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CHEBI:73481 - asukamycin

Default Structure
ChEBI IDCHEBI:73481
ChEBI Nameasukamycin
Stars
DefinitionA polyketide that is a member of the manumycin family of antibiotics and exhibits strong antibacterial, antifungal, and antineoplastic activities. Isolated from from the actinomycete bacterium Streptomyces nodosus subsp. asukaensis.
Secondary ChEBI IDCHEBI:29521
Last Modified5 January 2023
SubmitterKAX
DownloadsMolfile
FormulaC31H34N2O7
Net Charge0
Average Mass546.620
Monoisotopic Mass546.23660
SMILESO=C(/C=C/C=C/C=C/C1CCCCC1)NC1=C[C@@](O)(/C=C/C=C/C=C/C(=O)NC2=C(O)CCC2=O)[C@@H]2O[C@@H]2C1=O
InChIInChI=1S/C31H34N2O7/c34-23-17-18-24(35)27(23)33-26(37)16-10-3-4-11-19-31(39)20-22(28(38)29-30(31)40-29)32-25(36)15-9-2-1-6-12-21-13-7-5-8-14-21/h1-4,6,9-12,15-16,19-21,29-30,34,39H,5,7-8,13-14,17-18H2,(H,32,36)(H,33,37)/b2-1+,4-3+,12-6+,15-9+,16-10+,19-11+/t29-,30-,31+/m1/s1
InChIKeySSHVAUUEPNULMP-JHWDTTIQSA-N
Roles Classification
Biological Roles:
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
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)
asukamycin (CHEBI:73481) has functional parent 4-hydroxyprotoasukamycin (CHEBI:90902)
asukamycin (CHEBI:73481) has role antibacterial agent (CHEBI:33282)
asukamycin (CHEBI:73481) has role antifungal agent (CHEBI:35718)
asukamycin (CHEBI:73481) has role antimicrobial agent (CHEBI:33281)
asukamycin (CHEBI:73481) has role antineoplastic agent (CHEBI:35610)
asukamycin (CHEBI:73481) has role bacterial metabolite (CHEBI:76969)
asukamycin (CHEBI:73481) is a enamide (CHEBI:51751)
asukamycin (CHEBI:73481) is a epoxide (CHEBI:32955)
asukamycin (CHEBI:73481) is a organic heterobicyclic compound (CHEBI:27171)
asukamycin (CHEBI:73481) is a polyketide (CHEBI:26188)
asukamycin (CHEBI:73481) is a secondary carboxamide (CHEBI:140325)
asukamycin (CHEBI:73481) is a tertiary alcohol (CHEBI:26878)
IUPAC Name 
(2E,4E,6E)-7-cyclohexyl-N-[(1S,5S,6R)-5-hydroxy-5-{(1E,3E,5E)-7-[(2-hydroxy-5-oxocyclopent-1-en-1-yl)amino]-7-oxohepta-1,3,5-trien-1-yl}-2-oxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl]hepta-2,4,6-trienamide
Synonyms  Source
AM 1042ChemIDplus
AsukamycinKEGG COMPOUND
asukamycin A1ChEBI
UniProt Name  Source
asukamycinUniProt
Manual XrefsDatabases
C00018105KNApSAcK
C12099KEGG COMPOUND
US4226879Patent
Registry NumbersSources
Beilstein:3639742Beilstein
Reaxys:6674537Reaxys
CAS:61116-33-4KEGG COMPOUND
CAS:61116-33-4ChemIDplus
Citations