CHEBI:82752 - eliglustat

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ChEBI Name eliglustat
ChEBI ID CHEBI:82752
Definition A carboxamide obtained by formal condensation of the carboxy group of octanoic acid with the primary amino group of (1R,2R)-2-amino-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-3-(pyrrolidin-1-yl)propan-1-ol. A ceramide glucosyltransferase inhibitor used (as its tartrate salt) for treatment of Gaucher's disease.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Toni Morrison
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Formula C23H36N2O4
Net Charge 0
Average Mass 404.54290
Monoisotopic Mass 404.26751
InChI InChI=1S/C23H36N2O4/c1-2-3-4-5-6-9-22(26)24-19(17-25-12-7-8-13-25)23(27)18-10-11-20-21(16-18)29-15-14-28-20/h10-11,16,19,23,27H,2-9,12-15,17H2,1H3,(H,24,26)/t19-,23-/m1/s1
InChIKey FJZZPCZKBUKGGU-AUSIDOKSSA-N
SMILES CCCCCCCC(=O)N[C@H](CN1CCCC1)[C@H](O)c1ccc2OCCOc2c1
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 2.4.1.80 (ceramide glucosyltransferase) inhibitor
An EC 2.4.1.* (hexosyltransferase) inhibitor that interferes with the activity of ceramide glucosyltransferase (EC 2.4.1.80).
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ChEBI Ontology
Outgoing eliglustat (CHEBI:82752) has role EC 2.4.1.80 (ceramide glucosyltransferase) inhibitor (CHEBI:50382)
eliglustat (CHEBI:82752) is a N-alkylpyrrolidine (CHEBI:46775)
eliglustat (CHEBI:82752) is a benzodioxine (CHEBI:64096)
eliglustat (CHEBI:82752) is a carboxamide (CHEBI:37622)
eliglustat (CHEBI:82752) is a secondary alcohol (CHEBI:35681)
eliglustat (CHEBI:82752) is conjugate base of eliglustat(1+) (CHEBI:83355)
Incoming eliglustat(1+) (CHEBI:83355) is conjugate acid of eliglustat (CHEBI:82752)
IUPAC Name
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-1-hydroxy-3-(pyrrolidin-1-yl)propan-2-yl]octanamide
INN Source
eliglustat KEGG DRUG
Synonyms Sources
Genz 99067 ChemIDplus
Genz-99067 ChemIDplus
Manual Xrefs Databases
4834 DrugCentral
D09893 KEGG DRUG
Eliglustat Wikipedia
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Registry Numbers Types Sources
21475293 Reaxys Registry Number Reaxys
491833-29-5 CAS Registry Number KEGG DRUG
491833-29-5 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
20439622 PubMed citation Europe PMC
20713962 PubMed citation Europe PMC
20864621 PubMed citation Europe PMC
20872320 PubMed citation Europe PMC
22563139 PubMed citation Europe PMC
24816856 PubMed citation Europe PMC
24835462 PubMed citation Europe PMC
25239269 PubMed citation Europe PMC
Last Modified
22 February 2017