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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:
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.
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
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