Record Information
Version1.0
Creation date2010-04-08 22:05:58 UTC
Update date2019-11-27 17:10:02 UTC
Primary IDFDB003839
Secondary Accession NumbersNot Available
Chemical Information
FooDB Namebeta-Eudesmol
DescriptionBeta-eudesmol, also known as beta-selinenol, is a member of the class of compounds known as eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids. Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids are sesquiterpenoids with a structure based on the eudesmane skeleton. Beta-eudesmol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Beta-eudesmol is a green and wood tasting compound and can be found in a number of food items such as common walnut, sweet basil, ginkgo nuts, and burdock, which makes beta-eudesmol a potential biomarker for the consumption of these food products.
CAS Number473-15-4
Structure
Thumb
Synonyms
SynonymSource
(2R,4AR,8as)-decahydro-8-methylene-alpha,alpha,4a-trimethyl-2-naphthylmethanolChEBI
beta-SelinenolChEBI
(2R,4AR,8as)-decahydro-8-methylene-a,a,4a-trimethyl-2-naphthylmethanolGenerator
(2R,4AR,8as)-decahydro-8-methylene-α,α,4a-trimethyl-2-naphthylmethanolGenerator
b-EudesmolGenerator
β-eudesmolGenerator
b-SelinenolGenerator
β-selinenolGenerator
β-eudesmolbiospider
β-eudesmol (β-selinenol)biospider
β-selinenolbiospider
beta-Eudesmolbiospider
Beta-selinenolbiospider
Eudesm-4(14)-en-11-olbiospider
Eudesm-4(14)-en-11-ol (8CI)biospider
Predicted Properties
PropertyValueSource
Water Solubility0.0072 g/LALOGPS
logP4.21ALOGPS
logP3.53ChemAxon
logS-4.5ALOGPS
pKa (Strongest Acidic)19.32ChemAxon
pKa (Strongest Basic)-0.91ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity68.36 m³·mol⁻¹ChemAxon
Polarizability27.57 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC15H26O
IUPAC name2-[(2R,4aR,8aS)-4a-methyl-8-methylidene-decahydronaphthalen-2-yl]propan-2-ol
InChI IdentifierInChI=1S/C15H26O/c1-11-6-5-8-15(4)9-7-12(10-13(11)15)14(2,3)16/h12-13,16H,1,5-10H2,2-4H3/t12-,13+,15-/m1/s1
InChI KeyBOPIMTNSYWYZOC-VNHYZAJKSA-N
Isomeric SMILESCC(C)(O)[C@@H]1CC[C@@]2(C)CCCC(=C)[C@@H]2C1
Average Molecular Weight222.3663
Monoisotopic Molecular Weight222.198365454
Classification
DescriptionThis compound belongs to the class of organic compounds known as eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids. These are sesquiterpenoids with a structure based on the eudesmane skeleton.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassSesquiterpenoids
Direct ParentEudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
Alternative Parents
Substituents
  • Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoid
  • Tertiary alcohol
  • Hydrocarbon derivative
  • Organooxygen compound
  • Alcohol
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic 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
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0ab9-0390000000-622feb5828bf8dd0f06bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0609-2930000000-1b5044feca732d2778efView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014u-9700000000-4d2f04e8bc1ab5b7c806View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0090000000-d313ddde27f9cb81f901View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0229-0490000000-e0d2e1274c533a96c1deView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0bta-1930000000-869158675ce2e4f6b83cView in MoNA
MSMass Spectrum (Electron Ionization)splash10-0a4i-9600000000-bfbe0937cd5dc239880fView in MoNA
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDC09664
Pubchem Compound ID91457
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 IDBETA-EUDESMOL
BIGG IDNot Available
KNApSAcK IDC00000164
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet ID473-15-4
GoodScent IDrw1054041
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 / Bioactivities
DescriptorIDDefinitionReference
anti anoxic52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
anti Epstein-Barr virus22587 A substance that destroys or inhibits replication of viruses.DUKE
anti mutagenicDUKE
anti pepticDUKE
anti salmonella33282 A substance that kills or slows the growth of bacteria.DUKE
antitumor promoter35610 A substance that inhibits or prevents the proliferation of neoplasms.DUKE
anti ulcer49201 One of various classes of drugs with different action mechanisms used to treat or ameliorate peptic ulcer or irritation of the gastrointestinal tract.DUKE
calcium antagonist48706 Substance that attaches to and blocks cell receptors that normally bind naturally occurring substances.DUKE
central nervous system inhibitor35470 A class of drugs producing both physiological and psychological effects through a variety of mechanisms involving the central nervous system.DUKE
hepatoprotective62868 Any compound that is able to prevent damage to the liver.DUKE
neurogenicDUKE
pesticide25944 Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.DUKE
sedative35717 A central nervous system depressant used to induce drowsiness or sleep or to reduce psychological excitement or anxiety.DUKE
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
wood
  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
  2. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
green
  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
  2. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).