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(S)-Limonene (PC000737)

Record Information
Version1.0
Creation date2015-10-09 22:32:19 UTC
Update date2017-01-19 02:36:34 UTC
FoodComEx IDPC000737
FoodDB RecordFDB013861
Chemical Information
Name(S)-Limonene
DescriptionConstituent of pine needle oiland is) also present in ginger, nutmeg, pepper, mace, coriander and other herbs and spices. (S)-Limonene is found in many foods, some of which are fennel, caraway, cardamom, and herbs and spices.
CAS Number5989-54-8
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
(-)-(4S)-Limonenebiospider
(-)-(s)-limonenebiospider
(-)-carvenebiospider
(-)-Limonenebiospider
(-)-p-Mentha-1,8-dienebiospider
(4S)-1-methyl-4-(prop-1-en-2-yl)cyclohex-1-enebiospider
(4S)-1-methyl-4-isopropenylcyclohex-1-enebiospider
(4S)-4-isopropenyl-1-methylcyclohexenebiospider
(4S)-limonenebiospider
(s)-(-)-limonenebiospider
(S)-(-)-p-mentha-1,8-dienebiospider
(S)-1-methyl-4-(1-methylethenyl)cyclohexenebiospider
(S)-4-Isopropenyl-1-methyl cyclohexenebiospider
(S)-p-mentha-1,8-dienebiospider
4-Isopropenyl-1-methyl-1-cyclohexeneHMDB
4alphaH-p-mentha-1,8-dienebiospider
L-limonenbiospider
L-limonenebiospider
LimoneneHMDB
p-Mentha-1,8-diene, (S)-(-)-biospider
S-(-)-limonenebiospider
Chemical FormulaC10H16
IUPAC name(4R)-1-methyl-4-(prop-1-en-2-yl)cyclohex-1-ene
InChI IdentifierInChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,10H,1,5-7H2,2-3H3/t10-/m0/s1
InChI KeyXMGQYMWWDOXHJM-JTQLQIEISA-N
Isomeric SMILESCC(=C)[C@@H]1CCC(C)=CC1
Average Molecular Weight136.234
Monoisotopic Molecular Weight136.125200512
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
  • Branched unsaturated hydrocarbon
  • Cycloalkene
  • Cyclic olefin
  • Unsaturated aliphatic hydrocarbon
  • Unsaturated hydrocarbon
  • Olefin
  • Hydrocarbon
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logP4.38GRIFFIN,S ET AL. (1999)
Experimental Water SolubilityNot Available
Melting Point-90 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 20 mg
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 8927AB
MetaSci HMDB0003375
Sigma-Aldrich HMDB0003375
Toronto Research Chemicals L461745