| Identification | Back Directory | [Name]
EQUISETIN | [CAS]
57749-43-6 | [Synonyms]
LS-64262
EQUISETIN
(3E,5S)-3-[[(1S,2R,4aS,6R,8aR)-1,6-dimethyl-2-[(E)-prop-1-enyl]-4a,5,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]-hydroxymethylidene]-5-(hydroxymethyl)-1-methylpyrrolidine-2,4-dione
2,4-Pyrrolidinedione, 5-(hydroxymethyl)-3-[hydroxy[(1S,2R,4aS,6R,8aR)-1,2,4a,5,6,7,8,8a-octahydro-1,6-dimethyl-2-(1E)-1-propen-1-yl-1-naphthalenyl]methylene]-1-methyl-, (3E,5S)- | [Molecular Formula]
C22H31NO4 | [MDL Number]
MFCD01729357 | [MOL File]
57749-43-6.mol | [Molecular Weight]
373.49 |
| Chemical Properties | Back Directory | [Melting point ]
117-118 °C | [Boiling point ]
556.0±50.0 °C(Predicted) | [density ]
1.180±0.06 g/cm3(Predicted) | [storage temp. ]
Hygroscopic, -20°C Freezer, Under inert atmosphere | [solubility ]
Acetone (Slightly), DMSO (Slightly), Methanol (Slightly) | [form ]
Solid | [pka]
4.50±1.00(Predicted) | [color ]
Pale Beige to Light Brown | [Stability:]
Hygroscopic |
| Safety Data | Back Directory | [HS Code ]
29339900 | [Toxicity]
mouse,LD50,intraperitoneal,63mg/kg (63mg/kg),Antimicrobial Agents and Chemotherapy. Vol. 5, Pg. 634, 1974. |
| Hazard Information | Back Directory | [Description]
Equisetin is a fungal metabolite that has been isolated from Fusarium. It inhibits HIV-1 integrase 3’ end-processing and strand transfer activities. Equisetin inhibits the ATPase activity of rat liver mitochondria and mitoplasts stimulated by 2,4-dinitrophenol (Dnp) in a concentration-dependent manner (IC50 = ~8 nM per mg of protein for both). It also inhibits ADP-stimulated respiration and the mitochondrial transport of ATP, inorganic phosphate, and succinate. Epiequisetin is phytotoxic and inhibits the germination of various seeds and growth of young seedlings. | [Uses]
The tetramic acid, equisetin, is produced by a number of species of Fusarium. Interest in equisetin emerged with reports of its inhibitory activity against HIV-1 integrase in vitro that was mechanistically distinct from previously described inhibitors. Equisetin inhibits 3' end-processing and strand transfer, as well as disintegration catalysed by either the full-length enzyme or the truncated integrase core. | [storage]
Store at -20°C |
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