Hamamelitannin

Modify Date: 2024-01-10 11:46:28

Hamamelitannin Structure
Hamamelitannin structure
Common Name Hamamelitannin
CAS Number 469-32-9 Molecular Weight 484.364
Density 1.8±0.1 g/cm3 Boiling Point 941.7±65.0 °C at 760 mmHg
Molecular Formula C20H20O14 Melting Point 145-147ºC
MSDS Chinese USA Flash Point 329.0±27.8 °C

 Use of Hamamelitannin


Hamamelitannin, a polyphenol extracted from the bark of Hamamelis virginiana, is a quorum-sensing (QS) inhibitor. Hamamelitannin increases antibiotic susceptibility of staphylococcus aureus biofilms by affecting peptidoglycan biosynthesis and eDNA release[1][2].

 Names

Name hamamelitannin
Synonym More Synonyms

 Hamamelitannin Biological Activity

Description Hamamelitannin, a polyphenol extracted from the bark of Hamamelis virginiana, is a quorum-sensing (QS) inhibitor. Hamamelitannin increases antibiotic susceptibility of staphylococcus aureus biofilms by affecting peptidoglycan biosynthesis and eDNA release[1][2].
Related Catalog
In Vitro Hamamelitannin displays specific cytotoxic activity against colon cancer cells[3].
References

[1]. Kiran MD, et al. Discovery of a quorum-sensing inhibitor of drug-resistant staphylococcal infections by structure-based virtual screening. Mol Pharmacol. 2008 May;73(5):1578-86.

[2]. Cobrado L, et al. In vivo antibiofilm effect of cerium, chitosan and hamamelitannin against usual agents of catheter-related bloodstream infections. J Antimicrob Chemother. 2013 Jan;68(1):126-30.

[3]. Sánchez-Tena S, et al. Hamamelitannin displays specific cytotoxic activity against colon cancer cells. J Nat Prod. 2012 Jan 27;75(1):26-33.

 Chemical & Physical Properties

Density 1.8±0.1 g/cm3
Boiling Point 941.7±65.0 °C at 760 mmHg
Melting Point 145-147ºC
Molecular Formula C20H20O14
Molecular Weight 484.364
Flash Point 329.0±27.8 °C
Exact Mass 484.085297
PSA 243.90000
LogP 2.91
Vapour Pressure 0.0±0.3 mmHg at 25°C
Index of Refraction 1.746

 Safety Information

Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
RIDADR NONH for all modes of transport
WGK Germany 3

 Articles14

More Articles
Quorum sensing inhibitors increase the susceptibility of bacterial biofilms to antibiotics in vitro and in vivo.

Antimicrob. Agents Chemother. 55 , 2655-2661, (2011)

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 bee...

Hamamelitannin from witch hazel (Hamamelis virginiana) displays specific cytotoxic activity against colon cancer cells.

J. Nat. Prod. 75 , 26-33, (2012)

Hamamelis virginiana (witch hazel) bark is a rich source of condensed and hydrolyzable tannins reported to exert a protective action against colon cancer. The present study characterizes different wit...

Cerium, chitosan and hamamelitannin as novel biofilm inhibitors?

J. Antimicrob. Chemother. 67 , 1159-62, (2012)

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...

 Synonyms

HAMAMELOFURANOSE 2',5-DIGALLATE
2',5-DigalloylhaMaMelofuranose
2,3-Digalloylglucose
[(2R,3R,4R)-3,4,5-Trihydroxytetrahydrofuran-2,4-diyl]bis(methylen)bis(3,4,5-trihydroxybenzoat)
2-C-[[(3,4,5-Trihydroxybenzoyl)oxy]methyl]-D-ribofuranose 5-(3,4,5-trihydroxybenzoate)
Bis(3,4,5-trihydroxybenzoate) de [(2R,3R,4R)-3,4,5-trihydroxytétrahydrofurane-2,4-diyl]bis(méthylène)
2',5-digalloylhamamelose
hamamelitanin
Hamamelitannin
[(2R,3R,4R)-3,4,5-Trihydroxytetrahydrofuran-2,4-diyl]bis(methylene) bis(3,4,5-trihydroxybenzoate)
O5-Galloyl-2-galloyloxymethyl-D-ribose
5-O-(3,4,5-Trihydroxybenzoyl)-2-C-{[(3,4,5-trihydroxybenzoyl)oxy]methyl}-D-ribofuranose
D-Ribofuranose, 2-C-[[(3,4,5-trihydroxybenzoyl)oxy]methyl]-, 5-(3,4,5-trihydroxybenzoate)
2-C-(Hydroxymethyl)-D-ribofuranose 2',5-Digallate
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