CHEBI:157683 - althiomycin

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ChEBI Name althiomycin
ChEBI ID CHEBI:157683
Definition A peptide antibiotic isolated from soil and enteric bacteria. It is a protein synthesis inhibitor which exhibits antibacterial activity against both Gram-positive and Gram-negative bacteria.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Martin Larralde
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Formula C16H17N5O6S2
Net Charge 0
Average Mass 439.460
Monoisotopic Mass 439.06203
InChI InChI=1S/C16H17N5O6S2/c1-27-8-2-13(23)21(4-8)16(25)11-7-29-15(20-11)9(5-22)19-14(24)10-6-28-12(18-10)3-17-26/h2-3,6,9,11,22,26H,4-5,7H2,1H3,(H,19,24)/b17-3+/t9?,11-/m1/s1
InChIKey VQQNQKXWJMRPHT-GMLCBOFYSA-N
SMILES COC1=CC(=O)N(C1)C(=O)[C@H]1CSC(=N1)C(CO)NC(=O)C1=CSC(\C=N\O)=N1
Metabolite of Species Details
Serratia marcescens subsp. marcescens Db11 (NCBI:txid273526) See: PubMed
Myxococcus xanthus (NCBI:txid34) of strain DK897 See: PubMed
Myxococcus xanthus (NCBI:txid34) of strain Mx x52 See: PubMed
Cystobacter fuscus (NCBI:txid43) of strain Cb 685 See: PubMed
Streptomyces matensis (NCBI:txid67325) See: DOI
Streptomyces althioticus (NCBI:txid83380) See: PubMed
Myxococcus virescens (NCBI:txid83456) of strain Mx v12 See: PubMed
Myxococcus virescens (NCBI:txid83456) of strain Mx v54 See: PubMed
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
antibacterial agent
A substance (or active part thereof) that kills or slows the growth of bacteria.
protein synthesis inhibitor
A compound, usually an anti-bacterial agent or a toxin, which inhibits the synthesis of a protein.
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via peptide antibiotic )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing althiomycin (CHEBI:157683) has role antibacterial agent (CHEBI:33282)
althiomycin (CHEBI:157683) has role bacterial metabolite (CHEBI:76969)
althiomycin (CHEBI:157683) has role protein synthesis inhibitor (CHEBI:48001)
althiomycin (CHEBI:157683) is a γ-lactam (CHEBI:74222)
althiomycin (CHEBI:157683) is a 1,3-thiazoles (CHEBI:38418)
althiomycin (CHEBI:157683) is a aldoxime (CHEBI:22307)
althiomycin (CHEBI:157683) is a ether (CHEBI:25698)
althiomycin (CHEBI:157683) is a pentapeptide (CHEBI:48545)
althiomycin (CHEBI:157683) is a peptide antibiotic (CHEBI:25903)
althiomycin (CHEBI:157683) is a primary alcohol (CHEBI:15734)
althiomycin (CHEBI:157683) is a pyrroline (CHEBI:23763)
althiomycin (CHEBI:157683) is a secondary carboxamide (CHEBI:140325)
althiomycin (CHEBI:157683) is a tertiary carboxamide (CHEBI:140326)
IUPAC Name
2-[(E)-(hydroxyimino)methyl]-N-(2-hydroxy-1-{(4S)-4-[(4-methoxy-2-oxo-2,5-dihydro-1H-pyrrol-1-yl)carbonyl]-4,5-dihydro-1,3-thiazol-2-yl}ethyl)-1,3-thiazole-4-carboxamide
Synonyms Sources
116-A ChemIDplus
altiomycin ChemIDplus
matamycin ChemIDplus
N-{2-hydroxy-1-[(4S)-4-(4-methoxy-2-oxo-2,5-dihydro-1H-pyrrole-1-carbonyl)-4,5-dihydro-1,3-thiazol-2-yl]ethyl}-2-[(E)-(hydroxyimino)methyl]-1,3-thiazole-4-carboxamide IUPAC
Manual Xrefs Databases
4576669 ChemSpider
Althiomycin Wikipedia
C00018669 KNApSAcK
View more database links
Registry Number Type Source
12656-40-5 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
1150528 PubMed citation SUBMITTER
11844672 PubMed citation Europe PMC
13513511 PubMed citation Europe PMC
15659197 PubMed citation Europe PMC
21626639 PubMed citation Europe PMC
23028578 PubMed citation Europe PMC
24847000 PubMed citation Europe PMC
31850328 PubMed citation Europe PMC
4452663 PubMed citation SUBMITTER
4917791 PubMed citation SUBMITTER
6809724 PubMed citation SUBMITTER
Last Modified
25 January 2021