Gallocatechin

• CAT Number: R053851
• CAS Number: 3371-27-5
• Molecular Formula: C15H14O7
• Molecular Weight: 306.27
• Purity: ≥95%
• Synonyms: (2S,3R)-3,4-dihydro-2-(3,4,5-trihydroxyphenyl)-2H-1-benzopyran-3,5,7-triol; (2S-trans)-3,4-Dihydro-2-(3,4,5-trihydroxyphenyl)-2H-1-benzopyran-3,5,7-triol; (-)-Gallocatechol; l-Gallocatechin
• Target: Disease Research Fields
• Storage: -20°C
• IUPAC Name: (2S,3R)-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
• InChI: InChI=1S/C15H14O7/c16-7-3-9(17)8-5-12(20)15(22-13(8)4-7)6-1-10(18)14(21)11(19)2-6/h1-4,12,15-21H,5H2/t12-,15+/m1/s1
• InChIKey: XMOCLSLCDHWDHP-DOMZBBRYSA-N
• SMILES: C1C(C(OC2=CC(=CC(=C21)O)O)C3=CC(=C(C(=C3)O)O)O)O

(−)-Gallocatechin ((−)-GC) is an epimer of (−)-epigallocatechin ((−)-EGC; Item No. 11809). They are flavan-<wbr></wbr>3-<wbr></wbr>ols and members of the catechin family of polyphenolic antioxidants found in green tea and other plant extracts. Both (−)-GC and (−)-EGC are potent antioxidants and significantly inhibit the proliferation of HCT116 and SW480 cancer cells. (−)-GC also inhibits the aggregation of amyloid β peptide in vitro (IC50 = 17.5 µM). With increasing temperature, the steaming of green tea leaves results in the reduction of 2,3-cis isomers, like (−)-EGC, and an increase in 2,3-trans isomers, like (−)-GC.