CHEBI:146220 - (S)-efonidipine

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ChEBI Name (S)-efonidipine
ChEBI ID CHEBI:146220
ChEBI ASCII Name (S)-efonidipine
Definition A 2-[benzyl(phenyl)amino]ethyl 5-(5,5-dimethyl-2-oxido-1,3,2-dioxaphosphinan-2-yl)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylate that has (S)-configuration. It is a blocker of L- and T-type Ca2+ channels.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C34H38N3O7P
Net Charge 0
Average Mass 631.666
Monoisotopic Mass 631.24474
InChI InChI=1S/C34H38N3O7P/c1-24-30(33(38)42-19-18-36(28-15-9-6-10-16-28)21-26-12-7-5-8-13-26)31(27-14-11-17-29(20-27)37(39)40)32(25(2)35-24)45(41)43-22-34(3,4)23-44-45/h5-17,20,31,35H,18-19,21-23H2,1-4H3/t31-/m0/s1
InChIKey NSVFSAJIGAJDMR-HKBQPEDESA-N
SMILES [C@]1(C(=C(NC(=C1P2(OCC(CO2)(C)C)=O)C)C)C(OCCN(CC3=CC=CC=C3)C4=CC=CC=C4)=O)(C=5C=C(C=CC5)[N+](=O)[O-])[H]
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): 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (S)-efonidipine (CHEBI:146220) has role calcium channel blocker (CHEBI:38215)
(S)-efonidipine (CHEBI:146220) is a 2-[benzyl(phenyl)amino]ethyl 5-(5,5-dimethyl-2-oxido-1,3,2-dioxaphosphinan-2-yl)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylate (CHEBI:146221)
(S)-efonidipine (CHEBI:146220) is enantiomer of (R)-efonidipine (CHEBI:146219)
Incoming efonidipine (CHEBI:135859) has part (S)-efonidipine (CHEBI:146220)
(R)-efonidipine (CHEBI:146219) is enantiomer of (S)-efonidipine (CHEBI:146220)
IUPAC Name
2-[benzyl(phenyl)amino]ethyl (4S)-5-(5,5-dimethyl-2-oxido-1,3,2-dioxaphosphinan-2-yl)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylate
Synonyms Sources
(+)-(S)-efonidipine ChEBI
(+)-efonidipine ChemIDplus
(S)-(+)-efonidipine ChemIDplus
S(+)-efonidipine ChEBI
Registry Number Type Source
128194-12-7 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
15545287 PubMed citation Europe PMC
20858482 PubMed citation Europe PMC
Last Modified
25 February 2020