Np mrd loader

Showing NP-Card for (S)-Carvone (NP0000994)

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Record Information
Version1.0
Created at2006-08-13 19:43:36 UTC
Updated at2021-08-19 23:58:39 UTC
NP-MRD IDNP0000994
Secondary Accession NumbersNone
Natural Product Identification
Common Name(S)-Carvone
DescriptionCarvone, with R and S isomers, 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. Carvone is a neutral compound. Carvone is a naturally occurring organic compound found in many essential oils but is most abundant in the oils from caraway seeds (Carum carvi), spearmint (Mentha spicata), and dill (PMID:27427817 ). Carvone is occasionally found as a component of biological fluids in normal individuals. Both carvones (R, S) are used in the food and flavor industry (http//doi:10.1016/J.Foodchem.2005.01.003). R-carvone is also used in air freshening products and in essential oils used in aromatherapy and alternative medicine. Caraway was used for medicinal purposes by the ancient Romans, but carvone was probably not isolated as a pure compound until Varrentrapp obtained it in 1841 (PMID:5556886 , 2477620). Carvone may help in the management of diseases (PMID:30374904 ) And had been considered as an adjuvant for treatment of cancer patients (PMID:30087792 ) And patients with epilepsy (PMID:31239862 ). It also has been successfully used as a biopesticide (PMID:30250476 ).
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0000994 ((S)-Carvone)


  Mrv1652305261923502D          

 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  2  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  1  0  0  0
  7  4  2  0  0  0  0
  8  5  1  0  0  0  0
M  END
Download

3D MOL for NP0000994 ((S)-Carvone)

HMDB0004487
     RDKit          3D
(S)-Carvone
 25 25  0  0  0  0  0  0  0  0999 V2000
   -2.7049   -0.5982    0.9268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0677    0.1712    0.0702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8218    0.9028   -0.9724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6034    0.3137    0.1370 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0001   -0.5310    1.2342 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4782   -0.4208    1.1853 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1535   -0.1014    0.0929 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6429   -0.0115    0.1273 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4423    0.1605   -1.1360 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0243    0.6501   -2.1337 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0079   -0.1659   -1.1926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1748   -1.1437    1.6988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7852   -0.7291    0.9096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2617    1.7812   -1.3572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0422    0.1982   -1.8052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7562    1.2765   -0.5134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2715    1.3508    0.2965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2723   -1.6053    1.1282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3516   -0.1349    2.1968 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0724   -0.6064    2.0798 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8988    0.9814   -0.3271 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0871   -0.8100   -0.4793 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9810   -0.0072    1.1809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5002    0.3334   -2.0491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1588   -1.2542   -1.2983 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  1
  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 NP0000994 ((S)-Carvone)


  Mrv1652305261923502D          

 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  2  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  1  0  0  0
  7  4  2  0  0  0  0
  8  5  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0000994

> <DATABASE_NAME>
NP-MRD

> <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-/m0/s1

> <INCHI_KEY>
ULDHMXUKGWMISQ-VIFPVBQESA-N

> <FORMULA>
C10H14O

> <MOLECULAR_WEIGHT>
150.2176

> <EXACT_MASS>
150.10446507

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
25

> <JCHEM_AVERAGE_POLARIZABILITY>
17.648982205751555

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(5S)-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>
47.1735

> <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 NP0000994 ((S)-Carvone)

HMDB0004487
     RDKit          3D
(S)-Carvone
 25 25  0  0  0  0  0  0  0  0999 V2000
   -2.7049   -0.5982    0.9268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0677    0.1712    0.0702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8218    0.9028   -0.9724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6034    0.3137    0.1370 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0001   -0.5310    1.2342 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4782   -0.4208    1.1853 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1535   -0.1014    0.0929 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6429   -0.0115    0.1273 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4423    0.1605   -1.1360 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0243    0.6501   -2.1337 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0079   -0.1659   -1.1926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1748   -1.1437    1.6988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7852   -0.7291    0.9096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2617    1.7812   -1.3572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0422    0.1982   -1.8052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7562    1.2765   -0.5134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2715    1.3508    0.2965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2723   -1.6053    1.1282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3516   -0.1349    2.1968 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0724   -0.6064    2.0798 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8988    0.9814   -0.3271 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0871   -0.8100   -0.4793 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9810   -0.0072    1.1809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5002    0.3334   -2.0491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1588   -1.2542   -1.2983 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  1
  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 NP0000994 ((S)-Carvone)

HEADER    PROTEIN                                 26-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-19         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
Download

3D PDB for NP0000994 ((S)-Carvone)

COMPND    HMDB0004487
HETATM    1  C1  UNL     1      -2.705  -0.598   0.927  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.068   0.171   0.070  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.822   0.903  -0.972  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.603   0.314   0.137  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.000  -0.531   1.234  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.478  -0.421   1.185  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.153  -0.101   0.093  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.643  -0.012   0.127  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.442   0.161  -1.136  1.00  0.00           C  
HETATM   10  O1  UNL     1       2.024   0.650  -2.134  1.00  0.00           O  
HETATM   11  C10 UNL     1      -0.008  -0.166  -1.193  1.00  0.00           C  
HETATM   12  H1  UNL     1      -2.175  -1.144   1.699  1.00  0.00           H  
HETATM   13  H2  UNL     1      -3.785  -0.729   0.910  1.00  0.00           H  
HETATM   14  H3  UNL     1      -2.262   1.781  -1.357  1.00  0.00           H  
HETATM   15  H4  UNL     1      -3.042   0.198  -1.805  1.00  0.00           H  
HETATM   16  H5  UNL     1      -3.756   1.276  -0.513  1.00  0.00           H  
HETATM   17  H6  UNL     1      -0.272   1.351   0.297  1.00  0.00           H  
HETATM   18  H7  UNL     1      -0.272  -1.605   1.128  1.00  0.00           H  
HETATM   19  H8  UNL     1      -0.352  -0.135   2.197  1.00  0.00           H  
HETATM   20  H9  UNL     1       2.072  -0.606   2.080  1.00  0.00           H  
HETATM   21  H10 UNL     1       3.899   0.981  -0.327  1.00  0.00           H  
HETATM   22  H11 UNL     1       4.087  -0.810  -0.479  1.00  0.00           H  
HETATM   23  H12 UNL     1       3.981  -0.007   1.181  1.00  0.00           H  
HETATM   24  H13 UNL     1      -0.500   0.333  -2.049  1.00  0.00           H  
HETATM   25  H14 UNL     1      -0.159  -1.254  -1.298  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
Download

SMILES for NP0000994 ((S)-Carvone)

CC(=C)[C@H]1CC=C(C)C(=O)C1
Download

INCHI for NP0000994 ((S)-Carvone)

InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)10(11)6-9/h4,9H,1,5-6H2,2-3H3/t9-/m0/s1
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View in JSmol
Synonyms
ValueSource
(+)-(4S)-CarvoneChEBI
(+)-(S)-CarvoneChEBI
(5S)-2-Methyl-5-(1-methylethenyl)-2-cyclohexen-1-oneChEBI
(S)-(+)-CarvoneChEBI
(S)-(+)-p-Mentha-6,8-dien-2-oneChEBI
(S)-2-Methyl-5-(1-methylethenyl)-2-cyclohexen-1-oneChEBI
(S)-2-Methyl-5-(1-methylvinyl)cyclohex-2-en-1-oneChEBI
(S)-5-Isopropenyl-2-methylcyclohex-2-en-1-oneChEBI
CarvolChEBI
CarvoneChEBI
D-(+)-CarvoneChEBI
D-CarvoneChEBI
(+)-CarvoneKegg
2-Methyl-5-(1-methylethenyl)-2-cyclohexen-1-oneHMDB
D-p-Mentha-6,8(9)-dien-2-oneHMDB
(S)-CarvoneChEBI
Chemical FormulaC10H14O
Average Mass150.2176 Da
Monoisotopic Mass150.10447 Da
IUPAC Name(5S)-2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-one
Traditional Namecarvone, (+)-
CAS Registry Number2244-16-8
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-/m0/s1
InChI KeyULDHMXUKGWMISQ-VIFPVBQESA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Achillea abrotanoidesLOTUS Database
Achillea ageratumLOTUS Database
Achillea grandifoliaLOTUS Database
Agathosma betulinaLOTUS Database
Aloysia citrodoraLOTUS Database
Aloysia triphyllaLOTUS Database
Alphinia galanga-
Ambrosia trifidaPlant
Anas platyrhynchosFooDB
AnatidaeFooDB
Anethum foeniculumPlant
Anethum graveolensKNApSAcK Database
Angelica gigasLOTUS Database
Anser anserFooDB
Artemisia albaLOTUS Database
Artemisia salsoloidesLOTUS Database
Artemisia sericeaLOTUS Database
Artemisia spp.KNApSAcK Database
Artemisia thusculaLOTUS Database
Averrhoa carambolaLOTUS Database
Baccharis dracunculifoliaLOTUS Database
Bison bisonFooDB
Blepharocalyx tweedieiLOTUS Database
Bos taurusFooDB
Bos taurus X Bison bisonFooDB
Bothriochloa bladhiiLOTUS Database
Brucea javanicaLOTUS Database
Bubalus bubalisFooDB
Calamintha nepetaPlant
Calendula officinalisLOTUS Database
Cannabis sativaLOTUS Database
Cantinoa mutabilisLOTUS Database
Capra aegagrus hircusFooDB
Carum carviKNApSAcK Database
Centaurea atropurpureaPlant
CervidaeFooDB
Cervus canadensisFooDB
Chaerophyllum macrospermumLOTUS Database
Chamaecyparis pisiferaLOTUS Database
Cichorium endiviaLOTUS Database
Citrus aurantiumLOTUS Database
Citrus iyoLOTUS Database
Citrus sinensisLOTUS Database
Citrus sinensis L.Plant
Clinopodium douglasiiLOTUS Database
Clinopodium serpyllifoliumLOTUS Database
ColumbaFooDB
ColumbidaeFooDB
Conyza newiiPlant
Curcuma longaLOTUS Database
Curcuma pierreanaLOTUS Database
Cymbopogon martiniiLOTUS Database
Cyperus rotundusPlant
Diplotaenia cachrydifoliaLOTUS Database
Dromaius novaehollandiaeFooDB
Equus caballusFooDB
Eucalyptus apodophyllaLOTUS Database
Eucalyptus brassianaLOTUS Database
Eucalyptus bridgesianaLOTUS Database
Eucalyptus cupreaLOTUS Database
Eucalyptus dealbataLOTUS Database
Eucalyptus radiataLOTUS Database
Evernia prunastriLOTUS Database
Foeniculum vulgareLOTUS Database
Gallus gallusFooDB
Grindelia hirsutulaLOTUS Database
Halocarpus kirkiiLOTUS Database
Hedychium spicatumLOTUS Database
Lagopus mutaFooDB
Lantana camaraLOTUS Database
Laser trilobumLOTUS Database
Lavandula angustifoliaPlant
Lavandula stoechasPlant
LeporidaeFooDB
Lepus timidusFooDB
Lindera umbellataLOTUS Database
Lippia albaLOTUS Database
Lippia carviodoraKNApSAcK Database
Lippia javanicaPlant
Litsea glaucescensLOTUS Database
Mandragora autumnalisPlant
Mangifera indicaKNApSAcK Database
Melanitta fuscaFooDB
Meleagris gallopavoFooDB
Mentha arvensisFooDB
Mentha crispaPlant
Mentha gracilisLOTUS Database
Mentha piperitaLOTUS Database
Mentha piperita L.Plant
Mentha spicataPlant
Micromeria bifloraLOTUS Database
Micromeria cristataLOTUS Database
Micromeria julianaLOTUS Database
Micromeria myrtifoliaLOTUS Database
Nigella sativa LPlant
Numida meleagrisFooDB
Ocimum basilicumLOTUS Database
OdocoileusFooDB
Origanum dictamnusLOTUS Database
Origanum onitesLOTUS Database
Origanum syriacumLOTUS Database
Origanum vulgareLOTUS Database
OryctolagusFooDB
Ovis ariesFooDB
Passiflora incarnataLOTUS Database
Pectis elongataLOTUS Database
Pectis papposaLOTUS Database
Pelargonium quercifoliumLOTUS Database
Perilla frutescensLOTUS Database
Perovskia angustifoliaPlant
Persea americanaLOTUS Database
Petasites albusPlant
PhasianidaeFooDB
Phasianus colchicusFooDB
Pimenta dioicaLOTUS Database
Pimenta racemosaLOTUS Database
Pimpinella anisumFooDB
Pinus mugo subsp. MugoPlant
Pinus sibiricaPlant
Piper nigrumLOTUS Database
Plectranthus glabratusLOTUS Database
Plectranthus marrubioidesPlant
Polygala senegaLOTUS Database
Renealmia floribundaLOTUS Database
Rhanterium epapposumLOTUS Database
Rhodiola roseaPlant
Rosa gallicaLOTUS Database
Salvia cuspidataLOTUS Database
Salvia rosmarinusPlant
Satureja douglasiiPlant
Satureja montanaLOTUS Database
Satureja subspicataPlant
Senna alexandrinaLOTUS Database
Struthio camelusFooDB
Sus scrofaFooDB
Sus scrofa domesticaFooDB
Tagetes minutaLOTUS Database
Tanacetum balsamitaLOTUS Database
Teucrium poliumLOTUS Database
Teucrium salviastrumLOTUS Database
Thapsia villosaLOTUS Database
Thymbra spicataLOTUS Database
Thymus broussonettiPlant
Thymus maroccanusPlant
Thymus praecosPlant
Trachyspermum ammiLOTUS Database
Turnera diffusaPlant
Valeriana officinalisLOTUS Database
Xanthium strumariumLOTUS Database
Xylopia aromaticaLOTUS Database
Zanthoxylum armatumLOTUS Database
Species Where Detected
Species NameSourceReference
Ganoderma lucidumKNApSAcK Database
Orthodon carvoriferumKNApSAcK Database
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
Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting Point< 15 °CNot Available
Boiling Point231.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility1300 mg/L at 18 °CNot Available
LogP1.267Not Available
Predicted Properties
PropertyValueSource
Water Solubility1.16 g/LALOGPS
logP2.77ALOGPS
logP2.55ChemAxon
logS-2.1ALOGPS
pKa (Strongest Basic)-4.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity47.17 m³·mol⁻¹ChemAxon
Polarizability17.65 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0004487
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB013718
KNApSAcK IDC00010891
Chemspider ID15855
KEGG Compound IDC11383
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound16724
PDB IDNot Available
ChEBI ID15399
Good Scents IDrw1007121
References
General References
  1. Zlatkis A, Liebich HM: Profile of volatile metabolites in human urine. Clin Chem. 1971 Jul;17(7):592-4. [PubMed:5556886 ]
  2. Hahn I, Scherer PW, Mozell MM: A mass transport model of olfaction. J Theor Biol. 1994 Mar 21;167(2):115-28. [PubMed:8207942 ]
  3. Jager W, Mayer M, Reznicek G, Buchbauer G: Percutaneous absorption of the montoterperne carvone: implication of stereoselective metabolism on blood levels. J Pharm Pharmacol. 2001 May;53(5):637-42. [PubMed:11370703 ]
  4. Inglik N, Rudenko BA, Kakhnovskii IM, Koroleva TV: [Gas chromatographic study of the composition of the volatile components of the urine in normal subjects and patients with diabetes mellitus]. Lab Delo. 1989;(8):24-7. [PubMed:2477620 ]
  5. de Groot AC, Schmidt E: Essential Oils, Part III: Chemical Composition. Dermatitis. 2016 Jul-Aug;27(4):161-9. doi: 10.1097/DER.0000000000000193. [PubMed:27427817 ]
  6. Mahboubi M: Caraway as Important Medicinal Plants in Management of Diseases. Nat Prod Bioprospect. 2019 Jan;9(1):1-11. doi: 10.1007/s13659-018-0190-x. Epub 2018 Oct 29. [PubMed:30374904 ]
  7. Mollazadeh H, Afshari AR, Hosseinzadeh H: Review on the Potential Therapeutic Roles of Nigella sativa in the Treatment of Patients with Cancer: Involvement of Apoptosis: - Black cumin and cancer. J Pharmacopuncture. 2017 Sep;20(3):158-172. doi: 10.3831/KPI.2017.20.019. Epub 2017 Sep 30. [PubMed:30087792 ]
  8. Bahr TA, Rodriguez D, Beaumont C, Allred K: The Effects of Various Essential Oils on Epilepsy and Acute Seizure: A Systematic Review. Evid Based Complement Alternat Med. 2019 May 22;2019:6216745. doi: 10.1155/2019/6216745. eCollection 2019. [PubMed:31239862 ]
  9. Singh P, Pandey AK: Prospective of Essential Oils of the Genus Mentha as Biopesticides: A Review. Front Plant Sci. 2018 Sep 10;9:1295. doi: 10.3389/fpls.2018.01295. eCollection 2018. [PubMed:30250476 ]