Epicatechin

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Names

[ CAS No. ]:
490-46-0

[ Name ]:
Epicatechin

[Synonym ]:
(2R,3R)-2-(3,4-Dihydroxyphenyl)chroman-3,5,7-triol
(2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
(2R,3R)-2-(3,4-Dihydroxyphenyl)-3,5,7-chromanetriol
(-)-3 3' 4' 5 7-Pentahydroxyflavan
(-)-epicatechin
(−)-Epicatechin,from green tea
(-)Epicatechin
(2R,3R)-2-(3,4-dihydroxyphenyl)chromane-3,5,7-triol
2H-1-Benzopyran-3,5,7-triol, 2-(3,4-dihydroxyphenyl)-3,4-dihydro-, (2R,3R)-
L-Epicatechin
MFCD00075648
(−)-cis-3,3',4',5,7-Pentahydroxyflavane
(2R,3R)-2-(3,4-Dihydroxyphenyl)-3,4-dihydro-1(2H)-benzopyran-3,5,7-triol
epicatechin
EINECS 207-710-1
EC

Chemical & Physical Properties

[ Density]:
1.6±0.1 g/cm3

[ Boiling Point ]:
630.4±55.0 °C at 760 mmHg

[ Melting Point ]:
240 °C (dec.)(lit.)

[ Molecular Formula ]:
C15H14O6

[ Molecular Weight ]:
290.268

[ Flash Point ]:
335.0±31.5 °C

[ Exact Mass ]:
290.079041

[ PSA ]:
110.38000

[ LogP ]:
0.49

[ Vapour Pressure ]:
0.0±1.9 mmHg at 25°C

[ Index of Refraction ]:
1.742

[ Storage condition ]:
2-8°C

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
KB3745000
CHEMICAL NAME :
Epicatechol, (-)-
CAS REGISTRY NUMBER :
490-46-0
LAST UPDATED :
199106
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C15-H14-O6
MOLECULAR WEIGHT :
290.29

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TYPE OF TEST :
Sister chromatid exchange
TEST SYSTEM :
Human Lymphocyte
DOSE/DURATION :
500 mg/L
REFERENCE :
MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 246,205,1991

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi:Irritant

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26-S36

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
KB3745000

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

  • tetrabeuzyl-(-)-epicatechin
  • Procyanidol B4
  • (-)-Epigallocatechin gallate
  • Catechin
  • Quercetin
  • 2-[3,4-bis(phenylmethoxy)phenyl]-3,5,7-tris(phenylmethoxy)chromen-4-on e
  • 3,5,7-tris(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-2H-chromene
  • Procyanidin B1

DownStream

  • 1,1-DIPHENYL-2-PICRYLHYDRAZINE
  • 3-(3-Hydroxyphenyl)propionic acid
  • 5-(3,4-dihydroxyphenyl)-γ-valeric acid
  • 2-[(2S)-3-(3,4-dihydroxyphenyl)-2-hydroxypropyl]benzene-1,3,5-triol
  • 2(3H)-Furanone,5-[(3,4-dihydroxyphenyl)methyl]dihydro-,(5R)-(9CI)
  • SAH
  • ProcyanidinB2
  • Procyanidin B5
  • Theaflavin

Articles

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...

Identification of Vitis vinifera L. grape berry skin color mutants and polyphenolic profile.

Food Chem. 194 , 117-27, (2015)

A germplasm set of twenty-five grapevine accessions, forming eleven groups of possible berry skin color mutants, were genotyped with twelve microsatellite loci, being eleven of them identified as true...

Bi-layer composite dressing of gelatin nanofibrous mat and poly vinyl alcohol hydrogel for drug delivery and wound healing application: in-vitro and in-vivo studies.

J. Biomed. Nanotechnol. 9(9) , 1495-508, (2013)

Present investigation involves the development of a bi-layer dressing of gelatin nanofibrous mat loaded with epigallocatechin gallate (EGCG)/poly vinyl alcohol (PVA) hydrogel and its in-vivo evaluatio...


More Articles

Related Compounds

  • EPICATECHIN
  • epicatechin
  • epicatechin
  • 8)epicatechin
  • 8)-epicatechin
  • 8)-epicatechin
  • N-(2-(5-(3-fluorobenzyl)-4-oxo-4,5-dihydro-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)pyrazine-2-carboxamide
  • 2-(2-((3-chlorobenzyl)thio)thiazol-4-yl)-N-(2-(4-fluorophenoxy)ethyl)acetamide
  • 2-(2-((2,5-dimethylbenzyl)thio)thiazol-4-yl)-N-(4-morpholinophenyl)acetamide
  • ethyl 4-({[2-(3,5-dimethyl-1H-pyrazol-1-yl)-4-oxo-4,5,6,7-tetrahydro-3H-cyclopenta[d]pyrimidin-3-yl]acetyl}amino)benzoate
  • methyl 4-{2-[2-(3,5-dimethyl-1H-pyrazol-1-yl)-4-oxo-3H,4H,5H,6H,7H-cyclopenta[d]pyrimidin-3-yl]acetamido}benzoate
  • 2-(2-((2,5-dimethylbenzyl)thio)thiazol-4-yl)-N-(5-methylthiazol-2-yl)acetamide
  • N-{2-[6-(ethylsulfanyl)-4-[(propan-2-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-1-yl]ethyl}-4-methyl-1,2,3-thiadiazole-5-carboxamide
  • N-(2-(6-(ethylthio)-4-(isobutylamino)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-3-methoxy-1-methyl-1H-pyrazole-4-carboxamide
  • 2-(1,3-dimethyl-2,6-dioxo-2,3-dihydro-1H-purin-7(6H)-yl)-N-(2-(6-(methylthio)-4-(pyrrolidin-1-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)acetamide
  • 2-((4-fluorophenyl)thio)-N-(2-(6-(methylthio)-4-(pyrrolidin-1-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)acetamide
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