Identification

PhytoHub ID
PHUB000265
Name
(-)-Epigallocatechin 3-O-gallate
Systematic Name
Not Available
Synonyms
  • EGCG
CAS Number
Not Available
Average Mass
458.375
Monoisotopic Mass
458.0849114
Chemical Formula
C22H18O11
IUPAC Name
(-)-epigallocatechin gallate
InChI Key
WMBWREPUVVBILR-PUUMMNGONA-N
InChI Identifier
InChI=1/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-/s2
SMILES
OC1=CC(O)=C2C[[email protected]@H](OC(=O)C3=CC(O)=C(O)C(O)=C3)[[email protected]](OC2=C1)C1=CC(O)=C(O)C(O)=C1
Structure

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

Taxonomy

Family
Polyphenols
Class
Flavonoids
Sub-class
Flavanols

Spectra

Record IDSourceDescriptionView
TY000083MassBankLC-ESI-ITTOF Spectrum - -, [M+H]+View Spectra

Food Sources

NameGroup
Black teaTeas and herbal teas PublicationsShow
Green teaTeas and herbal teas PublicationsShow

Metabolism

PrecursorMetaboliteSpeciesBiofluidsOriginFormulaMonoisotopic mass
(-)-Epigallocatechin 3-O-gallate (Epi)gallocatechin-3-O-gallate O-sulfatehumanileal fluid, plasmaNot AvailableC22H18O14S538.4410395 Publications
(-)-Epigallocatechin 3-O-gallate O-Methyl(epi)gallocatechin-3-O-gallate O-sulfatehumanileal fluidNot AvailableC23H20O14S552.4680283 Publications
(-)-Epigallocatechin 3-O-gallate 5-(3’,4’,5’-trihydroxyphenyl)-gamma-valerolactonehumanNot Availablegut microbiota metaboliteC11H12O5224.068473486 Publications
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