CHEBI:18285 - (S)-stylopine

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ChEBI Name (S)-stylopine
ChEBI ID CHEBI:18285
ChEBI ASCII Name (S)-stylopine
Definition A berberine alkaloid isolated from the plants of the family papaveraceae.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:2153, CHEBI:11073, CHEBI:18802
Supplier Information
Download Molfile XML SDF
Formula C19H17NO4
Net Charge 0
Average Mass 323.34262
Monoisotopic Mass 323.11576
InChI InChI=1S/C19H17NO4/c1-2-16-19(24-10-21-16)14-8-20-4-3-12-6-17-18(23-9-22-17)7-13(12)15(20)5-11(1)14/h1-2,6-7,15H,3-5,8-10H2/t15-/m0/s1
InChIKey UXYJCYXWJGAKQY-HNNXBMFYSA-N
SMILES [H][C@@]12Cc3ccc4OCOc4c3CN1CCc1cc3OCOc3cc21
Metabolite of Species Details
Corydalis cava (IPNI:672129-1) See: PubMed
Fumaria vaillantii (NCBI:txid367484) See: PubMed
Stylophorum diphyllum (NCBI:txid56864) 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 (S)-stylopine (CHEBI:18285) has role plant metabolite (CHEBI:76924)
(S)-stylopine (CHEBI:18285) is a an (S)-7,8,13,14-tetrahydroprotoberberine (CHEBI:194528)
(S)-stylopine (CHEBI:18285) is a berberine alkaloid (CHEBI:22754)
(S)-stylopine (CHEBI:18285) is a organic heterohexacyclic compound (CHEBI:51914)
Incoming (S)-cis-N-methylstylopine (CHEBI:444) has functional parent (S)-stylopine (CHEBI:18285)
IUPAC Name
(12bS)-6,7,12b,13-tetrahydro-2H,4H,10H-[1,3]dioxolo[4,5-g][1,3]dioxolo[4',5':7,8]isoquino[3,2-a]isoquinoline
Synonyms Sources
(S)-stylopine ChEBI
(S)-Stylopine KEGG COMPOUND
(S)-stylopine UniProt
6,7,12b,13e-tetrahydro-4H-bis[1,3]benzodioxolo[5,6-a:4',5'-g]quinolizine ChEBI
6,7,12b,13e-Tetrahydro-4H-bis[1,3]benzodioxolo[5,6-a:4',5'-g]quinolizine KEGG COMPOUND
l-Tetrahydrocoptisine KEGG COMPOUND
Stylopine KEGG COMPOUND
Manual Xrefs Databases
C00026095 KNApSAcK
C05175 KEGG COMPOUND
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Registry Numbers Types Sources
84-39-9 CAS Registry Number KEGG COMPOUND
84-39-9 CAS Registry Number ChemIDplus
96606 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
22029392 PubMed citation Europe PMC
Last Modified
13 November 2017