PhytoHub: Showing entry for (+)-Gallocatechin 3-O-gallate

(+)-Gallocatechin 3-O-gallate

Identification

PhytoHub ID

PHUB000269

Name

(+)-Gallocatechin 3-O-gallate

Systematic Name

(+)-Gallocatechin-3-O-gallate

Synonyms

Not Available

CAS Number

Not Available

Average Mass

458.375

Monoisotopic Mass

458.0849114

Chemical Formula

C₂₂H₁₈O₁₁

IUPAC Name

(3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3-yl 3,4,5-trihydroxybenzoate

InChI Key

WMBWREPUVVBILR-ITUIMRKVSA-N

InChI Identifier

InChI=1S/C22H18O11/c23-10-5-12(24)11-7-18(33-22(31)9-3-15(27)20(30)16(28)4-9)21(32-17(11)6-10)8-1-13(25)19(29)14(26)2-8/h1-6,18,21,23-30H,7H2/t18-,21?/m1/s1

SMILES

OC1=CC(O)=C2C[C@@H](OC(=O)C3=CC(O)=C(O)C(O)=C3)C(OC2=C1)C1=CC(O)=C(O)C(O)=C1

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 7.28e-02 g/l
LogS (ALOGPS): -3.80
LogP (ALOGPS): 2.38
Hydrogen Acceptors: 10
Hydrogen Donors: 8
Rotatable Bond Count: 4
Polar Surface Area: 197.36999999999998
Refractivity: 111.7453
Polarizability: 42.5968216459257
Formal Charge: 0
Physiological Charge: 0
pKa (strongest basic): -5.423934990004845
pKa (strongest acidic): 7.992993558286566
Number of Rings: 4
Rule of Five: No
Bioavailability: Yes
Ghose Filter: Yes
Veber's Rule: No
MDDR-like Rule: No

External Links

No external links

Taxonomy as Food Phytochemical

Family: Polyphenols
Class: Flavonoids
Sub-class: Flavan-3-ols

Classyfire Taxonomy

Kingdom Name: Organic compounds
Class: Flavonoids
Super-class: Phenylpropanoids and polyketides
Sub-class: Flavans
Direct Parent Name: Catechin gallates
Alternative Parent Names: ["1-benzopyrans", "1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-unsubstituted benzenoids", "3'-hydroxyflavonoids", "4'-hydroxyflavonoids", "5-hydroxyflavonoids", "7-hydroxyflavonoids", "Alkyl aryl ethers", "Benzoyl derivatives", "Carboxylic acid esters", "Epigallocatechins", "Galloyl esters", "Hydrocarbon derivatives", "Monocarboxylic acids and derivatives", "Organic oxides", "Oxacyclic compounds", "Polyols", "Pyrogallols and derivatives", "m-Hydroxybenzoic acid esters", "p-Hydroxybenzoic acid alkyl esters"]
External Descriptor Annotations: Not Available
Substituent Names: ["1-benzopyran", "1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "3'-hydroxyflavonoid", "4'-hydroxyflavonoid", "5-hydroxyflavonoid", "7-hydroxyflavonoid", "Alkyl aryl ether", "Aromatic heteropolycyclic compound", "Benzenetriol", "Benzenoid", "Benzoate ester", "Benzoic acid or derivatives", "Benzopyran", "Benzoyl", "Carboxylic acid derivative", "Carboxylic acid ester", "Catechin gallate", "Chromane", "Epigallocatechin", "Ether", "Gallic acid or derivatives", "Galloyl ester", "Hydrocarbon derivative", "Hydroxyflavonoid", "M-hydroxybenzoic acid ester", "Monocarboxylic acid or derivatives", "Monocyclic benzene moiety", "Organic oxide", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "P-hydroxybenzoic acid alkyl ester", "P-hydroxybenzoic acid ester", "Phenol", "Polyol", "Pyrogallol derivative"]

Spectra from Online Resources

Record ID	Source	Description	View
TY000083	MassBank	LC-ESI-ITTOF Spectrum - -, [M+H]+	View Spectra

Food Sources

Name	Group
Apple	Fruit, Pomes	Publications	Show
Black tea	Teas and herbal teas	Publications	Show
Green tea	Teas and herbal teas	Publications	Show

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

	Food Phytochemical		Metabolite	Species	Biofluids	Origin	TMax	CMax	Urinary Excretion	Formula	Monoisotopic mass
	(+)-Gallocatechin 3-O-gallate		(+)-Gallocatechin 3-O-gallate	human	plasma	unchanged	Not Available	<20 nmol/L	Not Available	C₂₂H₁₈O₁₁	458.0849114	Detailed Intervention Studies	Publications

Inter-Individual Variations in Metabolism

	Food Phytochemical		Metabolite	Effect	Value

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Showing entry for (+)-Gallocatechin 3-O-gallate