PhytoHub: Showing entry for (-)-Epigallocatechin 3-O-gallate

(-)-Epigallocatechin 3-O-gallate

Identification

PhytoHub ID

PHUB000265

Name

(-)-Epigallocatechin 3-O-gallate

Systematic Name

(−)-Epigallocatechin-3-O-gallate

Synonyms

EGCG

CAS Number

Not Available

Average Mass

458.375

Monoisotopic Mass

458.0849114

Chemical Formula

C₂₂H₁₈O₁₁

IUPAC Name

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

InChI Key

WMBWREPUVVBILR-WIYYLYMNSA-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@H](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: 111.74529999999999
Polarizability: 42.62355309481916
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

Spectra from Phytohub

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Spectrum Type	Instrument Type	Ion Mode	Collision Energy Level	View

LC-MS/MS	LC-ESI-QTOF	Positive	high	View Spectrum
LC-MS/MS	LC-ESI-QTOF	Negative	high	View Spectrum
LC-MS/MS	LC-ESI-QTOF	Negative	medium	View Spectrum
LC-MS/MS	LC-ESI-QTOF	Positive	medium	View Spectrum
LC-MS/MS	LC-ESI-QTOF	Positive	low	View Spectrum
LC-MS/MS	LC-ESI-QTOF	Negative	low	View Spectrum
LC-MS/MS	LC-ESI-QTOF	Negative	medium	View Spectrum
LC-MS/MS	LC-ESI-QTOF	Negative	low	View Spectrum
LC-MS/MS	LC-ESI-QTOF	Negative	high	View Spectrum
LC-MS/MS	LC-ESI-QTOF	Negative	high	View Spectrum

Showing 1 to 10 of 81 entries

Food Sources

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	Name	Group
	Black tea	Teas and herbal teas	Publications	Show
	Green tea	Teas and herbal teas	Publications	Show

Showing 1 to 2 of 2 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
(-)-Epigallocatechin 3-O-gallate	(-)-Epigallocatechin 3-O-gallate	human	plasma	unchanged	1h-3h	0.5-2µmol/L	Not Available	Detailed Intervention Studies	Publications
(-)-Epigallocatechin 3-O-gallate	(Epi)gallocatechin-3-O-gallate O-sulfate	human	ileal fluid, plasma	Not Available	Not Available	Not Available	Not Available		Publications
(-)-Epigallocatechin 3-O-gallate	O-Methyl(epi)gallocatechin-3-O-gallate O-sulfate	human	ileal fluid	Not Available	Not Available	Not Available	Not Available		Publications
(-)-Epigallocatechin 3-O-gallate	5-(3’,4’,5’-trihydroxyphenyl)-gamma-valerolactone	human	Not Available	gut microbiota metabolite	Not Available	Not Available	Not Available		Publications

Showing 1 to 4 of 4 entries

Inter-Individual Variations in Metabolism

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	Food Phytochemical		Metabolite	Effect	Value
	(-)-Epigallocatechin 3-O-gallate		(-)-Epigallocatechin 3-O-gallate	Genotype	No effect	Publications

Showing 1 to 1 of 1 entries

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Showing entry for (-)-Epigallocatechin 3-O-gallate

Identification

Structure for (-)-Epigallocatechin 3-O-gallate

Calculated Properties

External Links

Taxonomy as Food Phytochemical

Spectra from Phytohub

Food Sources

Role as Biomarker of intake

Metabolism

Inter-Individual Variations in Metabolism