| Identification | Back Directory | [Name]
MYXOTHIAZOL | [CAS]
76706-55-3 | [Synonyms]
Myxothiazo
MYXOTHIAZOL
5-dimethoxy-4-methyl-
myxothiazolfrommyxobacterium
MYXOTHIAZOL, VIAL WITH 10 MG*
MYXOTHIAZOL FROM MYXOBACTERIUM 95%
MYXOTHIAZOL, FROM MYXOCOCCUS FULVUS
myxothiazol from myxobacterium*myxococcus fulvus
7-(2’-(1,6-dimethyl-2,4-heptadienyl)(2,4’-bithiazol)-4-yl)-6-heptadienamide
2,6-Heptadienamide, 7-(2'-(1,6-dimethyl-2,4-heptadienyl)(2,4'-bithiazol)-4-yl)-3,5-dimethoxy-4-methyl-
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)-
2,6-Heptadienamide, 7-[2'-[(1S,2E,4E)-1,6-dimethyl-2,4-heptadien-1-yl][2,4'-bithiazol]-4-yl]-3,5-dimethoxy-4-methyl-, (2E,4R,5S,6E)- | [Molecular Formula]
C25H33N3O3S2 | [MDL Number]
MFCD00043397 | [MOL File]
76706-55-3.mol | [Molecular Weight]
487.68 |
| Chemical Properties | Back Directory | [Boiling point ]
679.6±65.0 °C(Predicted) | [density ]
1.158±0.06 g/cm3(Predicted) | [storage temp. ]
-20°C | [solubility ]
chloroform: soluble9.80 - 10.20mg/mL, clear, colorless to yellow | [form ]
Solid | [pka]
14.07±0.50(Predicted) | [color ]
White to off-white | [biological source]
Myxococcus fulvus Mx f85 |
| Hazard Information | Back Directory | [Uses]
Myxothiazol has been used in as a mitochondrial electron transport chain (mETC) inhibitor in P19 murine embryonal carcinoma pluripotent cell line and to treat HeLa cells for integrated stress response activation. | [Definition]
ChEBI: A 2,4'-bi-1,3-thiazole substituted at the 4-position with a (1E,3S,4R,5E)-7-amino-3,5-dimethoxy-4-methyl-7-oxohepta-1,5-dien-1-yl] group and at the 2'-position with a (2S | [Biochem/physiol Actions]
Myxothiazol, an antibiotic with activity against fungi and insects, is a strong inhibitor of mitochondrial cytochrome b/c1-segment of respiratory chain. Myxothiazol binds to the quinol oxidation (Qo) site of the bc1 complex, blocking electron transfer to the Rieske iron-sulfur protein in the mitochondrial respiratory chain. Oxygen consumption blockage leads to a cytostatic effect that could be reversed. Myxothiazol, as other Epothilones, which are known for their anti tumor activity, contains a thiazole ring that is formed by the incorporation of cysteine into the polyketide backbone. | [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.
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