(2R,3S,2'R)-nadolol (CHEBI:60917)

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CHEBI:60917 - (2R,3S,2'R)-nadolol

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ChEBI ID	CHEBI:60917
ChEBI Name	(2R,3S,2'R)-nadolol
Stars
ASCII Name	(2R,3S,2'R)-nadolol
Definition	An aromatic ether, being the (2R)-3-(tert-butylamino)-2-hydroxypropyl ether of the phenolic hydroxy group of (6R,7S)-5,6,7,8-tetrahydronaphthalene-1,6,7-triol.
Last Modified	10 January 2011
Submitter	Gareth Owen
Downloads	Molfile

Formula	C17H27NO4
Net Charge	0
Average Mass	309.406
Monoisotopic Mass	309.19401
SMILES	CC(C)(C)NC[C@@H](O)COc1cccc2c1C[C@H](O)[C@H](O)C2
InChI	InChI=1S/C17H27NO4/c1-17(2,3)18-9-12(19)10-22-16-6-4-5-11-7-14(20)15(21)8-13(11)16/h4-6,12,14-15,18-21H,7-10H2,1-3H3/t12-,14-,15+/m1/s1
InChIKey	VWPOSFSPZNDTMJ-YUELXQCFSA-N

Roles Classification

Chemical Role:	Bronsted base A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:	beta-adrenergic antagonist An agent that binds to but does not activate β-adrenergic receptors thereby blocking the actions of endogenous or exogenous β-adrenergic agonists. β-Adrenergic antagonists are used for treatment of hypertension, cardiac arrhythmias, angina pectoris, glaucoma, migraine headaches and anxiety.
Applications:	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. antihypertensive agent Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism. beta-adrenergic antagonist An agent that binds to but does not activate β-adrenergic receptors thereby blocking the actions of endogenous or exogenous β-adrenergic agonists. β-Adrenergic antagonists are used for treatment of hypertension, cardiac arrhythmias, angina pectoris, glaucoma, migraine headaches and anxiety.

ChEBI Ontology

Outgoing Relation(s)
	(2R,3S,2'R)-nadolol (CHEBI:60917) has role anti-arrhythmia drug (CHEBI:38070)
	(2R,3S,2'R)-nadolol (CHEBI:60917) has role antihypertensive agent (CHEBI:35674)
	(2R,3S,2'R)-nadolol (CHEBI:60917) has role β-adrenergic antagonist (CHEBI:35530)
	(2R,3S,2'R)-nadolol (CHEBI:60917) is a aromatic ether (CHEBI:35618)
	(2R,3S,2'R)-nadolol (CHEBI:60917) is a secondary amino compound (CHEBI:50995)
	(2R,3S,2'R)-nadolol (CHEBI:60917) is a triol (CHEBI:27136)
	(2R,3S,2'R)-nadolol (CHEBI:60917) is enantiomer of (2S,3R,2'S)-nadolol (CHEBI:60918)
Incoming Relation(s)
	nadolol (CHEBI:7444) has part (2R,3S,2'R)-nadolol (CHEBI:60917)
	(2S,3R,2'S)-nadolol (CHEBI:60918) is enantiomer of (2R,3S,2'R)-nadolol (CHEBI:60917)

IUPAC Name
(2R,3S)-5-{[(2R)-3-(tert-butylamino)-2-hydroxypropyl]oxy}-1,2,3,4-tetrahydronaphthalene-2,3-diol

Registry Numbers	Sources
Reaxys:7518264	Reaxys

Citations