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Myxothiazol

Catalog No. T5580 Name Sigma Aldrich
CAS Number 76706-55-3 Website http://www.sigmaaldrich.com
M. F. C25H33N3O3S2 Telephone 1-800-521-8956
M. W. 487.67782 Fax
Purity ≥98% (HPLC) Email
Storage protect from light Chembase ID: 154721

SYNONYMS

IUPAC name
(4R,5S)-3,5-dimethoxy-4-methyl-7-(2-{2-[(2S)-7-methylocta-3,5-dien-2-yl]-1,3-thiazol-4-yl}-1,3-thiazol-4-yl)hepta-2,6-dienamide
IUPAC Traditional name
(4R,5S)-3,5-dimethoxy-4-methyl-7-(2-{2-[(2S)-7-methylocta-3,5-dien-2-yl]-1,3-thiazol-4-yl}-1,3-thiazol-4-yl)hepta-2,6-dienamide

DATABASE IDS

MDL Number MFCD00043397
CAS Number 76706-55-3

PROPERTIES

Biological Source from Myxococcus fulvus Mx f85
Empirical Formula (Hill Notation) C25H33N3O3S2
Purity ≥98% (HPLC)
Solubility DMSO: soluble
Solubility acetone: soluble
Solubility chloroform: soluble
Solubility dichloromethane: soluble
Solubility ethanol: soluble
Solubility ethyl acetate: soluble
Solubility methanol: soluble
GHS Pictograms GHS06
GHS Signal Word Danger
GHS Hazard statements H300
European Hazard Symbols Highly toxic Highly toxic (T+)
MSDS Link Download
GHS Precautionary statements P264-P301 + P310
Risk Statements 28
Safety Statements 28-36/37-45
Storage Condition protect from light
Storage Condition under inert gas
Storage Temperature -20°C
German water hazard class 3

DETAILS

Description (English)
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.1 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.2,3 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.4
Description (简体中文)
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.1 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.2,3 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.4

REFERENCES