CHEBI:65720 - cytotrienin A

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ChEBI Name cytotrienin A
ChEBI ID CHEBI:65720
Definition A 21-membered macrocyclic lactam which contains three conjugated double bonds as part of the ring system. It acts as an apoptosis inducer in human leukemia HL-60 cells and is isolated from Streptomyces sp.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C37H48N2O8
Net Charge 0
Average Mass 648.78560
Monoisotopic Mass 648.34107
InChI InChI=1S/C37H48N2O8/c1-24-13-12-16-27-21-28(40)22-30(34(27)43)38-32(41)23-29(46-3)17-10-5-4-6-11-18-31(25(2)33(24)42)47-36(45)37(19-20-37)39-35(44)26-14-8-7-9-15-26/h4-6,10-11,13-14,17,21-22,25,29,31,33,40,42-43H,7-9,12,15-16,18-20,23H2,1-3H3,(H,38,41)(H,39,44)/b5-4+,11-6+,17-10+,24-13-/t25-,29-,31-,33-/m0/s1
InChIKey HNVKTRONBDHSPT-QETCNUOWSA-N
SMILES CO[C@@H]1CC(=O)Nc2cc(O)cc(CC\C=C(C)/[C@H](O)[C@@H](C)[C@H](C\C=C\C=C\C=C\1)OC(=O)C1(CC1)NC(=O)C1=CCCCC1)c2O
Metabolite of Species Details
Streptomyces sp. (NCBI:txid1931) of strain RK95 74 See: PubMed
Roles Classification
Biological Role(s): 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.
antibacterial agent
A substance (or active part thereof) that kills or slows the growth of bacteria.
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing cytotrienin A (CHEBI:65720) has role antibacterial agent (CHEBI:33282)
cytotrienin A (CHEBI:65720) has role antimicrobial agent (CHEBI:33281)
cytotrienin A (CHEBI:65720) has role antineoplastic agent (CHEBI:35610)
cytotrienin A (CHEBI:65720) has role apoptosis inducer (CHEBI:68495)
cytotrienin A (CHEBI:65720) has role metabolite (CHEBI:25212)
cytotrienin A (CHEBI:65720) is a cyclopropanecarboxylate ester (CHEBI:50351)
cytotrienin A (CHEBI:65720) is a ether (CHEBI:25698)
cytotrienin A (CHEBI:65720) is a hydroquinones (CHEBI:24646)
cytotrienin A (CHEBI:65720) is a lactam (CHEBI:24995)
cytotrienin A (CHEBI:65720) is a macrocycle (CHEBI:51026)
cytotrienin A (CHEBI:65720) is a secondary alcohol (CHEBI:35681)
IUPAC Name
(5R,6E,8E,10E,13S,14R,15R,16Z)-15,22,24-trihydroxy-5-methoxy-14,16-dimethyl-3-oxo-2-azabicyclo[18.3.1]tetracosa-1(24),6,8,10,16,20,22-heptaen-13-yl 1-[(cyclohex-1-en-1-ylcarbonyl)amino]cyclopropanecarboxylate
Registry Number Type Source
18866746 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
18646025 PubMed citation Europe PMC
20943818 PubMed citation Europe PMC
21323372 PubMed citation Europe PMC
21663740 PubMed citation Europe PMC
9186568 PubMed citation Europe PMC
9809995 PubMed citation Europe PMC
Last Modified
28 October 2016