sampangine (CHEBI:67606)

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ChEBI Name	sampangine

ChEBI ID	CHEBI:67606

Definition	A copyrine alkaloid with formula C₁₅H₈N₂O, extracted from several plants including the stem bark of Cananga odorata. It is a heme biosynthesis inhibitor and exhibits antifungal and anticancer properties.

Stars	This entity has been manually annotated by the ChEBI Team.

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Formula

C15H8N2O

Net Charge

Average Mass

232.242

Monoisotopic Mass

232.06366

InChI

InChI=1S/C15H8N2O/c18-15-11-4-2-1-3-10(11)13-12-9(5-7-16-13)6-8-17-14(12)15/h1-8H

InChIKey

BWQKHOMAOVUASZ-UHFFFAOYSA-N

SMILES

O=C1C2=C(C=CC=C2)C2=C3C(C=CN=C13)=CC=N2

Metabolite of Species	Details
Polyalthia nemoralis (IPNI:74668-1)	Found in bark (BTO:0001301). See: DOI
Cananga odorata (NCBI:txid13393)	Found in bark (BTO:0001301). Isolated from stem bark. See: PubMed
Ambavia gerrardii (NCBI:txid224845)	Found in root (BTO:0001188). Isolated from the ethanolic extract of dried, ground roots. See: PubMed
Anaxagorea dolichocarpa (NCBI:txid287587)	See: PubMed
Duguetia hadrantha (NCBI:txid294152)	See: PubMed

Roles Classification
Biological Role(s):	plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms. antifungal agent An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce. metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites. (via alkaloid )

ChEBI Ontology
Outgoing	sampangine (CHEBI:67606) has role antifungal agent (CHEBI:35718) sampangine (CHEBI:67606) has role plant metabolite (CHEBI:76924) sampangine (CHEBI:67606) is a alkaloid (CHEBI:22315) sampangine (CHEBI:67606) is a organic heterotetracyclic compound (CHEBI:38163)

IUPAC Name

7H-naphtho[1,2,3-ij][2,7]naphthyridin-7-one

Registry Number	Type	Source
116664-93-8	CAS Registry Number	ChemIDplus

Last Modified

14 October 2021