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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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1 MG

$146.00

$146.00

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About This Item

Empirical Formula (Hill Notation):
C15H14O7
CAS Number:
Molecular Weight:
306.27
NACRES:
NA.24
PubChem Substance ID:
UNSPSC Code:
85151701
MDL number:

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Product Name

(−)-Epigallocatechin, analytical standard

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

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This Item
E3768E4268E4018
technique(s)

HPLC: suitable, gas chromatography (GC): suitable

technique(s)

-

technique(s)

-

technique(s)

-

grade

analytical standard

grade

-

grade

-

grade

-

format

neat

format

-

format

-

format

-

assay

≥90% (HPLC)

assay

≥95% (HPLC)

assay

≥80% (HPLC)

assay

≥98% (HPLC)

application(s)

food and beverages

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

200

General description

(−)-Epigallocatechin (EGC) belongs to the tea catechins group of polyphenols.[1]

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.[2]
  • Green tea standard reference materials (SRMs) by LC coupled with particle beam/electron ionization mass spectrometry (LC-PB/EIMS).[3]
  • Tea extracts by HPLC with electrochemical detection (ECD)[4] and in plant-based foods[5] by HPLC-DAD.[5]

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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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)
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)
Simultaneous determination of twelve tea catechins by high-performance liquid chromatography with electrochemical detection
Sano M, et al.
Analyst, 126(6), 816-820 (2001)

Articles

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.

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