CHEBI:90941 - sibiromycin

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name sibiromycin
ChEBI ID CHEBI:90941
Definition An aminoglycoside antibiotic produced by Streptosporangium sibiricum that also exhibits antitumour properties.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Kristian Axelsen
Supplier Information
Download Molfile XML SDF
Formula C24H33N3O7
Net Charge 0
Average Mass 475.536
Monoisotopic Mass 475.23185
InChI InChI=1S/C24H33N3O7/c1-6-7-13-8-15-21(30)26-17-14(22(31)27(15)10-13)9-16(11(2)18(17)28)34-23-20(29)24(4,32)19(25-5)12(3)33-23/h6-7,9-10,12,15,19-21,23,25-26,28-30,32H,8H2,1-5H3/b7-6+/t12-,15-,19-,20-,21+,23-,24+/m0/s1
InChIKey RAGFPHFDFVNLCG-INYQBOQCSA-N
SMILES OC1=C2N[C@@H]([C@]3(N(C=C(/C=C/C)C3)C(=O)C2=CC(=C1C)O[C@H]4[C@@H]([C@]([C@H]([C@@H](O4)C)NC)(C)O)O)[H])O
Metabolite of Species Details
Streptosporangium sibiricum (NCBI:txid457432) See: PubMed
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): 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.
(via carbohydrate-containing antibiotic )
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing sibiromycin (CHEBI:90941) has role antineoplastic agent (CHEBI:35610)
sibiromycin (CHEBI:90941) has role bacterial metabolite (CHEBI:76969)
sibiromycin (CHEBI:90941) is a aminoglycoside antibiotic (CHEBI:22507)
sibiromycin (CHEBI:90941) is a hemiaminal (CHEBI:73080)
sibiromycin (CHEBI:90941) is a phenols (CHEBI:33853)
sibiromycin (CHEBI:90941) is a pyrrolobenzodiazepine (CHEBI:131437)
IUPAC Name
(11R,11aS)-9,11-dihydroxy-8-methyl-5-oxo-2-[(1E)-prop-1-en-1-yl]-5,10,11,11a-tetrahydro-1H-pyrrolo[2,1-][1,4]benzodiazepin-7-yl 4,6-dideoxy-3-C-methyl-4-(methylamino)-α-L-mannopyranoside
Synonym Source
Sybiromycin ChemIDplus
Manual Xrefs Databases
C00018852 KNApSAcK
CPD-18442 MetaCyc
View more database links
Registry Numbers Types Sources
12684-33-2 CAS Registry Number KNApSAcK
12684-33-2 CAS Registry Number ChemIDplus
14751112 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
1119795 PubMed citation Europe PMC
18983 PubMed citation Europe PMC
20544978 PubMed citation Europe PMC
21111423 PubMed citation Europe PMC
21612226 PubMed citation Europe PMC
25111266 PubMed citation Europe PMC
25564379 PubMed citation SUBMITTER
25960001 PubMed citation Europe PMC
358909 PubMed citation Europe PMC
581439 PubMed citation Europe PMC
582800 PubMed citation Europe PMC
6376603 PubMed citation Europe PMC
6987949 PubMed citation Europe PMC
Last Modified
03 March 2016