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Merck
CN

04646

Hamamelitannin

≥98.0% (HPLC)

别名:

2-C-(Hydroxymethyl)-D-ribofuranose 2′,5-digallate, Hamamelofuranose 2′,5-digallate

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关于此项目

经验公式(希尔记法):
C20H20O14
化学文摘社编号:
分子量:
484.36
NACRES:
NA.25
PubChem Substance ID:
UNSPSC Code:
41116107
EC Number:
207-416-3
MDL number:
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InChI

1S/C20H20O14/c21-9-1-7(2-10(22)14(9)25)17(28)32-5-13-16(27)20(31,19(30)34-13)6-33-18(29)8-3-11(23)15(26)12(24)4-8/h1-4,13,16,19,21-27,30-31H,5-6H2/t13-,16-,19?,20-/m1/s1

InChI key

FEPAFOYQTIEEIS-IZUGRSKYSA-N

SMILES string

OC1O[C@H](COC(=O)c2cc(O)c(O)c(O)c2)[C@@H](O)[C@]1(O)COC(=O)c3cc(O)c(O)c(O)c3

assay

≥98.0% (HPLC)

form

powder or crystals

application(s)

food and beverages
metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

2-8°C

Quality Level

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General description

Hamamelitanninis a tannin derived from the bark and leaves of Hamamelis virginiana(witch hazel).

Application

Hamamelitannin can be used to study chromatography, aromatics, esters, hamamelis, heterocyclics, natural compounds, phenols, phytopharma standards, polyhydroxy compounds, and tannins. It also significantly reduces biofilm metabolic activity of the following bacteria: Staphylococcus epidermidis, Staphylococcus aureus, Acinetobacter baumannii, and Candida albicans strains. Hamamelitannin displays specific cytotoxic activity against colon cancer cells. It has been used in a study to determine that quorum-sensing inhibitors increase the success of antibiotic treatment by increasing the susceptibility of bacterial biofilms and/or by increasing host survival following infection.

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

法规信息

涉药品监管产品
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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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E Okochi et al.
Biological & pharmaceutical bulletin, 18(1), 49-52 (1995-01-01)
N-Nitrosodialkylamines are environmental alkylating carcinogens which are metabolically activated to alpha-hydroxy nitrosamines by cytochrome P450. The precise mechanism of their activation is not well understood, and a simplified chemical model for cytochrome P450 as a non-enzymatic system is useful for
H Masaki et al.
Journal of dermatological science, 10(1), 25-34 (1995-07-01)
The protective activities of hamamelitannin (2',5-di-O-galloyl-hamamelose) in Hamamelis virginiana L. and its related compound, gallic acid, on damaged murine skin fibroblasts induced by UVB irradiation were investigated. In order to exclude the UV absorbing effect of the compounds, the protection
Solomon Habtemariam
Toxicon : official journal of the International Society on Toxinology, 40(1), 83-88 (2001-10-17)
The tumour necrosis factor-alpha (TNF) inhibitory activity of hamamelitannin from Hamamelis virginiana was investigated by assessing the TNF-mediated EAhy926 endothelial cell death and adhesiveness to monocytes. Treatment of the cells by TNF (25 ng/ml) and actinomycin D (0.1ng/ml) resulted in
L Cobrado et al.
The Journal of antimicrobial chemotherapy, 68(1), 126-130 (2012-09-20)
Catheter-related bloodstream infections (CRBSIs) are common healthcare-associated infections associated with increased morbidity and medical costs. Antiseptic- and antibiotic-coated central venous catheters (CVCs) have been proposed to reduce the incidence of CRBSIs, with variable success. The aim of this study was
Gilles Brackman et al.
Antimicrobial agents and chemotherapy, 55(6), 2655-2661 (2011-03-23)
Although the exact role of quorum sensing (QS) in various stages of biofilm formation, maturation, and dispersal and in biofilm resistance is not entirely clear, the use of QS inhibitors (QSI) has been proposed as a potential antibiofilm strategy. We

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