MYXOTHIAZOL
MYXOTHIAZOL Basic information
- Product Name:
- MYXOTHIAZOL
- Synonyms:
-
- MYXOTHIAZOL, FROM MYXOCOCCUS FULVUS
- MYXOTHIAZOL
- 5-dimethoxy-4-methyl-
- 7-(2’-(1,6-dimethyl-2,4-heptadienyl)(2,4’-bithiazol)-4-yl)-6-heptadienamide
- myxothiazol from myxobacterium*myxococcus fulvus
- MYXOTHIAZOL, VIAL WITH 10 MG*
- MYXOTHIAZOL FROM MYXOBACTERIUM 95%
- myxothiazolfrommyxobacterium
- CAS:
- 76706-55-3
- MF:
- C25H33N3O3S2
- MW:
- 487.68
- Product Categories:
-
- Inhibits an EnzymeNitric Oxide and Cell Stress
- Mitochondrial InhibitorsAntibiotics
- Antibiotics
- Antibiotics A to
- Antibiotics G-MAntibiotics
- AntifungalAntibiotics
- Cell Stress
- Chemical Structure Class
- Mechanism of Action
- Peptides
- Spectrum of Activity
- Mol File:
- 76706-55-3.mol
MYXOTHIAZOL Chemical Properties
- 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
Safety Information
- 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
MSDS
- Language:English Provider:SigmaAldrich
MYXOTHIAZOL Usage And Synthesis
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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