CHEBI:15738 - staurosporine

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ChEBI Name staurosporine
ChEBI ID CHEBI:15738
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:15106, CHEBI:45788, CHEBI:9252
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Formula C28H26N4O3
Net Charge 0
Average Mass 466.541
Monoisotopic Mass 466.20049
InChI InChI=1S/C28H26N4O3/c1-28-26(34-3)17(29-2)12-20(35-28)31-18-10-6-4-8-14(18)22-23-16(13-30-27(23)33)21-15-9-5-7-11-19(15)32(28)25(21)24(22)31/h4-11,17,20,26,29H,12-13H2,1-3H3,(H,30,33)/t17-,20-,26-,28+/m1/s1
InChIKey HKSZLNNOFSGOKW-FYTWVXJKSA-N
SMILES CN[C@@H]1C[C@H]2O[C@@](C)([C@@H]1OC)N1C3=C(C=CC=C3)C3=C1C1=C(C4=C(C=CC=C4)N21)C1=C3CNC1=O
Metabolite of Species Details
Lentzea albida (NCBI:txid65499) Species also known as Streptomyces staurosporeus. See: DOI
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).
bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
Application(s): geroprotector
Any compound that supports healthy aging, slows the biological aging process, or extends lifespan.
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ChEBI Ontology
Outgoing staurosporine (CHEBI:15738) has role apoptosis inducer (CHEBI:68495)
staurosporine (CHEBI:15738) has role bacterial metabolite (CHEBI:76969)
staurosporine (CHEBI:15738) has role EC 2.7.11.13 (protein kinase C) inhibitor (CHEBI:37700)
staurosporine (CHEBI:15738) has role geroprotector (CHEBI:176497)
staurosporine (CHEBI:15738) is a indolocarbazole alkaloid (CHEBI:37697)
staurosporine (CHEBI:15738) is a organic heterooctacyclic compound (CHEBI:38165)
staurosporine (CHEBI:15738) is conjugate base of staurosporinium (CHEBI:57491)
Incoming 3'-demethylstaurosporine (CHEBI:15692) has functional parent staurosporine (CHEBI:15738)
7-oxo-3,8,9-trihydroxy staurosporine (CHEBI:66839) has functional parent staurosporine (CHEBI:15738)
7-oxo-8,9-dihydroxy-4'-N-demethyl staurosporine (CHEBI:66840) has functional parent staurosporine (CHEBI:15738)
linkable staurosporine analogue (CHEBI:39082) has functional parent staurosporine (CHEBI:15738)
midostaurin (CHEBI:63452) has functional parent staurosporine (CHEBI:15738)
staurosporinium (CHEBI:57491) is conjugate acid of staurosporine (CHEBI:15738)
IUPAC Name
(5S,6R,7R,9R)-6-methoxy-5-methyl-7-methylamino-6,7,8,9,15,16-hexahydro-5H,14H-5,9-epoxy-4b,9a,15-triazadibenzo[b,h]cyclonona[1,2,3,4-jkl]cyclopenta[e]-as-indacen-14-one
Synonyms Sources
(+)-Staurosporine ChemIDplus
AM-2282 ChemIDplus
antibiotic AM 2282 ChemIDplus
Staurosporin ChemIDplus
Staurosporine KEGG COMPOUND
STS KEGG COMPOUND
Manual Xrefs Databases
C00018127 KNApSAcK
C02079 KEGG COMPOUND
DB02010 DrugBank
LSM-1103 LINCS
Staurosporine Wikipedia
STU PDBeChem
View more database links
Registry Numbers Types Sources
62996-74-1 CAS Registry Number KEGG COMPOUND
62996-74-1 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
15613975 PubMed citation Europe PMC
15682296 PubMed citation Europe PMC
18478334 PubMed citation Europe PMC
22363408 PubMed citation Europe PMC
32800439 PubMed citation Europe PMC
34428735 PubMed citation Europe PMC
Last Modified
28 October 2021