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Showing Compound (S)-α-Terpineol (FDB112409)

Record Information
Version1.0
Creation date2020-04-21 17:22:39 UTC
Update date2020-09-17 15:41:32 UTC
Primary IDFDB112409
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name(S)-α-Terpineol
Description(S)-alpha-Terpineol, also known as (L)-α-terpineol, 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 (S)-alpha-Terpineol is an extremely weak basic (essentially neutral) compound (based on its pKa).
CAS NumberNot Available
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
(-)-alpha-TerpineolChEBI
(1S)-alpha,alpha,4-Trimethyl-3-cyclohexene-1-methanolChEBI
(L)-alpha-TerpineolChEBI
(S)-(-)-p-Menth-1-en-8-olChEBI
(S)-alpha,alpha,4-Trimethyl-3-cyclohexene-1-methanolChEBI
(-)-a-TerpineolGenerator
(-)-Α-terpineolGenerator
(1S)-a,a,4-Trimethyl-3-cyclohexene-1-methanolGenerator
(1S)-Α,α,4-trimethyl-3-cyclohexene-1-methanolGenerator
(L)-a-TerpineolGenerator
(L)-Α-terpineolGenerator
(S)-a,a,4-Trimethyl-3-cyclohexene-1-methanolGenerator
(S)-Α,α,4-trimethyl-3-cyclohexene-1-methanolGenerator
(S)-a-TerpineolGenerator
(S)-Α-terpineolGenerator
(S)-(-)-a-TerpineolHMDB
(S)-(-)-Α-terpineolHMDB
(S)-alpha-TerpineolChEBI
p-Menth-1-en-8-olMeSH
1-alpha-TerpineolMeSH
alpha-Terpineol, sodium saltMeSH
dl-alpha-TerpineolMeSH
D-alpha-TerpineolMeSH
alpha-TerpineolMeSH
(S)-(-)-TerpineolPhytoBank
(S)-(-)-alpha-TerpineolPhytoBank
l-alpha-TerpineolPhytoBank
l-α-TerpineolPhytoBank
alpha,alpha,4-Trimethyl-3-cyclohexene-1-methanolPhytoBank
α,α,4-Trimethyl-3-cyclohexene-1-methanolPhytoBank
(±)-alpha-TerpineolPhytoBank
(±)-α-TerpineolPhytoBank
1,1-Dimethyl-1-(4-methylcyclohex-3-enyl)methanolPhytoBank
1-p-Menthen-8-olPhytoBank
2-(4-Methyl-3-cyclohexenyl)-2-propanolPhytoBank
4-(2-Hydroxy-2-propyl)-1-methylcyclohexenePhytoBank
8-Hydroxy-p-menth-1-enePhytoBank
dl-α-TerpineolPhytoBank
α-TerpineolPhytoBank
Predicted Properties
PropertyValueSource
Water Solubility1.56 g/LALOGPS
logP3.17ALOGPS
logP2.17ChemAxon
logS-2ALOGPS
pKa (Strongest Acidic)19.4ChemAxon
pKa (Strongest Basic)-0.87ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity48.46 m³·mol⁻¹ChemAxon
Polarizability18.71 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC10H18O
IUPAC name2-[(1S)-4-methylcyclohex-3-en-1-yl]propan-2-ol
InChI IdentifierInChI=1S/C10H18O/c1-8-4-6-9(7-5-8)10(2,3)11/h4,9,11H,5-7H2,1-3H3/t9-/m1/s1
InChI KeyWUOACPNHFRMFPN-SECBINFHSA-N
Isomeric SMILESCC1=CC[C@H](CC1)C(C)(C)O
Average Molecular Weight154.2493
Monoisotopic Molecular Weight154.135765198
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
  • Tertiary alcohol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Alcohol
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External Descriptors
Ontology
OntologyNo ontology term
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS(S)-α-Terpineol, 1 TMS, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, N/A (Annotated)splash10-0540-5900000000-cda96dbf2d059d85a3c52019-05-24View Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, N/A (Annotated)splash10-001i-9000000000-ef81a719227e0ca1dabc2019-05-24View Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, N/A (Annotated)splash10-057l-9000000000-f219b3601875dbade6b92019-05-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-052r-1900000000-b06b43c06bcab8a8b2002016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-052k-9600000000-ecd246742e68c77c01352016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-100r-9200000000-7b4cf8729bfcea55f85c2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0900000000-cdc8abcd2a8d0f849b012016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udj-4900000000-28a4ee193904ac2aac652016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000b-9400000000-24758c06f5cf794027aa2016-08-03View Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR Spectrum (1D, 600 MHz, CD3OD, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, 25.16 MHz, CDCl3, experimental)Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, CD3OD, experimental)Spectrum
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound IDNot Available
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
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