CHEBI:6113 - karakoline

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ChEBI Name karakoline
ChEBI ID CHEBI:6113
Definition An organonitrogen heterocyclic compound that is aconitane bearing hydroxy groups at the 1α, 8, and 14α positions and substituted at on the nitrogen and at positions 4 and 16β by ethyl, methyl, and methoxy groups, respectively.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C22H35NO4
Net Charge 0
Average Mass 377.51764
Monoisotopic Mass 377.25661
InChI InChI=1S/C22H35NO4/c1-4-23-10-20(2)6-5-16(24)22-12-7-11-14(27-3)9-21(26,17(12)18(11)25)13(19(22)23)8-15(20)22/h11-19,24-26H,4-10H2,1-3H3/t11-,12-,13+,14+,15-,16+,17-,18+,19?,20+,21+,22-/m1/s1
InChIKey HKQZUYOVMYOFIT-VHNBHZRZSA-N
SMILES [H][C@]12C[C@]3([H])[C@]([H])([C@H]1O)[C@](O)(C[C@@H]2OC)[C@@]1([H])C[C@]2([H])[C@@]4(C)CC[C@H](O)[C@@]32C1N(CC)C4
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): phytotoxin
Any toxin produced by a plant.
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 karakoline (CHEBI:6113) has parent hydride aconitane (CHEBI:35911)
karakoline (CHEBI:6113) has role phytotoxin (CHEBI:38231)
karakoline (CHEBI:6113) is a alkaloid (CHEBI:22315)
karakoline (CHEBI:6113) is a bridged compound (CHEBI:35990)
karakoline (CHEBI:6113) is a organonitrogen heterocyclic compound (CHEBI:38101)
karakoline (CHEBI:6113) is a secondary alcohol (CHEBI:35681)
karakoline (CHEBI:6113) is a tertiary alcohol (CHEBI:26878)
karakoline (CHEBI:6113) is a tertiary amino compound (CHEBI:50996)
IUPAC Name
20-ethyl-16β-methoxy-4-methylaconitane-1α,8,14α-triol
Synonyms Sources
Aconitane-1,8,14-triol, 20-ethyl-16-methoxy-4-methyl-, (1-alpha,14-alpha,16-beta)- KEGG COMPOUND
Carmichaeline ChemIDplus
Carmicheline ChemIDplus
Karacoline ChemIDplus
Karakoline KEGG COMPOUND
Manual Xrefs Databases
C00001649 KNApSAcK
C08693 KEGG COMPOUND
View more database links
Registry Numbers Types Sources
39089-30-0 CAS Registry Number KEGG COMPOUND
39089-30-0 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
23876370 PubMed citation Europe PMC
25322557 PubMed citation Europe PMC
27898008 PubMed citation Europe PMC
29461247 PubMed citation Europe PMC
Last Modified
30 April 2018