76706-55-3 Usage
Uses
Used in Pharmaceutical Industry:
Myxothiazol is used as a mitochondrial electron transport chain (mETC) inhibitor for studying the function and regulation of the mETC in P19 murine embryonal carcinoma pluripotent cell line. Its selective inhibition of complex III provides valuable insights into the mechanisms of energy production and cellular respiration.
Used in Cancer Research:
Myxothiazol is used to treat HeLa cells for integrated stress response activation. Its ability to modulate cellular stress responses and affect energy metabolism makes it a promising candidate for investigating the role of the mETC in cancer cell survival and resistance to therapies.
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.
Check Digit Verification of cas no
The CAS Registry Mumber 76706-55-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,6,7,0 and 6 respectively; the second part has 2 digits, 5 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 76706-55:
(7*7)+(6*6)+(5*7)+(4*0)+(3*6)+(2*5)+(1*5)=153
153 % 10 = 3
So 76706-55-3 is a valid CAS Registry Number.
InChI:InChI=1/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+/m1/s1
76706-55-3Relevant academic research and scientific papers
Iwaki, Yuki,Kaneko, Masahiro,Akita, Hiroyuki
, p. 298 - 304 (2009)
The first synthesis of (+)-myxothiazol A 1 was achieved based on a modified Julia olefination between (3,5R)-dimethoxy-(4R)-methyl-6-oxo-(2E)-hexenamide 3, corresponding to the left side of the final molecule, and 4-(2″-benzothiazolyl)sulfonylmethyl-2′-[(
Iwaki, Yuki,Kaneko, Masahiro,Akita, Hiroyuki
, p. 7024 - 7026 (2008)
First convergent synthesis of (+)-myxothiazol A (1) was achieved based on modified (one-pot) Julia olefination between (3,5R)-dimethoxy-(4R)-methyl 6-oxo-(2E)-hexenamide (2), corresponding to left-side of the final molecule, and E-4-2′-(1S,6-dimethylheptadiene)-(2,4′-bis-thiazole)-4-methybenzothiazole sulfone (4) corresponding to right-side.
