1H-2-benzopyran-1-one, 3,4-dihydro-8-hydroxy-3-methyl-

CAS: 17397-85-2 C10 H10 O3 MW: 178.18730000

Identification

Namemellein
IUPAC8-hydroxy-3-methyl-3,4-dihydroisochromen-1-one
CAS Number17397-85-2
FDA UNIISearch
Molecular FormulaC10 H10 O3
Molecular Weight178.18730000
Nikkaji NumberJ113.633J

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Boiling Point 392.70 °C. @ 760.00 mm Hg (est)
Flash Point 358.00 °F. TCC ( 181.30 °C. ) (est)
logP (o/w) 1.860 (est)
Soluble in water, 1912 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Oral/Parenteral Toxicityintraperitoneal-mouse LD50 125 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 mellein usage levels up tonot for fragrance use.
Recommendation for mellein flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

rhytidoponera metallica

Synonyms

antibiotic AO-2 antibiotic BV-1 1H-2- benzopyran-1-one, 3,4-dihydro-8-hydroxy-3-methyl- iso coumarin, 3,4-dihydro-8-hydroxy-3-methyl- 3,4- dihydro-8-hydroxy-3-methyl isocoumarin 3,4- dihydro-8-hydroxy-3-methylisocoumarin 8- hydroxy-3-methyl-3,4-dihydro-1H-isochromen-1-one 8- hydroxy-3-methyl-3,4-dihydroisochromen-1-one ochracin PubMed: Lasiodiplodia sp. ME4-2, an endophytic fungus from the floral parts of Viscum coloratum , produces indole-3-carboxylic acid and other aromatic metabolites. PubMed: An In planta-Expressed Polyketide Synthase Produces (R)-mellein in the Wheat Pathogen Parastagonospora nodorum. PubMed: Toxicity of extracellular proteins from Diplodia seriata and Neofusicoccum parvum involved in grapevine Botryosphaeria dieback. PubMed: Insights into the programmed ketoreduction of partially reducing polyketide synthases: stereo- and substrate-specificity of the ketoreductase domain. PubMed: Isolation and identification of an endophytic fungus Pezicula sp. in Forsythia viridissima and its secondary metabolites. PubMed: Multifaceted defense against antagonistic microbes in developing offspring of the parasitoid wasp Ampulex compressa (Hymenoptera, Ampulicidae). PubMed: Extracellular compounds produced by fungi associated with Botryosphaeria dieback induce differential defence gene expression patterns and necrosis in Vitis vinifera cv. Chardonnay cells. PubMed: Exserolides A-F, new isocoumarin derivatives from the plant endophytic fungus Exserohilum sp. PubMed: A new taraxerol derivative from the roots of Microcos tomentosa. PubMed: A new cytotoxic phenolic derivative from the roots of Antidesma acidum. PubMed: "OSMO-UT-DSAEK" using THIN-C medium. PubMed: Evaluation of dihydroisocoumarins produced by the endophytic fungus Arthrinium state of Apiospora montagnei against Schistosoma mansoni. PubMed: Larvae of the parasitoid wasp Ampulex compressa sanitize their host, the American cockroach, with a blend of antimicrobials. PubMed: Cytotoxic activity of fungal strains isolated from the ascidian Eudistoma vannamei. PubMed: The scent of bacteria: headspace analysis for the discovery of natural products. PubMed: Metabolites from the mangrove-derived fungus Xylaria cubensis PSU-MA34. PubMed: Bioactive secondary metabolites from Nigrospora sp. LLGLM003, an endophytic fungus of the medicinal plant Moringa oleifera Lam. PubMed: Synthesis of (R)-mellein by a partially reducing iterative polyketide synthase. PubMed: [Determination of multiple constituents in Wuling capsules by HPLC simultaneously]. PubMed: Two new antimicrobial metabolites from the endophytic fungus, Seimatosporium sp. PubMed: Guaiane sesquiterpenes from Biscogniauxia nummularia featuring potent antigerminative activity. PubMed: Afritoxinones A and B, dihydrofuropyran-2-ones produced by Diplodia africana the causal agent of branch dieback on Juniperus phoenicea. PubMed: A new rebound tonometer for home monitoring of intraocular pressure. PubMed: A new phenolic compound with anticancer activity from the wood of Millettia leucantha. PubMed: [Effects of environmental stress on secondary metabolites of Aspergillus ochraceus LCJ11-102 associated with the coral Dichotella gemmacea]. PubMed: Biotransformation of bioactive (-)-mellein by a marine isolate of bacterium Stappia sp. PubMed: Capsule excision and Ologen implantation for revision after glaucoma drainage device surgery. PubMed: Bioactive metabolites produced by Penicillium sp. 1 and sp. 2, two endophytes associated with Alibertia macrophylla (Rubiaceae). PubMed: An [11]cytochalasin derivative from the marine-derived fungus Xylaria sp. PSU-F100. PubMed: Microsphaeropsisin A, a new sesquiterpenoid isolated from the mangrove endophytic fungus (No. DZ39). PubMed: Synthesis and in vitro and in vivo evaluation of a series of dihydroisocoumarin derivatives conjugated with fatty acids, alcohols, and amines as potential anticancer agents. PubMed: [The light-adjustable lens. Principles and clinical application]. PubMed: Composition and electrophysiological activity of constituents identified in male wing gland secretion of the bumblebee parasite Aphomia sociella. PubMed: Natural products as promising drug candidates for the treatment of hepatitis B and C. PubMed: Aspergillus westerdijkiae polyketide synthase gene "aoks1" is involved in the biosynthesis of ochratoxin A. PubMed: Use of solid phase microextraction (SPME) for profiling the volatile metabolites produced by Glomerella cingulata. PubMed: A comparison of the blood pressure changes of lumiracoxib with those of ibuprofen and naproxen. PubMed: Affinities of Phylacia and the daldinoid Xylariaceae, inferred from chemotypes of cultures and ribosomal DNA sequences. PubMed: E-2-ethylhexenal, E-2-ethyl-2-hexenol, mellein, and 4-hydroxymellein in Camponotus species from Brunei. PubMed: Weed growth inhibitors from Aspergillus fischeri TISTR 3272. PubMed: Synthesis of pyran and pyranone natural products. PubMed: A new dihydrobenzofuran derivative from the endophytic fungus Botryosphaeria mamane PSU-M76. PubMed: Effect of risk factors on complicated and uncomplicated ulcers in the TARGET lumiracoxib outcomes study. PubMed: Phomopsidone, a novel depsidone from an endophyte of the medicinal plant Eupatorium arnottianum. PubMed: Cardiovascular outcomes in high risk patients with osteoarthritis treated with ibuprofen, naproxen or lumiracoxib. PubMed: The isolation of secondary metabolites and in vitro potent anti-cancer activity of clerodermic acid from Enicosanthum membranifolium. PubMed: Characterization of the ability of CO2 to act as an antisolvent for ionic liquid/organic mixtures. PubMed: Simulating leukocyte-venule interactions--a novel agent-oriented approach. PubMed: Solvatochromic studies of ionic liquid/organic mixtures. PubMed: Total synthesis of enantiopure 1,3-dimethylpyranonaphthoquinones including ventiloquinones E, G, L and eleutherin. PubMed: Cytotoxic flavonoids and new chromenes from Ficus formosana f. formosana. PubMed: Cardiovascular safety of lumiracoxib: a meta-analysis of all randomized controlled trials > or =1 week and up to 1 year in duration of patients with osteoarthritis and rheumatoid arthritis. PubMed: Metabolites from endophytes of the medicinal plant Erythrina crista-galli. PubMed: An antibacterial biphenyl derivative from Garcinia bancana MIQ. PubMed: Volatile compounds of Aspergillus strains with different abilities to produce ochratoxin A. PubMed: Comparison of lumiracoxib with naproxen and ibuprofen in the Therapeutic Arthritis Research and Gastrointestinal Event Trial (TARGET), cardiovascular outcomes: randomised controlled trial. PubMed: Comparison of lumiracoxib with naproxen and ibuprofen in the Therapeutic Arthritis Research and Gastrointestinal Event Trial (TARGET), reduction in ulcer complications: randomised controlled trial. PubMed: [Studies on antibacterial activities of secondary metabolites from fungus Cephalosporium sp. AL031]. PubMed: New secondary metabolites from the marine endophytic fungus Apiospora montagnei. PubMed: An experimental and theoretical analysis of ultrasound-induced permeabilization of cell membranes. PubMed: Three new dihydroisocoumarins from the Greek endemic species Scorzonera cretica. PubMed: Biosynthesis of ochratoxins by Aspergillus ochraceus. PubMed: Antimalarial halorosellinic acid from the marine fungus Halorosellinia oceanica. PubMed: Mandibular gland chemistry of four Caribbean species of Camponotus (Hymenoptera: Formicidae). PubMed: Safety, tolerability, and efficacy of cyclosporine microemulsion in heart transplant recipients: a randomized, multicenter, double-blind comparison with the oil-based formulation of cyclosporine--results at 24 months after transplantation. PubMed: Circumdatin G, a new alkaloid from the fungus Aspergillus ochraceus. PubMed: Differences in neurotoxic effects of ochratoxin A, ochracin and ochratoxin-alpha in vitro. PubMed: Three new metabolites from marine-derived fungi of the genera coniothyrium and microsphaeropsis PubMed: Cyclosporine microemulsion formulation (Neoral) in transplantation: pharmacokinetic/pharmacodynamic relationships. PubMed: Conversion of psoriasis patients from the conventional formulation of cyclosporin A to a new microemulsion formulation: a randomized, open, multicentre assessment of safety and tolerability. PubMed: New botrydial sesquiterpenoids from Hymenoscyphus epiphyllus. PubMed: Safety and tolerability of Neoral in transplant recipients. PubMed: Male sex pheromone of a giant danaine butterfly,Idea leuconoe. PubMed: [Orchratoxin A and B: A three-dimensional molecular model for a mechanistic explanation of their toxicity] PubMed: Placebo-controlled comparison of spirapril at 6, 12 and 24 mg/day in mild to severe essential hypertension. PubMed: 24-hour ambulatory blood pressure monitoring and spirapril in mild to severe essential hypertension: a randomized dose comparison. PubMed: Compounds inhibiting prostaglandin synthesis isolated from Ipomoea pes-caprae. PubMed: Chemistry of mandibular and Dufour's gland secretions of ants in genusMyrmecocystus. PubMed: Randomised double blind controlled trial of cyclosporin in multiple sclerosis. PubMed: Chemical composition and function of metapleural gland secretion of the ant,Crematogaster deformis smith (hymenoptera: Myrmicinae). PubMed: Simultaneous quanitative determination of secondary metabolites ofAspergillus ochraceus by TLC. PubMed: Isolation of secondary metabolites of Aspergillus ochraceus by HPLC. PubMed: Constituents of mandibular and Dufour's glands of an australianPolyrhachis weaver ant. PubMed: Hairpencil pheromone components of male oriental fruit moths,Grapholitha molesta. PubMed: Close-range attraction of female oriental fruit moths to herbal scent of male hairpencils. PubMed: Effect of Ethrel and Ceratocystis fimbriata on the Synthesis of Fatty Acids and 6-Methoxy Mellein in Carrot Root. PubMed: Identification of mellein in the mandibular gland secretions of carpenter ants. PubMed: Mellein and 4-hydroxymellein production by Aspergillus ochraceus Wilhelm. PubMed: Production of 6-methoxy-mellein by Sporormia bipartis Cain. PubMed: Isolation of the optical antipode of mellein from an unidentified fungus.