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469-32-9

469-32-9 structure
469-32-9 structure
  • Name: Hamamelitannin
  • Chemical Name: hamamelitannin
  • CAS Number: 469-32-9
  • Molecular Formula: C20H20O14
  • Molecular Weight: 484.364
  • Catalog: Biochemical Natural product
  • Create Date: 2018-09-11 23:22:25
  • Modify Date: 2024-01-10 11:46:28
  • 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].

Name hamamelitannin
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
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.

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