4-methyl esculetin

2H-1-benzopyran-2-one, 6,7-dihydroxy-4-methyl-

CAS: 529-84-0 C10 H8 O4 MW: 192.17056000

Identification

Name4-methyl esculetin
IUPAC6,7-dihydroxy-4-methylchromen-2-one
CAS Number529-84-0
EINECS208-470-0
FDA UNII132H8N0A91
Molecular FormulaC10 H8 O4
Molecular Weight192.17056000
MDL NumberMFCD00006859
Nikkaji NumberJ11.701C
Beilstein0162550
XlogP31.50 (est)

Regulatory

Physical Properties

Assay 95.00 to 100.00
Equivalence Factor for Assay .
Food Chemicals Codex Listed No
Boiling Point 455.50 °C. @ 760.00 mm Hg (est)
Flash Point 375.00 °F. TCC ( 190.80 °C. ) (est)
logP (o/w) 0.959 (est)
Soluble in water, 2.097e+004 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Preferred SDSView
Oral/Parenteral Toxicityoral-mouse LD50 3200 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

Categorypharmaceuticals / chemical synthisis
Recommendation for 4-methyl esculetin usage levels up tonot for fragrance use.
Recommendation for 4-methyl esculetin flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

dill seed oil

Synonyms

aesculetin, 4-methyl- 2H-1- benzopyran-2-one, 6,7-dihydroxy-4-methyl- coumarin, 6,7-dihydroxy-4-methyl- 6,7- dihydroxy-4-methyl-2H-1-benzopyran-2-one 6,7- dihydroxy-4-methyl-2H-benzopyran-2-one 6,7- dihydroxy-4-methyl-2H-chromen-2-one 6,7- dihydroxy-4-methyl-chromen-2-one 6,7- dihydroxy-4-methylchromen-2-one 6,7- dihydroxy-4-methylcoumarin 4- methyl-6,7-dihydroxycoumarin 4- methylaesculetin 4- methylesculetin 4- methylesculetol 5,6,7,7a,8,9,10,11- octahydro-4H-benzo[ef]heptalene PubMed: Effects of sesquiterpene, flavonoid and coumarin types of compounds from Artemisia annua L. on production of mediators of angiogenesis. PubMed: A selective turn-on fluorescent sensor for sulfur mustard simulants. PubMed: Antiarthritic and antiinflammatory propensity of 4-methylesculetin, a coumarin derivative. PubMed: Absence of genotoxic effects of the coumarin derivative 4-methylesculetin in vivo and its potential chemoprevention against doxorubicin-induced DNA damage. PubMed: Suppression of TNBS-induced colitis in rats by 4-methylesculetin, a natural coumarin: comparison with prednisolone and sulphasalazine. PubMed: Short- and long-term regulation of 3-hydroxy 3-methylglutaryl coenzyme A reductase by a 4-methylcoumarin. PubMed: Structure-activity relationship of dihydroxy-4-methylcoumarins as powerful antioxidants: correlation between experimental & theoretical data and synergistic effect. PubMed: Intestinal anti-inflammatory activity of esculetin and 4-methylesculetin in the trinitrobenzenesulphonic acid model of rat colitis. PubMed: Synthesis, characterisation and antimicrobial activity of copper(II) and manganese(II) complexes of coumarin-6,7-dioxyacetic acid (cdoaH2) and 4-methylcoumarin-6,7-dioxyacetic acid (4-MecdoaH2): X-ray crystal structures of [Cu(cdoa)(phen)2].8.8H(2)O and [Cu(4-Mecdoa)(phen)2].13H2O (phen=1,10-phenanthroline). PubMed: Inhibitory effect of 4-methylesculetin on hyaluronan synthesis slows the development of human pancreatic cancer in vitro and in nude mice. PubMed: Structural requirements of hydroxylated coumarins for in vitro anti-Helicobacter pylori activity. PubMed: Protection of coumarins against linoleic acid hydroperoxide-induced cytotoxicity. PubMed: [Sensitization and crossreaction of simple coumarins]. PubMed: Effect of coumarins on HL-60 cell differentiation. PubMed: Pharmacological and biochemical actions of simple coumarins: natural products with therapeutic potential. PubMed: Studies on the preparation of bioactive lignans by oxidative coupling reaction. VI. Oxidation of methyl (E)-3-(4,5-dihydroxy-2-methoxyphenyl)-2-butenoate and lipid peroxidation-inhibitory effects of the produced caffeoquinone. PubMed: Novel sensing system for glucose based on the complex formation between phenylborate and fluorescent diol compounds. PubMed: The sensitizing capacity of coumarins (II). PubMed: The sensitizing capacity of coumarins (I). PubMed: Liberation of prostaglandin-like substances from the isolated coronary artery in presence of angiotensin and of 4-methylesculetin. PubMed: [Facilitation of the onset of tetanic responses induced by 4-methylesculetol in amphibian isolated neuromuscular preparations]. PubMed: [Contraction of the isolated stomach of the rat as a result of stimulation of postganglionic fibers in the presence of 4-methylesculetol]. PubMed: [Effect of a bioflavinoid (4-methylesculetin) on the response of calf hepatic arteries to serotonin in the presence of indomethacin]. PubMed: [Effect of a flavinoid (4-methylesculetin) on the response of isolated calf coronary arteries to histamine in the presence of indomethacin]. PubMed: [Responses of isolated hepatic artery segments to barium in the presence of a flavonoid (4-methylesculetin), indomethacin and acetylsalicylate]. PubMed: [Influence of 4-methylesculetol on the response of segments of isolated coronary arteries to adrenaline, in presence of pyrogallol]. PubMed: [Effect of prostaglandin-synthetase inhibitors on responses of segments of coronary arteries to 4-methylesculetol and/or to angiotensin II]. PubMed: [Influence of bioflavonoid (4-methylesculetin) on the reaction of isolated calf hepatic artery to serotonin]. PubMed: [Effect of a flavonoid (4-methylesculetin) on the response of isolated segments of coronary arteries to adrenaline]. PubMed: [Effect of a flavonoid (4-methylesculetin) on the response of isolated calf coronary arteries to histamine]. PubMed: The relation of cycling of intracellular pH to mitosis in the acellular slime mould Physarum polycephalum. PubMed: Methyl calcein blue and other analogues of calcein blue. PubMed: [Polarographic method for quantitative determination of 4-methylesculetin-6,7-disulfonic acid (water-soluble vitamin P) in pharmaceutical preparations]. PubMed: [Polarographic determination of the bisodium salt of 4-methylesculetin-6,7-disulfuric ester. IX. Control of various pharmaceutical products]. PubMed: [Experimental and clinical use of disodium salt of 4-methylesculetin disulfuric ester in treatment of traumatic shock in 400 cases]. PubMed: [Endothelial permeability in the pathogenesis of experimental atherosclerosis. I. Protective effect of 4-Methylesculetin, disulfuric ester]. PubMed: [Diseases of children with increased capillary fragility treated with a disulfuric ester of 4-methyl-esculetin].