CHEBI:132050 - norverapamil

ChEBI IDCHEBI:132050
ChEBI Namenorverapamil
Stars
DefinitionA racemate comprising equimolar amounts of (R)- and (S)-norverapamil. The major active metabolite of verapamil.
Last Modified7 December 2016
SubmitterKeeva
FormulaC26H36N2O4
Net Charge0
Average Mass440.576
Monoisotopic Mass440.26751
Wikipedia
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606) - MetaboLights (MTBLS307)
Roles Classification
Chemical Role:
environmental contaminant  Any minor or unwanted substance introduced into the environment that can have undesired effects.
Biological Roles:
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.
EC 3.6.3.1 (phospholipid-translocating ATPase) inhibitor  An EC 3.6.3.* (acid anhydride hydrolase catalysing transmembrane movement of substances) inhibitor that interferes with the action of phospholipid-translocating ATPase (EC 3.6.3.1).
EC 3.4.24.18 (meprin A) inhibitor  An EC 3.4.24.* (metalloendopeptidase) inhibitor that inhibits the action of meprin A (EC 3.4.24.18).
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).
EC 1.2.3.1 (aldehyde oxidase) inhibitor  An EC 1.2.3.* (oxidoreductase acting on donor aldehyde/oxo group with oxygen as acceptor) inhibitor which interferes with the action of aldehyde oxidase (EC 1.2.3.1).
xenobiotic  A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means.
EC 3.4.24.83 (anthrax lethal factor endopeptidase) inhibitor  An EC 3.4.24.* (metalloendopeptidase) inhibitor that interferes with the action of anthrax lethal factor endopeptidase (EC 3.4.24.83).
Applications:
vasodilator agent  A drug used to cause dilation of the blood vessels.
antihypertensive agent  Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
anti-arrhythmia drug  A drug used for the treatment or prevention of cardiac arrhythmias. Anti-arrhythmia drugs may affect the polarisation-repolarisation phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibres.
ChEBI Ontology
Outgoing Relation(s)
norverapamil (CHEBI:132050) has part (R)-norverapamil (CHEBI:134082)
norverapamil (CHEBI:132050) has part (S)-norverapamil (CHEBI:134081)
norverapamil (CHEBI:132050) has role anti-arrhythmia drug (CHEBI:38070)
norverapamil (CHEBI:132050) has role antihypertensive agent (CHEBI:35674)
norverapamil (CHEBI:132050) has role calcium channel blocker (CHEBI:38215)
norverapamil (CHEBI:132050) has role drug metabolite (CHEBI:49103)
norverapamil (CHEBI:132050) has role EC 1.2.3.1 (aldehyde oxidase) inhibitor (CHEBI:62872)
norverapamil (CHEBI:132050) has role EC 3.4.24.18 (meprin A) inhibitor (CHEBI:77745)
norverapamil (CHEBI:132050) has role EC 3.4.24.83 (anthrax lethal factor endopeptidase) inhibitor (CHEBI:77255)
norverapamil (CHEBI:132050) has role EC 3.6.3.1 (phospholipid-translocating ATPase) inhibitor (CHEBI:77747)
norverapamil (CHEBI:132050) has role EC 3.6.3.44 (xenobiotic-transporting ATPase) inhibitor (CHEBI:77748)
norverapamil (CHEBI:132050) has role environmental contaminant (CHEBI:78298)
norverapamil (CHEBI:132050) has role vasodilator agent (CHEBI:35620)
norverapamil (CHEBI:132050) has role xenobiotic (CHEBI:35703)
norverapamil (CHEBI:132050) is a racemate (CHEBI:60911)
IUPAC Name 
rac-2-(3,4-dimethoxyphenyl)-5-{[2-(3,4-dimethoxyphenyl)ethyl]amino}-2-(propan-2-yl)pentanenitrile
Synonyms  Source
5-((3,4-Dimethoxyphenethyl)amino)-2-(3,4-dimethoxyphenyl)-2-isopropylvaleronitrileChemIDplus
alpha-(3-((2-(3,4-Dimethoxyphenyl)ethyl)amino)propyl)-3,4-dimethoxy-alpha-(1-methylethyl)benzeneacetonitrileChemIDplus
desmethylverapamilChEBI
rac-norverapamilChEBI
(RS)-2-(3,4-dimethoxyphenyl)-5-{[2-(3,4-dimethoxyphenyl)ethyl]amino}-2-(propan-2-yl)pentanenitrileChEBI
(RS)-norverapamilChEBI
Manual XrefsDatabases
94724ChemSpider
HMDB0060540HMDB
NorverapamilWikipedia
Registry NumbersSources
Reaxys:5458977Reaxys
CAS:67018-85-3ChemIDplus
CAS:67018-85-3NIST Chemistry WebBook
Citations