You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.
Record Information
Version4.0
StatusPredicted
Creation Date2017-09-17 00:09:01 UTC
Update Date2019-11-12 17:22:19 UTC
HMDB IDHMDB0130408
Secondary Accession NumbersNone
Metabolite Identification
Common Name2-(2,4,5-trihydroxyphenyl)acetic acid
Description2-(2,4,5-trihydroxyphenyl)acetic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 3,5,7-trihydroxy-2-(2,4,5-trihydroxyphenyl)-1λ⁴-chromen-1-ylium. It is generated by unspecified-gutmicro enzyme via an anthocyanidin-c-ring-fission-pattern3 reaction. This anthocyanidin-c-ring-fission-pattern3 occurs in human gut microbiota.
Structure
Data?1563875643
Synonyms
ValueSource
2-(2,4,5-Trihydroxyphenyl)acetateGenerator
2,4,5-TrihydroxyphenylacetateHMDB
Chemical FormulaC8H8O5
Average Molecular Weight184.147
Monoisotopic Molecular Weight184.037173358
IUPAC Name2-(2,4,5-trihydroxyphenyl)acetic acid
Traditional Name(2,4,5-trihydroxyphenyl)acetic acid
CAS Registry NumberNot Available
SMILES
OC(=O)CC1=CC(O)=C(O)C=C1O
InChI Identifier
InChI=1S/C8H8O5/c9-5-3-7(11)6(10)1-4(5)2-8(12)13/h1,3,9-11H,2H2,(H,12,13)
InChI KeyFKWSAXDBQYTQDO-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as 2(hydroxyphenyl)acetic acids. These are phenylacetic acids that carry a hydroxyl group at the 2-position.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassPhenylacetic acids
Direct Parent2(hydroxyphenyl)acetic acids
Alternative Parents
Substituents
  • 2(hydroxyphenyl)acetic acid
  • Hydroxyquinol derivative
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Polyol
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • 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
logP0.73ALOGPS
logP0.7ChemAxon
logS-1.6ALOGPS
pKa (Strongest Acidic)3.28ChemAxon
pKa (Strongest Basic)-5.7ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area97.99 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity43.31 m³·mol⁻¹ChemAxon
Polarizability16.49 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (4 TMS) - 70eV, Positivesplash10-0a4i-2009400000-a7fac6aba01066b7b873Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-000i-0900000000-93a52c83e40aa3fce694Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014r-0900000000-66359f08adc568a1109cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0900000000-b6040e35f86e15b9ad48Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0avr-9700000000-ff8382a6205678a10efcSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001r-0900000000-4ceb877d8153beae3ef0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00li-0900000000-3f3c87fe25db8eb87d92Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0avl-9800000000-bea61e22195235b42e2eSpectrum
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
FooDB 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 Compound53804754
PDB IDNot Available
ChEBI ID138055
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 magnesium ion binding
Specific function:
Catalyzes the O-methylation, and thereby the inactivation, of catecholamine neurotransmitters and catechol hormones. Also shortens the biological half-lives of certain neuroactive drugs, like L-DOPA, alpha-methyl DOPA and isoproterenol.
Gene Name:
COMT
Uniprot ID:
P21964
Molecular weight:
30036.77
Reactions
2-(2,4,5-trihydroxyphenyl)acetic acid → 2-(2,5-dihydroxy-4-methoxyphenyl)acetic aciddetails
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
2-(2,4,5-trihydroxyphenyl)acetic acid → 6-[2-(carboxymethyl)-4,5-dihydroxyphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic aciddetails
2-(2,4,5-trihydroxyphenyl)acetic acid → 6-[4-(carboxymethyl)-2,5-dihydroxyphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic aciddetails
2-(2,4,5-trihydroxyphenyl)acetic acid → 6-[5-(carboxymethyl)-2,4-dihydroxyphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic aciddetails
2-(2,4,5-trihydroxyphenyl)acetic acid → 3,4,5-trihydroxy-6-{[2-(2,4,5-trihydroxyphenyl)acetyl]oxy}oxane-2-carboxylic aciddetails