CHEBI:29649 - narbomycin

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ChEBI Name narbomycin
ChEBI ID CHEBI:29649
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:44624
Supplier Information
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Formula C28H47NO7
Net Charge 0
Average Mass 509.67530
Monoisotopic Mass 509.33525
InChI InChI=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
InChIKey OXFYAOOMMKGGAI-JLTOUBQASA-N
SMILES CC[C@H]1OC(=O)[C@H](C)C(=O)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)C[C@@H]([C@H]2O)N(C)C)[C@@H](C)C[C@@H](C)C(=O)\C=C\[C@H]1C
Roles Classification
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 macrolide antibiotic )
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ChEBI Ontology
Outgoing 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 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 Sources
12-Deoxypicromycin ChemIDplus
Narbomycin KEGG COMPOUND
Manual Xrefs Databases
C11998 KEGG COMPOUND
CPD-13834 MetaCyc
NRB PDBeChem
US2006234958 Patent
US6303767 Patent
View more database links
Registry Numbers Types Sources
6036-25-5 CAS Registry Number KEGG COMPOUND
6036-25-5 CAS Registry Number ChemIDplus
65732 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
1133401 PubMed citation Europe PMC
12089557 PubMed citation Europe PMC
20695498 PubMed citation Europe PMC
21959378 PubMed citation Europe PMC
22168449 PubMed citation Europe PMC
5439233 PubMed citation Europe PMC
9778370 PubMed citation Europe PMC
9831532 PubMed citation Europe PMC
Last Modified
11 March 2014