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CHEBI:52650 - leptomycin A

ChEBI IDCHEBI:52650
ChEBI Nameleptomycin A
Stars
DefinitionA leptomycin having all-trans double bonds and a seventh methyl substituent at position 17.
Last Modified9 July 2025
SubmitterSteve
DownloadsMolfile
FormulaC32H46O6
Net Charge0
Average Mass526.714
Monoisotopic Mass526.32944
SMILESCC(/C=C/C[C@@H](C)/C=C(C)/C=C/[C@@H]1OC(=O)C=C[C@@H]1C)=C\[C@@H](C)C(=O)[C@@H](C)[C@H](O)[C@@H](C)C/C(C)=C/C(=O)O
InChIInChI=1S/C32H46O6/c1-20(16-22(3)12-14-28-24(5)13-15-30(35)38-28)10-9-11-21(2)17-25(6)31(36)27(8)32(37)26(7)18-23(4)19-29(33)34/h9,11-17,19-20,24-28,32,37H,10,18H2,1-8H3,(H,33,34)/b11-9+,14-12+,21-17+,22-16+,23-19+/t20-,24+,25-,26+,27-,28+,32-/m1/s1
InChIKeyQECBVZBMGUAZDL-JSADDXMJSA-N
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
ChEBI Ontology
Outgoing Relation(s)
leptomycin A (CHEBI:52650) has functional parent tetracosanoic acid (CHEBI:28866)
leptomycin A (CHEBI:52650) has role antifungal agent (CHEBI:35718)
leptomycin A (CHEBI:52650) has role bacterial metabolite (CHEBI:76969)
leptomycin A (CHEBI:52650) is a hydroxy polyunsaturated fatty acid (CHEBI:140345)
leptomycin A (CHEBI:52650) is a leptomycin (CHEBI:52651)
IUPAC Name 
(2E,5S,6R,7S,9R,10E,12E,15R,16E,18E)-6-hydroxy-3,5,7,9,11,15,17-heptamethyl-19-[(2S,3S)-3-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]-8-oxononadeca-2,10,12,16,18-pentaenoic acid
Synonyms  Source
JildamycinChemIDplus
(2E,10E,12E,16Z,18E)-(R)-6-hydroxy-3,5,7,9,11,15,17-heptamethyl-19-((2S,3S)-3-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)-8-oxo-nonadeca-2,10,12,16,18-pentaenoic acidChEBI
Antibiotic ATS 1287AChEBI
Antibiotic PD 118607ChEBI
Registry NumbersSources
Reaxys:13029203Reaxys
CAS:87081-36-5ChemIDplus
Citations