(-)-Epigallocatechin(EGC)

Modify Date: 2024-01-02 10:08:07

(-)-Epigallocatechin(EGC) Structure
(-)-Epigallocatechin(EGC) structure
 Common Name (-)-Epigallocatechin(EGC)
CAS Number 970-74-1 Molecular Weight 306.267
Density 1.7±0.1 g/cm3 Boiling Point 685.6±55.0 °C at 760 mmHg
Molecular Formula C15H14O7 Melting Point 208-210°C
MSDS Chinese USA Flash Point 368.5±31.5 °C

 Use of (-)-Epigallocatechin(EGC)


(-)-Epigallocatechin is the most abundant flavonoid in green tea, can bind to unfolded native polypeptides and prevent conversion to amyloid fibrils.IC50 value:Target: in vitro: EGCG is a potent inhibitor of amyloidogenic cystatin I66Q amyloid fibril formation in vitro. Computational analysis suggests that EGCG prevents amyloidogenic cystatin fibril formation by stabilizing the molecule in its native-like state as opposed to redirecting aggregation to disordered, amorphous aggregates [1]. Combined curcumin and EGCG treatment reduced the cancer stem-like Cluster of differentiation 44 (CD44)-positive cell population. Western blot and immunoprecipitation analyses revealed that curcumin and EGCG specifically inhibited STAT3 phosphorylation and STAT3-NFkB interaction was retained [2]. EGCG exhibited a MIC and MBC of 5μg/mL and 20μg/mL respectively and effectively eradicated E. faecalis biofilms. EGCG induced the formation of hydroxyl radicals in E. faecalis. The addition of DIP protected E. faecalis against EGCG-mediated antibacterial effects. At sub-MIC, EGCG induced significant down-regulation of E. faecalis virulence genes [3].

 Names

Name (-)-epigallocatechin
Synonym More Synonyms

 (-)-Epigallocatechin(EGC) Biological Activity

Description (-)-Epigallocatechin is the most abundant flavonoid in green tea, can bind to unfolded native polypeptides and prevent conversion to amyloid fibrils.IC50 value:Target: in vitro: EGCG is a potent inhibitor of amyloidogenic cystatin I66Q amyloid fibril formation in vitro. Computational analysis suggests that EGCG prevents amyloidogenic cystatin fibril formation by stabilizing the molecule in its native-like state as opposed to redirecting aggregation to disordered, amorphous aggregates [1]. Combined curcumin and EGCG treatment reduced the cancer stem-like Cluster of differentiation 44 (CD44)-positive cell population. Western blot and immunoprecipitation analyses revealed that curcumin and EGCG specifically inhibited STAT3 phosphorylation and STAT3-NFkB interaction was retained [2]. EGCG exhibited a MIC and MBC of 5μg/mL and 20μg/mL respectively and effectively eradicated E. faecalis biofilms. EGCG induced the formation of hydroxyl radicals in E. faecalis. The addition of DIP protected E. faecalis against EGCG-mediated antibacterial effects. At sub-MIC, EGCG induced significant down-regulation of E. faecalis virulence genes [3].
Related Catalog
References

[1]. Wang N, et al. (-)-Epigallocatechin-3-gallate Inhibits Fibrillogenesis of Chicken Cystatin. J Agric Food Chem. 2015 Jan 26

[2]. Chung SS, et al. Curcumin and Epigallocatechin Gallate Inhibit the Cancer Stem Cell Phenotype via Down-regulation of STAT3-NFκB Signaling. Anticancer Res. 2015 Jan;35(1):39-46.

[3]. Lee P, et al. Effects of Epigallocatechin gallate against Enterococcus faecalis biofilm and virulence. Arch Oral Biol. 2015 Mar;60(3):393-9.

 Chemical & Physical Properties

Density 1.7±0.1 g/cm3
Boiling Point 685.6±55.0 °C at 760 mmHg
Melting Point 208-210°C
Molecular Formula C15H14O7
Molecular Weight 306.267
Flash Point 368.5±31.5 °C
Exact Mass 306.073944
PSA 130.61000
LogP -0.10
Vapour Pressure 0.0±2.2 mmHg at 25°C
Index of Refraction 1.776

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
KB5100000
CHEMICAL NAME :
Epigallocatechol
CAS REGISTRY NUMBER :
970-74-1
LAST UPDATED :
198912
DATA ITEMS CITED :
6
MOLECULAR FORMULA :
C15-H14-O7
MOLECULAR WEIGHT :
306.29

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

TYPE OF TEST :
Mutation test systems - not otherwise specified
TEST SYSTEM :
Human HeLa cell
DOSE/DURATION :
25 mg/L
REFERENCE :
PYTCAS Phytochemistry. An International Journal of Plant Biochemistry. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.1- 1961- Volume(issue)/page/year: 27,1017,1988

 Safety Information

Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Hazard Codes Xi
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS KB5100000
HS Code 2932999099

 Synthetic Route

 Customs

HS Code 2932999099
Summary 2932999099. other heterocyclic compounds with oxygen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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 Synonyms

EGC
MFCD00075939
Galloepicatechin
epigallocatechol
Sunphenon EGC
(-)-Epigallo catechin
(-)-Epigallocatechin
(−)-Epigallocatechin
(-)-Epigallocatechin (EGC)
(2R,3R)-2-(3,4,5-Trihydroxyphenyl)-3,5,7-chromanetriol
Teacatechin II
EPIGALLOCATECHIN
(2R,3R)-2-(3,4,5-Trihydroxyphenyl)chromane-3,5,7-triol
Greenteacatechins
(-)-EGC:2H-1-Benzopyran-3,5,7-triol,3,4-dihydro-2-(3,4,5-trihydroxyphenyl)-, (2R-cis)-,
2H-1-Benzopyran-3,5,7-triol, 3,4-dihydro-2-(3,4,5-trihydroxyphenyl)-, (2R,3R)-
epi
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