dehydrocostus lactone
(3aS,6aR,9aR,9bS)-3,6,9-trimethylidenedecahydroazuleno[4,5-b]furan-2(3H)-one

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  CODE104549 CODE104549
  Product(s):
  477-43-0 Dehydrocostus lactone ≥95%

Name: (3aS,6aR,9aR,9bS)-3,6,9-trimethylidene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[5,4-d]furan-2-one CAS Number: 477-43-0 3D/inchi FDA UNII: 71TRF5K040 Nikkaji Web: J12.433H XlogP3-AA: 2.60 (est) Molecular Weight: 230.30686000 Formula: C15 H18 O2 NMR Predictor: Predict (works with chrome, Edge or firefox) Category:natural substances and extractives   US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information: Google Scholar: Search Google Books: Search Google Scholar: with word "volatile" Search Google Scholar: with word "flavor" Search Google Scholar: with word "odor" Search Google Patents: Search US Patents: Search EU Patents: Search Pubchem Patents: Search PubMed: Search NCBI: Search   Physical Properties: Assay: 92.00 to 100.00 Food Chemicals Codex Listed: No Boiling Point: 383.00 to 385.00 °C. @ 760.00 mm Hg Flash Point: 322.00 °F. TCC ( 161.11 °C. ) logP (o/w): 1.480 (est) Soluble in:   alcohol   water, 45.13 mg/L @ 25 °C (est) Insoluble in:   water   Organoleptic Properties: Odor Description:nutty Odor and/or flavor descriptions from others (if found).   Cosmetic Information: None found   Suppliers: Alfa Biotechnology For experimental / research use only. Dehydrocostus Lactone 98% BOC Sciences For experimental / research use only. Dehydrocostus lactone ≥95% Coompo For experimental / research use only. Dehydrocostus Lactone from Plants ≥96% Odor: characteristic Use: Dehydrocostus lactone exhibited strong larvicidal activity against A. albopictus with LC50 values of 2.34 µg/ml Nitric oxide (NO) and tumor necrosis factor a (TNF-a) are the major mediators produced in activated macrophages which contribute to the circulatory failure associated with septic shock. A sesquiterpene lactone compound (dehydrocostus lactone) inhibited the production of NO in lipopolysaccharide (LPS)-activated RAW 264.7 cells by suppressing inducible nitric oxide synthase enzyme expression. This compound also decreased the TNF-a level in LPS-activated systems in vitro and in vivo. Thus, dehydrocostus lactone may be a possible candidate for the development of new drugs to treat endotoxemia accompanied by the overproduction of NO and TNF-aostus lactone. In radiorespirometric bioassays against Mycobacterium tuberculosis and Mycobacterium avium, dehydrocostus lactone exhibited minimum inhibitory concentrations of 2 and 16 µg/Ml. Santa Cruz Biotechnology For experimental / research use only. Dehydrocostus Lactone Sigma-Aldrich: Sigma For experimental / research use only. Dehydrocostus Lactone ≥98% (HPLC) sds   Safety Information: Preferred SDS: View   Hazards identification   Classification of the substance or mixture GHS Classification in accordance with 29 CFR 1910 (OSHA HCS) None found. GHS Label elements, including precautionary statements   Pictogram   Hazard statement(s) None found. Precautionary statement(s) None found. Oral/Parenteral Toxicity: Not determined Dermal Toxicity: Not determined Inhalation Toxicity: Not determined   Safety in Use Information: Category: natural substances and extractives Recommendation for dehydrocostus lactone usage levels up to:   not for fragrance use.   Recommendation for dehydrocostus lactone flavor usage levels up to:   not for flavor use.   Safety References: EPI System: View AIDS Citations:Search Cancer Citations:Search Toxicology Citations:Search EPA ACToR:Toxicology Data EPA Substance Registry Services (SRS):Registry Laboratory Chemical Safety Summary :73174 National Institute of Allergy and Infectious Diseases:Data (3aS,6aR,9aR,9bS)-3,6,9-trimethylidene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[5,4-d]furan-2-one Chemidplus:0000477430   References:   (3aS,6aR,9aR,9bS)-3,6,9-trimethylidene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[5,4-d]furan-2-one NIST Chemistry WebBook: Search Inchi Pubchem (cid): 73174 Pubchem (sid): 135259769   Other Information: (IUPAC): Atomic Weights of the Elements 2011 (pdf) Videos: The Periodic Table of Videos tgsc: Atomic Weights use for this web site (IUPAC): Periodic Table of the Elements CHEBI: View CHEMBL: View KEGG (GenomeNet): C09387 HMDB (The Human Metabolome Database): Search FooDB: FDB004098 Typical G.C. VCF-Online: VCF Volatile Compounds in Food ChemSpider: View EFSA Update of results on the monitoring of furan levels in food: Read Report EFSA Previous report: Results on the monitoring of furan levels in food: Read Report EFSA Report of the CONTAM Panel on provisional findings on furan in food: Read Report   Potential Blenders and core components note For Odor No odor group found for these satinaldehyde FL/FR sulfuryl octanoate FL/FR sulfuryl butyrate FL/FR sulfuryl decanoate FL/FR sulfuryl hexanoate FL/FR sulfuryl isobutyrate FL/FR sulfuryl propionate FL/FR valeraldehyde dibutyl acetal FL/FR valeraldehyde propylene glycol acetal FL/FR alcoholic alcoholic propyl alcohol FL/FR aldehydic nonanal (aldehyde C-9) FL/FR pinoacetaldehyde FR TMH aldehyde FR amber ambroxan FL/FR formoxymethyl isolongifolene FR animal animal specialty FR costus valerolactone FR methyl (E)-2-octenoate FL/FR balsamic 2- acetyl furan FL/FR (E)- benzyl tiglate FL/FR propyl benzoate FL/FR bready coffee furanone FL/FR furfural FL/FR buttery acetyl propionyl FL/FR 3,4- hexane dione FL/FR camphoreous bornyl isobutyrate FL/FR beta-homo cyclocitral FL/FR caramellic cyclotene FL/FR ethyl 2-hydroxy-2-methyl butyrate FL/FR ethyl cyclopentenolone FL/FR fenugreek absolute FL/FR iso propenyl pyrazine FL/FR chocolate chocolate pyrazine A FL/FR cocoa hexenal FL/FR cocoa pentenal FL/FR 2,5- dimethyl pyrazine FL/FR 2- methoxy-3-methyl pyrazine FL/FR 2- methoxypyrazine FL/FR 2,4,5- trimethyl thiazole FL/FR cocoa 2- methyl butyraldehyde FL/FR coconut alpha- angelica lactone FL/FR delta- decalactone FL/FR gamma- heptalactone FL/FR coffee furfuryl mercaptan FL/FR 2- methyl-3-,5 or 6-(furfuryl thio) pyrazine FL/FR corn chip popcorn pyrimidine FL/FR coumarinic coumane FL/FR tonka bean resinoid FR earthy amyl octanoate FL/FR costus root oil replacer FR 2- ethyl-3-methoxypyrazine FL/FR 3- octanol FL/FR fatty coconut absolute FL/FR fermented valeraldehyde FL/FR floral boronia butenal FR para- cresyl laurate FL/FR 4- cyclohexyl cyclohexanone FR dihydro-alpha-ionone FL/FR hawthorn carbinol FL/FR alpha- ionone FL/FR (E)-beta- ionone FL/FR alpha- irone FL/FR ortho- methyl acetophenone FL/FR N- methyl ionone FR beta-iso methyl ionone FL/FR alpha-iso methyl ionone (50% min.) FL/FR orris pyridine 25% IPM FR orris rhizome absolute replacer FR phenethyl anthranilate FL/FR fruity allyl 2-ethyl butyrate FL/FR iso amyl nonanoate FL/FR benzaldehyde FL/FR benzyl butyrate FL/FR bread thiophene FL/FR beta- ionone epoxide FL/FR methyl heptanoate FL/FR methyl valerate FL/FR 3- methyl-2-butenal FL/FR rhubarb pyran FR tetrahydrofurfuryl acetate FL/FR tropical ionone FL/FR tropical thiazole FL/FR gamma- undecalactone (aldehyde C-14 (so-called)) FL/FR valeriana officinalis root extract FL/FR green benzaldehyde dimethyl acetal FL/FR butyl lactate FL/FR 1- heptanol FL/FR 2- heptyl furan FL/FR lilac acetaldehyde FL/FR (E,Z)-2,6- nonadien-1-ol FL/FR (E,Z)-2,6- nonadien-1-yl acetate FL/FR 2- nonene nitrile FR iso propyl quinoline FR styralyl acetate FL/FR tiglaldehyde FL/FR herbal nonisyl acetate FR 2- pentyl acetate FL/FR petitgrain heptane FR saffron pyranone FR marine marine pyridine FR meaty sulfurol FL/FR medicinal quinoline CS melon (Z)-6- nonenal FL/FR mushroom 3- octen-2-ol FL/FR musty 2- acetyl pyrrole FL/FR 3- acetyl-2,5-dimethyl furan FL/FR cocoa butenal FL/FR hazelnut pyrazine FL/FR menthofuran FL/FR naphthyl ortho- methyl anisole FL/FR para- methyl anisole FL/FR nutty 3- acetyl pyridine FL/FR 2- acetyl-3-ethyl pyrazine FL/FR 2- acetyl-3-methyl pyrazine FL/FR 2- acetyl-3,5-dimethyl pyrazine FL/FR 2- acetyl-5-methyl furan FL/FR 3,6- cocoa pyrazine FL/FR 3,5- cocoa pyrazine FL/FR 2,3- dimethyl pyrazine FL/FR 4,5- dimethyl-2-ethyl-3-thiazoline FL/FR 2- ethyl pyrazine FL/FR 2- ethyl-4-methyl thiazole FL/FR filbert heptenone FL/FR filbert heptenone B FL/FR filbert pyrazine FL/FR (E)- filbertone FL/FR 2,6- lutidine FL/FR methoxymethyl pyrazine FL/FR 2- methyl pyrazine FL/FR 5- methyl quinoxaline FL/FR 2- methyl thio-3,5 or 6-methyl pyrazine FL/FR 2- methyl-3-(methyl thio) pyrazine FL/FR 2- methyl-3-ethoxypyrazine FL/FR 2- methyl-3-propyl pyrazine FL/FR nutty cyclohexenone FL/FR nutty quinoxaline FL/FR resorcinol FR shoyu pyrazine FL/FR 2,3,5,6- tetramethyl pyrazine FL/FR 2,4,5- trimethyl oxazole FL/FR 2,3,5- trimethyl pyrazine FL/FR vinyl sulfurol FL/FR orris iso eugenyl formate FL/FR eugenyl formate FL/FR 2(1)- orris butanal FL/FR orris capronate FL/FR para-iso propyl acetophenone FL/FR phenolic para-alpha- dimethyl styrene FL/FR popcorn 2- acetyl pyrazine FL/FR 2- acetyl pyridine FL/FR 2- acetyl thiazole FL/FR powdery dimethyl ionone FR alpha- methyl ionone FL/FR (E)-alpha- methyl ionone (74-80%) FL/FR spicy 3-(2- furyl) acrolein FL/FR sulfurous benzothiazole FL/FR furfuryl thioacetate FL/FR S- furfuryl thioformate FL/FR tobacco (E,E/E,Z)- tobacco cyclohexenone FL/FR veltonal (Bedoukian) FR tonka 6- amyl-alpha-pyrone FL/FR coumarin FR saffron resinoid FL/FR tonka bean absolute FR whiskey lactone FL/FR tropical delta- dodecalactone FL/FR patchwood FR vegetable mesityl oxide FL/FR tetrahydrofurfuryl alcohol FL/FR waxy ethyl myristate FL/FR methyl palmitate FL/FR myristyl alcohol FL/FR woody chamaecyparis nootkatensis wood oil FR diethyl dimethyl-2-cyclohexenone FR dihydro-beta-ionone FL/FR 4- hydroxybenzaldehyde FL/FR orris hexanone FR orris rhizome tincture FL/FR sandal cyclopentane FR sandal pentenone FR sandalwood oil FL/FR sandela FR santalyl acetate FL/FR santalyl butyrate FL/FR woody nonane (ethoxy) FR For Flavor No flavor group found for these acetyl acetaldehyde dimethyl acetal FL (E)- aconitic acid FL amyl octanoate FL/FR bornyl isobutyrate FL/FR butyramide FL chocolate pyrazine A FL/FR chocolate pyrazine B FL costus root absolute FL costus root resinoid FL coumane FL/FR cyclohexyl methyl pyrazine FL 2,5- diethyl thiazole FL 2,5- diethyl-4-methyl thiazole FL 6,7- dihydro-2,3-dimethyl-5H-cyclopentapyrazine FL dimethyl dihydrocyclopentapyrazine FL 2,5- dimethyl thiazole FL elecampane root oil FL 2- ethoxy-3-isopropyl pyrazine FL ethyl 2-hydroxy-2-methyl butyrate FL/FR 2- ethyl thiazole FL 2- ethyl-3-methoxypyrazine FL/FR (Z+E)-5- ethyl-4-methyl-2-(2-butyl) thiazoline FL (Z+E)-5- ethyl-4-methyl-2-(2-methyl propyl) thiazoline FL eugenyl formate FL/FR iso eugenyl formate FL/FR (E)- filbertone FL/FR 3-(2- furyl) acrolein FL/FR (E,E)-2,4- heptadien-1-ol FL 2- hexyl-5 or 6-keto-1,4-dioxane FL beta- ionone epoxide FL/FR 2- methoxypyrazine FL/FR methyl 2-(methyl thio) acetate FL beta-iso methyl ionone FL/FR methyl palmitate FL/FR 4- methyl-1-pentanol FL 2- methyl-2-thiazoline FL 2- methyl-3-,5 or 6-(furfuryl thio) pyrazine FL/FR 2- methyl-3-(methyl thio) pyrazine FL/FR 2- methyl-3-ethoxypyrazine FL/FR myristyl alcohol FL/FR 2(1)- orris butanal FL/FR peanut dithiazine FL 3- pentanol FL 2- propyl pyridine FL pyrazines mixture FL pyrazinyl methyl sulfide FL pyrrole FL para- salicylic acid FL santalyl butyrate FL/FR sulfuryl butyrate FL/FR sulfuryl decanoate FL/FR sulfuryl hexanoate FL/FR sulfuryl isobutyrate FL/FR thiazole FL valeraldehyde propylene glycol acetal FL/FR ortho- vinyl anisole FL 5- acetyl-2,3-dihydro-1,4-thiazine FL sulfuryl formate FL sulfuryl octanoate FL/FR sulfuryl propionate FL/FR valeraldehyde dibutyl acetal FL/FR alcoholic alcoholic propyl alcohol FL/FR aldehydic nonanal (aldehyde C-9) FL/FR alliaceous 2- methyl thioacetaldehyde FL tropical thiazole FL/FR anisic ortho- methyl acetophenone FL/FR apple (E,Z)-2,6- nonadien-1-ol FL/FR balsamic (E)- benzyl tiglate FL/FR berry dihydro-alpha-ionone FL/FR bitter paullinia cupana seed extract FL bready 2- propionyl thiazole FL brown furfural FL/FR tetrahydrofurfuryl acetate FL/FR burnt 2- methyl quinoxaline FL iso propenyl pyrazine FL/FR 2,4,5- trimethyl oxazole FL/FR buttery butyroin FL 3,4- hexane dione FL/FR camphoreous ortho- methyl anisole FL/FR caramellic cyclotene FL/FR fenugreek absolute FL/FR cocoa cocoa hexenal FL/FR coconut delta- decalactone FL/FR coffee difurfuryl ether FL 2- ethyl-4-methyl thiazole FL/FR furfuryl mercaptan FL/FR 2-iso propyl pyrazine FL cooling beta-homo cyclocitral FL/FR corn 2- acetyl pyridine FL/FR 2- acetyl thiazole FL/FR 2- acetyl-2-thiazoline FL popcorn pyrimidine FL/FR creamy 6- amyl-alpha-pyrone FL/FR alpha- angelica lactone FL/FR delta- dodecalactone FL/FR 4- hydroxybenzaldehyde FL/FR gamma- undecalactone (aldehyde C-14 (so-called)) FL/FR dairy 2- pentyl acetate FL/FR earthy 2- methyl-3-propyl pyrazine FL/FR ethereal allyl 2-ethyl butyrate FL/FR fatty coconut absolute FL/FR (E,E)-2,4- decadienal FL 2- heptyl furan FL/FR (E,E)-2,4- nonadienal FL fishy 4,5- dimethyl thiazole FL floral cocoa pentenal FL/FR alpha- ionone FL/FR alpha-iso methyl ionone (50% min.) FL/FR (E)-alpha- methyl ionone (74-80%) FL/FR phenethyl anthranilate FL/FR satinaldehyde FL/FR tropical ionone FL/FR fruity benzaldehyde FL/FR benzyl butyrate FL/FR bread thiophene FL/FR 2,4- hexadien-1-ol FL lilac acetaldehyde FL/FR methyl (E)-2-octenoate FL/FR methyl heptanoate FL/FR alpha- methyl ionone FL/FR (E,E)- methyl sorbate FL methyl valerate FL/FR 3- methyl-2-butenal FL/FR orris rhizome tincture FL/FR propyl benzoate FL/FR styralyl acetate FL/FR tiglaldehyde FL/FR valeriana officinalis root extract FL/FR fusel 2- methyl butyraldehyde FL/FR green benzaldehyde dimethyl acetal FL/FR butyl lactate FL/FR cocoa butenal FL/FR dihydroxyacetophenone (mixed isomers) FL 2,5- dimethyl thiophene FL 4- methyl thiazole FL 2- methyl-5-isopropyl pyrazine FL (E,Z)-2,6- nonadien-1-yl acetate FL/FR (Z)-6- nonenal FL/FR 2- propyl pyrazine FL 2- vinyl pyrazine FL jammy ethyl cyclopentenolone FL/FR lactonic gamma- heptalactone FL/FR meaty benzothiazole FL/FR 2,6- dimethyl thiophenol FL sulfurol FL/FR mushroom 3- octen-2-ol FL/FR musty 2,5- dimethyl pyrazine FL/FR 2- ethoxythiazole FL hazelnut pyrazine FL/FR menthofuran FL/FR 3- octanol FL/FR propionaldehyde FL shoyu pyrazine FL/FR 2,3,5- trimethyl pyrazine FL/FR naphthyl para- methyl anisole FL/FR nutty 2- acetyl furan FL/FR 3- acetyl pyridine FL/FR 2- acetyl pyrrole FL/FR 3- acetyl-2,5-dimethyl furan FL/FR 2- acetyl-3-ethyl pyrazine FL/FR 2- acetyl-3-methyl pyrazine FL/FR 2- acetyl-3,5-dimethyl pyrazine FL/FR 2- acetyl-5-methyl furan FL/FR aconitic acid FL 2- butyl-2-butenal FL 3,5(6)- cocoa pyrazine FL 3,6- cocoa pyrazine FL/FR 3,5- cocoa pyrazine FL/FR coffee furanone FL/FR 3,5- diethyl-2-methyl pyrazine FL 2,5- diethyl-3-methyl pyrazine FL 2,3- dimethyl pyrazine FL/FR 4,5- dimethyl-2-ethyl-3-thiazoline FL/FR 2,4- dimethyl-5-vinyl thiazole FL 2- ethyl pyrazine FL/FR 1- ethyl-2-acetyl pyrrole FL filbert heptenone FL/FR filbert heptenone B FL/FR filbert pyrazine FL/FR european hazelnut oleoresin FL 2,6- lutidine FL/FR 2- methoxy-3-methyl pyrazine FL/FR methoxymethyl pyrazine FL/FR 2- methyl pyrazine FL/FR 5- methyl quinoxaline FL/FR 2- methyl thio-3,5 or 6-methyl pyrazine FL/FR nutty cyclohexenone FL/FR nutty quinoxaline FL/FR nutty thiazole FL peanut oxazole FL sesame distillates FL tetrahydrofurfuryl alcohol FL/FR 2,3,5,6- tetramethyl pyrazine FL/FR (E,E/E,Z)- tobacco cyclohexenone FL/FR 2,4,5- trimethyl thiazole FL/FR vinyl sulfurol FL/FR orris costus root oil FL orris capronate FL/FR phenolic 2- hydroxyisophorone FL popcorn 2- propionyl-2-thiazoline FL potato mesityl oxide FL/FR roasted 2- acetyl pyrazine FL/FR ethyl 3-(furfuryl thio) propionate FL furfuryl thioacetate FL/FR smoky prosopis juliflora wood extract FL solvent 1- heptanol FL/FR spicy para-alpha- dimethyl styrene FL/FR hawthorn carbinol FL/FR para-iso propyl acetophenone FL/FR sulfurous S- furfuryl thioformate FL/FR sweet 2- acetyl-3-methyl thiophene FL saffron resinoid FL/FR toasted acetyl propionyl FL/FR waxy para- cresyl laurate FL/FR ethyl myristate FL/FR winey iso amyl nonanoate FL/FR 5- ethyl-2-methyl pyridine FL valeraldehyde FL/FR woody ambroxan FL/FR dihydro-beta-ionone FL/FR (E)-beta- ionone FL/FR alpha- irone FL/FR sandalwood oil FL/FR santalyl acetate FL/FR whiskey lactone FL/FR   Potential Uses: None Found   Occurrence (nature, food, other):note   bay laurel fruit Search Trop Picture   bay laurel leaf Search Trop Picture   burdock root Search Trop Picture   costus root Search Trop Picture   laurel leaf oil turkey @ 0.20% Data GC Search Trop Picture   Synonyms:   azuleno[4,5-b]furan-2(3H)-one, decahydro-3,6,9-tris(methylene)-, (3aS,6aR,9aR,9bS)-   costus lactone, dehydro- (3aS- (3aalpha,6aalpha, 9aalpha,9bbeta))- decahydro-3,6,9-tris(methylene)azuleno(4,5-b)furan-2(3H)-one   dehydrocostuslactone (3aS,6aR,9aR,9bS)-3,6,9-tris( methylene)decahydroazuleno[4,5-b]furan-2(3H)-one (3aS,6aR,9aR,9bS)-3,6,9- trimethylene-decahydro-azuleno[4,5-b]furan-2-one (3aS,6aR,9aR,9bS)-3,6,9- trimethylidene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[5,4-d]furan-2-one (3aS,6aR,9aR,9bS)-3,6,9- trimethylidenedecahydroazuleno[4,5-b]furan-2(3H)-one   Articles:   None found yet. 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Notes: None found