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Showing Compound Capsiate (FDB013333)

Record Information
Version1.0
Creation date2010-04-08 22:10:39 UTC
Update date2019-11-26 03:08:19 UTC
Primary IDFDB013333
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameCapsiate
DescriptionCapsiate, also known as capsiic acid, belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. Capsiate has been detected, but not quantified in, several different foods, such as green bell peppers (Capsicum annuum), yellow bell peppers (Capsicum annuum), italian sweet red peppers (Capsicum annuum), orange bell peppers (Capsicum annuum), and herbs and spices. This could make capsiate a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Capsiate.
CAS Number205687-01-0
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
Vanillyl (6E)-8-methylnon-6-enoateChEBI
Vanillyl (6E)-8-methylnon-6-enoic acidGenerator
Capsiic acidGenerator
4-Hydroxy-3-methoxybenzyl 8-methyl-6-nonenoateHMDB
DihydrocapsiateMeSH, HMDB
Nonanoic acid, 8-methyl-, (4-hydroxy-3-methoxyphenyl)methyl esterMeSH
Capsiatedb_source
Predicted Properties
PropertyValueSource
Water Solubility0.011 g/LALOGPS
logP4.5ALOGPS
logP4.48ChemAxon
logS-4.4ALOGPS
pKa (Strongest Acidic)9.91ChemAxon
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area55.76 ŲChemAxon
Rotatable Bond Count10ChemAxon
Refractivity88.37 m³·mol⁻¹ChemAxon
Polarizability35.59 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC18H26O4
IUPAC name(4-hydroxy-3-methoxyphenyl)methyl (6E)-8-methylnon-6-enoate
InChI IdentifierInChI=1S/C18H26O4/c1-14(2)8-6-4-5-7-9-18(20)22-13-15-10-11-16(19)17(12-15)21-3/h6,8,10-12,14,19H,4-5,7,9,13H2,1-3H3/b8-6+
InChI KeyZICNYIDDNJYKCP-SOFGYWHQSA-N
Isomeric SMILESCOC1=C(O)C=CC(COC(=O)CCCC\C=C\C(C)C)=C1
Average Molecular Weight306.3966
Monoisotopic Molecular Weight306.18310932
Classification
Description Belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenols
Sub ClassMethoxyphenols
Direct ParentMethoxyphenols
Alternative Parents
Substituents
  • Benzyloxycarbonyl
  • Methoxyphenol
  • Anisole
  • Phenoxy compound
  • Phenol ether
  • Methoxybenzene
  • 1-hydroxy-2-unsubstituted benzenoid
  • Fatty acid ester
  • Alkyl aryl ether
  • Fatty acyl
  • Monocyclic benzene moiety
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Ether
  • Carboxylic acid derivative
  • Organooxygen compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
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 70.56%; H 8.55%; O 20.89%DFC
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 Data280 (e 2400) (MeOH)DFC
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSCapsiate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-055u-5920000000-60d000d43b1f9096c192Spectrum
Predicted GC-MSCapsiate, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-01t9-7965000000-9061c1d933cf836a3a4cSpectrum
Predicted GC-MSCapsiate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSCapsiate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4r-0915000000-d19997b754042e7519cd2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-2900000000-f589d122afe9d7c95df22016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052r-8900000000-45c9e4b9e1a49bb886d22016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0pb9-0908000000-d0650030a37b0e1edd5f2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0uxr-0901000000-41bf8df5d7f9f5c0de1d2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0k9f-3900000000-ea96ed7aae0cb04b66492016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0900000000-3af65de2869b973825d62021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0v6r-1900000000-973956f425d4207c35592021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0udi-3912000000-fa5e9b2552f99de0f2772021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-052r-0900000000-7fa0654d4ef4c85920a22021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4r-1900000000-f6058625f5a778bf72992021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052r-3900000000-97d9169adb4f26f974b82021-09-22View Spectrum
NMRNot Available
ChemSpider ID8015237
ChEMBL IDNot Available
KEGG Compound IDC20203
Pubchem Compound ID9839519
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB34780
CRC / DFC (Dictionary of Food Compounds) IDDSQ58-Z:HSY38-Z
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
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 / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference