EQUISETIN

EQUISETIN Structure
CAS No.
57749-43-6
Chemical Name:
EQUISETIN
Synonyms
LS-64262;EQUISETIN;Citalopram Impurity 39;(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)-
CBNumber:
CB1281192
Molecular Formula:
C22H31NO4
Molecular Weight:
373.49
MOL File:
57749-43-6.mol
Modify Date:
2023/5/18 11:31:11

EQUISETIN Properties

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

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P312-P260-P280
HS Code  29339900
Toxicity mouse,LD50,intraperitoneal,63mg/kg (63mg/kg),Antimicrobial Agents and Chemotherapy. Vol. 5, Pg. 634, 1974.

EQUISETIN Chemical Properties,Uses,Production

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.

EQUISETIN Preparation Products And Raw materials

Raw materials

Preparation Products

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EQUISETIN LS-64262 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)- (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 Citalopram Impurity 39 57749-43-6 C22H31NO4