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CHEBI:66020 - hookerianamide H

ChEBI IDCHEBI:66020
ChEBI Namehookerianamide H
Stars
DefinitionA 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.
Last Modified20 February 2013
DownloadsMolfile
FormulaC24H38N2O2
Net Charge0
Average Mass386.580
Monoisotopic Mass386.29333
SMILES[H][C@@]12CC[C@@]3([H])C(=O)C(NC=O)=CC[C@]3(C)[C@@]1([H])CC[C@@]1(C)[C@@]2([H])CC[C@]1([H])[C@H](C)N(C)C
InChIInChI=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
InChIKeyBRKREXSOPCTPTI-BLXLMBLLSA-N
Species of MetaboliteComponentSourceComments
Sarcococca hookeriana (ncbitaxon:153579) whole plant (BTO:0001461) PubMed (17827771)
Roles Classification
Biological Roles:
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.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
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.
ChEBI Ontology
Outgoing Relation(s)
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-oneChEBI
Registry NumbersSources
Reaxys:18885920Reaxys
Citations