CHEBI:167048 - levesquamide

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ChEBI Name levesquamide
ChEBI ID CHEBI:167048
Definition A polyketide-nonribosomal peptide with an isothiazolinone moiety found in Streptomyces sp. RKND-216. It has a strong selective activity against M. tuberculosis, with no cytotoxicity against mammalian cell lines.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Martin Larralde
Supplier Information
Download Molfile XML SDF
Formula C28H34N6O9S
Net Charge 0
Average Mass 630.670
Monoisotopic Mass 630.21080
InChI InChI=1S/C28H34N6O9S/c1-13(2)8-14(10-35)31-26(40)19(37)9-30-25(39)18(11-36)34-28(41)21-24(44-34)22(38)23(42-3)20(33-21)17-12-43-27(32-17)15-6-4-5-7-16(15)29/h4-7,12-14,18-19,35-37H,8-11,29H2,1-3H3,(H,30,39)(H,31,40)(H,33,38)/t14-,18-,19+/m0/s1
InChIKey DZVHAUSOBYTBDX-ZOCIIQOWSA-N
SMILES COC1=C(O)C2=C(N=C1C1=COC(=N1)C1=CC=CC=C1N)C(=O)N(S2)[C@@H](CO)C(=O)NC[C@@H](O)C(=O)N[C@H](CO)CC(C)C
Metabolite of Species Details
Streptomyces sp. RKND-216 (NCBI:txid2562581) See: PubMed
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): antitubercular agent
A substance that kills or slows the growth of Mycobacterium tuberculosis and is used in the treatment of tuberculosis.
bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
Application(s): antitubercular agent
A substance that kills or slows the growth of Mycobacterium tuberculosis and is used in the treatment of tuberculosis.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing levesquamide (CHEBI:167048) has role antitubercular agent (CHEBI:33231)
levesquamide (CHEBI:167048) has role bacterial metabolite (CHEBI:76969)
levesquamide (CHEBI:167048) is a 1,3-oxazoles (CHEBI:46812)
levesquamide (CHEBI:167048) is a anilines (CHEBI:22562)
levesquamide (CHEBI:167048) is a aromatic ether (CHEBI:35618)
levesquamide (CHEBI:167048) is a polyketide (CHEBI:26188)
levesquamide (CHEBI:167048) is a primary alcohol (CHEBI:15734)
levesquamide (CHEBI:167048) is a secondary alcohol (CHEBI:35681)
levesquamide (CHEBI:167048) is a secondary carboxamide (CHEBI:140325)
levesquamide (CHEBI:167048) is a thiazolopyridine (CHEBI:46956)
IUPAC Name
(2S)-2-{5-[2-(2-aminophenyl)-1,3-oxazol-4-yl]-7-hydroxy-6-methoxy-3-oxo[1,2]thiazolo[4,5-b]pyridin-2(3H)-yl}-3-hydroxy-N-[(2R)-2-hydroxy-3-{[(2S)-1-hydroxy-4-methylpentan-2-yl]amino}-3-oxopropyl]propanamide
Citation Waiting for Citations Type Source
32363877 PubMed citation SUBMITTER
Last Modified
27 April 2021