Myxothiazol

Modify Date: 2024-01-06 20:45:19

Myxothiazol Structure
Myxothiazol structure
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 N/A
MSDS Chinese USA Flash Point 364.8ºC
Symbol GHS06
GHS06
Signal Word Danger

 Use of Myxothiazol


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].

 Names

Name myxothiazol
Synonym More Synonyms

 Myxothiazol Biological Activity

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
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
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
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)

 Precursor & DownStream

Precursor  2

DownStream  0

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 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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