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12656-40-5

12656-40-5 Structure

12656-40-5 Structure
IdentificationBack Directory
[Name]

althiomycin
[CAS]

12656-40-5
[Synonyms]

116-A
Matamycin
NS-102809
Nsc 102809
althiomycin
N-[1-[4-[(2,5-Dihydro-4-methoxy-2-oxo-1H-pyrrol-1-yl)carbonyl]-4,5-dihydrothiazol-2-yl]-2-hydroxyethyl]-2-[(hydroxyimino)methyl]-4-thiazolecarboxamide
4-Thiazolecarboxamide, N-[1-[(4S)-4-[(2,5-dihydro-4-methoxy-2-oxo-1H-pyrrol-1-yl)carbonyl]-4,5-dihydro-2-thiazolyl]-2-hydroxyethyl]-2-[(E)-(hydroxyimino)methyl]-
[Molecular Formula]

C16H17N5O6S2
[MDL Number]

MFCD01681520
[MOL File]

12656-40-5.mol
[Molecular Weight]

439.47
Chemical PropertiesBack Directory
[Melting point ]

172-174 °C (decomp)
[density ]

1.72±0.1 g/cm3(Predicted)
[storage temp. ]

-20°C
[form ]

A crystalline solid
[pka]

9.67±0.10(Predicted)
Hazard InformationBack Directory
[Uses]

Althiomycin is a polyketide synthase-derived thiazole antibiotic originally isolated from S. althioticus. It is active against Gram-positive bacteria, including S. aureus, S. epidermidis, and S. pyogenes (MICs=25, 25, and 3.1 μg/mL, respectively).2 Althiomycin inhibits protein synthesis in E. coli when used at concentrations of 1 and 10 μg/mL but not in isolated rabbit reticulocytes at 100 μg/mL.
[References]

[1] Gerc, et al. The insect pathogen Serratia marcescens Db10 uses a hybrid non-ribosomal peptide synthetase-polyketide synthase to produce the antibiotic althiomycin. PLoS One 7(9), e44673 (2012).
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