CAS 76706-55-3|Myxothiazol

Introduction：Basic information about CAS 76706-55-3|Myxothiazol, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. Myxothiazol BiologicalActivity
3. Chemical & Physical Properties
4. Toxicological Information
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATA
ACUTE TOXICITY DATA
5. Safety Information
6. Articles39
7. Synonyms

Common Name	Myxothiazol
CAS Number	76706-55-3	Molecular Weight	487.67800
Density	1.158g/cm3	Boiling Point	679.6ºC at 760 mmHg
Molecular Formula	C₂₅H₃₃N₃O₃S₂	Melting Point	/
MSDS	ChineseUSA	Flash Point	364.8ºC
Symbol	GHS06	Signal Word	Danger

Names

Name	myxothiazol
Synonym	More Synonyms

Myxothiazol BiologicalActivity

Description	Myxothiazol, an antifungal antibiotic, is a mitochondrial electron transport chain complex III (bc1 complex) inhibitor. Myxothiazol inhibits the growth of many yeasts and fungi at concentrations between 0.01 and 3 μg/ml[1][2].
Related Catalog	Research Areas >>InfectionSignaling Pathways >>Anti-infection >>Fungal
In Vitro	Myxothiazol inhibits the growth of many yeasts and fungi at concentrations between 0.01 and 3 μg/ml[2]. Myxothiazol binds to the ubiquinol oxidation site Qo of complex III and blocks electron transfer from ubiquinol to cytochrome b and thus inhibits complex III activity[3].
In Vivo	Myxothiazol (i.p.; 0.56 mg/kg; daily for 4 days)-induced complex III inhibition can be induced in mice for four days in a row without overt hepatotoxicity or lethality[3]. Animal Model: C57Bl/J6 mice[3] Dosage: 0.56 mg/kg Administration: I.p.; 24 hours intervals for at most 4 times Result: A reversible complex III activity decrease to 50% of control value occurred at 2 h post-injection. At 74 h only minor histological changes in the liver were found, supercomplex formation was preserved and no significant changes in the expression of genes indicating hepatotoxicity or inflammation were found.
References	[1]. Thierbach G, et al. Myxothiazol, a new antibiotic interfering with respiration. Antimicrob Agents Chemother. 1981;19(4):504-507. [2]. von Jagow G,et al. An inhibitor of mitochondrial respiration which binds to cytochrome b and displaces quinone from the iron-sulfur protein of the cytochrome bc1 complex. J Biol Chem. 1984;259(10):6318-6326. [3]. Davoudi M, et al. A mouse model of mitochondrial complex III dysfunction induced by myxothiazol. Biochem Biophys Res Commun. 2014;446(4):1079-1084.

Chemical & Physical Properties

Density	1.158g/cm3
Boiling Point	679.6ºC at 760 mmHg
Molecular Formula	C₂₅H₃₃N₃O₃S₂
Molecular Weight	487.67800
Flash Point	364.8ºC
Exact Mass	487.19600
PSA	143.81000
LogP	6.51870
Index of Refraction	1.584
InChIKey	XKTFQMCPGMTBMD-FYHMSGCOSA-N
SMILES	COC(=CC(N)=O)C(C)C(C=Cc1csc(-c2csc(C(C)C=CC=CC(C)C)n2)n1)OC
Storage condition	-20°C

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: QH7580000

CHEMICAL NAME :: 2,6-Heptadienamide, 7-(2'-(1,6-dimethyl-2,4-heptadienyl)(2,4'-bithiazol)- 4-yl)-3,5-dimethoxy- 4-methyl-

CAS REGISTRY NUMBER :: 76706-55-3

LAST UPDATED :: 199307

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C25-H33-N3-O3-S2

MOLECULAR WEIGHT :: 487.73

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Unreported

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 2 mg/kg

TOXIC EFFECTS :: Tumorigenic - active as anti-cancer agent

REFERENCE :: JANTAJ Journal of Antibiotics. (Japan Antibiotics Research Assoc., 2-20-8 Kamiosaki, Shinagawa-ku, Tokyo, 141, Japan) V.2-5, 1948-52; V.21- 1968- Volume(issue)/page/year: 33,1474,1980

Safety Information

Symbol	GHS06
Signal Word	Danger
Hazard Statements	H300
Precautionary Statements	P264-P301 + P310
Hazard Codes	T+
Risk Phrases	28
Safety Phrases	28-36/37-45
RIDADR	UN 3462 6.1/PG 1
Packaging Group	III
Hazard Class	6.1(b)

Articles39

Unsuspected pyocyanin effect in yeast under anaerobiosis.

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The blue-green phenazine, Pyocyanin (PYO), is a well-known virulence factor produced by Pseudomonas aeruginosa, notably during cystic fibrosis lung infections. It is toxic to both eukaryotic and bacte...

Oxidized LDL-induced angiogenesis involves sphingosine 1-phosphate: prevention by anti-S1P antibody.

Br. J. Pharmacol. 172(1) , 106-18, (2014)

Neovascularization occurring in atherosclerotic lesions may promote plaque expansion, intraplaque haemorrhage and rupture. Oxidized LDL (oxLDL) are atherogenic, but their angiogenic effect is controve...

The small molecule C-6 is selectively cytotoxic against breast cancer cells and its biological action is characterized by mitochondrial defects and endoplasmic reticulum stress.

Breast Cancer Res. 16(6) , 472, (2015)

The establishment of drug resistance following treatment with chemotherapeutics is strongly associated with poor clinical outcome in patients, and drugs that target chemoresistant tumors have the pote...

Synonyms

2,6-Heptadienamide,7-(2'-((1S,2E,4E)-1,6-dimethyl-2,4-heptadienyl)(2,4'-bithiazol)-4-yl)-3,5-dimethoxy-4-methyl-,(2E,4R,5S,6E)

MFCD00043397

MYXOTHIAZOL

7-(2

5-dimethoxy-4-methyl

2,6-Heptadienamide,7-(2'-(1,6-dimethyl-2,4-heptadienyl)(2,4'-bithiazol)-4-yl)-3,5-dimethoxy-4-methyl

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