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(S)-Carvone (PC000834)

Record Information
Version1.0
Creation date2015-10-09 22:32:59 UTC
Update date2017-01-19 02:36:38 UTC
FoodComEx IDPC000834
FoodDB RecordFDB014599
Chemical Information
Name(S)-Carvone
DescriptionConstituent of dill (Anethum graveolens) and caraway (Carum carvi) oils. Flavouring ingredient 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)
CAS Number2244-16-8
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
(+)-(4S)-carvonebiospider
(+)-(s)-carvonebiospider
(+)-carvonbiospider
(+)-carvonebiospider
(4S)-carvonebiospider
(4S)-p-mentha-1(6),8-dien-2-onebiospider
(5S)-2-methyl-5-(1-methylethenyl)-2-cyclohexen-1-onebiospider
(5S)-2-methyl-5-(1-methylethenyl)cyclohex-2-en-1-onebiospider
(5S)-2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-onebiospider
(s)-(+)-carvonebiospider
(S)-(+)-p-mentha-6,8-dien- 2-onebiospider
(S)-(+)-p-mentha-6,8-dien-2-onebiospider
(S)-2-methyl-5-(1-methylethenyl)-2-cyclohexen-1-onebiospider
(S)-2-methyl-5-(1-methylvinyl)cyclohex-2-en-1-onebiospider
(S)-5-Isopropenyl-2-methyl-2-cyclohexenonebiospider
(S)-5-isopropenyl-2-methylcyclohex-2-en-1-onebiospider
(s)-carvonebiospider
(S)-d-p-Mentha-6,8,(9)-dien-2-onebiospider
2-Cyclohexen-1-one, 2-methyl-5-(1-methylethenyl)-, (5S)-biospider
2-Cyclohexen-1-one, 2-methyl-5-(1-methylethenyl)-, (S)-biospider
Carvone, (+)-biospider
D-(+)-carvonebiospider
d-1-Methyl-4-isopropenyl-6-cyclohexen-2-onebiospider
D-carvonebiospider
D-p-mentha-6,8,(9)-dien-2-onebiospider
D-P-Mentha-6,8(9)-dien-2-oneHMDB
D(+)-carvonebiospider
p-Mentha-6,8-dien-2-one, (S)-(+)-biospider
Chemical FormulaC10H14O
IUPAC name(5R)-2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-one
InChI IdentifierInChI=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
Isomeric SMILESCC(=C)[C@@H]1CC=C(C)C(=O)C1
Average Molecular Weight150.2176
Monoisotopic Molecular Weight150.10446507
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
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logP1.267
Experimental Water Solubility1.3 mg/mL at 18 oCYALKOWSKY,SH & DANNENFELSER,RM (1992)
Melting Point<15 oC
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 1 g
Delivery TimeNot Available
Storage Formliquid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez Fresnovazquezf@ualberta.ca
Commercial Vendors
AKSci J94309
AKSci V0240
Glentham GL7238
MetaSci HMDB0004487
Sigma-Aldrich HMDB0004487
Toronto Research Chemicals C184690