G6657

(−)-Gallocatechin

≥98% (HPLC)

• Synonym(s): (2S,3R)-2-(3,4,5-Trihydroxyphenyl)-3,4-dihydro-1(2H)-benzopyran-3,5,7-triol
• Empirical Formula (Hill Notation): C₁₅H₁₄O₇
• CAS Number: 3371-27-5
• Molecular Weight: 306.27
• NACRES: NA.77
• PubChem Substance ID: 24895266
• UNSPSC Code: 12352205
• MDL number: MFCD01632616

Properties

• Product Name: (−)-Gallocatechin, ≥98% (HPLC)
• 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
• SMILES string: O[C@@H]1Cc2c(O)cc(O)cc2O[C@H]1c3cc(O)c(O)c(O)c3
• InChI key: XMOCLSLCDHWDHP-DOMZBBRYSA-N
• assay: ≥98% (HPLC)
• solubility: H₂O: 5 mg/mL (heat 2-10 min at 105C); alcohol: soluble
• application(s): metabolomics; vitamins, nutraceuticals, and natural products
• storage temp.: 2-8°C
• Quality Level: 200

Description

Application

(−)-Gallocatechin has been used as a reference standard:

• for the identification of phenolic compounds present in Pineapple (Ananas comosus) using high-performance liquid chromatography (HPLC)
• to evaluate the catechin profiles from Camellia sinensis green tea, white tea, and flower sample by high-performance liquid chromatography/photodiode array detection (RP-HPLC/PDAD) analysis
• as a reference standard for the flavan-3-ols profiling muscadine grape hybrid varieties using high-performance liquid chromatography-quadrupole, time-of-flight, tandem mass spectrometry (HPLC-qTOF-MS/MS) analysis

Biochem/physiol Actions

(−)-Gallocatechin (GC) exerts antioxidant properties by scavenging free radicals. It can also inhibit osteoclastgenesis. GC elicits antimutagenic activity in Escherichia coli against ultraviolet (UV)-induced mutation. It also displays an inhibitory effect on the growth and adherence of Porphyromonas gingivalis in the buccal epithelial cells.

General description

(−)-Gallocatechin is a polyphenolic compound and one of the primary catechins present in green tea Camellia sinensis.

Other Notes

Polyphenolic compound found in green tea. An epimer of (−)-epigallocatechin.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves