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76706-55-3

76706-55-3 Structure

76706-55-3 Structure
IdentificationBack 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 PropertiesBack 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
Safety DataBack Directory
[Hazard Codes ]

T+
[Risk Statements ]

28
[Safety Statements ]

28-36/37-45
[RIDADR ]

UN 3462 6.1/PG 1
[WGK Germany ]

3
[RTECS ]

QH7580000
[F ]

10
[HazardClass ]

6.1(b)
[PackingGroup ]

III
Hazard InformationBack 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.
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