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CHEBI:77739 - dexverapamil hydrochloride

ChEBI IDCHEBI:77739
ChEBI Namedexverapamil hydrochloride
Stars
DefinitionA hydrochloride salt resulting from the reaction of equimolar amounts of dexverapamil and hydrogen chloride. It competitively inhibits the multidrug resistance efflux pump P-glycoprotein (MDR-1, EC 3.6.3.44), thereby potentially increasing the effectiveness of a wide range of antineoplastic drugs which are inactivated by MDR-1 mechanisms. Dexverapamil hydrochloride exhibits lower calcium antagonistic activity and toxicity than racemic verapamil hydrochloride.
Last Modified18 March 2014
SubmitterGareth Owen
DownloadsMolfile
FormulaC27H38N2O4.HCl
Net Charge0
Average Mass491.072
Monoisotopic Mass490.25984
SMILESCOc1ccc(CCN(C)CCC[C@](C#N)(c2ccc(OC)c(OC)c2)C(C)C)cc1OC.Cl
InChIInChI=1S/C27H38N2O4.ClH/c1-20(2)27(19-28,22-10-12-24(31-5)26(18-22)33-7)14-8-15-29(3)16-13-21-9-11-23(30-4)25(17-21)32-6;/h9-12,17-18,20H,8,13-16H2,1-7H3;1H/t27-;/m1./s1
InChIKeyDOQPXTMNIUCOSY-HZPIKELBSA-N
Roles Classification
Biological Role:
EC 3.6.3.44 (xenobiotic-transporting ATPase) inhibitor  An EC 3.6.3.* (acid anhydride hydrolase catalysing transmembrane movement of substances) inhibitor that interferes with the action of xenobiotic-transporting ATPase (EC 3.6.3.44).
ChEBI Ontology
Outgoing Relation(s)
dexverapamil hydrochloride (CHEBI:77739) has part dexverapamil(1+) (CHEBI:77737)
dexverapamil hydrochloride (CHEBI:77739) has role EC 3.6.3.44 (xenobiotic-transporting ATPase) inhibitor (CHEBI:77748)
dexverapamil hydrochloride (CHEBI:77739) is a hydrochloride (CHEBI:36807)
dexverapamil hydrochloride (CHEBI:77739) is enantiomer of (S)-verapamil hydrochloride (CHEBI:77741)
Incoming Relation(s)
verapamil hydrochloride (CHEBI:53188) has part dexverapamil hydrochloride (CHEBI:77739)
(S)-verapamil hydrochloride (CHEBI:77741) is enantiomer of dexverapamil hydrochloride (CHEBI:77739)
IUPAC Names 
(4R)-4-cyano-4-(3,4-dimethoxyphenyl)-N-[2-(3,4-dimethoxyphenyl)ethyl]-N,5-dimethylhexan-1-aminium chloride
(2R)-2-(3,4-dimethoxyphenyl)-5-{[2-(3,4-dimethoxyphenyl)ethyl](methyl)amino}-2-isopropylpentanenitrile hydrochloride
Synonyms  Source
dexverapamil HClChEBI
dexverapamil.HClChEBI
Registry NumbersSources
Reaxys:6710895Reaxys
Citations