Gallocatechin - CAS 970-73-0
Catalog number: B0005-189018
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Molecular Formula:
C15H14O7
Molecular Weight:
306.27
COA:
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Chemical Family:
Catechins
Description:
Gallocatechin isolated from the wood of Acacia catechu (L.F.) Willd. It possesses free radical scavenging ability and has moderate affinity to the human cannabinoid receptor.
Ordering Information
Catalog Number Size Price Stock Quantity
B0005-189018 50mg $399 In stock
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Purity:
0.985
Appearance:
White powder
Synonyms:
2α-(3,4,5-Trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3β,5,7-triol;(2S)-2β-(3,4,5-Trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3α,5,7-triol;(2S)-3,4-Dihydro-2β-(3,4,5-trihydroxyphenyl)-2H-1-benzopyran-3α,5,7-triol;
MSDS:
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Application:
antioxidant;
Quality Standard:
Enterprise Standard
Quantity:
Grams-Kilograms
Density:
1.695 g/cm3
1. Bioavailability of dietary (poly)phenols: a study with ileostomists to discriminate between absorption in small and large intestine
Gina Borges, Michael E. J. Lean, Susan A. Roberts, Alan Crozier*. Food Funct., 2013, 4, 754–762
Twenty nine flavan-3-ols and sulfated, glucuronide and methylated metabolites were detected and quantified in ileal fluid and 14 in urine. The principal components appearing in the 0–24 h ileal fluid were (epi)catechins (129.1 mmol) and (epi)gallocatechins (47.4 mmol) with smaller quantities of (epi)gallocatechin-3-O-gallates (11.7 mmol) and (epi)catechin-3-O-gallates (1.4 mmol). The main (epi)catechins in ileal fluid were O-linked sulfates and methylated sulfates and the overall 0–24 h recovery was calculated to be 101.3%of the quantity of (-)-epicatechin and (+)-catechin in the ingested drink. This is substantially higher than the ca. 20% recovery of (epi)gallocatechins, (epi)gallocatechin-3-O-gallates and (epi)catechin-3-O-gallates.While this high recovery of (epi)catechins could be due to esterases in the small intestine cleaving the galloyl moiety and converting (+)-epicatechin-3-O-gallate to (-)-epicatechin, it is unlikely. This is because the amount of (-)-epigallocatechin-3-O-gallate (64.6 mmol) in the drink greatly exceed that of (-)-epicatechin-3-O-gallate (6.3 mmol) (Table 1) so any cleavage of gallic acid is likely to releasemuchmore (-)-epigallocatechin than (-)-epicatechin. In this context, it is also relevant to note that ingestion of 407 mmol of (-)-epigallocatechin-3-O-gallate by ileostomists did not result in the urinary excretion of (-)-epigallocatechin metabolites.
2. Hyperlipidemia affects the absorption, distribution and excretion of seven catechins in rats following oral administration of tea polyphenols
Liwei Xu, Yuhong Liang, Xin Chen, Bo Chen, Yuhui Han, Liang Zhang*. RSC Adv.,2015, 5,97988–97994
It has been verified that galloylated polyphenols such as EGCG and (-)-gallocatechin gallate (GCG) were detected in the circulation in a free form, whereas non-galloylated polyphenols circulated mostly in a conjugated form. The oral bioavailability of (-)-epigallocatechin (EGC) and EC was 13.7% and 31.2%, which was significantly higher than that of EGCG. When rats were orally given EGCG (500 mg kg-1), the highest level of EGCG was detected in the small intestinal mucosa (565 nmol g-1) and colon mucosa (68.6 nmol g-1) of rats. Furthermore, it has been reported that pathological states affected the pharmacokinetics of active compounds, but widely used tea was less of a concern in this study.
3. Oligomeric proanthocyanidins: naturally occurring O-heterocycles
Daneel Ferreira, Xing-Cong Li. Nat. Prod. Rep., 2000, 17, 193–212
Pecan (Caraya illinoensis) nut pith tannins, represented by 84, were thus reacted with phloroglucinol and acetic acid at 100 °C for 24 or 48 h. Following methylation and acetylation, a series of proanthocyanidin derivatives were identified. These include the known methyl ether acetate derivatives epicatechin-(4β→2)-phloroglucinol 85, epigallocatechin-(4β→2)-phloroglucinol 86, catechin-(4α→2)-phloro-glucinol 87, gallocatechin-(4α→2)-phloroglucinol 88 and gallocatechin-(4α→2)-phloroglucinol 89, The methyl ether acetates of catechin 90 and gallocatechin 91 were also isolated. Acid-catalyzed thiolysis and acetylation afforded 92 and 93, and the peracetate derivatives of 4a-benzylsulfanylcatechin 94, 4a-benzylsulfanylgallocatechin 95, 4b-benzylsulfanylepicate-chin 96 and 4b-benzysulfanylepigallocatechin 97. Formation of the two epigallocatechin phloroglucinol adducts 86 and 98 were not anticipated.
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CAS 970-73-0 Gallocatechin

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