alpha-fenchyl alcoholalpha-1,3,3-trimethyl-norbornan-2-ol (CHEM041454)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-27 01:29:48 UTC
Update Date2016-11-09 01:22:28 UTC
Accession NumberCHEM041454
Identification
Common Namealpha-fenchyl alcoholalpha-1,3,3-trimethyl-norbornan-2-ol
ClassSmall Molecule
DescriptionA fenchane monoterpenoid that is bicyclo[2.2.1]heptane substituted by methyl groups at positions 1, 3 and 3 and a hydroxy group at position 2 (the 1S,2S,4R stereoisomer).
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(1S,2-endo)-1,3,3-Trimethylnorbornan-2-olChEBI
(1S,2S,4R)-endo-FencholChEBI
1,3,3-Trimethyl-2-norbornanolChEBI
2-FenchanolChEBI
alpha-FencholChEBI
alpha-Fenchyl alcoholChEBI
endo-alpha-FencholChEBI
endo-FencholChEBI
Fenchyl alcoholChEBI
(-)-alpha-Fenchyl alcoholKegg
a-FencholGenerator
Α-fencholGenerator
a-Fenchyl alcoholGenerator
Α-fenchyl alcoholGenerator
endo-a-FencholGenerator
endo-Α-fencholGenerator
(-)-a-Fenchyl alcoholGenerator
(-)-Α-fenchyl alcoholGenerator
Fenchol, ((endo)-(+-))-isomerMeSH
Fenchol, ((exo)-(+-))-isomerMeSH
Fenchol, (endo)-isomerMeSH
Fenchol, (1R-endo)-isomerMeSH
Fenchol, (1S-exo)-isomerMeSH
FencholMeSH
Fenchol, (1S-endo)-isomerMeSH
Fenchol, (exo)-isomerMeSH
a-Fenchyl alcoholalpha-1,3,3-trimethyl-norbornan-2-olGenerator
Α-fenchyl alcoholalpha-1,3,3-trimethyl-norbornan-2-olGenerator
(1S,2S,4R)-1,3,3-Trimethylbicyclo[2.2.1]heptan-2-olPhytoBank
(-)-endo-FencholPhytoBank
(-)-alpha-FencholPhytoBank
(-)-α-FencholPhytoBank
(1S-endo)-FencholPhytoBank
l-alpha-Fenchyl alcoholPhytoBank
l-α-Fenchyl alcoholPhytoBank
rel-(1R,2R,4S)-1,3,3-Trimethylbicyclo[2.2.1]heptan-2-olPhytoBank
(±)-alpha-FencholPhytoBank
(±)-α-FencholPhytoBank
dl-alpha-FencholPhytoBank
dl-α-FencholPhytoBank
1,3,3-Trimethylbicyclo[2.2.1]heptan-2-olPhytoBank
Chemical FormulaC10H18O
Average Molecular Mass154.253 g/mol
Monoisotopic Mass154.136 g/mol
CAS Registry Number14575-74-7
IUPAC Name(1S,2S,4R)-1,3,3-trimethylbicyclo[2.2.1]heptan-2-ol
Traditional Name((endo)-(+-))-fenchol
SMILES[H][C@@]1(O)C(C)(C)[C@]2([H])CC[C@@]1(C)C2
InChI IdentifierInChI=1S/C10H18O/c1-9(2)7-4-5-10(3,6-7)8(9)11/h7-8,11H,4-6H2,1-3H3/t7-,8-,10+/m1/s1
InChI KeyIAIHUHQCLTYTSF-MRTMQBJTSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassMonoterpenoids
Direct ParentBicyclic monoterpenoids
Alternative Parents
Substituents
  • Fenchane monoterpenoid
  • Bicyclic monoterpenoid
  • Cyclic alcohol
  • Secondary alcohol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Alcohol
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.87 g/LALOGPS
logP2.3ALOGPS
logP2.15ChemAxon
logS-2.2ALOGPS
pKa (Strongest Basic)-0.52ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity45.16 m³·mol⁻¹ChemAxon
Polarizability18.52 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-052r-0900000000-d82ad081287ed2639925Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-052r-1900000000-94ea34fa991c83d8e3faSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0aca-9400000000-7d93799774481e0cda42Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0900000000-53ad86f1876aae2ee067Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0900000000-747f855f1574c214338cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0fe0-0900000000-2389c65fe686d8639bb1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-3900000000-4094f7230adb483cf7e5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a5c-6900000000-aabed757c552780da472Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-053i-9600000000-6fa6ff11a1ac49887bb3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0900000000-d2363ae8d4dbdcccda80Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0900000000-d2363ae8d4dbdcccda80Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0udi-0900000000-459bafe52d5b103e88a6Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0303866
FooDB IDFDB029688
Phenol Explorer IDNot Available
KNApSAcK IDC00052452
BiGG IDNot Available
BioCyc IDCPD-685
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID388777
ChEBI ID15405
PubChem Compound IDNot Available
Kegg Compound IDC02344
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=20334144
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=22455514