CHEBI:83478 - atenolol acid

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ChEBI Name atenolol acid
ChEBI ID CHEBI:83478
Definition A monocarboxylic acid that is phenylacetic acid substituted by a 2-hydroxy-3-(propan-2-ylamino)propoxy group at position 4. It is a metabolite of the drug atenolol.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C14H21NO4
Net Charge 0
Average Mass 267.32080
Monoisotopic Mass 267.14706
InChI InChI=1S/C14H21NO4/c1-10(2)15-8-12(16)9-19-13-5-3-11(4-6-13)7-14(17)18/h3-6,10,12,15-16H,7-9H2,1-2H3,(H,17,18)
InChIKey PUQIRTNPJRFRCZ-UHFFFAOYSA-N
SMILES CC(C)NCC(O)COc1ccc(CC(O)=O)cc1
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): drug metabolite

marine xenobiotic metabolite
Any metabolite produced by metabolism of a xenobiotic compound in marine macro- and microorganisms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing atenolol acid (CHEBI:83478) has role drug metabolite (CHEBI:49103)
atenolol acid (CHEBI:83478) has role marine xenobiotic metabolite (CHEBI:83399)
atenolol acid (CHEBI:83478) is a aromatic ether (CHEBI:35618)
atenolol acid (CHEBI:83478) is a monocarboxylic acid (CHEBI:25384)
atenolol acid (CHEBI:83478) is a secondary alcohol (CHEBI:35681)
atenolol acid (CHEBI:83478) is a secondary amino compound (CHEBI:50995)
IUPAC Name
{4-[2-hydroxy-3-(propan-2-ylamino)propoxy]phenyl}acetic acid
Synonyms Sources
(2-Hydroxy-3-((1-methylethyl)amino)propoxy)benzeneacetic acid ChemIDplus
Metoprolol acid ChemIDplus
Registry Numbers Types Sources
56392-14-4 CAS Registry Number ChemIDplus
8774963 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
24033151 PubMed citation Europe PMC
24070867 PubMed citation Europe PMC
25310538 PubMed citation Europe PMC
Last Modified
11 November 2014