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Showing Compound beta-Sesquiphellandrene (FDB015016)

Record Information
Version1.0
Creation date2010-04-08 22:11:36 UTC
Update date2025-11-19 00:51:47 UTC
Primary IDFDB015016
Secondary Accession NumbersNot Available
Chemical Information
FooDB Namebeta-Sesquiphellandrene
Descriptionbeta-Sesquiphellandrene belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review a significant number of articles have been published on beta-Sesquiphellandrene.
CAS Number20307-83-9
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
b-SesquiphellandreneGenerator
Β-sesquiphellandreneGenerator
3-(1,5-Dimethyl-4-hexenyl)-6-methylene-1-cyclohexeneMetaCyc, HMDB
(-)-beta-SesquiphellandreneHMDB
3-(1,5-Dimethyl-4-hexenyl)-6-methylenecyclohexene, 9ciHMDB
beta-SesquiphellandereneHMDB
SesquiphellandreneHMDB
(-)-β-sesquiphellandrenebiospider
β-sesquiphellanderenebiospider
β-sesquiphellandrenebiospider
3-(1,5-Dimethyl-4-hexenyl)-6-methylenecyclohexene, 9CIdb_source
beta-Sesquiphellandrenebiospider
Predicted Properties
PropertyValueSource
Water Solubility0.002 g/LALOGPS
logP5.71ALOGPS
logP4.92ChemAxon
logS-5ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity70.55 m³·mol⁻¹ChemAxon
Polarizability26.18 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC15H24
IUPAC name3-(6-methylhept-5-en-2-yl)-6-methylidenecyclohex-1-ene
InChI IdentifierInChI=1S/C15H24/c1-12(2)6-5-7-14(4)15-10-8-13(3)9-11-15/h6,8,10,14-15H,3,5,7,9,11H2,1-2,4H3
InChI KeyPHWISBHSBNDZDX-UHFFFAOYSA-N
Isomeric SMILESCC(CCC=C(C)C)C1CCC(=C)C=C1
Average Molecular Weight204.357
Monoisotopic Molecular Weight204.187800773
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
  • Bisabolane sesquiterpenoid
  • Sesquiterpenoid
  • Branched unsaturated hydrocarbon
  • Cycloalkene
  • Cyclic olefin
  • Unsaturated aliphatic hydrocarbon
  • Unsaturated hydrocarbon
  • Olefin
  • Hydrocarbon
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Process

Naturally occurring process:

Role

Industrial application:

Biological role:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 88.16%; H 11.84%DFC
Melting PointNot Available
Boiling PointBp1 90°DFC
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]20D -3.99 (neat)DFC
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSbeta-Sesquiphellandrene, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0006-9400000000-da410262a5aa40a5141eSpectrum
Predicted GC-MSbeta-Sesquiphellandrene, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-1590000000-ee4910c0211e359eb6d62015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0ce9-5920000000-3de3009aefc4652d9bc32015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0gb9-9400000000-eb663137c6ef2baa559f2015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0090000000-62a38848141bb5a59eb52015-04-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0190000000-ff4a8c08da39e9922cfb2015-04-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000i-4900000000-1842c3f2bfe51c2cf8502015-04-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-05gi-9600000000-56e4e42e5eedecf82f442021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00kf-9200000000-9e8b6a8db07464f4f7242021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9100000000-3d87fa454ae9477f27fa2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0090000000-7ccf03fa1149a1e9f55f2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0290000000-2cb14f58730ed114d3052021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0udi-4490000000-6bc908356192dde2f9722021-09-24View Spectrum
NMRNot Available
ChemSpider ID453379
ChEMBL IDNot Available
KEGG Compound IDC16776
Pubchem Compound ID519764
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB36163
CRC / DFC (Dictionary of Food Compounds) IDJXX85-L:JXX85-L
EAFUS IDNot Available
Dr. Duke IDSESQUIPHELLANDRENE|BETA-SESQUIPHELLANDRENE
BIGG IDNot Available
KNApSAcK IDC00007630
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet ID20307-83-9
GoodScent IDrw1103651
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-rhinoviral22587 An agent that inhibits the replication of rhinoviruses, reducing symptoms of the common cold. Therapeutically, it is used to treat and prevent rhinoviral infections, commonly used in managing respiratory illnesses such as bronchiolitis and asthma exacerbations.DUKE
Anti ulcer49201 An agent that reduces stomach acid and protects the mucous lining, preventing ulcer formation. It is used to treat conditions like gastroesophageal reflux disease (GERD), peptic ulcers, and Zollinger-Ellison syndrome, promoting healing and relieving symptoms.DUKE
Expectorant52217 An agent that thins and loosens mucus, making it easier to cough up, reducing congestion. It aids in clearing respiratory tract secretions, commonly used to relieve coughs, colds, and bronchitis, promoting easier breathing and soothing irritated airways.DUKE
Pesticide25944 An agent that kills or repels pests, playing a biological role in controlling insect, weed, and fungal populations. Therapeutically, pesticides have limited applications, but some are used to treat ectoparasitic infestations, such as lice and scabies. Key medical uses include topical treatments for head lice and scabies, highlighting their role in managing parasitic infections.DUKE
StomachicAn agent that promotes appetite or assists digestion, playing a biological role in enhancing gastrointestinal function. Therapeutically, it is used to manage digestive issues, such as anorexia or indigestion, and has key medical applications in treating gastrointestinal disorders, improving nutrient absorption, and relieving symptoms of dyspepsia.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
herbal
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
fruity
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
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 ReferenceNot Available