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CHEBI:228274 - sarcorine

ChEBI IDCHEBI:228274
ChEBI Namesarcorine
Stars
DefinitionA steroid alkaloid that is 5α-pregnane substituted by an acetylamino group at position 3β, a methyl group at position 20S, and a dimethylamino group at position 21.
Last Modified19 December 2023
Submittermwilliams
DownloadsMolfile
FormulaC25H44N2O
Net Charge0
Average Mass388.640
Monoisotopic Mass388.34536
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](NC(C)=O)C2
InChIInChI=1S/C25H44N2O/c1-16(27(5)6)21-9-10-22-20-8-7-18-15-19(26-17(2)28)11-13-24(18,3)23(20)12-14-25(21,22)4/h16,18-23H,7-15H2,1-6H3,(H,26,28)/t16-,18-,19-,20-,21+,22-,23-,24-,25+/m0/s1
InChIKeyAIEKUSBFLBFTIU-MENSBAHOSA-N
Species of MetaboliteComponentSourceComments
Sarcococca saligna (ncbitaxon:153583) whole plant (BTO:0001461) PubMed (15795993)
Sarcococca wallichii (ncbitaxon:153584) aerial part (BTO:0001658) PubMed (26594751)
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
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).
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
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)
sarcorine (CHEBI:228274) has parent hydride 5α-pregnane (CHEBI:20656)
sarcorine (CHEBI:228274) has role EC 3.1.1.8 (cholinesterase) inhibitor (CHEBI:37733)
sarcorine (CHEBI:228274) has role plant metabolite (CHEBI:76924)
sarcorine (CHEBI:228274) is a acetamides (CHEBI:22160)
sarcorine (CHEBI:228274) is a aza-steroid (CHEBI:35726)
sarcorine (CHEBI:228274) is a steroid alkaloid (CHEBI:26767)
sarcorine (CHEBI:228274) is a tertiary amino compound (CHEBI:50996)
IUPAC Name 
N-[(20S)-20-(dimethylamino)-5α-pregnan-3β-yl]acetamide
Synonym  Source
(20S)-N-acetyl-N',N'-dimethyl-5α-pregnane-3β,20-diamineSUBMITTER
Citations