CHEBI:228286 - isosarcodine

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name isosarcodine
ChEBI ID CHEBI:228286
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C26H46N2O
Net Charge 0
Average Mass 402.667
Monoisotopic Mass 402.36101
InChI InChI=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
InChIKey WDKKOVABYKVZIW-VCJWWASDSA-N
SMILES [H][C@@]1(CC[C@@]2([H])[C@]3([H])CC[C@@]4([H])C[C@H](CC[C@]4(C)[C@@]3([H])CC[C@]12C)N(C)C(C)=O)[C@H](C)N(C)C
Metabolite of Species Details
Sarcococca saligna (NCBI:txid153583) Found in whole plant (BTO:0001461). 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): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
EC 3.1.1.8 (cholinesterase) inhibitor
An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of cholinesterase (EC 3.1.1.8).
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.
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 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 Waiting for Citations Types Sources
14643329 PubMed citation Europe PMC
15795993 PubMed citation Europe PMC
33478035 PubMed citation Europe PMC
35701630 PubMed citation Europe PMC
Last Modified
19 December 2023