CHEBI:149601 - bempedoic acid

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ChEBI Name bempedoic acid
ChEBI ID CHEBI:149601
Definition An α,ω-dicarboxylic acid that is pentadecanedioic acid which is substituted by methyl groups groups at positions 2 and 14, and by a hydroxy group at position 8. It is a drug used for the treatment of high LDL cholesterol, which is sometimes referred to as 'bad cholesterol'.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information ZINC000004655431
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Formula C19H36O5
Net Charge 0
Average Mass 344.492
Monoisotopic Mass 344.25627
InChI InChI=1S/C19H36O5/c1-18(2,16(21)22)13-9-5-7-11-15(20)12-8-6-10-14-19(3,4)17(23)24/h15,20H,5-14H2,1-4H3,(H,21,22)(H,23,24)
InChIKey HYHMLYSLQUKXKP-UHFFFAOYSA-N
SMILES C(C(CCCCCC(CCCCCC(C(O)=O)(C)C)O)(C)C)(O)=O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): EC 2.3.3.8 (ATP citrate synthase) inhibitor
An EC 2.3.3.* (acyltransferase converting acyl to alkyl group on transfer) inhibitor that interferes with the action of ATP citrate synthase (EC 2.3.3.8).
Application(s): antilipemic drug
A substance used to treat hyperlipidemia (an excess of lipids in the blood).
prodrug
A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.
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ChEBI Ontology
Outgoing bempedoic acid (CHEBI:149601) has role antilipemic drug (CHEBI:35679)
bempedoic acid (CHEBI:149601) has role EC 2.3.3.8 (ATP citrate synthase) inhibitor (CHEBI:149598)
bempedoic acid (CHEBI:149601) has role prodrug (CHEBI:50266)
bempedoic acid (CHEBI:149601) is a α,ω-dicarboxylic acid (CHEBI:28383)
IUPAC Name
8-hydroxy-2,2,14,14-tetramethylpentadecanedioic acid
INNs Sources
acide bempédoïque WHO MedNet
ácido bempedoico WHO MedNet
acidum bempedoicum WHO MedNet
bempedoic acid WHO MedNet
Synonyms Sources
ESP 55016 ChemIDplus
ESP-55016 ChemIDplus
ETC 1002 ChemIDplus
ETC-1002 ChemIDplus
ETC1002 ChemIDplus
Brand Name Source
Nexletol KEGG DRUG
Manual Xrefs Databases
Bempedoic_acid Wikipedia
D10691 KEGG DRUG
DB11936 DrugBank
View more database links
Registry Number Type Source
738606-46-7 CAS Registry Number ChemIDplus
Citations
Last Modified
27 April 2020