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mucidin
(E,E,E)-2-(methoxymethylene)-3-methyl-6-phenyl-3,5-hexadienoic acid methyl ester

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Name:methyl (2E,3Z,5E)-2-(methoxymethylidene)-3-methyl-6-phenylhexa-3,5-dienoate
CAS Number: 52110-55-1Picture of molecule3D/inchi
FDA UNII: 15143I0275
Nikkaji Web:J9.782I
XlogP3:3.90 (est)
Molecular Weight:258.31706000
Formula:C16 H18 O3
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Soluble in:
 water, 13.89 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
(E,E,E)-2-(methoxymethylene)-3-methyl-6-phenyl-3,5-Hexadienoic acid methyl ester, Mucidermin, Strobilurin A
 
Safety Information:
 
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:
intraperitoneal-mouse LD50 250 mg/kg
"CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980Vol. 6, Pg. 267, 1981.

oral-mouse LD50 500 mg/kg
"CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980Vol. 6, Pg. 267, 1981.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for mucidin usage levels up to:
 not for fragrance use.
 
Recommendation for mucidin 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 :6437379
National Institute of Allergy and Infectious Diseases:Data
methyl (2E,3Z,5E)-2-(methoxymethylidene)-3-methyl-6-phenylhexa-3,5-dienoate
Chemidplus:0052110551
 
References:
 methyl (2E,3Z,5E)-2-(methoxymethylidene)-3-methyl-6-phenylhexa-3,5-dienoate
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):6437379
Pubchem (cas):52110-55-1
 
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
HMDB (The Human Metabolome Database):HMDB30420
FooDB:FDB002284
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 oudemansiella mucida
Search Trop Picture
 strobilurus tenacellus
Search PMC Picture
 
Synonyms:
3,5-hexadienoic acid, 2-(methoxymethylene)-3-methyl-6-phenyl-, methyl ester, (2E,3Z,5E)-
(E,E,E)-2-(methoxymethylene)-3-methyl-6-phenyl-3,5-hexadienoic acid methyl ester
 methyl (2E,3Z,5E)-2-(methoxymethylidene)-3-methyl-6-phenylhexa-3,5-dienoate
 

Articles:

PubMed:Strong lethality and teratogenicity of strobilurins on Xenopus tropicalis embryos: Basing on ten agricultural fungicides.
PubMed:Assessment of strobilurin fungicides' content in soya-based drinks by liquid micro-extraction and liquid chromatography with tandem mass spectrometry.
PubMed:Aquatic risk assessment of a novel strobilurin fungicide: A microcosm study compared with the species sensitivity distribution approach.
PubMed:Design, synthesis, and biological activity of oxime ether strobilurin derivatives containing indole moiety as novel fungicide.
PubMed:Synthesis and fungicidal activities of novel benzothiophene-substituted oxime ether strobilurins.
PubMed:Chemosensitization of aflatoxigenic fungi to antimycin A and strobilurin using salicylaldehyde, a volatile natural compound targeting cellular antioxidation system.
PubMed:Differential effects of mitochondrial Complex I inhibitors on production of reactive oxygen species.
PubMed:Chemosensitization of fungal pathogens to antimicrobial agents using benzo analogs.
PubMed:Study of Trichoderma viride metabolism under conditions of the restriction of oxidative processes.
PubMed:A possible site of superoxide generation in the complex I segment of rat heart mitochondria.
PubMed:Antibiotics in the chemical communication of fungi.
PubMed:Cross-resistance to strobilurin fungicides in mitochondrial and nuclear mutants of Saccharomyces cerevisiae.
PubMed:Architecture of the Qo site of the cytochrome bc1 complex probed by superoxide production.
PubMed:A strobilurin fungicide enhances the resistance of tobacco against tobacco mosaic virus and Pseudomonas syringae pv tabaci.
PubMed:The strobilurin fungicides.
PubMed:Isolation and molecular characterization of the carboxy-terminal pdr3 mutants in Saccharomyces cerevisiae.
PubMed:Role of the PDR gene network in yeast susceptibility to the antifungal antibiotic mucidin.
PubMed:Use of mutated PDR3 gene as a dominant selectable marker in transformation of prototrophic yeast strains.
PubMed:Melithiazols, new beta-methoxyacrylate inhibitors of the respiratory chain isolated from myxobacteria. Production, isolation, physico-chemical and biological properties.
PubMed:Production of antibiotics by Collybia nivalis, Omphalotus olearis, a Favolaschia and a Pterula species on natural substrates.
PubMed:The molecular basis for the natural resistance of the cytochrome bc1 complex from strobilurin-producing basidiomycetes to center Qp inhibitors.
PubMed:Biokinetic properties of BAS 490 F and some related compounds.
PubMed:Species dependence of mitochondrial respiration inhibition by strobilurin analogues.
PubMed:The strobilurins, oudemansins, and myxothiazols, fungicidal derivatives of beta-methoxyacrylic acid.
PubMed:Assay conditions for the mitochondrial NADH:coenzyme Q oxidoreductase.
PubMed:Roles in inhibitor recognition and quinol oxidation of the amino acid side chains at positions of cyt b providing resistance to Qo-inhibitors of the bc1 complex from Rhodobacter capsulatus.
PubMed:Interactions of the myxothiazol and mucidin toxophores with cytochrome b.
PubMed:New tools for mitochondrial genetics of Chlamydomonas reinhardtii: manganese mutagenesis and cytoduction.
PubMed:Fumaric acid overproduction in yeast mutants deficient in fumarase.
PubMed:Hyperpolarization and intracellular acidification in Trichoderma viride as a response to illumination.
PubMed:Structure/function relationships in mitochondrial cytochrome b revealed by the kinetic and circular dichroic properties of two yeast inhibitor-resistant mutants.
PubMed:Mitochondrial genetics of Chlamydomonas reinhardtii: resistance mutations marking the cytochrome b gene.
PubMed:Determination of nitrate by conversion to nitrite using Paracoccus denitrificans.
PubMed:Mutants of ubiquinol-cytochrome c2 oxidoreductase resistant to Qo site inhibitors: consequences for ubiquinone and ubiquinol affinity and catalysis.
PubMed:Hydroxylamine as an inhibitor and terminal acceptor in the respiratory chain of the bacterium Paracoccus denitrificans.
PubMed:The cytochrome b of the sea urchin Paracentrotus lividus is naturally resistant to myxothiazol and mucidin.
PubMed:Mutations conferring resistance to quinol oxidation (Qz) inhibitors of the cyt bc1 complex of Rhodobacter capsulatus.
PubMed:Molecular basis for resistance to myxothiazol, mucidin (strobilurin A), and stigmatellin. Cytochrome b inhibitors acting at the center o of the mitochondrial ubiquinol-cytochrome c reductase in Saccharomyces cerevisiae.
PubMed:[A study of the mechanism of cyanide resistant oxidation of succinate from rat liver mitochondria in the presence of menadione].
PubMed:Separate binding sites for antimycin and mucidin in the respiratory chain of the bacterium Paracoccus denitrificans and their occurrence in other denitrificans bacteria.
PubMed:Characterisation of binding of the methoxyacrylate inhibitors to mitochondrial cytochrome c reductase.
PubMed:Superoxide generation by the respiratory chain of tumor mitochondria.
PubMed:The kinetics of reoxidation of yeast complex III. An evaluation of the Q-cycle.
PubMed:Is the ubiquinone pool in the respiratory chain of the bacterium Paracoccus denitrificans really unhomogeneous?
PubMed:Extrachromosomal genetics in the yeast Kluyveromyces lactis. Isolation and characterization of antimycin-resistant mutants.
PubMed:Mucidin and strobilurin A are identical and inhibit electron transfer in the cytochrome bc1 complex of the mitochondrial respiratory chain at the same site as myxothiazol.
PubMed:Genetic mapping of nuclear mucidin resistance mutations in Saccharomyces cerevisiae. A new pdr locus on chromosome II.
PubMed:Effects of bc1-site electron transfer inhibitors on the absorption spectra of mitochondrial cytochromes b.
PubMed:Localization of a ferricyanide-reactive site of cytochrome b-c1 complex, possibly of cytochrome b or ubisemiquinone, at the outer face of submitochondrial particles.
PubMed:Effect of electron transfer inhibitors on superoxide generation in the cytochrome bc1 site of the mitochondrial respiratory chain.
PubMed:Energy-linked spectral shift of ferrocytochrome b in beef heart submitochondrial particles.
PubMed:[Genetic mapping of the mitochondrial markers of antibiotic resistance in PG-strain Saccharomyces cerevisiae yeasts].
PubMed:Effect of glucitol on the production of mucidin in Oudemansiella mucida.
PubMed:Metabolism of aromatic acids in the antibiotic-producing basidiomycete Oudemansiella mucida.
PubMed:Effect of tryptophan on the production of mucidin in cultures of basidiomycete Oudemansiella mucida.
PubMed:Spectral properties of cytochrome b-561 and cytochrome b-565 in mucidin-resistant mutants of Saccharomyces cerevisiae.
PubMed:Oudemansin, strobilurin A, strobilurin B and myxothiazol: new inhibitors of the bc1 segment of the respiratory chain with an E-beta-methoxyacrylate system as common structural element.
PubMed:Mucidin: its identity with strobilurin A.
PubMed:Modification of the spectral properties of cytochrome b in mutants of Saccharomyces cerevisiae resistant to 3-(3,4-dichlorophenyl)-1,1-dimethylurea. Mapping at two distinct genetic loci of the split mitochondrial gene of cytochrome b.
PubMed:Mucidin-nonproducing mutants of oudemansiella mucida.
PubMed:Mitochondrial translation products of yeast mutants resistant to mucidin.
PubMed:[Trichophyton violaceum as the causative agent in trichophytosis in the region of North Bohemia, and treatment with mucidin (Mucidermin Spofa) (author's transl)].
PubMed:Localization of mucidin-resistant locus muc3 on mitochondrial DNA with respect to ubiquinol-cytochrome c reductase deficient box loci. Locus muc3 is allelic to box2.
PubMed:Genetic localization of diuron- and mucidin-resistant mutants relative to a group of loci of the mitochondrial DNA controlling coenzyme QH2-cytochrome c reductase in Saccharomyces cerevisiae.
PubMed:Genetic determination of ubiquinol-cytochrome reductase: mitochondrial locus muc3 specifying resistance of Saccharomyces cerevisiae to mucidin.
PubMed:Biosynthesis of fatty acids and sterols in relation to the antibiotic formation in Oudemansiella mucida.
PubMed:Mucidin resistance in yeast. Isolation, characterization and genetic analysis of nuclear and mitochondrial mucidin-resistant mutants of Saccharomyces cerevisiae.
PubMed:Antifungal antibiotic of the Basidiomycete Oudemansiella mucida. III. Nuclei in the hyphae of mono- and dikaryons.
PubMed:Composition of lipids and production of mucidin in a submerged culture of the basidiomycete Oudemansiella mucida.
PubMed:Ultrastructural changes, caused by the new antibiotic mucidin in Candida pseudotropicalis.
PubMed:Mucidin-resistant antimycin A-sensitive mitochondrial mutant of Saccharomyces cerevisiae.
PubMed:Mode of action of mucidin, a new antifungal antibiotic produced by the basidiomycete Oudemansiella mucida.
PubMed:Antibiotic mucidin, a new antimycin A-like inhibitor of electron transport in rat liver mitochondria.
PubMed:Effects of the new antifungal antibiotic mucidin. I. Semiquantitative comparison of the activities of mucidin, nystatin and pimaricin.
PubMed:Effects of the new antifungal antibiotic mucidin. II. Morphological changes brought about in sensitive test microorganismus.
PubMed:[Mucidin, the first Czechoslovakian antibiotic].
 
Notes:
Prod. by Oudemansiella mucida, (porcelain fungus) and many other fungi
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