CHEBI:157683 - althiomycin

ChEBI IDCHEBI:157683
ChEBI Namealthiomycin
Stars
DefinitionA 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.
Last Modified24 December 2024
SubmitterMartin Larralde
DownloadsMolfile
FormulaC16H17N5O6S2
Net Charge0
Average Mass439.475
Monoisotopic Mass439.06203
SMILESCOC1=CC(=O)N(C(=O)[C@H]2CSC(C(CO)NC(=O)c3csc(/C=N/O)n3)=N2)C1
InChIInChI=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
InChIKeyVQQNQKXWJMRPHT-GMLCBOFYSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Streptomyces matensis (ncbitaxon:67325) - DOI (10.1007/978-3-642-46304-4_21)
Cystobacter fuscus (ncbitaxon:43) - PubMed (6809724) Strain: Cb 685
Myxococcus virescens (ncbitaxon:83456)
- PubMed (6809724) Strain: Mx v12
- PubMed (6809724) Strain: Mx v54
Myxococcus xanthus (ncbitaxon:34)
- PubMed (6809724) Strain: Mx x52
- PubMed (21626639) Strain: DK897
Streptomyces althioticus (ncbitaxon:83380) - PubMed (6809724)
Serratia marcescens subsp. marcescens Db11 (ncbitaxon:273526) - PubMed (23028578)
Roles Classification
Chemical Roles:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
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.
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
ChEBI Ontology
Outgoing Relation(s)
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 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 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)
althiomycin (CHEBI:157683) is a γ-lactam (CHEBI:74222)
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  Source
matamycinChemIDplus
altiomycinChemIDplus
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-carboxamideIUPAC
116-AChemIDplus
Manual XrefsDatabases
AlthiomycinWikipedia
C00018669KNApSAcK
4576669ChemSpider
Registry NumbersSources
CAS:12656-40-5ChemIDplus
Citations