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T5580

粘噻唑

Name: 粘噻唑
Brand: SIGMA

from Myxococcus fulvus Mx f85, ≥98% (HPLC), lyophilized solid, antibiotic

别名:

Myxothiazol A

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关于此项目

经验公式（希尔记法）:

C₂₅H₃₃N₃O₃S₂

化学文摘社编号:

76706-55-3

分子量:

487.68

UNSPSC Code:

51111800

PubChem Substance ID:

329826828

NACRES:

NA.77

MDL number:

MFCD00043397

Assay:

≥98% (HPLC)

Storage condition:

protect from light, under inert gas

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属性

产品名称

粘噻唑, from Myxococcus fulvus Mx f85, ≥98% (HPLC)

biological source

Myxococcus fulvus Mx f85

Quality Segment

200

assay

≥98% (HPLC)

storage condition

protect from light, under inert gas

solubility

chloroform: soluble 9.80-10.20 mg/mL, clear, colorless to yellow, DMSO: soluble, acetone: soluble, dichloromethane: soluble, ethanol: soluble, ethyl acetate: soluble, methanol: soluble

antibiotic activity spectrum

fungi

mode of action

enzyme | inhibits

storage temp.

−20°C

SMILES string

CO[C@@H](\C=C\c1csc(n1)-c2csc(n2)[C@@H](C)\C=C\C=C\C(C)C)[C@@H](C)\C(OC)=C\C(N)=O

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

说明

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.

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.

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.

pictograms

GHS06

signalword

Danger

hcodes

H300

pcodes

P264 - P270 - P301 + P310 - P405 - P501

Hazard Classifications

Acute Tox. 2 Oral

存储类别

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c