CHEBI:66553 - lactonamycin

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ChEBI Name lactonamycin
ChEBI ID CHEBI:66553
Definition An organic heterohexacyclic compound isolated from the culture broth of Streptomyces rishiriensis. It is an antibiotic with antibacterial activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C28H27NO12
Net Charge 0
Average Mass 569.51350
Monoisotopic Mass 569.15333
InChI InChI=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
InChIKey XFQJOLWXLJXJSV-VUAGTGNDSA-N
SMILES [H][C@@]1(CC[C@H](O)[C@H](C)O1)O[C@@]12CO[C@]3(CC(=O)O[C@@]13C(=O)c1c(O)c3c4CN(C)C(=O)c4c(O)cc3cc1C2=O)OC
Metabolite of Species Details
Streptomyces rishiriensis (NCBI:txid68264) of strain MJ773-88K4 See: PubMed
Roles Classification
Biological Role(s): 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.
antibacterial agent
A substance (or active part thereof) that kills or slows the growth of bacteria.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 γ-lactone (CHEBI:37581)
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)
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 Numbers Types Sources
182234-02-2 CAS Registry Number ChemIDplus
8378497 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
15606108 PubMed citation Europe PMC
8931735 PubMed citation Europe PMC
Last Modified
19 March 2013