1                                                            
CONECT    4    7                                                            
CONECT    5    8                                                            
CONECT    6    7   11                                                       
CONECT    7    6    8    4                                                  
CONECT    8    7    9    5                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11    6   10    1                                                  
MASTER        0    0    0    0    0    0    0    0   11    0   22    0
END
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3D PDB for #<Metabolite:0x00007fecf034fc80>

COMPND    HMDB0035089
HETATM    1  C1  UNL     1      -2.564   0.653   1.413  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.048  -0.125   0.476  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.929  -1.223  -0.065  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.671   0.044  -0.041  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.159  -1.191   0.161  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.567  -0.928  -0.188  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.138   0.251  -0.175  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.560   0.403  -0.545  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.371   1.422   0.207  1.00  0.00           C  
HETATM   10  O1  UNL     1       1.869   2.555   0.141  1.00  0.00           O  
HETATM   11  C10 UNL     1      -0.025   1.199   0.675  1.00  0.00           C  
HETATM   12  H1  UNL     1      -3.562   0.487   1.751  1.00  0.00           H  
HETATM   13  H2  UNL     1      -1.983   1.471   1.851  1.00  0.00           H  
HETATM   14  H3  UNL     1      -3.833  -0.753  -0.481  1.00  0.00           H  
HETATM   15  H4  UNL     1      -3.163  -1.895   0.807  1.00  0.00           H  
HETATM   16  H5  UNL     1      -2.396  -1.848  -0.802  1.00  0.00           H  
HETATM   17  H6  UNL     1      -0.711   0.315  -1.119  1.00  0.00           H  
HETATM   18  H7  UNL     1       0.093  -1.532   1.195  1.00  0.00           H  
HETATM   19  H8  UNL     1      -0.208  -2.018  -0.484  1.00  0.00           H  
HETATM   20  H9  UNL     1       2.194  -1.775  -0.484  1.00  0.00           H  
HETATM   21  H10 UNL     1       4.086   1.098   0.166  1.00  0.00           H  
HETATM   22  H11 UNL     1       4.053  -0.582  -0.525  1.00  0.00           H  
HETATM   23  H12 UNL     1       3.616   0.857  -1.544  1.00  0.00           H  
HETATM   24  H13 UNL     1      -0.588   2.136   0.530  1.00  0.00           H  
HETATM   25  H14 UNL     1      -0.027   0.979   1.766  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:0x00007fecf034fc80>

CC(=C)[C@@H]1CC=C(C)C(=O)C1
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INCHI for #<Metabolite:0x00007fecf034fc80>

InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)10(11)6-9/h4,9H,1,5-6H2,2-3H3/t9-/m1/s1
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Synonyms
ValueSource
(-)-(4R)-CarvoneChEBI
(-)-(R)-CarvoneChEBI
(-)-p-Mentha-6,8-dien-2-oneChEBI
(4R)-CarvoneChEBI
(5R)-2-Methyl-5-(1-methylethenyl)-2-cyclohexen-1-oneChEBI
(R)-(-)-CarvoneChEBI
(R)-2-Methyl-5-(1-methylethenyl)-2-cyclohexen-1-oneChEBI
(R)-5-Isopropenyl-2-methylcyclohex-2-en-1-oneChEBI
L-1-Methyl-4-isopropenyl-6-cyclohexen-2-oneChEBI
L-CarvoneChEBI
L-p-Mentha-1(6),8-dien-2-oneChEBI
Levo-carvoneChEBI
(-)-CarvoneHMDB
(4R)-(-)-CarvoneHMDB
(R)-(-)-P-Mentha-6,8-dien-2-oneHMDB
2-Methyl-5-(1-methylethenyl)-(R)-2-cyclohexen-1-oneHMDB
L(-)-CarvoneHMDB
Molecular FormulaC10H14O
Average Mass150.2176
Monoisotopic Mass150.10446507
IUPAC Name(5R)-2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-one
Traditional Name(-)-carvone
CAS Registry NumberNot Available
SMILES
CC(=C)[C@@H]1CC=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/t9-/m1/s1
InChI KeyULDHMXUKGWMISQ-SECBINFHSA-N