levobunolol (CHEBI:6438)

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ChEBI Name	levobunolol

ChEBI ID	CHEBI:6438

Definition	A cyclic ketone that is 3,4-dihydronaphthalen-1-one substituted at position 5 by a 3-(tert-butylamino)-2-hydroxypropoxy group (the S-enantiomer). A non-selective β-adrenergic antagonist used (as its hydrochloride salt) for treatment of glaucoma.

Stars	This entity has been manually annotated by the ChEBI Team.

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Formula

C17H25NO3

Net Charge

Average Mass

291.38534

Monoisotopic Mass

291.18344

InChI

InChI=1S/C17H25NO3/c1-17(2,3)18-10-12(19)11-21-16-9-5-6-13-14(16)7-4-8-15(13)20/h5-6,9,12,18-19H,4,7-8,10-11H2,1-3H3/t12-/m0/s1

InChIKey

IXHBTMCLRNMKHZ-LBPRGKRZSA-N

SMILES

CC(C)(C)NC[C@H](O)COc1cccc2C(=O)CCCc12

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):	beta-adrenergic antagonist An agent that binds to but does not activate beta-adrenergic receptors thereby blocking the actions of endogenous or exogenous beta-adrenergic agonists. beta-Adrenergic antagonists are used for treatment of hypertension, cardiac arrhythmias, angina pectoris, glaucoma, migraine headaches and anxiety.

Application(s):	antiglaucoma drug Any drug which can be used to prevent or alleviate glaucoma, a disease in which the optic nerve is damaged, resulting in progressive, irreversible loss of vision. It is often, though not always, associated with increased pressure of the fluid in the eye. beta-adrenergic antagonist An agent that binds to but does not activate beta-adrenergic receptors thereby blocking the actions of endogenous or exogenous beta-adrenergic agonists. beta-Adrenergic antagonists are used for treatment of hypertension, cardiac arrhythmias, angina pectoris, glaucoma, migraine headaches and anxiety.

ChEBI Ontology
Outgoing	levobunolol (CHEBI:6438) has parent hydride tetralin (CHEBI:35008) levobunolol (CHEBI:6438) has role β-adrenergic antagonist (CHEBI:35530) levobunolol (CHEBI:6438) has role antiglaucoma drug (CHEBI:39456) levobunolol (CHEBI:6438) is a aromatic ether (CHEBI:35618) levobunolol (CHEBI:6438) is a cyclic ketone (CHEBI:3992) levobunolol (CHEBI:6438) is a propanolamine (CHEBI:35533) levobunolol (CHEBI:6438) is conjugate acid of levobunolol(1+) (CHEBI:72567)

Incoming	dihydrolevobunolol (CHEBI:30268) has functional parent levobunolol (CHEBI:6438) levobunolol(1+) (CHEBI:72567) is conjugate base of levobunolol (CHEBI:6438)

IUPAC Name

5-[(2S)-3-(tert-butylamino)-2-hydroxypropoxy]-3,4-dihydronaphthalen-1(2H)-one

INN	Source
levobunololum	ChemIDplus

Synonyms	Sources
(-)-Bunolol	KEGG COMPOUND
(S)-5-(3-((1,1-dimethylethyl)amino)-2-hydroxypropoxy)-3,4-dihydro-1(2H)-naphthalenone	ChemIDplus
Levobunolol	KEGG COMPOUND

Last Modified

11 August 2017