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01388

(−)-Gallocatechin

analytical standard

Synonym(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

Empirical Formula (Hill Notation):
C15H14O7
CAS Number:
3371-27-5
Molecular Weight:
306.27
NACRES:
NA.24
PubChem Substance ID:
329747262
UNSPSC Code:
85151701
MDL number:
MFCD01632616
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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

format

neat

storage temp.

2-8°C

SMILES string

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

InChI key

XMOCLSLCDHWDHP-DOMZBBRYSA-N

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.

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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

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pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
WXBD6159V
WXBD3189V
WXBC9570V
WXBC6922V
WXBC4336V

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Articles

Analysis of Caffeine and Catechins in Green Tea

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.

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
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Global Trade Item Number

SKUGTIN
01388-10MG04061838609014