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CHEBI:66021 - hookerianamide I

ChEBI IDCHEBI:66021
ChEBI Namehookerianamide I
Stars
DefinitionA 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.
Last Modified20 February 2013
DownloadsMolfile
FormulaC30H46N2O
Net Charge0
Average Mass450.711
Monoisotopic Mass450.36101
SMILES[H][C@@]12CC[C@]3([H])[C@]([H])(CC[C@@]4(C)[C@@]3([H])CC[C@]4([H])[C@H](C)NC)[C@@]1(C)CC[C@H](N(C)C(=O)c1ccccc1)C2
InChIInChI=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
InChIKeyNISGMKNSSUMSSN-IBWRYCSWSA-N
Species of MetaboliteComponentSourceComments
Sarcococca hookeriana (ncbitaxon:153579) whole plant (BTO:0001461) PubMed (17827771)
Roles Classification
Biological Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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.
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 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-pregnaneChEBI
Registry NumbersSources
Reaxys:18885921Reaxys
Citations