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Human Metabolome Database Version 2.5

 

Showing metabocard for (+)-(S)-Carvone (HMDB04487)

Legend: metabolite field enzyme field

Version 2.5
Creation Date 2006-08-13 20:43:36
Update Date 2009-10-16 13:12:40
Accession Number HMDB04487
Secondary Accession Numbers Not Available
Common Name (+)-(S)-Carvone
Description Carvone is a volatile terpenoid. Carvone is found in many essential oils and is very abundant in the seeds of caraway (Carum carvi). Carvone is occasionally found as a component of biological fluids in normal individuals. Caraway was used for medicinal purposes by the ancient Romans, but carvone was probably not isolated as a pure compound until Varrentrapp obtained it in1841. (PMID: 5556886, 2477620, Wikipedia)
Synonyms
  1. Carvol
  2. (+)-Carvone
  3. d-p-Mentha-6,8(9)-dien-2-one
  4. D-Carvone
  5. D-(+)-Carvone
  6. (S)-(+)-Carvone
  7. (S)-Carvone
  8. 2-Methyl-5-(1-methylethenyl)-2-cyclohexen-1-one
Chemical IUPAC Name (5S)-2-methyl-5-prop-1-en-2-yl-cyclohex-2-en-1-one
Chemical Formula C10H14O
Chemical Structure Structure
Chemical Taxonomy
Kingdom
  • Organic
Super Class
  • Ketones and aldehydes
Class
  • Monoterpenes
Sub Class
  • Medium chain ketones
Family
  • Mammalian Metabolite
Species
  • ketone
  • alkene
Biofunction
—
Application
—
Source
  • Endogenous
Average Molecular Weight 150.218
Monoisotopic Molecular Weight 150.104462
Isomeric SMILES CC(=C)[C@H]1CC=C(C)C(=O)C1
Canonical SMILES CC(=C)C1CC=C(C)C(=O)C1
KEGG Compound ID C11383 Link Image
BioCyc ID CPD-1089 Link Image
BiGG ID Not Available
Wikipedia Link Not Available
NuGOwiki Link HMDB04487 Link Image
Metagene Link HMDB04487 Link Image
METLIN ID Not Available
PubChem Compound 16724 Link Image
PubChem Substance 13557 Link Image
ChEBI ID 15399 Link Image
CAS Registry Number 2244-16-8
InChI Identifier InChI=1/C10H14O/c1-7(2)9-5-4-8(3)10(11)6-9/h4,9H,1,5-6H2,2-3H3/t9-/m0/s1
Synthesis Reference Not Available
Melting Point (Experimental) <15 oC
Experimental Water Solubility 1300 mg/L at 18 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)] Source: PhysProp
Predicted Water Solubility 1.16 mg/mL [Predicted by ALOGPS] Calculated using ALOGPS
Physiological Charge 0
State Liquid
Experimental LogP/Hydrophobicity 1.267 Source: PhysProp
Predicted LogP/Hydrophobicity 2.77 [Predicted by ALOGPS] Calculated using ALOGPS
Material Safety Data Sheet (MSDS)
MOL File Show Link Image
SDF File Show Link Image
PDB File Show Link Image
2D Structure
3D Structure
Experimental PDB ID Not Available
Experimental 1H NMR Spectrum Download Spectrum
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Experimental 13C NMR Spectrum Not Available
Experimental 13C HSQC Spectrum Download Spectrum
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Predicted 1H NMR Spectrum Show Image
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Predicted 13C NMR Spectrum Show Image
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Mass Spectrum
Low Energy
Download File
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Medium Energy
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High Energy
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Simplified TOCSY Spectrum Not Available
BMRB Spectrum Not Available
Cellular Location Not Available
Biofluid Location Not Available
Tissue Location Not Available
Concentrations (Normal) Not Available
Concentrations (Abnormal) Not Available
Associated Disorders Not Available
OMIM ID Not Available
Pathways Not Available
General References
  1. 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 Link Image]
  2. Hahn I, Scherer PW, Mozell MM: A mass transport model of olfaction. J Theor Biol. 1994 Mar 21;167(2):115-28. [PubMed Link Image]