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CHEBI:66553 - lactonamycin

ChEBI IDCHEBI:66553
ChEBI Namelactonamycin
Stars
DefinitionAn organic heterohexacyclic compound isolated from the culture broth of Streptomyces rishiriensis. It is an antibiotic with antibacterial activity.
Last Modified19 March 2013
DownloadsMolfile
FormulaC28H27NO12
Net Charge0
Average Mass569.519
Monoisotopic Mass569.15333
SMILES[H][C@]1(O[C@@]23CO[C@@]4(OC)CC(=O)O[C@]42C(=O)c2c(cc4cc(O)c5c(c4c2O)CN(C)C5=O)C3=O)CC[C@H](O)[C@H](C)O1
InChIInChI=1S/C28H27NO12/c1-11-15(30)4-5-18(39-11)41-26-10-38-27(37-3)8-17(32)40-28(26,27)24(35)21-13(23(26)34)6-12-7-16(31)20-14(19(12)22(21)33)9-29(2)25(20)36/h6-7,11,15,18,30-31,33H,4-5,8-10H2,1-3H3/t11-,15-,18-,26+,27-,28-/m0/s1
InChIKeyXFQJOLWXLJXJSV-VUAGTGNDSA-N
Species of MetaboliteComponentSourceComments
Streptomyces rishiriensis (ncbitaxon:68264) - PubMed (8931735) Strain: MJ773-88K4
Roles Classification
Biological Roles:
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
ChEBI Ontology
Outgoing Relation(s)
lactonamycin (CHEBI:66553) has functional parent L-rhodinose (CHEBI:32485)
lactonamycin (CHEBI:66553) has role antibacterial agent (CHEBI:33282)
lactonamycin (CHEBI:66553) has role antimicrobial agent (CHEBI:33281)
lactonamycin (CHEBI:66553) has role metabolite (CHEBI:25212)
lactonamycin (CHEBI:66553) is a organic heterohexacyclic compound (CHEBI:51914)
lactonamycin (CHEBI:66553) is a phenols (CHEBI:33853)
lactonamycin (CHEBI:66553) is a trideoxyhexose derivative (CHEBI:63349)
lactonamycin (CHEBI:66553) is a γ-lactone (CHEBI:37581)
IUPAC Name 
(3aS,5aS,14aR)-9,13-dihydroxy-5a-{[(2S,5S,6S)-5-hydroxy-6-methyltetrahydro-2H-pyran-2-yl]oxy}-3a-methoxy-11-methyl-3,3a,11,12-tetrahydro-2H,5H-furo[2'',3'':4',5']furo[3',4':6,7]naphtho[2,3-e]isoindole-2,6,10,14(5aH)-tetrone
Registry NumbersSources
Reaxys:8378497Reaxys
CAS:182234-02-2ChemIDplus
Citations