CHEBI:45728 - sparsomycin

ChEBI IDCHEBI:45728
ChEBI Namesparsomycin
Stars
DefinitionAn enamide resulting from the formal condensation of the carboxy group of (2E)-3-(6-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)prop-2-enoic acid with the amino group of (2S)-2-amino-3-{(R)-[(methylsulfanyl)methyl]sulfinyl}propan-1-ol. It is an antitumor antibiotic produced by Streptomyces sparsogenes that inhibits protein synthesis by targeting ribosomes.
Last Modified10 September 2026
DownloadsMolfile
FormulaC13H19N3O5S2
Net Charge0
Average Mass361.445
Monoisotopic Mass361.07661
SMILESCSC[S@](=O)C[C@H](CO)NC(=O)/C=C/c1c(C)nc(=O)nc1=O
InChIInChI=1S/C13H19N3O5S2/c1-8-10(12(19)16-13(20)14-8)3-4-11(18)15-9(5-17)6-23(21)7-22-2/h3-4,9,17H,5-7H2,1-2H3,(H,15,18)(H2,14,16,19,20)/b4-3+/t9-,23+/m0/s1
InChIKeyXKLZIVIOZDNKEQ-CLQLPEFOSA-N
Species of MetaboliteComponentSourceComments
Streptomyces sparsogenes (ncbitaxon:67365) - PubMed (29111481) Strain: ATCC 25498
Roles Classification
Biological Roles:
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in 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.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
sparsomycin (CHEBI:45728) has role antimicrobial agent (CHEBI:33281)
sparsomycin (CHEBI:45728) has role antineoplastic agent (CHEBI:35610)
sparsomycin (CHEBI:45728) has role bacterial metabolite (CHEBI:76969)
sparsomycin (CHEBI:45728) has role protein synthesis inhibitor (CHEBI:48001)
sparsomycin (CHEBI:45728) is a enamide (CHEBI:51751)
sparsomycin (CHEBI:45728) is a methyl sulfide (CHEBI:86315)
sparsomycin (CHEBI:45728) is a primary alcohol (CHEBI:15734)
sparsomycin (CHEBI:45728) is a pyrimidone (CHEBI:38337)
sparsomycin (CHEBI:45728) is a sulfoxide (CHEBI:22063)
IUPAC Name 
(2E)-N-[(2S)-1-hydroxy-3-{(R)-[(methylsulfanyl)methyl]sulfinyl}propan-2-yl]-3-(6-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)prop-2-enamide
INNs  Source
esparsomicinaWHO MedNet
sparsomycinWHO MedNet
sparsomycineWHO MedNet
sparsomycinumWHO MedNet
Synonym  Source
(+)-sparsomycinChEBI
Manual XrefsDatabases
D05905KEGG DRUG
SPSPDBeChem
Registry NumbersSources
CAS:1404-64-4CAS
Citations