CHEBI:16415 - protopine

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name protopine
ChEBI ID CHEBI:16415
Definition A dibenzazecine alkaloid isolated from Fumaria vaillantii.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:8591, CHEBI:14958, CHEBI:26356
Supplier Information
Download Molfile XML SDF
Formula C20H19NO5
Net Charge 0
Average Mass 353.36860
Monoisotopic Mass 353.126
InChI InChI=1S/C20H19NO5/c1-21-5-4-13-7-18-19(25-10-24-18)8-14(13)16(22)6-12-2-3-17-20(15(12)9-21)26-11-23-17/h2-3,7-8H,4-6,9-11H2,1H3
InChIKey GPTFURBXHJWNHR-UHFFFAOYSA-N
SMILES CN1CCc2cc3OCOc3cc2C(=O)Cc2ccc3OCOc3c2C1
Metabolite of Species Details
Corydalis cava (IPNI:672129-1) See: PubMed
Papaver somniferum (NCBI:3469) See: PubMed
Fumaria vaillantii (NCBI:367484) Found in aerial part (BTO:0001658). See: PubMed
Fumaria vaillantii (NCBI:367484) Found in seed (BTO:0001226). See: PubMed
Fumaria vaillantii (NCBI:367484) Found in root (BTO:0001188). 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.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing protopine (CHEBI:16415) has role plant metabolite (CHEBI:76924)
protopine (CHEBI:16415) is a dibenzazecine alkaloid (CHEBI:38608)
Incoming 6-hydroxyprotopine (CHEBI:17104) has functional parent protopine (CHEBI:16415)
IUPAC Name
7-methyl-2,3:9,10-bis[methylenebis(oxy)]-7,13a-secoberbin-13a-one
Synonyms Sources
4,6,7,14-Tetrahydro-5-methyl-bis(1,3)benzodioxolo(4,5-c-5',6'-g)azecin-13(5H)-one ChemIDplus
7-methyl-6,8,9,16-tetrahydrobis[1,3]benzodioxolo[4,5-c:5',6'-g]azecin-15(7H)-one ChEBI
Corydinine ChemIDplus
Fumarine ChemIDplus
Macleyine ChemIDplus
Protopine KEGG COMPOUND
protopine UniProt
Database Links Databases
C00001906 KNApSAcK
C05189 KEGG COMPOUND
LSM-3874 LINCS
View more database links
Registry Number Type Source
130-86-9 CAS Registry Number KEGG COMPOUND
Citation Waiting for Citations Type Source
22029392 PubMed citation Europe PMC
Last Modified
25 February 2016