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

(-)-Epigallocatechin 3-O-gallate

Identification

PhytoHub ID

PHUB000265

Name

(-)-Epigallocatechin 3-O-gallate

Synonyms

EGCG

CAS Number

Not Available

Average Mass

458.3717

Monoisotopic Mass

458.084911418

Chemical Formula

C₂₂H₁₈O₁₁

IUPAC Name

(-)-epigallocatechin gallate

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

MOL SDF PDB SMILES InChI

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: 111.74530000000001
Polarizability: 43.269253647488036
Formal Charge: 0
Physiological Charge: 0
pKa (strongest basic): -5.423934990004846
pKa (strongest acidic): 7.992993558286566

External Links

No external links

Taxonomy

Family: Polyphenols
Class: Flavonoids
Sub-class: Flavanols

Spectra

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

Food Sources

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

Metabolism

Precursor	Metabolite	Species	Biofluids	Formula	Monoisotopic mass
(-)-Epigallocatechin 3-O-gallate	(Epi)gallocatechin-3-O-gallate O-sulfate	human	ileal fluid, plasma	C₂₂H₁₈O₁₄S	538.4410395	Publications
(-)-Epigallocatechin 3-O-gallate	O-Methyl(epi)gallocatechin-3-O-gallate O-sulfate	human	ileal fluid	C₂₃H₂₀O₁₄S	552.4680283	Publications
(-)-Epigallocatechin 3-O-gallate	5-(3’,4’,5’-trihydroxyphenyl)-gamma-valerolactone	human	Not Available	C₁₁H₁₂O₅	224.068473494	Publications

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