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Showing Compound Elemicin (FDB011932)

Record Information
Version1.0
Creation date2010-04-08 22:09:54 UTC
Update date2019-11-27 17:19:29 UTC
Primary IDFDB011932
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameElemicin
DescriptionElemicin, also known as 5'-metoxy eugenol, belongs to the class of organic compounds known as anisoles. These are organic compounds containing a methoxybenzene or a derivative thereof. Elemicin is an extremely weak basic (essentially neutral) compound (based on its pKa). Elemicin is a flower and spice tasting compound. Elemicin is found, on average, in the highest concentration in a few different foods, such as wild carrots, carrots, and nutmegs and in a lower concentration in parsley. Elemicin has also been detected, but not quantified in, several different foods, such as dills, herbs and spices, sweet bay, and tarragons. This could make elemicin a potential biomarker for the consumption of these foods.
CAS Number487-11-6
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
5'-Metoxy eugenolHMDB
1,2,3-Trimethoxy-5-(2-propenyl)-benzeneHMDB
1,2,3-Trimethoxy-5-(2-propenyl)benzene, 9ciHMDB
1,2,3-Trimethoxy-5-allylbenzene (elemicin)HMDB
1,2,3-Trimethoxy-5-[2-propenyl]-benzeneHMDB
3,4, 5-TrimethoxyallylbenzeneHMDB
3,4,5-TrimethoxyallylbenzeneHMDB
4-Allyl-1,2,6-trimethoxybenzeneHMDB
5-Allyl-1,2,3-trimethoxy-benzeneHMDB
5-Allyl-1,2,3-trimethoxybenzeneHMDB
Benzene, 1,2,3-trimethoxy-5-(2-propenyl)- (9ci)HMDB
Benzene, 5-(2-propenyl)-1,2,3-trimethoxyHMDB
ElemicineHMDB
1,2,3-Trimethoxy-5-(2-propenyl)benzene, 9CIdb_source
1,2,3-trimethoxy-5-allylbenzene (elemicin)biospider
4-allyl-1,2,6-trimethoxybenzenebiospider
Benzene, 1,2,3-trimethoxy-5-(2-propenyl)-biospider
Benzene, 1,2,3-trimethoxy-5-(2-propenyl)- (9CI)biospider
Benzene, 5-allyl-1,2,3-trimethoxy-biospider
Elemicindb_source
Predicted Properties
PropertyValueSource
Water Solubility0.14 g/LALOGPS
logP3.03ALOGPS
logP2.6ChemAxon
logS-3.2ALOGPS
pKa (Strongest Basic)-4.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area27.69 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity59.73 m³·mol⁻¹ChemAxon
Polarizability22.73 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC12H16O3
IUPAC name1,2,3-trimethoxy-5-(prop-2-en-1-yl)benzene
InChI IdentifierInChI=1S/C12H16O3/c1-5-6-9-7-10(13-2)12(15-4)11(8-9)14-3/h5,7-8H,1,6H2,2-4H3
InChI KeyBPLQKQKXWHCZSS-UHFFFAOYSA-N
Isomeric SMILESCOC1=CC(CC=C)=CC(OC)=C1OC
Average Molecular Weight208.2536
Monoisotopic Molecular Weight208.109944378
Classification
Description belongs to the class of organic compounds known as anisoles. These are organic compounds containing a methoxybenzene or a derivative thereof.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenol ethers
Sub ClassAnisoles
Direct ParentAnisoles
Alternative Parents
Substituents
  • Phenoxy compound
  • Methoxybenzene
  • Anisole
  • Alkyl aryl ether
  • Monocyclic benzene moiety
  • Ether
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Role

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 69.21%; H 7.74%; O 23.05%DFC
Melting PointNot Available
Boiling PointBp10 144-147°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, Positivesplash10-054o-1910000000-90f58b5ac3c420a0beadView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0190000000-0d12e8d4c75330b0079dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-3790000000-c789d6a44beb86af1b56View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-5900000000-f5bd2ff33bc271ebe936View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0090000000-445d52139886db9fa3a1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-0890000000-b4607d26dffb40f5f337View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0cdr-3900000000-9daed5f20cf190665c47View in MoNA
MSMass Spectrum (Electron Ionization)splash10-0a4l-4950000000-139934290bd7ee24b6baView in MoNA
ChemSpider ID9830
ChEMBL IDCHEMBL458690
KEGG Compound IDC10451
Pubchem Compound ID10248
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB33778
CRC / DFC (Dictionary of Food Compounds) IDNKV52-U:HBW56-E
EAFUS IDNot Available
Dr. Duke IDELEMICIN
BIGG IDNot Available
KNApSAcK IDC00002739
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet ID487-11-6
GoodScent IDrw1021681
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 aggregantDUKE
anti depressant52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
anti feedantDUKE
anti histaminic37956 Histamine antagonists are the drugs that bind to but do not activate histamine receptors, thereby blocking the actions of histamine or histamine agonists.DUKE
anti serotonic48278 DUKE
anti stress52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
DNA-binderDUKE
fungicide24127 A substance used to destroy fungal pests.DUKE
hallucinogenicDUKE
hypotensiveDUKE
insecticide24852 Strictly, a substance intended to kill members of the class Insecta. In common usage, any substance used for preventing, destroying, repelling or controlling insects.DUKE
insectifuge24852 Strictly, a substance intended to kill members of the class Insecta. In common usage, any substance used for preventing, destroying, repelling or controlling insects.DUKE
larvicideDUKE
neurotoxic50910 A poison that interferes with the functions of the nervous system.DUKE
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
schistosomicideDUKE
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
spice
  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.
flower
  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).
— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.