CHEBI:73481 - asukamycin

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ChEBI Name asukamycin
ChEBI ID CHEBI:73481
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter KAX
Secondary ChEBI IDs CHEBI:29521
Supplier Information
Download Molfile XML SDF
Formula C31H34N2O7
Net Charge 0
Average Mass 546.61090
Monoisotopic Mass 546.237
InChI InChI=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
InChIKey SSHVAUUEPNULMP-JHWDTTIQSA-N
SMILES OC1=C(NC(=O)\C=C\C=C\C=C\[C@]2(O)C=C(NC(=O)\C=C\C=C\C=C\C3CCCCC3)C(=O)[C@H]3O[C@@H]23)C(=O)CC1
Roles Classification
Biological Role(s): bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
antibacterial agent
A substance that kills or slows the growth of 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(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
AM 1042 ChemIDplus
Asukamycin KEGG COMPOUND
asukamycin A1 ChEBI
Manual Xrefs Databases
C00018105 KNApSAcK
C12099 KEGG COMPOUND
US4226879 Patent
View more database links
Registry Numbers Types Sources
3639742 Beilstein Registry Number ChemIDplus
61116-33-4 CAS Registry Number KEGG COMPOUND
61116-33-4 CAS Registry Number ChemIDplus
6674537 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
15038738 PubMed citation Europe PMC
16816183 PubMed citation Europe PMC
19787206 PubMed citation Europe PMC
20522559 PubMed citation SUBMITTER
21854515 PubMed citation Europe PMC
22555913 PubMed citation Europe PMC
3553432 PubMed citation Europe PMC
993129 PubMed citation Europe PMC
PMC3513075 PubMed Central citation Europe PMC
Last Modified
07 March 2018