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Merck

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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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-IUODEOHRSA-N

grade

analytical standard

assay

≥90% (HPLC)

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

application(s)

food and beverages

format

neat

Quality Level

100

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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.

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCN4574
BCCL9263
BCCH4188
BCCB9486
BCBX4348

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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)
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)
Determination of catechins and caffeine in proposed green tea standard reference materials by liquid chromatography-particle beam/electron ionization mass spectrometry (LC-PB/EIMS)
Castro J, et al.
Talanta, 82(5), 1687-1695 (2010)
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)
Simultaneous determination of twelve tea catechins by high-performance liquid chromatography with electrochemical detection
Sano M, et al.
Analyst, 126(6), 816-820 (2001)
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