CHEBI:43616 - K-252a

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ChEBI Name K-252a
ChEBI ID CHEBI:43616
Definition A organic heterooctacyclic compound that is a potent inhibitor of protein kinase C and is isolated from Nocardiopsis sp K-252a
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C27H21N3O5
Net Charge 0
Average Mass 467.47270
Monoisotopic Mass 467.14812
InChI InChI=1S/C27H21N3O5/c1-26-27(33,25(32)34-2)11-18(35-26)29-16-9-5-3-7-13(16)20-21-15(12-28-24(21)31)19-14-8-4-6-10-17(14)30(26)23(19)22(20)29/h3-10,18,33H,11-12H2,1-2H3,(H,28,31)/t18-,26+,27+/m1/s1
InChIKey KOZFSFOOLUUIGY-SOLYNIJKSA-N
SMILES COC(=O)[C@@]1(O)C[C@H]2O[C@]1(C)n1c3ccccc3c3c4CNC(=O)c4c4c5ccccc5n2c4c13
Metabolite of Species Details
Nocardiopsis sp. K-252a (NCBI:txid310350) See: PubMed
Roles Classification
Biological Role(s): EC 2.7.11.13 (protein kinase C) inhibitor
An EC 2.7.11.* (protein-serine/threonine kinase) inhibitor that interferes with the action of protein kinase C (EC 2.7.11.13).
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
tropomyosin-related kinase B receptor antagonist
An antagonist that binds to and deactivates the tropomyosin-related kinase B (TrkB) receptor, the main signaling receptor of the neurotrophin brain-derived neurotrophic factor (BDNF).
bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
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ChEBI Ontology
Outgoing K-252a (CHEBI:43616) has role antimicrobial agent (CHEBI:33281)
K-252a (CHEBI:43616) has role bacterial metabolite (CHEBI:76969)
K-252a (CHEBI:43616) has role EC 2.7.11.13 (protein kinase C) inhibitor (CHEBI:37700)
K-252a (CHEBI:43616) has role tropomyosin-related kinase B receptor antagonist (CHEBI:78681)
K-252a (CHEBI:43616) is a γ-lactam (CHEBI:74222)
K-252a (CHEBI:43616) is a bridged compound (CHEBI:35990)
K-252a (CHEBI:43616) is a methyl ester (CHEBI:25248)
K-252a (CHEBI:43616) is a organic heterooctacyclic compound (CHEBI:38165)
Incoming KT 5720 (CHEBI:85085) has functional parent K-252a (CHEBI:43616)
IUPAC Name
methyl (5S,6R,8R)-6-hydroxy-5-methyl-13-oxo-5,6,7,8,14,15-hexahydro-13H-5,8-epoxy-4b,8a,14-triazadibenzo[b,h]cycloocta[1,2,3,4-jkl]cyclopenta[e]-as-indacene-6-carboxylate
Synonyms Sources
Antibiotic K 252a ChemIDplus
Antibiotic SF 2370 ChemIDplus
K-252a UniProt
K252a ChemIDplus
SF 2370 ChemIDplus
Manual Xref Database
KSA PDBeChem
View more database links
Registry Numbers Types Sources
7419675 Reaxys Registry Number Reaxys
99533-80-9 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
24356881 PubMed citation Europe PMC
24406154 PubMed citation Europe PMC
24612679 PubMed citation Europe PMC
3759657 PubMed citation Europe PMC
Last Modified
08 December 2021