CHEBI:67606 - sampangine

ChEBI IDCHEBI:67606
ChEBI Namesampangine
Stars
DefinitionA 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.
Last Modified14 October 2021
DownloadsMolfile
FormulaC15H8N2O
Net Charge0
Average Mass232.242
Monoisotopic Mass232.06366
SMILESO=C1c2ccccc2-c2nccc3ccnc1c23
InChIInChI=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
InChIKeyBWQKHOMAOVUASZ-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Ambavia gerrardii (ncbitaxon:224845) root (BTO:0001188) PubMed (21504145) Isolated from the ethanolic extract of dried, ground roots.
Cananga odorata (ncbitaxon:13393) bark (BTO:0001301) PubMed (10843589) Isolated from stem bark.
Duguetia hadrantha (ncbitaxon:294152) - PubMed (11374943)
Anaxagorea dolichocarpa (ncbitaxon:287587) - PubMed (21860364)
Polyalthia nemoralis (IPNI:74668-1) bark (BTO:0001301) DOI (10.1177/1934578X1701200706)
Roles Classification
Biological Roles:
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.
ChEBI Ontology
Outgoing Relation(s)
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
Synonyms  Source
1,6-diaza-benzo[de]anthracen-7-oneChEBI
sampanginChEBI
Manual XrefsDatabases
HMDB0034291HMDB
FDB012630FooDB
C00046373KNApSAcK
343168ChemSpider
Registry NumbersSources
CAS:116664-93-8ChemIDplus
Citations