precursor metabolite

Showing entry for Homovanillic acid

Identification

PhytoHub ID
PHUB000617
Name
Homovanillic acid
Systematic Name
4'-hydroxy-3'-methoxyphenylacetic acid
Synonyms
  • (4-Hydroxy-3-methoxyphenyl)acetic acid
  • 3-Methoxy-4-hydroxyphenylacetate
  • 3-Methoxy-4-hydroxyphenylacetic acid
  • 3'-Methoxy-4'-hydroxyphenylacetic acid
  • 4-hydroxy-3-methoxyphanylethanoic acid
  • 4-Hydroxy-3-methoxyphenylacetic acid
CAS Number
306-08-1
Average Mass
182.175
Monoisotopic Mass
182.057908802
Chemical Formula
C9H10O4
IUPAC Name
2-(4-hydroxy-3-methoxyphenyl)acetic acid
InChI Key
QRMZSPFSDQBLIX-UHFFFAOYSA-N
InChI Identifier
InChI=1S/C9H10O4/c1-13-8-4-6(5-9(11)12)2-3-7(8)10/h2-4,10H,5H2,1H3,(H,11,12)
SMILES
COC1=CC(CC(O)=O)=CC=C1O
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
Not Available
LogS (ALOGPS)
Not Available
LogP (ALOGPS)
Not Available
Hydrogen Acceptors
4
Hydrogen Donors
2
Rotatable Bond Count
3
Polar Surface Area
66.75999999999999
Refractivity
45.8097
Polarizability
17.727249614924453
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
-4.892538176084046
pKa (strongest acidic)
3.7448569898637887
Number of Rings
1
Rule of Five
Yes
Bioavailability
Yes
Ghose Filter
Yes
Veber's Rule
No
MDDR-like Rule
No

Taxonomy as Food Phytochemical

Family
Polyphenols
Class
Phenolic acids
Sub-class
Hydroxybenzoic acids

Taxonomy as Metabolite

Metabolite Family
(Poly)phenol metabolites
Metabolite Class
Phenolic acid metabolites
Metabolite Sub-class
Phenylacetic acids

Taxonomy of its Food Phytochemical Precursor(s)

Food PhytochemicalFamilyClassSub-class
Orange flavanonesPolyphenolsFlavonoidsFlavanonesShow Food Phytochemical
RutinPolyphenolsFlavonoidsFlavonolsShow Food Phytochemical
QuercetinPolyphenolsFlavonoidsFlavonolsShow Food Phytochemical
Cocoa Flavan-3-olsPolyphenolsFlavonoidsFlavan-3-olsShow Food Phytochemical
Green tea Flavan-3-olsPolyphenolsFlavonoidsFlavan-3-olsShow Food Phytochemical
Virgin olive oil SecoiridoidsNot AvailableNot AvailableShow Food Phytochemical

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Phenols
Super-class
Benzenoids
Sub-class
Methoxyphenols
Direct Parent Name
Methoxyphenols
Alternative Parent Names
["1-hydroxy-2-unsubstituted benzenoids", "Alkyl aryl ethers", "Anisoles", "Carbonyl compounds", "Carboxylic acids", "Hydrocarbon derivatives", "Methoxybenzenes", "Monocarboxylic acids and derivatives", "Organic oxides", "Phenoxy compounds"]
External Descriptor Annotations
["monocarboxylic acid", "monomethoxybenzene", "phenols"]
Substituent Names
["1-hydroxy-2-unsubstituted benzenoid", "Alkyl aryl ether", "Anisole", "Aromatic homomonocyclic compound", "Carbonyl group", "Carboxylic acid", "Carboxylic acid derivative", "Ether", "Hydrocarbon derivative", "Methoxybenzene", "Methoxyphenol", "Monocarboxylic acid or derivatives", "Monocyclic benzene moiety", "Organic oxide", "Organic oxygen compound", "Organooxygen compound", "Phenol ether", "Phenoxy compound"]

Spectra from Online Resources

Record IDSourceDescriptionView
GLS00077MassBankEI-B Spectrum - -, unspecifiedView Spectra
JP004522MassBankEI-B Spectrum - -, [M]+*View Spectra
KO001071MassBankLC-ESI-QQ Spectrum - 10 V, unspecifiedView Spectra
KO001072MassBankLC-ESI-QQ Spectrum - 20 V, unspecifiedView Spectra
KO001073MassBankLC-ESI-QQ Spectrum - 30 V, unspecifiedView Spectra
KO001074MassBankLC-ESI-QQ Spectrum - 40 V, unspecifiedView Spectra
KO001075MassBankLC-ESI-QQ Spectrum - 50 V, unspecifiedView Spectra
OUF00354MassBankGC-EI-TOF Spectrum - -, unspecifiedView Spectra
PS098801ReSpectN/A Spectrum - 10, [M+H]+View Spectra
PS098803ReSpectN/A Spectrum - 30, [M+H]+View Spectra
PS098807ReSpectN/A Spectrum - 10, [M-H]-View Spectra

Food Sources

NameGroup
Olive, blackFruit, Drupes PublicationsShow
Olive, greenFruit, Drupes PublicationsShow

Food Sources of its Food Phytochemical(s)

Food PhytochemicalFood SourceFood Source Group
QuercetinAcerolaFruit, Tropical fruits PublicationsShow
QuercetinAmerican cranberryFruit, Berries PublicationsShow
QuercetinAngelicaHerbs and Spices PublicationsShow
QuercetinAppleFruit, Pomes PublicationsShow
RutinApple juiceBeverages, Non-alcoholic PublicationsShow
QuercetinApple juiceBeverages, Non-alcoholic PublicationsShow
RutinApricotFruit, Drupes PublicationsShow
RutinAsparagusVegetables, Other vegetables PublicationsShow
RutinBlack teaTeas and herbal teas PublicationsShow
QuercetinBlack teaTeas and herbal teas PublicationsShow
RutinBlackberryFruit, Berries PublicationsShow
QuercetinBlackberryFruit, Berries PublicationsShow
QuercetinBroccoliVegetables, Cabbages PublicationsShow
RutinCherry tomatoVegetables, Fruit vegetables PublicationsShow
QuercetinCherry tomatoVegetables, Fruit vegetables PublicationsShow
QuercetinEuropean cranberryFruit, Berries PublicationsShow
RutinGreen teaTeas and herbal teas PublicationsShow
QuercetinGreen teaTeas and herbal teas PublicationsShow
QuercetinLettuceVegetables, Leaf vegetables PublicationsShow
RutinMateTeas and herbal teas PublicationsShow
RutinOlive, blackFruit, Drupes PublicationsShow
QuercetinOnionVegetables, Onion-family PublicationsShow
QuercetinOrange juiceBeverages, Non-alcoholic PublicationsShow
QuercetinParsnipVegetables, Root vegetables PublicationsShow
RutinPeachFruit, Drupes PublicationsShow
RutinRooibos teaBeverages, Non-alcoholic PublicationsShow
RutinStar aniseHerbs and Spices PublicationsShow
RutinSweet cherryFruit, Drupes PublicationsShow
QuercetinTomatoVegetables, Fruit vegetables PublicationsShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Orange flavanones Homovanillic acidhumanurinegut microbiota metaboliteNot AvailableNot AvailableNot AvailableC9H10O4182.057908802 Publications
Rutin Homovanillic acidhumanurinegut microbiota metaboliteNot AvailableNot Available5-10%C9H10O4182.057908802 Detailed Intervention Studies Publications
Quercetin Homovanillic acidhumanurinegut microbiota metaboliteNot AvailableNot AvailableNot AvailableC9H10O4182.057908802 Publications
Cocoa Flavan-3-ols Homovanillic acidhumanurinehost-gut microbiota co-metaboliteNot AvailableNot Available<1%C9H10O4182.057908802 Detailed Intervention Studies Publications
Green tea Flavan-3-ols Homovanillic acidhumanurinehost-gut microbiota co-metaboliteNot AvailableNot Available5-10%C9H10O4182.057908802 Detailed Intervention Studies Publications
Virgin olive oil Secoiridoids Homovanillic acidhumanplasmaunknown1h-3h<20nmol/LNot AvailableC9H10O4182.057908802 Detailed Intervention Studies Publications

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
Cocoa Flavan-3-ols Homovanillic acidMicrobiotaEffect, clusters Publications
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