CHEBI:132715 - stepharine

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ChEBI Name stepharine
ChEBI ID CHEBI:132715
Definition An isoquinoline alkaloid with formula C18H19NO3 that is isolated from several species of Stephania.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter qingping liu
Supplier Information
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Formula C18H19NO3
Net Charge 0
Average Mass 297.349
Monoisotopic Mass 297.13649
InChI InChI=1S/C18H19NO3/c1-21-14-9-11-5-8-19-13-10-18(6-3-12(20)4-7-18)16(15(11)13)17(14)22-2/h3-4,6-7,9,13,19H,5,8,10H2,1-2H3/t13-/m1/s1
InChIKey OGJKMZVUJJYWKO-CYBMUJFWSA-N
SMILES C1=2C3(C[C@@]4(C1=C(C=C(C2OC)OC)CCN4)[H])C=CC(C=C3)=O
Metabolite of Species Details
Annona muricata (NCBI:txid13337) Found in root (BTO:0001188). See: PubMed
Annona muricata (NCBI:txid13337) Found in stem (BTO:0001300). See: PubMed
Annona muricata (NCBI:txid13337) Found in leaf (BTO:0000713). See: PubMed
Stephania dentifolia (NCBI:txid1501456) Found in root (BTO:0001188). See: PubMed
Stephania viridiflavens (NCBI:txid1501474) Found in root (BTO:0001188). See: PubMed
Stephania yunnanensis (NCBI:txid152371) See: PubMed
Sarcopetalum harveyanum (NCBI:txid461626) See: PubMed
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
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 stepharine (CHEBI:132715) has role plant metabolite (CHEBI:76924)
stepharine (CHEBI:132715) is a aromatic ether (CHEBI:35618)
stepharine (CHEBI:132715) is a azaspiro compound (CHEBI:35624)
stepharine (CHEBI:132715) is a enone (CHEBI:51689)
stepharine (CHEBI:132715) is a isoquinoline alkaloid (CHEBI:24921)
stepharine (CHEBI:132715) is a organic heterotetracyclic compound (CHEBI:38163)
stepharine (CHEBI:132715) is a secondary amino compound (CHEBI:50995)
IUPAC Name
(8a'R)-5',6'-dimethoxy-2',3',8',8a'-tetrahydro-1'H,4H-spiro[cyclohexa-2,5-diene-1,7'-cyclopenta[ij]isoquinolin]-4-one
Synonyms Sources
(+)-Stepharine KNApSAcK
(R)-stepharine ChEBI
AI3-34587 ChemIDplus
Manual Xrefs Databases
C00025272 KNApSAcK
RU2377296 Patent
View more database links
Registry Numbers Types Sources
1548254 Reaxys Registry Number Reaxys
2810-21-1 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
17401878 PubMed citation Europe PMC
20645211 PubMed citation Europe PMC
22041142 PubMed citation Europe PMC
23713286 PubMed citation Europe PMC
24696679 PubMed citation Europe PMC
27976592 PubMed citation Europe PMC
5037484 PubMed citation Europe PMC
5828474 PubMed citation Europe PMC
Last Modified
12 January 2017