(-)-(S)-chlorizidine A (CHEBI:156431)

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ChEBI Name	(−)-(S)-chlorizidine A

ChEBI ID	CHEBI:156431

ChEBI ASCII Name	(-)-(S)-chlorizidine A

Definition	An alkaloid natural product containing chlorinated pyrroloisoindolone and pyrrolizine rings found in a marine Streptomyces sp..

Stars	This entity has been manually annotated by a third party.

Submitter	Martin Larralde

Supplier Information

Download	Molfile XML SDF

Formula

C18H10Cl4N2O3

Net Charge

Average Mass

444.090

Monoisotopic Mass

441.94455

InChI

InChI=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

InChIKey

PNWJMZXCEYWQFJ-JTQLQIEISA-N

SMILES

C1CC2=CC(=C(N2[C@@H]1C3=C(C=C4C5=CC(=C(N5C(=O)C4=C3O)Cl)Cl)O)Cl)Cl

Metabolite of Species	Details
Streptomyces sp. CNH-287 (NCBI:txid1247109)	See: PubMed

Roles Classification
Biological Role(s):	bacterial metabolite Any prokaryotic metabolite produced during a metabolic reaction in bacteria. 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). EC 4.2.1.* (hydro-lyases) inhibitor An EC 4.2.* (C1O lyase) inhibitor that interferes with the action of any hydro-lyase (EC 4.2.1.*). 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):	antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms.

ChEBI Ontology
Outgoing	(−)-(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 β-hydroxy ketone (CHEBI:55380) (−)-(S)-chlorizidine A (CHEBI:156431) is a γ-lactam (CHEBI:74222) (−)-(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)

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 Number	Type	Source
1422269-50-8	CAS Registry Number	SUBMITTER