CHEBI:29649 - narbomycin

ChEBI IDCHEBI:29649
ChEBI Namenarbomycin
Stars
DefinitionA macrolide antibiotic that is narbonolide having a 3,4,6-trideoxy-3-(dimethylamino)-β-D-xylo-hexopyranosyl residue attached at position 6. It is biosynthesised by Streptomyces venezuelae.
Secondary ChEBI IDCHEBI:44624
Last Modified11 March 2014
DownloadsMolfile
FormulaC28H47NO7
Net Charge0
Average Mass509.684
Monoisotopic Mass509.33525
SMILESCC[C@H]1OC(=O)[C@H](C)C(=O)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)C[C@H](N(C)C)[C@H]2O)[C@@H](C)C[C@@H](C)C(=O)/C=C/[C@H]1C
InChIInChI=1S/C28H47NO7/c1-10-23-15(2)11-12-22(30)16(3)13-17(4)26(19(6)24(31)20(7)27(33)35-23)36-28-25(32)21(29(8)9)14-18(5)34-28/h11-12,15-21,23,25-26,28,32H,10,13-14H2,1-9H3/b12-11+/t15-,16-,17+,18-,19+,20-,21+,23-,25-,26+,28+/m1/s1
InChIKeyOXFYAOOMMKGGAI-JLTOUBQASA-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.
ChEBI Ontology
Outgoing Relation(s)
narbomycin (CHEBI:29649) has functional parent narbonolide (CHEBI:29650)
narbomycin (CHEBI:29649) has role bacterial metabolite (CHEBI:76969)
narbomycin (CHEBI:29649) is a enone (CHEBI:51689)
narbomycin (CHEBI:29649) is a macrolide antibiotic (CHEBI:25105)
narbomycin (CHEBI:29649) is a monosaccharide derivative (CHEBI:63367)
narbomycin (CHEBI:29649) is conjugate base of narbomycin(1+) (CHEBI:76801)
Incoming Relation(s)
narbomycin(1+) (CHEBI:76801) is conjugate acid of narbomycin (CHEBI:29649)
IUPAC Name 
(3R,5R,6S,7S,9R,11E,13R,14R)-14-ethyl-3,5,7,9,13-pentamethyl-2,4,10-trioxooxacyclotetradec-11-en-6-yl 3,4,6-trideoxy-3-(dimethylamino)-β-D-xylo-hexopyranoside
Synonyms  Source
NarbomycinKEGG COMPOUND
12-DeoxypicromycinChemIDplus
Manual XrefsDatabases
C11998KEGG COMPOUND
NRBPDBeChem
CPD-13834MetaCyc
US2006234958Patent
US6303767Patent
Registry NumbersSources
Reaxys:65732Reaxys
CAS:6036-25-5KEGG COMPOUND
CAS:6036-25-5ChemIDplus
Citations