Myxothiazol

SIGMA/T5580 - from Myxococcus fulvus Mx f85, ≥98% (HPLC)

Synonym: Myxothiazol A

CAS Number: 76706-55-3
Empirical Formula (Hill Notation): C₂₅H₃₃N₃O₃S₂
Molecular Weight: 487.68
MDL Number: MFCD00043397
Linear Formula: C₂₅H₃₃N₃O₃S₂
Product Type: Chemical

Catalog Number	PKG Qty.	Price	Quantity


45-T5580-1MG	1 mg	$111.00 1/EA		Add To Favorites
45-T5580-5MG	5 mg	$444.00 1/EA		Add To Favorites

Properties
Descriptions
Safety Info.
Basic Data

antibiotic activity spectrum	fungi
assay	≥98% (HPLC)
biological source	Myxococcus fulvus Mx f85
InChI	1S/C25H33N3O3S2/c1-16(2)9-7-8-10-17(3)24-28-20(15-33-24)25-27-19(14-32-25)11-12-21(30-5)18(4)22(31-6)13-23(26)29/h7-18,21H,1-6H3,(H2,26,29)/b9-7+,10-8+,12-11+,22-13-/t17-,18+,21-/m0/s1
InChI key	XKTFQMCPGMTBMD-ZDBABOMLSA-N
mode of action	enzyme \| inhibits
Quality Level	200
SMILES string	CO[C@@H](C=Cc1csc(n1)-c2csc(n2)[C@@H](C)C=CC=CC(C)C)[C@@H](C)C(OC)=CC(N)=O
solubility	acetone: soluble
	chloroform: soluble 9.80-10.20 mg/mL, clear, colorless to yellow
	dichloromethane: soluble
	DMSO: soluble
	ethanol: soluble
	ethyl acetate: soluble
	methanol: soluble
storage condition	protect from light
	under inert gas
storage temp.	−20°C

Application:	Myxothiazol has been used as a complex IIIQo inhibitor in C. elegans cultures⁵. It has also been used to analyze mitochondrial oxygen transport in rat cells⁶.
Application:	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.
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.
Preparation Note:	Myxothiazol dissolves in chloroform at 9.80 - 10.20 mg/ml to yield a clear, colorless to yellow solution. It is also soluble in DMSO, acetone, dichloromethane, ethanol, ethyl acetate and methanol.

Symbol	GHS06
Signal word	Danger
Hazard statements	H300
Precautionary statements	P264 - P301 + P310
Hazard Codes	T+
Risk Statements	28
Safety Statements	28-36/37-45
RIDADR	UN 3462 6.1 / PGI
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	≥98% (HPLC)
Storage Temp.	−20°C
UNSPSC	12352200

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