CHEBI:66021 - hookerianamide I

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ChEBI Name hookerianamide I
ChEBI ID CHEBI:66021
Definition A steroid alkaloid that is 5α-pregnane substituted by a N-methylamino group at position 20 and a β-N-methylbenzamido group at position 3. Isolated from Sarcococca hookeriana, it exhibits antiplasmodial activity and inhibitory activity against cholinesterase.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C30H46N2O
Net Charge 0
Average Mass 450.69900
Monoisotopic Mass 450.36101
InChI InChI=1S/C30H46N2O/c1-20(31-4)25-13-14-26-24-12-11-22-19-23(32(5)28(33)21-9-7-6-8-10-21)15-17-29(22,2)27(24)16-18-30(25,26)3/h6-10,20,22-27,31H,11-19H2,1-5H3/t20-,22-,23-,24-,25+,26-,27-,29-,30+/m0/s1
InChIKey NISGMKNSSUMSSN-IBWRYCSWSA-N
SMILES [H][C@@]12CC[C@@]3([H])[C@]4([H])CC[C@]([H])([C@H](C)NC)[C@@]4(C)CC[C@]3([H])[C@@]1(C)CC[C@@H](C2)N(C)C(=O)c1ccccc1
Metabolite of Species Details
Sarcococca hookeriana (NCBI:txid153579) Found in whole plant (BTO:0001461). See: PubMed
Roles Classification
Biological Role(s): antiplasmodial drug
An antiparasitic drug which is effective against Apicomplexan parasites in the genus Plasmodium. The genus contains over 200 species and includes those responsible for malaria.
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): antiplasmodial drug
An antiparasitic drug which is effective against Apicomplexan parasites in the genus Plasmodium. The genus contains over 200 species and includes those responsible for malaria.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing hookerianamide I (CHEBI:66021) has parent hydride 5α-pregnane (CHEBI:20656)
hookerianamide I (CHEBI:66021) has role antiplasmodial drug (CHEBI:64915)
hookerianamide I (CHEBI:66021) has role EC 3.1.1.8 (cholinesterase) inhibitor (CHEBI:37733)
hookerianamide I (CHEBI:66021) has role metabolite (CHEBI:25212)
hookerianamide I (CHEBI:66021) is a benzamides (CHEBI:22702)
hookerianamide I (CHEBI:66021) is a steroid alkaloid (CHEBI:26767)
IUPAC Name
N-methyl-N-[(3β,5α,20S)-20-(methylamino)pregnan-3-yl]benzamide
Synonym Source
20(N-methylamino)-3β-(N-methylbenzamido)-5α-pregnane ChEBI
Registry Number Type Source
18885921 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
17827771 PubMed citation Europe PMC
Last Modified
20 February 2013