Theaflavin 3-gallate

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C36H28O16
Molecular Weight	716.5979
Optical Activity	UNSPECIFIED
Defined Stereocenters	4 / 4
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

O[C@@H]1CC2=C(O)C=C(O)C=C2O[C@@H]1C3=C4C=C(C=C(O)C(=O)C4=C(O)C(O)=C3)[C@H]5OC6=CC(O)=CC(O)=C6C[C@H]5OC(=O)C7=CC(O)=C(O)C(O)=C7

InChI

InChIKey=KMJPKUVSXFVQGZ-WQLSNUALSA-N

InChI=1S/C36H28O16/c37-14-5-20(39)18-10-26(45)35(51-27(18)7-14)17-9-25(44)33(48)30-16(17)1-12(2-24(43)32(30)47)34-29(11-19-21(40)6-15(38)8-28(19)50-34)52-36(49)13-3-22(41)31(46)23(42)4-13/h1-9,26,29,34-35,37-42,44-46,48H,10-11H2,(H,43,47)/t26-,29-,34-,35-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C36H28O16
Molecular Weight	716.5979
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	4 / 4
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Phosphatidylcholine 1 Target ID: Phosphatidylcholine Sources: https://www.ncbi.nlm.nih.gov/pubmed/29488451	Interacts 323
Epidermal growth factor receptor erbB1 58 Target ID: CHEMBL203 Sources: https://www.ncbi.nlm.nih.gov/pubmed/16353237	Modulator 828
Xanthine dehydrogenase 32 Target ID: CHEMBL1929 Sources: https://www.ncbi.nlm.nih.gov/pubmed/10898615	Inhibitor 8297
Radical scavenging activity 12 Target ID: CHEMBL613712 Sources: https://www.ncbi.nlm.nih.gov/pubmed/10898615	Activator 1430
Ornithine decarboxylase 15 Target ID: CHEMBL1869 Sources: https://www.ncbi.nlm.nih.gov/pubmed/12416263	Inhibitor 8297

PubMed

Title	Date	PubMed
Inhibition of 12-O-tetradecanoylphorbol-13-acetate-induced inflammatory skin edema and ornithine decarboxylase activity by theaflavin-3,3'-digallate in mouse.	2002	12416263
Efficient Synthesis of Theaflavin 3-Gallate by a Tyrosinase-Catalyzed Reaction with (-)-Epicatechin and (-)-Epigallocatechin Gallate in a 1-Octanol/Buffer Biphasic System.	2018 Dec 26	30482011
Theaflavin-3-gallate specifically interacts with phosphatidylcholine, forming a precipitate resistant against the detergent action of bile salt.	2018 Mar	29488451

Substance Class	Chemical Created by `admin` on `Sat Dec 16 08:43:55 GMT 2023` Edited by `admin` on `Sat Dec 16 08:43:55 GMT 2023`
Record UNII	S6469PF6TK
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

Theaflavin 3-gallate

Common Name

English

Benzoic acid, 3,4,5-trihydroxy-, (2R,3R)-2-[1-[(2R,3R)-3,4-dihydro-3,5,7-trihydroxy-2H-1-benzopyran-2-yl]-3,4,6-trihydroxy-5-oxo-5H-benzocyclohepten-8-yl]-3,4-dihydro-5,7-dihydroxy-2H-1-benzopyran-3-yl ester

Systematic Name

English

THEAFLAVIN GALLATE

Common Name

English

TF2A

Common Name

English

(-)-Theaflavin monogallate A

Common Name

English

Theaflavin 3-O-gallate

Common Name

English

Gallic acid, monoester with 3,4,6-trihydroxy-1,8-bis(3α,5,7-trihydroxy-2α-chromanyl)-5H-benzocyclohepten-5-one

Systematic Name

English

Theaflavin monogallate

Common Name

English

Benzoic acid, 3,4,5-trihydroxy-, 2-[1-(3,4-dihydro-3,5,7-trihydroxy-2H-1-benzopyran-2-yl)-3,4,6-trihydroxy-5-oxo-5H-benzocyclohepten-8-yl]-3,4-dihydro-5,7-dihydroxy-2H-1-benzopyran-3-yl ester, [2R-[2α(2R*,3R*),3α]]-

Systematic Name

English

Theaflavin monogallate A

Common Name

English

Code System Code Type Description

WIKIPEDIA

Theaflavin-3-gallate