desmethoxykhellin

CAS: 82-57-5 C13 H10 O4 MW: 230.21950000

Identification

Namevisnagin
IUPAC4-methoxy-7-methylfuro[3,2-g]chromen-5-one
CAS Number82-57-5
EINECS201-430-3
FDA UNIIP64438MLBW
Molecular FormulaC13 H10 O4
Molecular Weight230.21950000
MDL NumberMFCD00005008
Nikkaji NumberJ4.613B
Beilstein0234955

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Melting Point 144.50 °C. @ 760.00 mm Hg
Boiling Point 378.20 °C. @ 760.00 mm Hg (est)
Flash Point 361.00 °F. TCC ( 182.50 °C. ) (est)
logP (o/w) 2.260 (est)
Soluble in water, 97.76 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Preferred SDSView
Oral/Parenteral Toxicityintramuscular-mouse LD50 123 mg/kg
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorynatural substances and extractives
Recommendation for visnagin usage levels up tonot for fragrance use.
Recommendation for visnagin flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

found in nature

Synonyms

desmethoxykhellin 5H- furo(3,2-g)(1)benzopyran-5-one, 4-methoxy-7-methyl- 5- methoxy-2-methylfuranochromone 4- methoxy-7-methyl furo(3,2-g)chromen-5-one 4- methoxy-7-methyl-5H-furo(3,2-g)(1)-benzopyran-5-one 4- methoxy-7-methylfuro[3,2-g]chromen-5-one visnagidin visnagine Google Patents: Method for the preparation of visnagin from chellol and new compositions of matter PubMed: Validated HPLC method for simultaneous estimation of khellol glucoside, khellin and visnagin in Ammi visnaga L. fruits and pharmaceutical preparations. PubMed: Khellin and visnagin differentially modulate AHR signaling and downstream CYP1A activity in human liver cells. PubMed: Aflatoxin B1: toxicity, bioactivation and detoxification in the polyphagous caterpillar Trichoplusia ni. PubMed: Pharmacokinetic evaluation of visnagin and Ammi visnaga aqueous extract after oral administration in rats. PubMed: Antitumor and antimicrobial activities of some hetero aromatic benzofurans derived from naturally occurring visnagin. PubMed: Nonlinear pharmacokinetics of visnagin in rats after intravenous bolus administration. PubMed: DNA binding, antiviral activities and cytotoxicity of new furochromone and benzofuran derivatives. PubMed: Synthesis of new visnagen and khellin furochromone pyrimidine derivatives and their anti-inflammatory and analgesic activity. PubMed: Neuroprotective Effect of Visnagin on Kainic Acid-induced Neuronal Cell Death in the Mice Hippocampus. PubMed: Anti-inflammatory effect of visnagin in lipopolysaccharide-stimulated BV-2 microglial cells. PubMed: Prevention of renal crystal deposition by an extract of Ammi visnaga L. and its constituents khellin and visnagin in hyperoxaluric rats. PubMed: An aqueous extract of Ammi visnaga fruits and its constituents khellin and visnagin prevent cell damage caused by oxalate in renal epithelial cells. PubMed: Determination of visnagin in rat plasma by liquid chromatography with tandem mass spectrometry and its application to in vivo pharmacokinetic studies. PubMed: A new steroid glycoside and furochromones from Cyperus rotundus L. PubMed: Synthesis of 6- and 9-alkylaminomethyl furoflavones as gastroprotective agents. PubMed: Nanosecond time-resolved infrared studies of visnagin and khellin triplets and radical ions. PubMed: Ultraviolet photoionization of the photosensitizers khellin and visnagin in aqueous solution and in micelles: one-photon ionization is a minor process. PubMed: The chemical investigations on the ripe fruits of Ammi visnaga (Lam.) Lamarck growing in Turkey. PubMed: Stimulation of furanochromone accumulation in callus cultures of Ammi visnaga L. by addition of elicitors. PubMed: Fluorometric determination of khellin in human urine and serum by high-performance liquid chromatography using postcolumn photoirradiation. PubMed: Photosynthesis of furocoumarin- and furochromone-types potential intercalative alkylating and oxidizing agents of DNA through photooxidations using gamma-ray. PubMed: Effect of psoralens on Fenton-like reaction generating reactive oxygen species. PubMed: A new synthesis of oxadiazole, thiazolidinone, N-phthalimidoamino carbonyl and arylidene derivatives with potential antimicrobial activity. PubMed: Epoxidation of some natural furocoumarins and furochromones using gamma-ray. PubMed: Determination of khellin and visnagin in Ammi visnaga fruits by capillary electrophoresis. PubMed: Furanochromone radical cations: generation, characterization and interaction with DNA. PubMed: Cardiovascular effects of visnagin on rats. PubMed: Effects of visnagin on cyclic nucleotide phosphodiesterases and their role in its inhibitory effects on vascular smooth muscle contraction. PubMed: Inhibition of metabolic activation of the promutagens, benzo[a]pyrene, 2-aminofluorene and 2-aminoanthracene by furanochromones in Salmonella typhimurium. PubMed: Determination of furanochromones and pyranocoumarins in drugs and Ammi visnaga fruits by combined solid-phase extraction-high-performance liquid chromatography and thin-layer chromatography-high-performance liquid chromatography. PubMed: Photophysical properties and photobiological activity of the furanochromones visnagin and khellin. PubMed: Studies on the photobiological activity of two naturally occurring furochromones, visnagin and khellin, in Chlamydomonas reinhardtii. PubMed: Inhibition of the mutagenicity of 2-nitrofluorene, 3-nitrofluoranthene and 1-nitropyrene by flavonoids, coumarins, quinones and other phenolic compounds. PubMed: Synthesis and biological activities of flavonoid derivatives as A3 adenosine receptor antagonists. PubMed: Vasodilator effects of visnagin in isolated rat vascular smooth muscle. PubMed: The involvement of a Ca2+ channel blocking mode of action in the pharmacology of Ammi visnaga fruits. PubMed: Photosensitized cleavage and cross-linking of pBR322 DNA with khellin and visnagin. PubMed: Improved high-performance liquid chromatographic determination of khellin and visnagin in Ammi visnaga fruits and pharmaceutical formulations. PubMed: Inhibition of aflatoxin production inAspergillus flavus by natural coumarins and chromones. PubMed: Photosensitization of DNA of defined sequence by furochromones, khellin and visnagin. PubMed: High performance liquid chromatographic determinations of khellin, phenobarbitone and dipyrone combination in tablets. PubMed: Ammi visnaga: Somatic Embryo Induction and Furanochromone Production in Embryos, Seedlings, and Plants. PubMed: Plant photosensitizers with antiviral properties. PubMed: The mechanism of antiviral phototoxicity of the furanochromones visnagin and khellin. PubMed: The mechanisms of interaction between furanochromones and DNA. A heteronuclear Overhauser effect study on the khellin-thymidine model system. PubMed: [Production of oxygen radicals and the UV spectrum of furanocoumarins]. PubMed: High performance liquid chromatography analysis of the furanochromones khellin and visnagin in various organs of Ammi visnaga (L.) Lam. at different developmental stages. PubMed: Differential effects of photoactive furanyl compounds on virus functions. PubMed: Active oxygen forms in photoreaction between DNA and furanochromones khellin and visnagin. PubMed: Native American food and medicinal plants, 5. Isolation of the lipid altering visnagin from Musineon divaricatum. PubMed: Rapid separation and quantitative determination of khellin and visnagin in Ammi visnaga (L.) Lam. fruits by high-performance liquid chromatography. PubMed: Genotoxicity of the natural furochromones, khellin and visnagin and the identification of a khellin-thymine photoadduct. PubMed: Simultaneous TLC separation of khellin and visnagin and their assay in Ammi visnaga fruits, extracts, and formulations. PubMed: The biosynthesis of radioactive khellin and visnagin from C14-acetate by Ammi visnaga plants. PubMed: The biosynthesis of visnagin from 2-14C-acetate by Ammi visnaga suspension cultures and the metabolism of 14C-visnagin and 14C-khellin by A. visnaga and A. majus. PubMed: Visnagin: biosynthesis and isolation from Ammi visnagi suspension cultures. PubMed: [A COLOR REACTION FOR THE IDENTIFICATION OF 2-METHYLCHROMONE AND FOR THE DETECTION OF VISNAGIN]. PubMed: [Bronchodilatory effects of visnagin]. PubMed: [Treatment of angina pectoris with visnagin]. PubMed: [Treatment of angina pectoris with a new principle of ammi visnaga: or visnagin; chemical, pharmacological and clinical study]. PubMed: New tests for the identification of khellin, visnagin and khellol-glucoside.