CHEBI:228274 - sarcorine

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ChEBI Name sarcorine
ChEBI ID CHEBI:228274
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Mark Williams
Supplier Information
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Formula C25H44N2O
Net Charge 0
Average Mass 388.640
Monoisotopic Mass 388.34536
InChI InChI=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
InChIKey AIEKUSBFLBFTIU-MENSBAHOSA-N
SMILES [H]C1(CCC2([H])C3([H])CCC4([H])CC(CCC4(C)C3([H])CCC12C)NC(C)=O)C(C)N(C)C
Metabolite of Species Details
Sarcococca saligna (NCBI:txid153583) Found in whole plant (BTO:0001461). See: PubMed
Sarcococca wallichii (NCBI:txid153584) Found in aerial part (BTO:0001658). See: PubMed
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
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).
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.
(via alkaloid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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-diamine SUBMITTER
Citations Waiting for Citations Types Sources
15795993 PubMed citation Europe PMC
26594751 PubMed citation Europe PMC
Last Modified
19 December 2023