(-)-Epicatechin gallate

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Names

[ CAS No. ]:
1257-08-5

[ Name ]:
(-)-Epicatechin gallate

[Synonym ]:
Benzoic acid, 3,4,5- trihydroxy-, 2-(3,4-dihydroxyphenyl)-3,4-dihydro-5,7-dihydroxy-2H-1-benzopyran-3-ylester, (2R-cis)-,
MFCD00075936
Epicatechol, 3-gallate, (-)- (8CI)
ECG
(-)-cis-3,3',4',5,7-Pentahydroxyflavane 3-gallate
Benzoic acid, 3,4,5-trihydroxy-, (2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-5,7-dihydroxy-2H-1-benzopyran-3-yl ester
(−)-Epicatechin gallate,from green tea
(2R,3R)-2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl 3,4,5-trihydroxybenzoate
Epicatechin gallate
(-)-epicatechin-3-gallate
(-)-Epicatechingallate
(-)-epicatechin gallate
(−)-Epicatechin gallate
(-)-cis-2-(3,4-Dihydroxyphenyl)-3,4-dihydro-1(2H)-benzopyran-3,5,7-triol 3-gallate

Chemical & Physical Properties

[ Density]:
1.8±0.1 g/cm3

[ Boiling Point ]:
861.7±65.0 °C at 760 mmHg

[ Melting Point ]:
257-258ºC

[ Molecular Formula ]:
C22H18O10

[ Molecular Weight ]:
442.372

[ Flash Point ]:
305.0±27.8 °C

[ Exact Mass ]:
442.089996

[ PSA ]:
177.14000

[ LogP ]:
2.67

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

[ Index of Refraction ]:
1.825

[ Storage condition ]:
2-8°C

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
DH9030000
CHEMICAL NAME :
Benzoic acid, 3,4,5-trihydroxy-, 2-(3,4-dihydroxyphenyl)-3,4-dihydro-5,7-dihydroxy-2H- 1- benzopyran-3-yl ester, (2R-cis)-
CAS REGISTRY NUMBER :
1257-08-5
LAST UPDATED :
199309
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C22-H18-O10
MOLECULAR WEIGHT :
442.40

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 :
>1 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JKXXAF Japanese Kokai Tokyo Koho Patents. (U.S. Patent and Trademark Office, Foreign Patents, Washington, DC 20231) Volume(issue)/page/year: #93-944

Safety Information

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

[ Hazard Codes ]:
Xn

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
DH9030000

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

  • 3,5-bis(benzyloxy)phenol
  • 3,4,5-TRIBENZYLOXYBENZOIC ACID
  • 3,4,5-tris(phenylmethoxy)benzoyl chloride
  • (2R-trans)-2-[3,4-bis(phenylmethoxy)phenyl]-3,4-dihydro-5,7-bis(phenylmethoxy)-2H-1-benzopyran-3-ol
  • tetrabeuzyl-(-)-epicatechin
  • (2R)-2-[3,4-bis(phenylmethoxy)phenyl]-5,7-bis(phenylmethoxy)-4H-chromen-3-one
  • (E)-3-[2,4-bis(benzyloxy)-6-hydroxyphenyl]-1-[3,4-bis(benzyloxy)phenyl]propene
  • (+)-(1S,2S)-3-[2,4-bis(benzyloxy)-6-hydroxyphenyl]-1-[3,4-bis(benzyloxy)phenyl]propane-1,2-diol

DownStream

  • (-)-ecg-4''-o-me
  • 1,1-DIPHENYL-2-PICRYLHYDRAZINE
  • 3-(3-Hydroxyphenyl)propionic acid
  • Benzenepentanoic acid, 3-hydroxy-
  • 5-(3,4-dihydroxyphenyl)-γ-valeric acid
  • 2(3H)-Furanone,5-[(3,4-dihydroxyphenyl)methyl]dihydro-,(5R)-(9CI)
  • Gallic acid
  • Epicatechin
  • Theaflavin-3'-gallate
  • 5-(3-Methoxyphenyl)pentanoic acid

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Related Compounds

  • (-)-epicatechin gallate-3''-O-Me
  • 4''-O-methyl-(-)-epicatechin gallate
  • epicatechin-3-O-gallate
  • epicatechin-3-O-gallate-(4β->8)-epicatechin-3-O-gallate-(4β->8)-epicatechin-3-O-gallate
  • (-)-epicatechin 3-O-gallate (4β-8)-(-)-epigallocatechin 3-O-gallate
  • epicatechin-(4β-8)-epicatechin-(4β-8)-epicatechin-(4β-8)-catechin