PhytoHub: Showing entry for 4'-Hydroxyphenylacetic acid

4'-Hydroxyphenylacetic acid

Identification

PhytoHub ID

PHUB000543

Name

4'-Hydroxyphenylacetic acid

Systematic Name

4'-Hydroxyphenylacetic acid

Synonyms

(4-Hydroxyphenyl)acetic acid
2-(4'-Hydroxyphenyl)acetic acid
4-Hydroxyphenylacetic acid
4-hydroxyphenylethanoic acid

CAS Number

156-38-7

Average Mass

152.149

Monoisotopic Mass

152.047344118

Chemical Formula

C₈H₈O₃

IUPAC Name

2-(4-hydroxyphenyl)acetic acid

InChI Key

XQXPVVBIMDBYFF-UHFFFAOYSA-N

InChI Identifier

InChI=1S/C8H8O3/c9-7-3-1-6(2-4-7)5-8(10)11/h1-4,9H,5H2,(H,10,11)

SMILES

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

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 7.12e+00 g/l
LogS (ALOGPS): -1.33
LogP (ALOGPS): 0.93
Hydrogen Acceptors: 3
Hydrogen Donors: 2
Rotatable Bond Count: 2
Polar Surface Area: 57.53
Refractivity: 39.3465
Polarizability: 14.826780263933822
Formal Charge: 0
Physiological Charge: -1
pKa (strongest basic): -5.958556388425476
pKa (strongest acidic): 3.9984367127077793
Number of Rings: 1
Rule of Five: Yes
Bioavailability: Yes
Ghose Filter: No
Veber's Rule: No
MDDR-like Rule: No

External Links

ChEBI: 18101
mzCloud: 238
PeakForestCompound: 000422

Taxonomy as Precursor

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

Taxonomy as Metabolite

Metabolite Family: Not Available
Metabolite Class: Not Available
Metabolite Sub-class: Not Available

Taxonomy of its Precursor(s)

Precursor	Family	Class	Sub-class
Cyanidin 3-O-glucoside	Polyphenols	Flavonoids	Anthocyanins	Show Precursor
Procyanidin dimer A2	Polyphenols	Flavonoids	Flavanols	Show Precursor
Orange flavanones	Polyphenols	Flavonoids	Flavanones	Show Precursor
(-)-Epicatechin	Polyphenols	Flavonoids	Flavanols	Show Precursor
(+)-Catechin	Polyphenols	Flavonoids	Flavanols	Show Precursor
Quercetin	Polyphenols	Flavonoids	Flavonols	Show Precursor
Caffeic acid	Polyphenols	Phenolic acids	Hydroxycinnamic acids	Show Precursor

Classyfire Taxonomy

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

Spectra from Online Resources

Record ID	Source	Description	View
GLS00020	MassBank	EI-B Spectrum - -, unspecified	View Spectra
JP003520	MassBank	EI-B Spectrum - -, [M]+*	View Spectra
JP007234	MassBank	EI-B Spectrum - -, [M]+*	View Spectra
JP011044	MassBank	EI-B Spectrum - -, [M]+*	View Spectra
KO000968	MassBank	LC-ESI-QQ Spectrum - 10 V, unspecified	View Spectra
KO000969	MassBank	LC-ESI-QQ Spectrum - 20 V, unspecified	View Spectra
KO000970	MassBank	LC-ESI-QQ Spectrum - 30 V, unspecified	View Spectra
KO000971	MassBank	LC-ESI-QQ Spectrum - 40 V, unspecified	View Spectra
KO000972	MassBank	LC-ESI-QQ Spectrum - 50 V, unspecified	View Spectra
KZ000008	MassBank	GC-EI-TOF Spectrum - -, unspecified	View Spectra
KZ000101	MassBank	GC-EI-TOF Spectrum - -, unspecified	View Spectra
OUF00067	MassBank	GC-EI-TOF Spectrum - -, unspecified	View Spectra
PR010008	MassBank	GC-EI-TOF Spectrum - -, unspecified	View Spectra
PS003201	ReSpect	N/A Spectrum - 10, [M+H]+	View Spectra
PS003203	ReSpect	N/A Spectrum - 30, [M+H]+	View Spectra

Food Sources

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

Food Sources of its Precursor(s)

Precursor	Food Source	Food Source Group
Quercetin	Acerola	Fruit, Tropical fruits	Publications	Show
(-)-Epicatechin	Almond	Nuts	Publications	Show
Procyanidin dimer A2	American cranberry	Fruit, Berries	Publications	Show
Quercetin	American cranberry	Fruit, Berries	Publications	Show
Caffeic acid	American cranberry	Fruit, Berries	Publications	Show
Quercetin	Angelica	Herbs and Spices	Publications	Show
(-)-Epicatechin	Apple	Fruit, Pomes	Publications	Show
(+)-Catechin	Apple	Fruit, Pomes	Publications	Show
Quercetin	Apple	Fruit, Pomes	Publications	Show
Caffeic acid	Apple	Fruit, Pomes	Publications	Show
(-)-Epicatechin	Apple cider	Beverages, Alcoholic	Publications	Show
(+)-Catechin	Apple cider	Beverages, Alcoholic	Publications	Show
(-)-Epicatechin	Apple juice	Beverages, Non-alcoholic	Publications	Show
(+)-Catechin	Apple juice	Beverages, Non-alcoholic	Publications	Show
Quercetin	Apple juice	Beverages, Non-alcoholic	Publications	Show
Caffeic acid	Apple juice	Beverages, Non-alcoholic	Publications	Show
(-)-Epicatechin	Apricot	Fruit, Drupes	Publications	Show
(+)-Catechin	Apricot	Fruit, Drupes	Publications	Show
(+)-Catechin	Banana	Fruit, Tropical fruits	Publications	Show
(-)-Epicatechin	Beer	Beverages, Alcoholic	Publications	Show
(+)-Catechin	Beer	Beverages, Alcoholic	Publications	Show
Caffeic acid	Beer	Beverages, Alcoholic	Publications	Show
(-)-Epicatechin	Black tea	Teas and herbal teas	Publications	Show
(+)-Catechin	Black tea	Teas and herbal teas	Publications	Show
Quercetin	Black tea	Teas and herbal teas	Publications	Show
Cyanidin 3-O-glucoside	Blackberry	Fruit, Berries	Publications	Show
(-)-Epicatechin	Blackberry	Fruit, Berries	Publications	Show
(+)-Catechin	Blackberry	Fruit, Berries	Publications	Show
Quercetin	Blackberry	Fruit, Berries	Publications	Show
Caffeic acid	Blackberry	Fruit, Berries	Publications	Show
Caffeic acid	Blueberry	Fruit, Berries	Publications	Show
(-)-Epicatechin	Broad bean	Pulses and beans	Publications	Show
(+)-Catechin	Broad bean	Pulses and beans	Publications	Show
Quercetin	Broccoli	Vegetables, Cabbages	Publications	Show
Caffeic acid	Broccoli	Vegetables, Cabbages	Publications	Show
Caffeic acid	Carrot	Vegetables, Root vegetables	Publications	Show
Quercetin	Cherry tomato	Vegetables, Fruit vegetables	Publications	Show
(-)-Epicatechin	Chocolate	Cocoa and cocoa products	Publications	Show
(+)-Catechin	Chocolate	Cocoa and cocoa products	Publications	Show
(-)-Epicatechin	Cider	Beverages, Alcoholic	Publications	Show
Caffeic acid	Cider	Beverages, Alcoholic	Publications	Show
(-)-Epicatechin	Cocoa	Cocoa and cocoa products	Publications	Show
(+)-Catechin	Cocoa	Cocoa and cocoa products	Publications	Show
(-)-Epicatechin	Cocoa bean	Cocoa and cocoa products	Publications	Show
(+)-Catechin	Cocoa bean	Cocoa and cocoa products	Publications	Show
(-)-Epicatechin	Cocoa powder	Cocoa and cocoa products	Publications	Show
Caffeic acid	Coffee	Coffee and coffee products	Publications	Show
(-)-Epicatechin	Common chokecherry	Fruit, Drupes	Publications	Show
(-)-Epicatechin	Common walnut	Nuts	Publications	Show
Caffeic acid	Common wheat	Cereals and cereal products	Publications	Show
Caffeic acid	Eggplant	Vegetables, Fruit vegetables	Publications	Show
(-)-Epicatechin	European cranberry	Fruit, Berries	Publications	Show
Quercetin	European cranberry	Fruit, Berries	Publications	Show
Caffeic acid	European cranberry	Fruit, Berries	Publications	Show
Cyanidin 3-O-glucoside	European plum	Fruit, Drupes	Publications	Show
(-)-Epicatechin	European plum	Fruit, Drupes	Publications	Show
(+)-Catechin	European plum	Fruit, Drupes	Publications	Show
Caffeic acid	European plum	Fruit, Drupes	Publications	Show
(-)-Epicatechin	Grape	Fruit, Berries	Publications	Show
(-)-Epicatechin	Green tea	Teas and herbal teas		Show
(+)-Catechin	Green tea	Teas and herbal teas	Publications	Show
Quercetin	Green tea	Teas and herbal teas	Publications	Show
Cyanidin 3-O-glucoside	Lettuce	Vegetables, Leaf vegetables	Publications	Show
Quercetin	Lettuce	Vegetables, Leaf vegetables	Publications	Show
Procyanidin dimer A2	Lingonberry	Fruit, Berries	Publications	Show
Caffeic acid	Mate	Teas and herbal teas	Publications	Show
Cyanidin 3-O-glucoside	Olive, black	Fruit, Drupes	Publications	Show
Caffeic acid	Olive, black	Fruit, Drupes	Publications	Show
Caffeic acid	Olive, green	Fruit, Drupes	Publications	Show
Quercetin	Onion	Vegetables, Onion-family	Publications	Show
Quercetin	Orange juice	Beverages, Non-alcoholic	Publications	Show
Quercetin	Parsnip	Vegetables, Root vegetables	Publications	Show
Cyanidin 3-O-glucoside	Peach	Fruit, Drupes	Publications	Show
(-)-Epicatechin	Peach	Fruit, Drupes	Publications	Show
(+)-Catechin	Peach	Fruit, Drupes	Publications	Show
(-)-Epicatechin	Pear	Fruit, Pomes	Publications	Show
(+)-Catechin	Pear	Fruit, Pomes	Publications	Show
Caffeic acid	Pear	Fruit, Pomes	Publications	Show
(+)-Catechin	Pecan nut	Nuts	Publications	Show
(-)-Epicatechin	Pomegranate	Fruit, Tropical fruits	Publications	Show
Cyanidin 3-O-glucoside	Pomegranate juice	Beverages, Non-alcoholic	Publications	Show
(+)-Catechin	Red wine	Beverages, Alcoholic	Publications	Show
Cyanidin 3-O-glucoside	Strawberry	Fruit, Berries	Publications	Show
(-)-Epicatechin	Strawberry	Fruit, Berries	Publications	Show
(+)-Catechin	Strawberry	Fruit, Berries	Publications	Show
Caffeic acid	Strawberry	Fruit, Berries	Publications	Show
Cyanidin 3-O-glucoside	Sweet cherry	Fruit, Drupes	Publications	Show
(-)-Epicatechin	Sweet cherry	Fruit, Drupes	Publications	Show
(+)-Catechin	Sweet cherry	Fruit, Drupes	Publications	Show
Caffeic acid	Sweet cherry	Fruit, Drupes	Publications	Show
(-)-Epicatechin	Tea	Teas and herbal teas	Publications	Show
Quercetin	Tomato	Vegetables, Fruit vegetables	Publications	Show
Caffeic acid	Tomato	Vegetables, Fruit vegetables	Publications	Show
Caffeic acid	White wine grape	Fruit, Berries	Publications	Show

Metabolism

Precursor	Metabolite	Species	Biofluids	Origin	TMax	CMax	Urinary Excretion	Formula	Monoisotopic mass
Cyanidin 3-O-glucoside	4'-Hydroxyphenylacetic acid	human	faeces, urine	Not Available	Not Available	Not Available	Not Available	C₈H₈O₃	152.047344118		Publications
Procyanidin dimer A2	4'-Hydroxyphenylacetic acid	in vitro (human)	Not Available	gut microbiota metabolite	Not Available	Not Available	Not Available	C₈H₈O₃	152.047344118		Publications
Orange flavanones	4'-Hydroxyphenylacetic acid	human	plasma, urine, urine (major)	gut microbiota metabolite	5h-8h	50-200 nmol/L	10-30%	C₈H₈O₃	152.047344118	Detailed Intervention Studies	Publications
(-)-Epicatechin	4'-Hydroxyphenylacetic acid	human	Not Available	gut microbiota metabolite	Not Available	Not Available	Not Available	C₈H₈O₃	152.047344118		Publications
(+)-Catechin	4'-Hydroxyphenylacetic acid	human	Not Available	gut microbiota metabolite	Not Available	Not Available	Not Available	C₈H₈O₃	152.047344118		Publications
Quercetin	4'-Hydroxyphenylacetic acid	human	urine	gut microbiota metabolite	Not Available	Not Available	Not Available	C₈H₈O₃	152.047344118		Publications
Caffeic acid	4'-Hydroxyphenylacetic acid	human	Not Available	gut microbiota metabolite	Not Available	Not Available	Not Available	C₈H₈O₃	152.047344118		Publications

Inter-Individual Variations Metabolism

No data on inter-individual variations available

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Showing entry for 4'-Hydroxyphenylacetic acid