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Record Information
Version4.0
StatusPredicted
Creation Date2017-09-17 00:52:49 UTC
Update Date2019-11-12 17:22:24 UTC
HMDB IDHMDB0130669
Secondary Accession NumbersNone
Metabolite Identification
Common Name3-phenyl-1-(2,4,6-trihydroxy-3,5-dimethoxyphenyl)prop-2-en-1-one
Description3-phenyl-1-(2,4,6-trihydroxy-3,5-dimethoxyphenyl)prop-2-en-1-one is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 3-(4-hydroxyphenyl)-1-(2,4,6-trihydroxy-3,5-dimethoxyphenyl)prop-2-en-1-one. It is generated by Dehydroxylase enzyme via a -4p-dehydroxylation-of-substituted-benzene reaction. This -4p-dehydroxylation-of-substituted-benzene occurs in human gut microbiota.
Structure
Data?1563875678
SynonymsNot Available
Chemical FormulaC17H16O6
Average Molecular Weight316.309
Monoisotopic Molecular Weight316.094688235
IUPAC Name3-phenyl-1-(2,4,6-trihydroxy-3,5-dimethoxyphenyl)prop-2-en-1-one
Traditional Name3-phenyl-1-(2,4,6-trihydroxy-3,5-dimethoxyphenyl)prop-2-en-1-one
CAS Registry NumberNot Available
SMILES
COC1=C(O)C(C(=O)C=CC2=CC=CC=C2)=C(O)C(OC)=C1O
InChI Identifier
InChI=1S/C17H16O6/c1-22-16-13(19)12(14(20)17(23-2)15(16)21)11(18)9-8-10-6-4-3-5-7-10/h3-9,19-21H,1-2H3
InChI KeyXLKQAUGFBBOHDD-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as 2'-hydroxychalcones. These are organic compounds containing chalcone skeleton that carries a hydroxyl group at the 2'-position.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassLinear 1,3-diarylpropanoids
Sub ClassChalcones and dihydrochalcones
Direct Parent2'-Hydroxychalcones
Alternative Parents
Substituents
  • 2'-hydroxychalcone
  • Cinnamylphenol
  • Acylphloroglucinol derivative
  • Methoxyphenol
  • M-dimethoxybenzene
  • Dimethoxybenzene
  • 4-alkoxyphenol
  • Phloroglucinol derivative
  • Benzenetriol
  • Phenoxy compound
  • Phenol ether
  • Benzoyl
  • Styrene
  • Aryl ketone
  • Methoxybenzene
  • Anisole
  • Alkyl aryl ether
  • Phenol
  • Benzenoid
  • Monocyclic benzene moiety
  • Acryloyl-group
  • Vinylogous acid
  • Alpha,beta-unsaturated ketone
  • Enone
  • Ketone
  • Polyol
  • Ether
  • Organic oxide
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Source:

Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP3.05ALOGPS
logP3.96ChemAxon
logS-3.5ALOGPS
pKa (Strongest Acidic)7.81ChemAxon
pKa (Strongest Basic)-4.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area96.22 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity85.75 m³·mol⁻¹ChemAxon
Polarizability32.36 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0ikc-3595000000-65784f6748b90ea4a685Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0129000000-a8cdbccc646398fb04a1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-02t9-1595000000-7e02b519b25362ebd88aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udl-2900000000-2a9644913559570bcffbSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0219000000-4e21357702c8d9fe229cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014r-0952000000-209f9053284dd14943abSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0g4i-4920000000-59746a0cff066d00754cSpectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound73158152
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Djoumbou Feunang, Yannick (2017). Cheminformatics Tools for Enabling Metabolomics, 2017 (PhD thesis). University of Alberta.

Enzymes

General function:
Involved in transferase activity, transferring hexosyl groups
Specific function:
UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:
UGT1A1
Uniprot ID:
P22309
Molecular weight:
59590.91
Reactions
3-phenyl-1-(2,4,6-trihydroxy-3,5-dimethoxyphenyl)prop-2-en-1-one → 6-[3,5-dihydroxy-2,4-dimethoxy-6-(3-phenylprop-2-enoyl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic aciddetails
3-phenyl-1-(2,4,6-trihydroxy-3,5-dimethoxyphenyl)prop-2-en-1-one → 6-[3,5-dihydroxy-2,6-dimethoxy-4-(3-phenylprop-2-enoyl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic aciddetails