PhytoHub: Showing entry for 3',4'-Dihydroxyphenylacetic acid

3',4'-Dihydroxyphenylacetic acid

Identification

PhytoHub ID

PHUB000527

Name

3',4'-Dihydroxyphenylacetic acid

Systematic Name

3',4'-dihydroxyphenylacetic acid

Synonyms

2-(3,4-dihydroxyphenyl)acetic acid
3,4-Dihydroxybenzeneacetic acid
3,4-Dihydroxyphenylacetic acid
3,4-dihydroxyphenylethanoic acid
DOPAC
Dopacetic acid
Homoprotocatechuic acid

CAS Number

102-32-9

Average Mass

168.148

Monoisotopic Mass

168.042258738

Chemical Formula

C₈H₈O₄

IUPAC Name

2-(3,4-dihydroxyphenyl)acetic acid

InChI Key

CFFZDZCDUFSOFZ-UHFFFAOYSA-N

InChI Identifier

InChI=1S/C8H8O4/c9-6-2-1-5(3-7(6)10)4-8(11)12/h1-3,9-10H,4H2,(H,11,12)

SMILES

OC(=O)CC1=CC(O)=C(O)C=C1

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 7.23e+00 g/l
LogS (ALOGPS): -1.37
LogP (ALOGPS): 0.93
Hydrogen Acceptors: 4
Hydrogen Donors: 3
Rotatable Bond Count: 2
Polar Surface Area: 77.76
Refractivity: 41.3274
Polarizability: 15.708406862574998
Formal Charge: 0
Physiological Charge: -1
pKa (strongest basic): -6.289422625216583
pKa (strongest acidic): 3.6084358670447667
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: Phenolic acids subclass not specified

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 Phytochemical	Family	Class	Sub-class
Procyanidin dimer A2	Polyphenols	Flavonoids	Flavan-3-ols	Show Food Phytochemical
Cyanidin 3-O-glucoside	Polyphenols	Flavonoids	Anthocyanins	Show Food Phytochemical
Ferulic acid	Polyphenols	Phenolic acids	Hydroxycinnamic acids	Show Food Phytochemical
Quercetin	Polyphenols	Flavonoids	Flavonols	Show Food Phytochemical
Rutin	Polyphenols	Flavonoids	Flavonols	Show Food Phytochemical
Caffeic acid	Polyphenols	Phenolic acids	Hydroxycinnamic acids	Show Food Phytochemical
Orange flavanones	Polyphenols	Flavonoids	Flavanones	Show Food Phytochemical
Cocoa Flavan-3-ols	Polyphenols	Flavonoids	Flavan-3-ols	Show Food Phytochemical
Black tea Flavan-3-ols	Polyphenols	Flavonoids	Flavan-3-ols	Show Food Phytochemical

Classyfire Taxonomy

Kingdom Name: Organic compounds
Class: Phenols
Super-class: Benzenoids
Sub-class: Benzenediols
Direct Parent Name: Catechols
Alternative Parent Names: ["1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-unsubstituted benzenoids", "Benzene and substituted derivatives", "Carbonyl compounds", "Carboxylic acids", "Hydrocarbon derivatives", "Monocarboxylic acids and derivatives", "Organic oxides"]
External Descriptor Annotations: ["catechols", "dihydroxyphenylacetic acid"]
Substituent Names: ["1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "Aromatic homomonocyclic compound", "Carbonyl group", "Carboxylic acid", "Carboxylic acid derivative", "Catechol", "Hydrocarbon derivative", "Monocarboxylic acid or derivatives", "Monocyclic benzene moiety", "Organic oxide", "Organic oxygen compound", "Organooxygen compound"]

Spectra from Phytohub

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Spectrum Type	Instrument Type	Ion Mode	Collision Energy Level	View

GC-MS	GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies)	Positive	Not Available	View Spectrum
GC-MS	GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies)	Positive	Not Available	View Spectrum
GC-MS	GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies)	Positive	Not Available	View Spectrum
GC-MS	GC-MS	Not Available	Not Available	View Spectrum
GC-MS	GC-EI-TOF	positive	Not Available	View Spectrum
GC-MS	GC-EI-TOF	positive	Not Available	View Spectrum
GC-MS	GC-EI-TOF	positive	Not Available	View Spectrum
GC-MS	GC-MS	Not Available	Not Available	View Spectrum
GC-MS	GC-EI-TOF	positive	Not Available	View Spectrum
LC-MS/MS	Quattro_QQQ	Positive	low	View Spectrum

Showing 1 to 10 of 45 entries

Food Sources

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	Name	Group
	Olive, black	Fruit, Drupes	Publications	Show
	Olive, green	Fruit, Drupes	Publications	Show

Showing 1 to 2 of 2 entries

Food Sources of its Food Phytochemical(s)

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Food Phytochemical	Food Source	Food Source Group
Caffeic acid	American cranberry	Fruit, Berries	Publications	Show
Caffeic acid	Apple	Fruit, Pomes	Publications	Show
Caffeic acid	Apple juice	Beverages, Non-alcoholic	Publications	Show
Caffeic acid	Beer	Beverages, Alcoholic	Publications	Show
Caffeic acid	Blackberry	Fruit, Berries	Publications	Show
Caffeic acid	Blueberry	Fruit, Berries	Publications	Show
Caffeic acid	Broccoli	Vegetables, Cabbages	Publications	Show
Caffeic acid	Carrot	Vegetables, Root vegetables	Publications	Show
Caffeic acid	Cider	Beverages, Alcoholic	Publications	Show
Caffeic acid	Coffee	Coffee and coffee products	Publications	Show

Showing 1 to 10 of 98 entries

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

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Food Phytochemical	Metabolite	Species	Biofluids	Origin	TMax	CMax	Urinary Excretion
Black tea Flavan-3-ols	3',4'-Dihydroxyphenylacetic acid	human	urine	gut microbiota metabolite	Not Available	Not Available	<1%	Detailed Intervention Studies	Publications
Caffeic acid	3',4'-Dihydroxyphenylacetic acid	human	Not Available	Not Available	Not Available	Not Available	Not Available		Publications
Cocoa Flavan-3-ols	3',4'-Dihydroxyphenylacetic acid	human	urine	gut microbiota metabolite	Not Available	Not Available	1-5%	Detailed Intervention Studies	Publications
Cyanidin 3-O-glucoside	3',4'-Dihydroxyphenylacetic acid	human	feces, urine	Not Available	Not Available	Not Available	Not Available		Publications
Ferulic acid	3',4'-Dihydroxyphenylacetic acid	human in vitro (human) rat	urine	gut microbiota metabolite	Not Available	Not Available	Not Available		Publications
Orange flavanones	3',4'-Dihydroxyphenylacetic acid	human	urine	host-gut microbiota co-metabolite	Not Available	Not Available	<1%	Detailed Intervention Studies	Publications
Procyanidin dimer A2	3',4'-Dihydroxyphenylacetic acid	in vitro (human)	Not Available	gut microbiota metabolite	Not Available	Not Available	Not Available		Publications
Quercetin	3',4'-Dihydroxyphenylacetic acid	human	urine	gut microbiota metabolite	Not Available	Not Available	Not Available		Publications
Rutin	3',4'-Dihydroxyphenylacetic acid	human	urine	gut microbiota metabolite	Not Available	Not Available	5-10%		Publications

Showing 1 to 9 of 9 entries

Inter-Individual Variations in Metabolism

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	Food Phytochemical		Metabolite	Effect	Value
	Cocoa Flavan-3-ols		3',4'-Dihydroxyphenylacetic acid	Microbiota	Effect, clusters	Publications

Showing 1 to 1 of 1 entries

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Showing entry for 3',4'-Dihydroxyphenylacetic acid

Identification

Structure for 3',4'-Dihydroxyphenylacetic acid

Calculated Properties

External Links

Taxonomy as Food Phytochemical

Taxonomy as Metabolite

Taxonomy of its Food Phytochemical Precursor(s)

Classyfire Taxonomy

Spectra from Phytohub

Food Sources

Food Sources of its Food Phytochemical(s)

Role as Biomarker of intake

Metabolism

Inter-Individual Variations in Metabolism