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Showing Compound (S)-Perillaldehyde (FDB014789)

Record Information
Version1.0
Creation date2010-04-08 22:11:28 UTC
Update date2019-11-26 03:10:45 UTC
Primary IDFDB014789
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name(S)-Perillaldehyde
DescriptionConstituent of Perilla nankinensis and gingergrass oils Perillaldehyde, or perilla aldehyde, is a natural organic compound found most abundantly in the annual herb perilla, but also in a wide variety of other plants and essential oils. It is a monoterpenoid containing an aldehyde functional group.; Perillaldehyde, or perilla aldehyde, is a natural organic compound found most abundantly in the perennial herb perilla, but also in a wide variety of other plants and essential oils. It is a monoterpenoid containing an aldehyde functional group. (S)-Perillaldehyde is found in herbs and spices.
CAS Number2111-75-3
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
S(-)-PerillaldehydeChEMBL
(-)-perillaldehydebiospider
(4S)-p-Mentha-1,8-dien-7-albiospider
(S)-(-)-Perillaldehydebiospider
(S)-4-Isopropenyl-1-cyclohexene-1-carboxaldehydebiospider
1-Cyclohexene-1-carboxaldehyde, 4-(1-methylethenyl)-biospider
1-Cyclohexene-1-carboxaldehyde, 4-(1-methylethenyl)-, (4S)-biospider
1-Cyclohexene-1-carboxaldehyde, 4-(1-methylethenyl)-, (S)-biospider
1-Cyclohexene-1-carboxaldehyde, 4-isopropenyl-biospider
1-Cyclohexene-1-carboxaldehyde, 4-isopropenyl-, (S)-(-)-biospider
1-Perillaldehydebiospider
1,8-p-Menthadien-7-albiospider
4-(1-Methylethenyl)-1-cyclohexene-1-carboxaldehydebiospider
4-(1-methylethenyl)-1-cyclohexene1-carboxyaldehydebiospider
4-(prop-1-en-2-yl)cyclohex-1-ene-1-carbaldehydebiospider
4-Isopropenyl-1-cyclohexene-1-carbaldehydebiospider
4-Isopropenylcyclohex-1-enecarbaldehydebiospider
4-mentha-1,8-dien-7-albiospider
Dihydrocuminyl aldehydebiospider
DL-perillaldehyde(for perfumery)biospider
FEMA no. 3557HMDB
L-perillaldehydebiospider
L-perrillaldehydebiospider
p-Mentha-1,8-dien-7-albiospider
P-Mentha-1,8-dien-7-al (natural)HMDB
para-Mentha-1,8-dien-7-albiospider
Perilla aldehydebiospider
Perillalbiospider
Perillaldehyde, (+)-isomerbiospider
Perillic aldehydebiospider
Perillyl aldehydebiospider
Perillylaldehydebiospider
Predicted Properties
PropertyValueSource
logP2.25ChemAxon
pKa (Strongest Basic)-4.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity47.27 m³·mol⁻¹ChemAxon
Polarizability17.62 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC10H14O
IUPAC name(4S)-4-(prop-1-en-2-yl)cyclohex-1-ene-1-carbaldehyde
InChI IdentifierInChI=1S/C10H14O/c1-8(2)10-5-3-9(7-11)4-6-10/h3,7,10H,1,4-6H2,2H3
InChI KeyRUMOYJJNUMEFDD-UHFFFAOYSA-N
Isomeric SMILES[H]C(=O)C1=CCC(CC1)C(C)=C
Average Molecular Weight150.221
Monoisotopic Molecular Weight150.104465071
Classification
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
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aldehyde
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External Descriptors
Ontology
OntologyNo ontology term
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionC 79.96%; H 9.39%; O 10.65%DFC
Melting Point< 25 oC
Boiling PointBp10 104-105°DFC
Experimental Water SolubilityNot Available
Experimental logP3.13GRIFFIN,S ET AL. (1999)
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]20D -145.8DFC
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MSNot Available
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-1900000000-93f536e9e8fea0a3f4992016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-5900000000-782526b3813e79dfb68f2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0uxu-9100000000-0dd1165ad555b037ef422016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0900000000-200f98d44579ee015dd32016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-0900000000-bb22a8402cb0094ac0502016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0159-3900000000-fe4501ac4f2041d445922016-08-03View Spectrum
NMRNot Available
ChemSpider ID15589
ChEMBL IDCHEMBL469537
KEGG Compound IDC02576
Pubchem Compound ID16441
Pubchem Substance IDNot Available
ChEBI ID15421
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB03647
CRC / DFC (Dictionary of Food Compounds) IDJXJ69-R:JVV19-W
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG ID40121
KNApSAcK IDC00010871
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet ID18031-40-8
GoodScent IDrw1023571
SuperScent IDNot Available
Wikipedia IDPerillyl aldehyde
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
fat
  1. Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
fresh
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
green
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
oily
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
grassy
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
fatty
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
mint
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
cherry
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
spice
  1. Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference