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Showing Compound (S)-p-Mentha-1,8-dien-7-ol (FDB014925)

Record Information
Version1.0
Creation date2010-04-08 22:11:33 UTC
Update date2018-05-28 19:27:11 UTC
Primary IDFDB014925
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name(S)-p-Mentha-1,8-dien-7-ol
Description(R)-p-Mentha-1,8-dien-7-ol, also known as (4R)-perillyl alcohol, 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. Based on a literature review a significant number of articles have been published on (R)-p-Mentha-1,8-dien-7-ol.
CAS Number18457-55-1
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
(+)-Perillyl alcoholChEBI
(4R)-Perillyl alcoholChEBI
(R)-Perillyl alcoholChEBI
D-Perillyl alcoholChEBI
(R)-(+)-Perillyl alcoholHMDB
(R)-4-(1-Methylethenyl)-1-cyclohexene-1-methanolHMDB
4-(1-Methylethenyl)-(4R)-1-cyclohexene-1-methanolHMDB
(-)-p-Mentha-1,8-dien-7-olMeSH
(S)-Perillyl alcoholMeSH
p-Mentha-1,8-dien-7-olMeSH
4-Isopropenyl-cyclohex-1-ene-1-methanolMeSH
Perilla alcohol, (S)-isomerMeSH
Dihydrocuminyl alcoholMeSH
Perilla alcoholMeSH
Perilla alcohol, (R)-isomerMeSH
Cyclohex-1-ene-1-methanol, 4(1-methylethenyl)MeSH
Perillyl alcoholMeSH
(-)-(S)-Perillyl alcoholmanual
(-)-Perillic alcoholmanual
(-)-Perillyl alcoholbiospider
(-)-PerillylalcoholChEBI
(4S)-Perillyl alcoholChEBI
(S)-(-)-(4-Isopropenyl-1-cyclohexenyl)methanolbiospider
(s)-(-)-Perillyl alcoholbiospider
1-Cyclohexene-1-methanol, 4-(1-methylethenyl)-, (4S)-manual
4-(1-Methylethenyl)-(4S)-1-cyclohexene-1-methanolHMDB
L-Perillyl alcoholmanual
P-Mentha-1,8-dien-7-olChEBI
p-Mentha-1,8-dien-7-ol, (S)-(-)- (8CI)manual
Perycorollemanual
Predicted Properties
PropertyValueSource
Water Solubility1.9 g/LALOGPS
logP2.5ALOGPS
logP1.94ChemAxon
logS-1.9ALOGPS
pKa (Strongest Acidic)16.86ChemAxon
pKa (Strongest Basic)-2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity48.26 m³·mol⁻¹ChemAxon
Polarizability18.18 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC10H16O
IUPAC name[(4R)-4-(prop-1-en-2-yl)cyclohex-1-en-1-yl]methanol
InChI IdentifierInChI=1S/C10H16O/c1-8(2)10-5-3-9(7-11)4-6-10/h3,10-11H,1,4-7H2,2H3/t10-/m0/s1
InChI KeyNDTYTMIUWGWIMO-JTQLQIEISA-N
Isomeric SMILESCC(=C)[C@@H]1CCC(CO)=CC1
Average Molecular Weight152.2334
Monoisotopic Molecular Weight152.120115134
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
  • Hydrocarbon derivative
  • Primary alcohol
  • Organooxygen compound
  • Alcohol
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
OntologyNo ontology term
Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 78.90%; H 10.59%; O 10.51%DFC
Melting PointNot Available
Boiling PointBp11 118-121°DFC
Experimental Water SolubilityNot Available
Experimental logP3.17GRIFFIN,S ET AL. (1999)
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]D -97.5DFC
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS(R)-p-Mentha-1,8-dien-7-ol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00wl-9400000000-1b771718554a0f890ff7Spectrum
Predicted GC-MS(R)-p-Mentha-1,8-dien-7-ol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-05gu-9510000000-9f19c403be332e74c8adSpectrum
Predicted GC-MS(R)-p-Mentha-1,8-dien-7-ol, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS(R)-p-Mentha-1,8-dien-7-ol, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS(R)-p-Mentha-1,8-dien-7-ol, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS(R)-p-Mentha-1,8-dien-7-ol, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udr-1900000000-2f012741782fc72aa3df2016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-5900000000-849092ef4eeddd4406872016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0gc0-9200000000-fd4b15fd9437d4b704092016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0900000000-20d0d9f448f90e31136f2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0uk9-0900000000-a390120b9758e2ca2f5d2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00di-4900000000-39d18f7a3231672157f52016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0900000000-c373c9eea3cebf186f532021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-0900000000-8fa95dbd5fa627e933fa2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014i-9200000000-7da801ed46abad2dd6282021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0f84-9800000000-bd8e7097a31172f8ad0e2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-9200000000-373d4892dedc5ff6266f2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00mo-9000000000-a6d86d2ceee0f1021fd32021-09-24View Spectrum
NMRNot Available
ChemSpider ID327861
ChEMBL IDCHEMBL236687
KEGG Compound IDC02452
Pubchem Compound ID369312
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB36088
CRC / DFC (Dictionary of Food Compounds) IDJXK16-E:JXK18-G
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDC00010885
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1595981
SuperScent IDNot Available
Wikipedia IDNot Available
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
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference