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04646

Sigma-Aldrich

Hamamelitannin

≥98.0% (HPLC)

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C20H20O14
Número de CAS:
469-32-9
Peso molecular:
484.36
Número CE:
207-416-3
Número MDL:
MFCD00017418
Código UNSPSC:
41116107
ID de la sustancia en PubChem:
329747966
NACRES:
NA.25

Nivel de calidad

100

Ensayo

≥98.0% (HPLC)

Formulario

powder or crystals

aplicaciones

food and beverages
metabolomics
vitamins, nutraceuticals, and natural products

temp. de almacenamiento

2-8°C

cadena SMILES

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

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

Clave InChI

FEPAFOYQTIEEIS-IZUGRSKYSA-N

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Descripción general

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

Aplicación

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.

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Eyeshields, Gloves, type N95 (US)

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Certificados de análisis (COA)

Lot/Batch Number
BCCJ9967
BCCB2908
BCBW0711
BCBT0643

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L Cobrado et al.
The Journal of antimicrobial chemotherapy, 67(5), 1159-1162 (2012-02-10)
The colonization of indwelling medical devices and subsequent biofilm formation represents a global challenge since it promotes the persistence of infection and contributes to antimicrobial resistance. The aim of this study was to determine the antimicrobial activity of cerium, chitosan
K Saeki et al.
Planta medica, 65(3), 227-229 (1999-05-08)
Tetragalloylglucose (TgG) and digalloylhamamelose (DgH) were found to inhibit adhesion to and invasion through Matrigel of mouse Lewis lung carcinoma LL2-Lu3 cells, which are highly metastatic. TgG inhibited matrix metalloproteinases (MMPs) from the tumor cells like (-)-epigallocatechin gallate, whereas DgH
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
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
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
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