Canmetcon
Record Information
Version1.0
Creation date2010-04-08 22:11:48 UTC
Update date2018-05-29 01:18:28 UTC
Primary IDFDB015360
Secondary Accession NumbersNot Available
Chemical Information
FooDB Namealpha-Humulene
DescriptionConstituent of many essential oils including hops (Humulus lupulus) and cloves (Syzygium aromaticum). alpha-Humulene is found in many foods, some of which are winter savory, pepper (spice), cottonseed, and lemon balm.
CAS Number6753-98-6
Structure
Thumb
Synonyms
SynonymSource
(1E,4E,8E)-2,6,6,9-Tetramethyl-1,4,8-cycloundecatrieneHMDB
(1E,4E,8E)-2,6,6,9-Tetramethylcycloundeca-1,4,8-trieneHMDB
(1E,4E,8E)-alpha-HumuleneHMDB
(1E,4E,8E)-Humula-1(11),4,8-trieneHMDB
(e,e,e)-2,6,6,9-Tetramethyl-1,4,8-cycloundecatrieneHMDB
2,6,6,9-Tetramethyl-(1E,4E,8E)-1,4,8-cycloundecatrieneHMDB
2,6,6,9-Tetramethyl-(e,e,e)-1,4,8-cycloundecatrieneHMDB
2,6,6,9-Tetramethyl-1,4,8-cycloundecatrieneHMDB
2,6,6,9-Tetramethyl-cycloundeca-1,4,8-trieneHMDB
3,7,10-HumulatrieneHMDB
a-Caryophyllene (obsol.)HMDB
a-HumuleneHMDB
alpha -HumulenHMDB
alpha -HumuleneHMDB
alpha -Humulene (alpha -caryophyllene)HMDB
alpha -HumulenenHMDB
alpha-CaryophylleneHMDB
HumuleneHMDB
alpha-HumuleneMeSH
(1E,4E,8E)-2,6,6,9-tetramethyl-1,4,8-cycloundecatrienebiospider
(1E,4E,8E)-2,6,6,9-tetramethylcycloundeca-1,4,8-trienebiospider
(1E,4E,8E)-alpha-humulenebiospider
(1E,4E,8E)-humula-1(11),4,8-trienebiospider
(E,E,E)-2,6,6,9-tetramethyl-1,4,8-cycloundecatrienebiospider
α-humulenbiospider
α-humulenebiospider
α-humulene (α-caryophyllene)biospider
α-humulenenbiospider
1,4,8-Cycloundecatriene, 2,6,6,9-tetramethyl-, (1E,4E,8E)-biospider
1,4,8-Cycloundecatriene, 2,6,6,9-tetramethyl-, (E,E,E)-biospider
2,6,6,9-Tetramethyl-(1e,4e,8e)-1,4,8-cycloundecatrieneHMDB
2,6,6,9-Tetramethyl-1,4,8-cycloundecatriene (E,E,E)-biospider
2,6,6,9-tetramethyl-cycloundeca-1,4,8-trienebiospider
Alpha-caryophyllenebiospider
Cycloundeca-1,4,8-triene,2,6,6,9-tetramethyl-biospider
Predicted Properties
PropertyValueSource
Water Solubility0.011 g/LALOGPS
logP6.07ALOGPS
logP4.88ChemAxon
logS-4.3ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity71.55 m³·mol⁻¹ChemAxon
Polarizability26.18 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC15H24
IUPAC name(1Z,4Z,8Z)-2,6,6,9-tetramethylcycloundeca-1,4,8-triene
InChI IdentifierInChI=1S/C15H24/c1-13-7-5-8-14(2)10-12-15(3,4)11-6-9-13/h6-7,10-11H,5,8-9,12H2,1-4H3/b11-6-,13-7-,14-10-
InChI KeyFAMPSKZZVDUYOS-KXWHQPPKSA-N
Isomeric SMILESC\C1=C\CC(C)(C)\C=C/C\C(C)=C/CC1
Average Molecular Weight204.3511
Monoisotopic Molecular Weight204.187800768
Classification
Description belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassSesquiterpenoids
Direct ParentSesquiterpenoids
Alternative Parents
Substituents
  • Humulane sesquiterpenoid
  • Sesquiterpenoid
  • Branched unsaturated hydrocarbon
  • Cyclic olefin
  • Unsaturated aliphatic hydrocarbon
  • Unsaturated hydrocarbon
  • Olefin
  • Hydrocarbon
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External DescriptorsNot Available
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 88.16%; H 11.84%DFC
Melting Point< 25 oC
Boiling PointBp10 123°DFC
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 GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-000i-0920000000-3e5845e9275b1b3231faView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0290000000-d1375940e9b7ed7922b4View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-2930000000-cdb29a58477970796a70View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00kr-4900000000-788e8bfc0021846819aeView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0090000000-8ecbabe7146ad2762752View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0390000000-984bd28446d79854bd71View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-01ri-1900000000-139cbaab33ea7f90de6cView in MoNA
ChemSpider ID5006149
ChEMBL IDNot Available
KEGG Compound IDC09684
Pubchem Compound ID6508206
Pubchem Substance IDNot Available
ChEBI ID5768
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB36467
CRC / DFC (Dictionary of Food Compounds) IDJZV54-F:JZV54-F
EAFUS IDNot Available
Dr. Duke IDALPHA-CARYOPHYLLENE|ALPHA-HUMULENE|HUMULENE
BIGG IDNot Available
KNApSAcK IDC00003147
HET IDNot Available
Flavornet ID6753-98-6
GoodScent IDrw1027221
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 malarial33281 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.DUKE
anti plasmodial33281 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.DUKE
antitumor35610 A substance that inhibits or prevents the proliferation of neoplasms.DUKE
perfumery48318 A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.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
woody
  1. 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).
— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.