Theaflavin 3-gallate
Basic information
- CAS
30462-34-1- Standard SMILES
O=C(O[C@@H]1Cc2c(O)cc(O)cc2O[C@@H]1c1cc(=O)c(O)c2c(O)c(O)cc([C@H]3Oc4cc(O)cc(O)c4C[C@H]3O)c2c1)c1cc(O)c(O)c(O)c1- InChIKey
KMJPKUVSXFVQGZ-WQLSNUALSA-N- Molecular formula
- C36H28O16
- Average molar mass
- 716.6 g/mol
- Monoisotopic mass
- 716.1377348
Overview
Theaflavin 3-gallate has been reported in Camellia sinensis with data available.
Names & identifiers
- Preferred name
- Theaflavin 3-gallate
- IUPAC
- [(2R,3R)-5,7-dihydroxy-2-[3,4,5-trihydroxy-6-oxo-1-[(2R,3R)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-2-yl]benzo[7]annulen-8-yl]-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate
- English name
- Theaflavine-3-gallate
- Molecular formula
- C36H28O16
- Molecular weight
- 716.6
Names & synonyms
Theaflavin 3-gallateTheaflavin monogallate AS6469PF6TKRefChem:1099778DTXCID30107031((2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxy-6-oxo-1-((2R,3R)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-2-yl)benzo(7)annulen-8-yl)-3,4-dihydro-2H-chromen-3-yl) 3,4,5-trihydroxybenzoate30462-34-1DTXSID90184540THEAFLAVINE-3-GALLATEtheaflavin monogallateBenzoic 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-(2alpha(2R*,3R*),3alpha))-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-[2alpha(2R*,3R*),3alpha]]-
Show more names
THEAFLAVIN 3-O-GALLATETheaflavin 2Theaflavin 2ATheaflavin gallate ATHEAFLAVINMONOGALLATEATHEAFLAVINMONOGALLATES
Properties
Computed structural properties
- XLogP
- 1.8
- Topological polar surface area
- 284 Ų
- Hydrogen bond donors
- 11
- Hydrogen bond acceptors
- 16
- Rotatable bonds
- 5
- Heavy atoms
- 52
- Formal charge
- 0
- Complexity
- 1,600
Experimental & physicochemical properties
Collision Cross Section245.7 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Physicochemical properties
- Boiling point
- 1226.9 · 1226.9±65.0 °C(Predicted)
- Density
- 1.93 · 1.93
- storage temp.
- -20 °C · -20°C
- solubility
- Soluble in ethanol and methan
- form
- powder
- pka
- 6.65 · 6.65±0.20(Predicted)
- color
- Orange-red
- Major Application
- food and beverages
- InChIKey
- KMJPKUVSXFVQGZ-WQLSNUALSA-N
- SMILES
- C(O[C@@H]1CC2=C(O)C=C(O)C=C2O[C@@H]1C1C=C(O)C(=O)C2=C(O)C(O)=CC([C@H]3OC4=CC(O)=CC(O)=C4C[C@H]3O)=C2C=1)(=O)C1=CC(O)=C(O)C(O)=C1
- LogP
- 2.329 · 2.329 (est)
- FDA UNII
- 6469 PF6TK · S6469PF6TK
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- WGK 3
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302-H315-H319
- Precautionary statements
- P501-P270-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P312+P330
Chemistry & industry
Applications
DescriptionTheaflavin-3-gallate is a theaflavin derivative. It can be found in abundance in black tea and is produced during fermentation.It has been studied as a cancer-fighting chemical when combined with cisplatin against ovarian cancer cells.
Usesfood and beverages
Upstream & downstream products
Upstream raw materials
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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