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Thiolactomycin

Names

[ CAS No. ]:
82079-32-1

[ Name ]:
Thiolactomycin

[Synonym ]:
[R-(E)]-4-Hydroxy-3,5-dimethyl-5-(2-methyl-1,3-butadienyl)-2(5H)-thiophenone
2(5H)-Thiophenone,3,5-dimethyl-4-hydroxy-5-(2-methyl-1,3-butadienyl)-,(R-(E))
Antibiotic 2-200
MFCD01940028
TLM
(+)-Thiolactomycin
(R,E)-4-hydroxy-3,5-dimethyl-5-(2-methylbuta-1,3-dienyl)thiophen-2(5H)-one
(R-(E))-3,5-Dimethyl-4-hydroxy-5-(2-methyl-1,3-butadienyl)-2(5H)-thiophenone
(5R)-4-hydroxy-3,5-dimethyl-5-(2-methyl-buta-1,3-dienyl)-5-H-thiophen-2-one
(R)-(+)-Thiolactomycin
5R-Thiolactomycin

Biological Activity

[Description]:

Thiolactomycin is an antibiotic. Thiolactomycin is active against Gram-negative anaerobes. Thiolactomycin also inhibits malaria and trypanosomes. Thiolactomycin is a FabB inhibitor. Thiolactomycin inhibits the synthesis of fatty acids and mycolic acids[1][2].

[Related Catalog]:

Research Areas >> Infection
Signaling Pathways >> Anti-infection >> Bacterial

[References]

[1]. Price AC, et al. Inhibition of beta-ketoacyl-acyl carrier protein synthases by thiolactomycin and cerulenin. Structure and mechanism. J Biol Chem. 2001 Mar 2;276(9):6551-9.  

[2]. Slayden RA, et al. Antimycobacterial action of thiolactomycin: an inhibitor of fatty acid and mycolic acid synthesis. Antimicrob Agents Chemother. 1996 Dec;40(12):2813-9.  

Chemical & Physical Properties

[ Density]:
1.214g/cm3

[ Boiling Point ]:
319.2ºC at 760 mmHg

[ Molecular Formula ]:
C11H14O2S

[ Molecular Weight ]:
210.29300

[ Flash Point ]:
146.8ºC

[ Exact Mass ]:
210.07100

[ PSA ]:
62.60000

[ LogP ]:
2.98280

[ Index of Refraction ]:
1.632

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds