CHEBI:66023 - hookerianamide K

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ChEBI Name hookerianamide K
ChEBI ID CHEBI:66023
Definition A steroid alkaloid that is pregn-4,14-diene substituted by N-dimethylamino groups at positions 3 and 20 (the 3β,20S stereoisomer). Isolated from Sarcococca hookeriana, it exhibits antileishmanial and antibacterial activities.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C25H42N2
Net Charge 0
Average Mass 370.61440
Monoisotopic Mass 370.33480
InChI InChI=1S/C25H42N2/c1-17(26(4)5)21-10-11-22-20-9-8-18-16-19(27(6)7)12-14-24(18,2)23(20)13-15-25(21,22)3/h11,16-17,19-21,23H,8-10,12-15H2,1-7H3/t17-,19-,20-,21+,23-,24-,25+/m0/s1
InChIKey JLDLXPZTQHZTBT-JYNQZMPESA-N
SMILES [H][C@@]1(CC=C2[C@]3([H])CCC4=C[C@H](CC[C@]4(C)[C@@]3([H])CC[C@]12C)N(C)C)[C@H](C)N(C)C
Metabolite of Species Details
Sarcococca hookeriana (NCBI:txid153579) Found in whole plant (BTO:0001461). 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): antibacterial agent
A substance (or active part thereof) that kills or slows the growth of bacteria.
antileishmanial agent
An antiprotozoal drug used to treat or prevent infections caused by protozoan parasites that belong to the genus Leishmania.
EC 3.1.1.8 (cholinesterase) inhibitor
An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of cholinesterase (EC 3.1.1.8).
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
Application(s): antileishmanial agent
An antiprotozoal drug used to treat or prevent infections caused by protozoan parasites that belong to the genus Leishmania.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing hookerianamide K (CHEBI:66023) has parent hydride pregnane (CHEBI:8386)
hookerianamide K (CHEBI:66023) has role antibacterial agent (CHEBI:33282)
hookerianamide K (CHEBI:66023) has role antileishmanial agent (CHEBI:70868)
hookerianamide K (CHEBI:66023) has role EC 3.1.1.8 (cholinesterase) inhibitor (CHEBI:37733)
hookerianamide K (CHEBI:66023) has role metabolite (CHEBI:25212)
hookerianamide K (CHEBI:66023) is a steroid alkaloid (CHEBI:26767)
hookerianamide K (CHEBI:66023) is a tertiary amino compound (CHEBI:50996)
IUPAC Name
(3β,20S)-N3,N3,N20,N20-tetramethylpregna-4,14-diene-3,20-diamine
Synonym Source
(20S)-20-(N-dimethylamino)-3β-(N-dimethylamino)-pregn-4,14-diene ChEBI
Registry Number Type Source
18885919 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
18681480 PubMed citation Europe PMC
Last Modified
20 February 2013