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Merck

01388

(−)-ガロカテキン

analytical standard

別名:

(2S,3R)-2-(3,4,5-トリヒドロキシフェニル)-3,4-ジヒドロ-1(2H)-ベンゾピラン-3,5,7-トリオール

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この商品について

実験式(ヒル表記法):
C15H14O7
CAS番号:
分子量:
306.27
NACRES:
NA.24
PubChem Substance ID:
UNSPSC Code:
85151701
MDL number:
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製品名

(−)-ガロカテキン, analytical standard

format

neat

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

SMILES string

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

InChI key

XMOCLSLCDHWDHP-DOMZBBRYSA-N

grade

analytical standard

assay

≥97.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

food and beverages

storage temp.

2-8°C

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Packaging

底の開いたガラス瓶内容物は内部に挿入され接着された円錐部に入っています。

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.

General description

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.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

保管分類

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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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

資料

Validated HPLC method (based on Ph. Eur. Monograph 2668) for quantifying catechins and caffeine in decaffeinated green tea using a Chromolith® High Resolution RP-18e column with advantages in terms of backpressure and matrix robustness.

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