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01388

Supelco

(−)-Gallocatechin

analytical standard

Synonyme(s) :

(2S,3R)-2-(3,4,5-Trihydroxyphenyl)-3,4-dihydro-1(2H)-benzopyran-3,5,7-triol

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About This Item

Formule empirique (notation de Hill):
C15H14O7
Numéro CAS:
3371-27-5
Poids moléculaire :
306.27
Numéro MDL:
MFCD01632616
Code UNSPSC :
85151701
ID de substance PubChem :
329747262
Nomenclature NACRES :
NA.24

Qualité

analytical standard

Pureté

≥97.0% (HPLC)

Durée de conservation

limited shelf life, expiry date on the label

Technique(s)

HPLC: suitable
gas chromatography (GC): suitable

Application(s)

food and beverages

Format

neat

Température de stockage

2-8°C

Chaîne SMILES 

O[C@@H]1Cc2c(O)cc(O)cc2O[C@H]1c3cc(O)c(O)c(O)c3

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

Clé InChI

XMOCLSLCDHWDHP-DOMZBBRYSA-N

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Description générale

Gallocatechin belongs to the catechin class of organic compounds and is one of the major components of green tea. The beneficial effects of catechins include anti-tumorigenic, anti-mutagenic, anti-pathogenic, and anti-oxidative properties.

Application

(−)-Gallocatechin may be used as an analytical standard for the determination of the analyte in biological fluids and tea beverages by chromatography-based techniques.

Conditionnement

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H335

Classification des risques

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

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Certificats d'analyse (COA)

Lot/Batch Number
WXBD6159V
WXBD3189V
WXBC9570V
WXBC6922V
WXBC4336V

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Epigallocatechin primary reference standard

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Epigallocatechin

(−)-Epicatechin gallate phyproof® Reference Substance

PHL89193

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Theaflavin 3-gallate phyproof® Reference Substance

PHL83342

Theaflavin 3-gallate

Theaflavin 3,3′-digallate phyproof® Reference Substance

PHL83344

Theaflavin 3,3′-digallate

(−)-Epigallocatechin ≥95% (HPLC), from green tea

Sigma-Aldrich

E3768

(−)-Epigallocatechin

Theaflavin phyproof® Reference Substance

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Theaflavin

(−)-Epigallocatechin phyproof® Reference Substance

PHL89655

(−)-Epigallocatechin

(+)-Catechin analytical standard

Supelco

43412

(+)-Catechin

Dominador J Manalo et al.
Biochemical and biophysical research communications, 416(3-4), 421-426 (2011-12-06)
HIF-1α plays a key role in iron uptake and transport in the liver, whose activity is tightly linked to the repression of hepcidin (Hamp). Hamp prevents intestinal iron uptake and cellular efflux by negatively modulating ferroportin. Hamp is also expressed
Kusum Rathore et al.
Carcinogenesis, 33(1), 174-183 (2011-11-03)
Long-term exposure to low doses of environmental carcinogens contributes to sporadic human breast cancers. Epidemiologic and experimental studies indicate that green tea catechins (GTCs) may intervene with breast cancer development. We have been developing a chronically induced breast cell carcinogenesis
Yi-Bin Zhou et al.
Journal of agricultural and food chemistry, 60(7), 1619-1627 (2012-01-10)
Metabolic profiles of broiler chickens were examined after the ingestion of green tea, tea polyphenols, and (-)-epigallocatechin-3-gallate (EGCG). Solid-phase extraction of serum and litters yielded free catechins and their metabolites, which were then identified and quantified by liquid chromatography-tandem mass
Enantioselective total syntheses of (+)-gallocatechin, (-)-epigallocatechin, and 8-C-ascorbyl-(-)-epigallocatechin.
Guang Lin et al.
Chemistry, an Asian journal, 8(4), 700-704 (2013-01-31)
Li-Ping Bai et al.
PloS one, 8(1), e53962-e53962 (2013-01-22)
With the aim of enhancing G-quadruplex binding activity, two new glucosaminosides (16, 18) of penta-methylated epigallocatechin were synthesized by chemical glycosylation. Subsequent ESI-TOF-MS analysis demonstrated that these two glucosaminoside derivatives exhibit much stronger binding activity to human telomeric DNA and
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