CHEBI:66020 - hookerianamide H

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ChEBI Name hookerianamide H
ChEBI ID CHEBI:66020
Definition A steroid alkaloid that is 5α-pregn-2-ene-4-one substituted by a N-formylamino group at position 3 and a N,N-dimethylamino group at position 20. 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 C24H38N2O2
Net Charge 0
Average Mass 386.57070
Monoisotopic Mass 386.29333
InChI InChI=1S/C24H38N2O2/c1-15(26(4)5)17-8-9-18-16-6-7-20-22(28)21(25-14-27)11-13-24(20,3)19(16)10-12-23(17,18)2/h11,14-20H,6-10,12-13H2,1-5H3,(H,25,27)/t15-,16-,17+,18-,19-,20-,23+,24+/m0/s1
InChIKey BRKREXSOPCTPTI-BLXLMBLLSA-N
SMILES [H][C@@]1(CC[C@@]2([H])[C@]3([H])CC[C@@]4([H])C(=O)C(NC=O)=CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)N(C)C
Metabolite of Species Details
Sarcococca hookeriana (NCBI:txid153579) Found in whole plant (BTO:0001461). See: PubMed
Roles Classification
Biological Role(s): 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).
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.
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 H (CHEBI:66020) has parent hydride 5α-pregnane (CHEBI:20656)
hookerianamide H (CHEBI:66020) has role antiplasmodial drug (CHEBI:64915)
hookerianamide H (CHEBI:66020) has role EC 3.1.1.8 (cholinesterase) inhibitor (CHEBI:37733)
hookerianamide H (CHEBI:66020) has role metabolite (CHEBI:25212)
hookerianamide H (CHEBI:66020) is a enone (CHEBI:51689)
hookerianamide H (CHEBI:66020) is a formamides (CHEBI:24079)
hookerianamide H (CHEBI:66020) is a steroid alkaloid (CHEBI:26767)
IUPAC Name
N-[(5α,20S)-20-(dimethylamino)-4-oxopregn-2-en-3-yl]formamide
Synonym Source
20(N,N-dimethylamino)-3-(N-formylamino)-5α-pregn-2-ene-4-one ChEBI
Registry Number Type Source
18885920 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
17827771 PubMed citation Europe PMC
Last Modified
20 February 2013