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Record Information
Version4.0
StatusPredicted
Creation Date2017-09-18 13:10:11 UTC
Update Date2019-11-12 17:23:20 UTC
HMDB IDHMDB0135405
Secondary Accession NumbersNone
Metabolite Identification
Common Name3-(2-hydroxyphenyl)-1-(3-hydroxyphenyl)propan-1-one
Description3-(2-hydroxyphenyl)-1-(3-hydroxyphenyl)propan-1-one belongs to the class of organic compounds known as retro-dihydrochalcones. These are a form of normal dihydrochalcones that are structurally distinguished by the lack of oxygen functionalities at the C2'- and C6'-positions. 3-(2-hydroxyphenyl)-1-(3-hydroxyphenyl)propan-1-one is an extremely weak basic (essentially neutral) compound (based on its pKa). This catechol-dehydroxylation-pattern2 occurs in human gut microbiota. 3-(2-hydroxyphenyl)-1-(3-hydroxyphenyl)propan-1-one is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 1-(3,4-dihydroxyphenyl)-3-(2-hydroxyphenyl)propan-1-one. It is generated by Dehydroxylase enzyme via a catechol-dehydroxylation-pattern2 reaction.
Structure
Data?1563876362
SynonymsNot Available
Chemical FormulaC15H14O3
Average Molecular Weight242.274
Monoisotopic Molecular Weight242.094294311
IUPAC Name3-(2-hydroxyphenyl)-1-(3-hydroxyphenyl)propan-1-one
Traditional Name3-(2-hydroxyphenyl)-1-(3-hydroxyphenyl)propan-1-one
CAS Registry NumberNot Available
SMILES
OC1=CC=CC(=C1)C(=O)CCC1=CC=CC=C1O
InChI Identifier
InChI=1S/C15H14O3/c16-13-6-3-5-12(10-13)15(18)9-8-11-4-1-2-7-14(11)17/h1-7,10,16-17H,8-9H2
InChI KeyWQLNIMAMGSKMFW-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as retro-dihydrochalcones. These are a form of normal dihydrochalcones that are structurally distinguished by the lack of oxygen functionalities at the C2'- and C6'-positions.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassLinear 1,3-diarylpropanoids
Sub ClassChalcones and dihydrochalcones
Direct ParentRetro-dihydrochalcones
Alternative Parents
Substituents
  • Retro-dihydrochalcone
  • Cinnamylphenol
  • Alkyl-phenylketone
  • Butyrophenone
  • Phenylketone
  • Benzoyl
  • Aryl alkyl ketone
  • Aryl ketone
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Monocyclic benzene moiety
  • Benzenoid
  • Ketone
  • Organooxygen compound
  • Organic oxide
  • Organic oxygen compound
  • Hydrocarbon derivative
  • 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
logP3.08ALOGPS
logP3.2ChemAxon
logS-3.5ALOGPS
pKa (Strongest Acidic)8.78ChemAxon
pKa (Strongest Basic)-6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area57.53 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity69.75 m³·mol⁻¹ChemAxon
Polarizability25.86 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 (2 TMS) - 70eV, Positivesplash10-00di-5925000000-09e9b207145149d1fb23Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00di-5910000000-8b8ac54ff191ef977749Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-0290000000-85f67b0dc8feb3c3f013Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-0920000000-98d6c84db2b542702714Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-05fu-9700000000-28d693709f2549d5d725Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0090000000-f22d0f26843ef2c3a561Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-1390000000-1a22c92d1ba0e933154cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9830000000-fd904ee92ba45766cae2Spectrum
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 Compound57223108
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-(2-hydroxyphenyl)-1-(3-hydroxyphenyl)propan-1-one → 3,4,5-trihydroxy-6-{2-[3-(3-hydroxyphenyl)-3-oxopropyl]phenoxy}oxane-2-carboxylic aciddetails
3-(2-hydroxyphenyl)-1-(3-hydroxyphenyl)propan-1-one → 3,4,5-trihydroxy-6-{3-[3-(2-hydroxyphenyl)propanoyl]phenoxy}oxane-2-carboxylic aciddetails
General function:
sulfotransferase activity
Specific function:
Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfate conjugation of phenolic monoamines (neurotransmitters such as dopamine, norepinephrine and serotonin) and phenolic and catechol drugs.
Gene Name:
SULT1A3
Uniprot ID:
P0DMM9
Molecular weight:
34195.96
Reactions
3-(2-hydroxyphenyl)-1-(3-hydroxyphenyl)propan-1-one → {3-[3-(2-hydroxyphenyl)propanoyl]phenyl}oxidanesulfonic aciddetails