hamamelitannin
2-O-((galloyloxy)methyl)-D-ribose 5-gallate
Identification
| Name | hamamelitannin |
| IUPAC | [4-formyl-2,3,4-trihydroxy-5-(3,4,5-trihydroxybenzoyl)oxypentyl] 3,4,5-trihydroxybenzoate |
| CAS Number | 469-32-9 |
| EINECS | 207-416-3 |
| FDA UNII | Z4320A2K26 |
| Molecular Formula | C20 H20 O14 |
| Molecular Weight | 484.36820000 |
| MDL Number | MFCD00017418 |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 948.70 °C. @ 760.00 mm Hg (est) |
| Flash Point | 626.00 °F. TCC ( 330.00 °C. ) (est) |
| logP (o/w) | 3.120 (est) |
| Soluble in | water, 1.356e+004 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | natural substances and extractives |
| Recommendation for hamamelitannin usage levels up to | not for fragrance use. |
| Recommendation for hamamelitannin flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
[4-
formyl-2,3,4-trihydroxy-5-(3,4,5-trihydroxybenzoyl)oxypentyl] 3,4,5-trihydroxybenzoate
2-O-((
galloyloxy)methyl)-D-ribose 5-gallate
pentose, 2-C-[[(3,4,5-trihydroxybenzoyl)oxy]methyl]-, 5-(3,4,5-trihydroxybenzoate)
5-O-(3,4,5-
trihydroxybenzoyl)-2-C-{[(3,4,5-trihydroxybenzoyl)oxy]methyl}pentose
PubMed:
Tannins from Hamamelis virginiana bark extract: characterization and improvement of the antiviral efficacy against influenza A virus and human papillomavirus.
PubMed:
In vivo antibiofilm effect of cerium, chitosan and hamamelitannin against usual agents of catheter-related bloodstream infections.
PubMed:
Cerium, chitosan and hamamelitannin as novel biofilm inhibitors?
PubMed:
Hamamelitannin from witch hazel (Hamamelis virginiana) displays specific cytotoxic activity against colon cancer cells.
PubMed:
Inhibitors of autoactivation of plasma hyaluronan-binding protein (factor VII activating protease).
PubMed:
Quorum sensing inhibitors increase the susceptibility of bacterial biofilms to antibiotics in vitro and in vivo.
PubMed:
Impact of thermal processing on the activity of gallotannins and condensed tannins from Hamamelis virginiana used as functional ingredients in seafood.
PubMed:
Suppression of biofilm related, device-associated infections by staphylococcal quorum sensing inhibitors.
PubMed:
Discovery of a quorum-sensing inhibitor of drug-resistant staphylococcal infections by structure-based virtual screening.
PubMed:
Determination of hamamelitannin, catechins and gallic acid in witch hazel bark, twig and leaf by HPLC.
PubMed:
Genotoxic and antigenotoxic effects of catechin and tannins from the bark of Hamamelis virginiana L. in metabolically competent, human hepatoma cells (Hep G2) using single cell gel electrophoresis.
PubMed:
Peroxynitrite scavenging activity of herb extracts.
PubMed:
Hamamelitannin from Hamamelis virginiana inhibits the tumour necrosis factor-alpha (TNF)-induced endothelial cell death in vitro.
PubMed:
Inhibitory effects of tetragalloylglucose and digalloylhamamelose on adhesion and in vitro invasion of mouse lung carcinoma cells.
PubMed:
Dual inhibitory activities of tannins from Hamamelis virginiana and related polyphenols on 5-lipoxygenase and lyso-PAF: acetyl-CoA acetyltransferase.
PubMed:
Antiviral and antiphlogistic activities of Hamamelis virginiana bark.
PubMed:
Protective activity of hamamelitannin on cell damage of murine skin fibroblasts induced by UVB irradiation.
PubMed:
Peroxyl radical scavenging activities of hamamelitannin in chemical and biological systems.
PubMed:
Protective activity of hamamelitannin on cell damage induced by superoxide anion radicals in murine dermal fibroblasts.
PubMed:
Activation of N-nitrosodialkylamines to mutagens by a metalloporphyrin/oxidant model system for cytochrome P450.
PubMed:
Novel Galloylhamameloses from Hamamelis virginiana1.
PubMed:
Evaluation of superoxide scavenging activities of hamamelis extract and hamamelitannin.
PubMed:
Tannins from Hamamelis virginiana: identification of proanthocyanidins and hamamelitannin quantification in leaf, bark, and stem extracts.