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Showing Compound 1,5-bis(4-hydroxy-3-methoxyphenyl)-1,4-pentadien-3-one (FDB020771)

Record Information
Version1.0
Creation date2010-04-08 22:15:15 UTC
Update date2019-11-26 03:19:25 UTC
Primary IDFDB020771
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name1,5-bis(4-hydroxy-3-methoxyphenyl)-1,4-pentadien-3-one
Description1,5-Bis(4-hydroxy-3-methoxyphenyl)-1,4-pentadien-3-one belongs to the class of organic compounds known as hydroxycinnamic acids and derivatives. Hydroxycinnamic acids and derivatives are compounds containing an cinnamic acid (or a derivative thereof) where the benzene ring is hydroxylated. 1,5-Bis(4-hydroxy-3-methoxyphenyl)-1,4-pentadien-3-one has been detected, but not quantified in, herbs and spices and turmerics (Curcuma longa). This could make 1,5-bis(4-hydroxy-3-methoxyphenyl)-1,4-pentadien-3-one a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 1,5-Bis(4-hydroxy-3-methoxyphenyl)-1,4-pentadien-3-one.
CAS Number131359-25-6
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
Predicted Properties
PropertyValueSource
Water Solubility0.0053 g/LALOGPS
logP3.31ALOGPS
logP3.9ChemAxon
logS-4.8ALOGPS
pKa (Strongest Acidic)9.2ChemAxon
pKa (Strongest Basic)-4.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area75.99 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity93.92 m³·mol⁻¹ChemAxon
Polarizability33.5 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC19H18O5
IUPAC name(1Z,4Z)-1,5-bis(4-hydroxy-3-methoxyphenyl)penta-1,4-dien-3-one
InChI IdentifierInChI=1S/C19H18O5/c1-23-18-11-13(5-9-16(18)21)3-7-15(20)8-4-14-6-10-17(22)19(12-14)24-2/h3-12,21-22H,1-2H3/b7-3-,8-4-
InChI KeyISIMGBQRFXXNON-VHOZIDCHSA-N
Isomeric SMILESCOC1=C(O)C=CC(\C=C/C(=O)/C=C\C2=CC(OC)=C(O)C=C2)=C1
Average Molecular Weight326.3432
Monoisotopic Molecular Weight326.115423686
Classification
Description Belongs to the class of organic compounds known as hydroxycinnamic acids and derivatives. Hydroxycinnamic acids and derivatives are compounds containing an cinnamic acid (or a derivative thereof) where the benzene ring is hydroxylated.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassCinnamic acids and derivatives
Sub ClassHydroxycinnamic acids and derivatives
Direct ParentHydroxycinnamic acids and derivatives
Alternative Parents
Substituents
  • Hydroxycinnamic acid or derivatives
  • Methoxyphenol
  • Phenoxy compound
  • Phenol ether
  • Styrene
  • Methoxybenzene
  • Anisole
  • Phenol
  • 1-hydroxy-2-unsubstituted benzenoid
  • Alkyl aryl ether
  • Benzenoid
  • Monocyclic benzene moiety
  • Enone
  • Alpha,beta-unsaturated ketone
  • Acryloyl-group
  • Ketone
  • Ether
  • Organic oxygen compound
  • Carbonyl group
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Role

Biological role:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS1,5-bis(4-hydroxy-3-methoxyphenyl)-1,4-pentadien-3-one, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-002b-0915000000-991c67ffe767dbeef180Spectrum
Predicted GC-MS1,5-bis(4-hydroxy-3-methoxyphenyl)-1,4-pentadien-3-one, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0ab9-3062900000-9ee72abf96edc4513d33Spectrum
Predicted GC-MS1,5-bis(4-hydroxy-3-methoxyphenyl)-1,4-pentadien-3-one, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0209000000-2326cd3c68abcf720a692017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-002s-0923000000-99edbe4926e301790a862017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-059i-1920000000-8d2ac84a6665134c85fe2017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0109000000-b68da4adac0aad76de642017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-0519000000-e28c6c4cc4c9043d6e152017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0040-0791000000-800bdc6ec2d911b0b8d32017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0029000000-e11b43f3987e33b270a22021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004j-0892000000-e8f6452c7c47b7a2c5b12021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-056s-1930000000-47d570a745c006cc98b22021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0009000000-765e63f069b5c07fc7172021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-0977000000-d5d86ae960f4843729792021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0fl1-0292000000-18b9e3097cc47b1aa9502021-09-22View Spectrum
NMRNot Available
ChemSpider ID30777523
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID98439
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB40930
CRC / DFC (Dictionary of Food Compounds) IDMXX70-K:MXX72-M
EAFUS IDNot Available
Dr. Duke ID1,5-BIS-(4-HYDROXY-3-METHOXYPHENYL)-1,4-PENTADIEN-3-ONE
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
Processing...
Biological Effects and Interactions
Health Effects / Bioactivities
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
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).