(-)-Epigallocatechin gallate

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Names

[ CAS No. ]:
989-51-5

[ Name ]:
(-)-Epigallocatechin gallate

[Synonym ]:
TEA CATECHIN
(-)-epigallocatechin 3-gallate
(2R,3R)-5,7-Dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl 3,4,5-trihydroxybenzoate
Epigallocatechin 3-gallate
EGCG
MFCD00075940
Benzoic acid, 3,4,5-trihydroxy-, (2R,3R)-3,4-dihydro-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-2H-1-benzopyran-3-yl ester
(-)-Epigallocatechin-3-o-gallate
Epigallocatechin gallate
E-5187
(-)-Epigallocatechin 3-O-gallate
3,4,5-Trihydroxybenzoic acid (2R-cis)-3,4-dihydro-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-2H-1-benzopyran-3-yl ester
(-)-EGCG
Teavigo
ECGC
EINECS 479-560-7
Teavigo TG
(-)-Epigallocatechin gallate
EGCG-d6
Epigallocatechin-3-gallate
(−)-cis-3,3',4',5,5',7-Hexahydroxy-flavane-3-gallate

Chemical & Physical Properties

[ Density]:
1.9±0.1 g/cm3

[ Boiling Point ]:
909.1±65.0 °C at 760 mmHg

[ Melting Point ]:
222-224°C

[ Molecular Formula ]:
C22H18O11

[ Molecular Weight ]:
458.372

[ Flash Point ]:
320.0±27.8 °C

[ Exact Mass ]:
458.084900

[ PSA ]:
197.37000

[ LogP ]:
2.08

[ Vapour Pressure ]:
0.0±0.3 mmHg at 25°C

[ Index of Refraction ]:
1.857

[ Storage condition ]:
2-8°C

[ Stability ]:
Stable, but may be light sensitive. Incompatible with strong oxidizing agents.

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
KB5200000
CHEMICAL NAME :
Epigallocatechol, 3-gallate, (-)-
CAS REGISTRY NUMBER :
989-51-5
LAST UPDATED :
198809
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C22-H18-O11
MOLECULAR WEIGHT :
458.40

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
2170 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
KSRNAM Kiso to Rinsho. Clinical Report. (Yubunsha Co., Ltd., 1-5, Kanda Suda-Cho, Chiyoda-ku, KS Bldg., Tokyo 101, Japan) V.1- 1960- Volume(issue)/page/year: 21,4601,1987

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
F+

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
2

[ RTECS ]:
KB5200000

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

  • (-)-(2R,3R)-cis-5,7-bis(benzyloxy)-2-[3,4,5-tris(benzyloxy)phenyl]chroman-3-yl 3,4,5-tris(benzyloxy)benzoate
  • 3,4,5-TRIBENZYLOXYBENZOIC ACID
  • 3,4,5-tris(phenylmethoxy)benzoyl chloride
  • (-)-(2R,3R)-cis-5,7-bis(benzyloxy)-2-[3,4,5-tris(benzyloxy)phenyl]chroman-3-ol
  • (-)-(2R,3S)-trans-5,7-bis(benzyloxy)-2-[3,4,5-tris(benzyloxy)phenyl]chroman-3-ol
  • assamicain C
  • assamicain A
  • assamicain B

DownStream

  • 1,1-DIPHENYL-2-PICRYLHYDRAZINE
  • Gallic acid
  • (-)-Epigallocatechin gallate
  • Epicatechin
  • (-)-Epigallocatechin(EGC)
  • PURPUROGALLIN
  • [5,7-dihydroxy-2-(2,3,4,5-tetrahydroxy-6-oxobenzo[7]annulen-8-yl)-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate
  • Theaflavin 3,3'-di-O-gallate
  • Theaflavin-3-gallate

Articles

Mechanism of Dose-Dependent Regulation of UBE1L by Polyphenols in Human Bronchial Epithelial Cells.

J. Cell. Biochem. 116 , 1553-62, (2015)

Ubiquitin activating enzyme E1-like (UBE1L) is the activating enzyme for ISG15ylation (ISG15, interferon stimulated gene 15). UBE1L is thought to be a candidate tumor suppressor gene and has positive ...

Green tea polyphenol (-)-epigallocatechin-3-gallate triggered hepatotoxicity in mice: responses of major antioxidant enzymes and the Nrf2 rescue pathway.

Toxicol. Appl. Pharmacol. 283(1) , 65-74, (2015)

(-)-Epigallocatechin-3-gallate (EGCG), a constituent of green tea, has been suggested to have numerous health-promoting effects. On the other hand, high-dose EGCG is able to evoke hepatotoxicity. In t...

Epigenetic induction of tissue inhibitor of matrix metalloproteinase-3 by green tea polyphenols in breast cancer cells.

Mol. Carcinog. 54(6) , 485-99, (2015)

Aberrant epigenetic silencing of the tissue inhibitor of matrix metalloproteinase-3 (TIMP-3) gene that negatively regulates matrix metalloproteinases (MMPs) activity has been implicated in the pathoge...


More Articles

Related Compounds

  • (-)-Epigallocatechin gallate peracetate
  • [(2R,3R)-2-(3,5-dihydroxy-4-octadecanoyloxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate
  • (-)-epigallocatechin 3-(4''-o-methyl)gallate
  • (-)-epigallocatechin 3,4'-di-O-gallate
  • (-)-Epigallocatechin-3-(3''-O-methyl) gallate
  • (-)-epigallocatechin 3,3'-di-O-gallate