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CHEBI:52646 - leptomycin B

ChEBI IDCHEBI:52646
ChEBI Nameleptomycin B
Stars
DefinitionA leptomycin having a (2E,10E,12E,16Z,18E)-double bond configuration as well as an ethyl substituent at position 17.
Last Modified5 March 2018
SubmitterSteve
DownloadsMolfile
FormulaC33H48O6
Net Charge0
Average Mass540.741
Monoisotopic Mass540.34509
SMILESCCC(=C/[C@H](C)C/C=C/C(C)=C/[C@@H](C)C(=O)[C@@H](C)[C@H](O)[C@@H](C)C/C(C)=C/C(=O)O)/C=C/[C@@H]1OC(=O)C=C[C@@H]1C
InChIInChI=1S/C33H48O6/c1-9-28(14-15-29-24(5)13-16-31(36)39-29)19-22(3)12-10-11-21(2)17-25(6)32(37)27(8)33(38)26(7)18-23(4)20-30(34)35/h10-11,13-17,19-20,22,24-27,29,33,38H,9,12,18H2,1-8H3,(H,34,35)/b11-10+,15-14+,21-17+,23-20+,28-19-/t22-,24+,25-,26+,27-,29+,33-/m1/s1
InChIKeyYACHGFWEQXFSBS-XYERBDPFSA-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 B (CHEBI:52646) has functional parent tetracosanoic acid (CHEBI:28866)
leptomycin B (CHEBI:52646) has role antifungal agent (CHEBI:35718)
leptomycin B (CHEBI:52646) has role bacterial metabolite (CHEBI:76969)
leptomycin B (CHEBI:52646) is a hydroxy polyunsaturated fatty acid (CHEBI:140345)
leptomycin B (CHEBI:52646) is a leptomycin (CHEBI:52651)
IUPAC Name 
(2E,5S,6R,7S,9R,10E,12E,15R,16Z,18E)-17-ethyl-6-hydroxy-3,5,7,9,11,15-hexamethyl-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
Antibiotic CI 940ChemIDplus
Antibiotic CL 1957AChemIDplus
LMBChEBI
ATS 1287BChEBI
Antibiotic PD 114720ChEBI
antibiotic ATS 1287BChEBI
Registry NumbersSources
Beilstein:7958583Beilstein
Reaxys:8299374Reaxys
CAS:87081-35-4ChemIDplus
Citations