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CHEBI:228286 - isosarcodine

ChEBI IDCHEBI:228286
ChEBI Nameisosarcodine
Stars
DefinitionA steroid alkaloid that is 5α-pregnane substituted by an acetyl(methyl)amino group at position 3β, a methyl group at position 20S, and a dimethylamino group at position 21.
Last Modified19 December 2023
SubmitterAdnan
DownloadsMolfile
FormulaC26H46N2O
Net Charge0
Average Mass402.667
Monoisotopic Mass402.36101
SMILES[H][C@@]12CC[C@]3([H])[C@]([H])(CC[C@@]4(C)[C@@]3([H])CC[C@]4([H])[C@H](C)N(C)C)[C@@]1(C)CC[C@H](N(C)C(C)=O)C2
InChIInChI=1S/C26H46N2O/c1-17(27(5)6)22-10-11-23-21-9-8-19-16-20(28(7)18(2)29)12-14-25(19,3)24(21)13-15-26(22,23)4/h17,19-24H,8-16H2,1-7H3/t17-,19-,20-,21-,22+,23-,24-,25-,26+/m0/s1
InChIKeyWDKKOVABYKVZIW-VCJWWASDSA-N
Species of MetaboliteComponentSourceComments
Sarcococca saligna (ncbitaxon:153583) whole plant (BTO:0001461) PubMed (15795993)
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
EC 3.1.1.7 (acetylcholinesterase) inhibitor  An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of enzyme acetylcholinesterase (EC 3.1.1.7), which helps breaking down of acetylcholine into choline and acetic acid.
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.
ChEBI Ontology
Outgoing Relation(s)
isosarcodine (CHEBI:228286) has parent hydride 5α-pregnane (CHEBI:20656)
isosarcodine (CHEBI:228286) has role EC 3.1.1.7 (acetylcholinesterase) inhibitor (CHEBI:38462)
isosarcodine (CHEBI:228286) has role EC 3.1.1.8 (cholinesterase) inhibitor (CHEBI:37733)
isosarcodine (CHEBI:228286) has role plant metabolite (CHEBI:76924)
isosarcodine (CHEBI:228286) is a acetamides (CHEBI:22160)
isosarcodine (CHEBI:228286) is a aza-steroid (CHEBI:35726)
isosarcodine (CHEBI:228286) is a steroid alkaloid (CHEBI:26767)
isosarcodine (CHEBI:228286) is a tertiary amino compound (CHEBI:50996)
IUPAC Name 
N-[(20S)-20-(dimethylamino)-5α-pregnan-3β-yl]-N-methylacetamide
Citations