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08108

(−)-Epigallocatechin

analytical standard

Synonym(s):

(−)-cis-2-(3,4,5-Trihydroxyphenyl)-3,4-dihydro-1(2H)-benzopyran-3,5,7-triol, (−)-cis-3,3′,4′,5,5′,7-Hexahydroxyflavane

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About This Item

Empirical Formula (Hill Notation):
C15H14O7
CAS Number:
970-74-1
Molecular Weight:
306.27
NACRES:
NA.24
PubChem Substance ID:
329748549
UNSPSC Code:
85151701
MDL number:
MFCD00075939
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grade

analytical standard

Quality Level

100

assay

≥90% (HPLC)

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

application(s)

food and beverages

format

neat

SMILES string

O[C@@H]1Cc2c(O)cc(O)cc2O[C@@H]1c3cc(O)c(O)c(O)c3

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

InChI key

XMOCLSLCDHWDHP-IUODEOHRSA-N

General description

(−)-Epigallocatechin (EGC) belongs to the tea catechins group of polyphenols.

Application

EGC may be used as an analytical standard for the determination of EGC in:
  • Fruit juices by high-performance liquid chromatography with diode array detection (HPLC-DAD) combined with electrospray ionization (ESI) and triple quadrupole mass spectrometry.
  • Green tea standard reference materials (SRMs) by LC coupled with particle beam/electron ionization mass spectrometry (LC-PB/EIMS).
  • Tea extracts by HPLC with electrochemical detection (ECD) and in plant-based foods by HPLC-DAD.

Biochem/physiol Actions

Green tea polyphenol. Anticancer agent. Lower antioxidant activity than EGCG.

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Articles

Dietary Antioxidants

Antioxidants protect biological systems from oxidative damage produced by oxygen-containing free radicals and from redoxactive transition metal ions such as iron, copper, and cadmium.

膳食抗氧化剂

抗氧化剂可保护生物系统免受含氧自由基和氧化还原过渡金属离子（如铁、铜和镉）引起的氧化损伤。

Liquid chromatographic method for the separation and quantification of prominent flavonoid aglycones
Merken HM and Beecher GR
Journal of Chromatography A, 897(1-2), 177-184 (2000)
Pharmacokinetics of tea catechins after ingestion of green tea and (-)-epigallocatechin-3-gallate by humans: formation of different metabolites and individual variability
Lee MJ, et al.
Cancer Epidemiology, Biomarkers & Prevention, 11(10), 1025-1032 (2002)
A general analytical strategy for the characterization of phenolic compounds in fruit juices by high-performance liquid chromatography with diode array detection coupled to electrospray ionization and triple quadrupole mass spectrometry
Abad-Garcia, B, et al.
Journal of Chromatography A, 1216(28), 5398-5415 (2009)
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