levobunolol (CHEBI:6438)

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CHEBI:6438 - levobunolol

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ChEBI ID	CHEBI:6438
ChEBI Name	levobunolol
Stars
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.
Last Modified	15 May 2024
Downloads	Molfile

Formula	C17H25NO3
Net Charge	0
Average Mass	291.391
Monoisotopic Mass	291.18344
SMILES	CC(C)(C)NC[C@H](O)COc1cccc2c1CCCC2=O
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

Wikipedia

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:	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. 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.

ChEBI Ontology

Outgoing Relation(s)
	levobunolol (CHEBI:6438) has parent hydride tetralin (CHEBI:35008)
	levobunolol (CHEBI:6438) has role antiglaucoma drug (CHEBI:39456)
	levobunolol (CHEBI:6438) has role β-adrenergic antagonist (CHEBI:35530)
	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 base of levobunolol(1+) (CHEBI:72567)
Incoming Relation(s)
	dihydrolevobunolol (CHEBI:30268) has functional parent levobunolol (CHEBI:6438)
	levobunolol(1+) (CHEBI:72567) is conjugate acid of levobunolol (CHEBI:6438)

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

INN	Source
levobunololum	ChemIDplus

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

Manual Xrefs	Databases
C07914	KEGG COMPOUND
Levobunolol	Wikipedia
DB01210	DrugBank
D08115	KEGG DRUG
WO2008002929	Patent
HMDB0015341	HMDB
US2011263638	Patent
US2011275617	Patent
WO2011140194	Patent
LSM-6578	LINCS
431	DrugCentral

Registry Numbers	Sources
Reaxys:6484587	Reaxys
CAS:47141-42-4	KEGG COMPOUND
CAS:47141-42-4	ChemIDplus

Citations