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CHEBI:156431 - (−)-(S)-chlorizidine A

ChEBI IDCHEBI:156431
ChEBI Name(−)-(S)-chlorizidine A
Stars
ASCII Name(-)-(S)-chlorizidine A
DefinitionAn alkaloid natural product containing chlorinated pyrroloisoindolone and pyrrolizine rings found in a marine Streptomyces sp..
SubmitterMartin Larralde
DownloadsMolfile
FormulaC18H10Cl4N2O3
Net Charge0
Average Mass444.101
Monoisotopic Mass441.94455
SMILESO=C1c2c(cc(O)c([C@@H]3CCc4cc(Cl)c(Cl)n43)c2O)-c2cc(Cl)c(Cl)n21
InChIInChI=1S/C18H10Cl4N2O3/c19-8-3-6-1-2-10(23(6)16(8)21)14-12(25)4-7-11-5-9(20)17(22)24(11)18(27)13(7)15(14)26/h3-5,10,25-26H,1-2H2/t10-/m0/s1
InChIKeyPNWJMZXCEYWQFJ-JTQLQIEISA-N
Species of MetaboliteComponentSourceComments
Streptomyces sp. CNH-287 (ncbitaxon:1247109) - PubMed (23405849)
Roles Classification
Biological Roles:
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
EC 4.2.1.* (hydro-lyases) inhibitor  An EC 4.2.* (C‒O lyase) inhibitor that interferes with the action of any hydro-lyase (EC 4.2.1.*).
marine metabolite  Any metabolite produced during a metabolic reaction in marine macro- and microorganisms.
EC 1.2.1.12 [glyceraldehyde-3-phosphate dehydrogenase (phosphorylating)] inhibitor  An EC 1.2.1.* (oxidoreductase acting on donor aldehyde/oxo group with NAD+ or NADP+ as acceptor) inhibitor that interferes with the action of glyceraldehyde-3-phosphate dehydrogenase (EC 1.2.1.12).
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
(−)-(S)-chlorizidine A (CHEBI:156431) has role antineoplastic agent (CHEBI:35610)
(−)-(S)-chlorizidine A (CHEBI:156431) has role bacterial metabolite (CHEBI:76969)
(−)-(S)-chlorizidine A (CHEBI:156431) has role EC 1.2.1.12 [glyceraldehyde-3-phosphate dehydrogenase (phosphorylating)] inhibitor (CHEBI:70817)
(−)-(S)-chlorizidine A (CHEBI:156431) has role EC 4.2.1.* (hydro-lyases) inhibitor (CHEBI:76907)
(−)-(S)-chlorizidine A (CHEBI:156431) has role marine metabolite (CHEBI:76507)
(−)-(S)-chlorizidine A (CHEBI:156431) is a organochlorine compound (CHEBI:36683)
(−)-(S)-chlorizidine A (CHEBI:156431) is a pyrrolizidine alkaloid (CHEBI:64948)
(−)-(S)-chlorizidine A (CHEBI:156431) is a resorcinols (CHEBI:33572)
(−)-(S)-chlorizidine A (CHEBI:156431) is a β-hydroxy ketone (CHEBI:55380)
(−)-(S)-chlorizidine A (CHEBI:156431) is a γ-lactam (CHEBI:74222)
IUPAC Name 
2,3-dichloro-7-[(3S)-5,6-dichloro-2,3-dihydro-1H-pyrrolizin-3-yl]-6,8-dihydroxypyrrolo[1,2-b]isoindol-5-one
Registry NumbersSources
CAS:1422269-50-8SUBMITTER
Citations