Epigallocatechin-(4b,8)-epicatechin-3-O-gallate ester

Identification

PhytoHub ID
PHUB000274
Name
Epigallocatechin-(4b,8)-epicatechin-3-O-gallate ester
Systematic Name
Not Available
Synonyms
Not Available
CAS Number
Not Available
Average Mass
746.63
Monoisotopic Mass
746.148299506
Chemical Formula
C37H30O17
IUPAC Name
(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-[(2R,3R,4R)-3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-yl]-3,4-dihydro-2H-1-benzopyran-3-yl 3,4,5-trihydroxybenzoate
InChI Key
LQQNPVZIFKLQPE-RGOYVLDUSA-N
InChI Identifier
InChI=1S/C37H30O17/c38-15-8-20(42)28-26(9-15)52-35(13-4-22(44)31(48)23(45)5-13)33(50)30(28)29-21(43)11-18(40)16-10-27(53-37(51)14-6-24(46)32(49)25(47)7-14)34(54-36(16)29)12-1-2-17(39)19(41)3-12/h1-9,11,27,30,33-35,38-50H,10H2/t27-,30-,33-,34-,35-/m1/s1
SMILES
O[[email protected]]1[[email protected]](OC2=C([[email protected]@H]1C1=C(O)C=C(O)C3=C1O[[email protected]@H]([[email protected]@H](C3)OC(=O)C1=CC(O)=C(O)C(O)=C1)C1=CC(O)=C(O)C=C1)C(O)=CC(O)=C2)C1=CC(O)=C(O)C(O)=C1
Structure

Calculated Properties

Solubility (ALOGPS)
1.11e-01 g/l
LogS (ALOGPS)
-3.83
LogP (ALOGPS)
3.21
Hydrogen Acceptors
16
Hydrogen Donors
13
Rotatable Bond Count
6
Polar Surface Area
307.75
Refractivity
184.2535999999999
Polarizability
71.96162084265904
Formal Charge
0
Physiological Charge
0
pKa (strongest basic)
-5.216193122819394
pKa (strongest acidic)
8.001657823545285
Number of Rings
7
Rule of Five
No
Bioavailability
No
Ghose Filter
No
Veber's Rule
No
MDDR-like Rule
Yes

Taxonomy

Family
Polyphenols
Class
Flavonoids
Sub-class
Flavanols

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Flavonoids
Super-class
Phenylpropanoids and polyketides
Sub-class
Biflavonoids and polyflavonoids
Direct Parent Name
Biflavonoids and polyflavonoids
Alternative Parent Names
["1-benzopyrans", "1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-unsubstituted benzenoids", "3'-hydroxyflavonoids", "3-hydroxyflavonoids", "4'-hydroxyflavonoids", "5-hydroxyflavonoids", "7-hydroxyflavonoids", "Alkyl aryl ethers", "B-type proanthocyanidins", "Benzoyl derivatives", "Carboxylic acid esters", "Catechin gallates", "Catechols", "Epigallocatechins", "Galloyl esters", "Hydrocarbon derivatives", "Monocarboxylic acids and derivatives", "Organic oxides", "Oxacyclic compounds", "Polyols", "Pyrogallols and derivatives", "Secondary alcohols", "m-Hydroxybenzoic acid esters", "p-Hydroxybenzoic acid alkyl esters"]
External Descriptor Annotations
["Condensed tannins (Proanthocyanidins)", "Proanthocyanidins", "proanthocyanidin"]
Substituent Names
["1-benzopyran", "1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "3'-hydroxyflavonoid", "3-hydroxyflavonoid", "4'-hydroxyflavonoid", "5-hydroxyflavonoid", "7-hydroxyflavonoid", "Alcohol", "Alkyl aryl ether", "Aromatic heteropolycyclic compound", "B-type proanthocyanidin", "Benzenetriol", "Benzenoid", "Benzoate ester", "Benzoic acid or derivatives", "Benzopyran", "Benzoyl", "Bi- and polyflavonoid skeleton", "Carboxylic acid derivative", "Carboxylic acid ester", "Catechin", "Catechin gallate", "Catechol", "Chromane", "Epigallocatechin", "Ether", "Flavan", "Flavan-3-ol", "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", "Proanthocyanidin", "Pyrogallol derivative", "Secondary alcohol"]

Spectra

No spectra information available

Food Sources

No food source information available

Metabolism

No metabolism information available

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