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CHEBI:135777 - (S)-nicardipine

ChEBI IDCHEBI:135777
ChEBI Name(S)-nicardipine
Stars
ASCII Name(S)-nicardipine
DefinitionThe S-enantiomer of nicardipine.
Last Modified14 October 2021
DownloadsMolfile
FormulaC26H29N3O6
Net Charge0
Average Mass479.533
Monoisotopic Mass479.20564
SMILES[H][C@]1(c2cccc([N+](=O)[O-])c2)C(C(=O)OC)=C(C)NC(C)=C1C(=O)OCCN(C)Cc1ccccc1
InChIInChI=1S/C26H29N3O6/c1-17-22(25(30)34-4)24(20-11-8-12-21(15-20)29(32)33)23(18(2)27-17)26(31)35-14-13-28(3)16-19-9-6-5-7-10-19/h5-12,15,24,27H,13-14,16H2,1-4H3/t24-/m0/s1
InChIKeyZBBHBTPTTSWHBA-DEOSSOPVSA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
calcium channel blocker  One of a class of drugs that acts by selective inhibition of calcium influx through cell membranes or on the release and binding of calcium in intracellular pools.
Application:
antihypertensive agent  Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
ChEBI Ontology
Outgoing Relation(s)
(S)-nicardipine (CHEBI:135777) has role antihypertensive agent (CHEBI:35674)
(S)-nicardipine (CHEBI:135777) has role calcium channel blocker (CHEBI:38215)
(S)-nicardipine (CHEBI:135777) is a 2-[benzyl(methyl)amino]ethyl methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate (CHEBI:180905)
(S)-nicardipine (CHEBI:135777) is enantiomer of (R)-nicardipine (CHEBI:180904)
Incoming Relation(s)
nicardipine (CHEBI:7550) has part (S)-nicardipine (CHEBI:135777)
(R)-nicardipine (CHEBI:180904) is enantiomer of (S)-nicardipine (CHEBI:135777)
IUPAC Name 
2-[benzyl(methyl)amino]ethyl methyl (4S)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
Synonyms  Source
(+)-nicardipineChEBI
(S)-YC-93 free baseChEBI
S-(+)-nicardipineChEBI
Manual XrefsDatabases
5DrugCentral
5036700ChemSpider
Registry NumbersSources
CAS:76093-36-2ChemIDplus
Citations