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04646

Sigma-Aldrich

Hamamelitannin

≥98.0% (HPLC)

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C20H20O14
Numéro CAS:
469-32-9
Poids moléculaire :
484.36
Numéro CE :
207-416-3
Numéro MDL:
MFCD00017418
Code UNSPSC :
41116107
ID de substance PubChem :
329747966
Nomenclature NACRES :
NA.25

Niveau de qualité

100

Essai

≥98.0% (HPLC)

Forme

powder or crystals

Application(s)

food and beverages
metabolomics
vitamins, nutraceuticals, and natural products

Température de stockage

2-8°C

Chaîne 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

Clé InChI

FEPAFOYQTIEEIS-IZUGRSKYSA-N

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Catégories apparentées

Description générale

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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

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Certificats d'analyse (COA)

Lot/Batch Number
BCCB2908
BCBW0711
BCBT0643

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Consulter la Bibliothèque de documents

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
Hye Rhi Choi et al.
Phytotherapy research : PTR, 16(4), 364-367 (2002-07-12)
Peroxynitrite (ONOO(-)) is a cytotoxicant with strong oxidizing properties toward various cellular constituents, including sulphydryls, lipids, amino acids and nucleotides and can cause cell death, lipid peroxidation, carcinogenesis and aging. The aim of this study was to characterize ONOO(-) scavenging
Andreas Dauer et al.
Phytochemistry, 63(2), 199-207 (2003-04-25)
The genotoxic and antigenotoxic activities of catechin, hamamelitannin and two proanthocyanidin fractions prepared from the bark of Hamamelis virginiana L. were investigated in a human derived, metabolically competent hepatoma cell line (Hep G2) using single cell gel electrophoresis (SCGE) for
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
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