Record Information
Version1.0
Creation date2015-10-09 22:33:23 UTC
Update date2017-01-19 02:36:41 UTC
FoodComEx IDPC000914
FoodDB RecordFDB013215
Chemical Information
NamePerillic acid
DescriptionPerillic acid, also known as perillate, 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. Perillic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
CAS Number7694-45-3
Structure
Thumb
Synonyms
SynonymSource
(-)-perillic acidbiospider
(+-)-Perrillic acidbiospider
(S)-(-)-4-Isopropenyl-1-cyclohexene-1-carboxylic acidbiospider
1-Cyclohexene-1-carboxylic acid, 4-(1-methylethenyl)-biospider
4-(1-Methylethenyl)-1-cyclohexene-1-carboxylateGenerator
4-(1-methylethenyl)-1-cyclohexene-1-carboxylic acidbiospider
4-(2-propenyl)-1-cyclohexane-1-carboxylic acidbiospider
4-(prop-1-en-2-yl)cyclohex-1-ene-1-carboxylic acidbiospider
4-Isopropenyl-1-cyclohexene-1-carboxylic acidbiospider
4-isopropenylcyclohex-1-ene carboxylic acidbiospider
4-Isopropenylcyclohex-1-enecarboxylateGenerator
4-Isopropenylcyclohex-1-enecarboxylic acidbiospider
p-Mentha-1,8-dien-7-oic aciddb_source
Perillatebiospider
Perillic aciddb_source
Chemical FormulaNot Available
IUPAC nameNot Available
InChI IdentifierInChI=1S/C10H14O2/c1-7(2)8-3-5-9(6-4-8)10(11)12/h5,8H,1,3-4,6H2,2H3,(H,11,12)
InChI KeyCDSMSBUVCWHORP-UHFFFAOYSA-N
Isomeric SMILESCC(=C)C1CCC(=CC1)C(O)=O
Average Molecular Weight166.22
Monoisotopic Molecular Weight166.099379691
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
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • 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 logP1.428
Experimental Water SolubilityNot Available
Melting PointMp 132-133°DFC
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 500 mg
Delivery TimeNot Available
Storage Formsolid
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
Not Available