ContaminantDB: Acebutolol

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-25 18:25:52 UTC

Update Date

2016-11-09 01:17:27 UTC

Accession Number

CHEM022258

Identification

Common Name

Acebutolol

Class

Small Molecule

Description

A cardioselective beta-adrenergic antagonist with little effect on the bronchial receptors. The drug has stabilizing and quinidine-like effects on cardiac rhythm as well as weak inherent sympathomimetic action.

Contaminant Sources

HMDB Contaminants - Urine
STOFF IDENT Compounds

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(+-)-Acebutolol	ChEBI
3'-Acetyl-4'-(2-hydroxy-3-(isopropylamino)propoxy)butyranilide	ChEBI
5'-Butyramido-2'-(2-hydroxy-3-isopropylaminopropoxy)acetophenone	ChEBI
Acebutololum	ChEBI
Acetobutolol	ChEBI
N-(3-Acetyl-4-[2-hydroxy-3-(isopropylamino)propoxy]phenyl)butanamide	ChEBI
N-[3-Acetyl-4-[2-hydroxy-3-[(1-methylethyl)amino]propoxy]phenyl]butanamide	ChEBI
Acebutolol HCL	HMDB
Acebutolol hydrochloride	HMDB
Acebutololo	HMDB
DL-Acebutolol	HMDB
Lafon ratiopharm brand OF acebutolol hydrochloride	HMDB
NovoAcebutolol	HMDB
Bayer brand OF acebutolol hydrochloride	HMDB
Heumann brand OF acebutolol hydrochloride	HMDB
Italfarmaco brand OF acebutolol hydrochloride	HMDB
m And b 17803 a	HMDB
Novo acebutolol	HMDB
Prent	HMDB
Sectral	HMDB
Specia brand OF acebutolol hydrochloride	HMDB
Acebutolol gepepharm brand	HMDB
Apo acebutolol	HMDB
Apo-acebutolol	HMDB
Apotex brand OF acebutolol hydrochloride	HMDB
Gepepharm brand OF acebutolol	HMDB
Heumann, acebutolol	HMDB
m And b-17803 a	HMDB
m And b17803 a	HMDB
Monitan	HMDB
Novopharm brand OF acebutolol hydrochloride	HMDB
Proctor and gamble brand OF acebutolol hydrochloride	HMDB
Rhône poulenc rorer brand OF acebutolol hydrochloride	HMDB
Acebutolol heumann	HMDB
Acébutolol ratiopharm	HMDB
Acébutolol-ratiopharm	HMDB
Acébutololratiopharm	HMDB
ApoAcebutolol	HMDB
Hydrochloride, acebutolol	HMDB
Lafon-ratiopharm brand OF acebutolol hydrochloride	HMDB
m And b 17803a	HMDB
Neptal	HMDB
Novo-acebutolol	HMDB
Rhodiapharm brand OF acebutolol hydrochloride	HMDB
Rhotral	HMDB
Rhône-poulenc rorer brand OF acebutolol hydrochloride	HMDB
Wyeth brand OF acebutolol hydrochloride	HMDB

Chemical Formula

C₁₈H₂₈N₂O₄

Average Molecular Mass

336.426 g/mol

Monoisotopic Mass

336.205 g/mol

CAS Registry Number

37517-30-9

IUPAC Name

N-(3-acetyl-4-{2-hydroxy-3-[(propan-2-yl)amino]propoxy}phenyl)butanamide

Traditional Name

acebutolol

SMILES

CCCC(=O)NC1=CC(C(C)=O)=C(OCC(O)CNC(C)C)C=C1

InChI Identifier

InChI=1S/C18H28N2O4/c1-5-6-18(23)20-14-7-8-17(16(9-14)13(4)21)24-11-15(22)10-19-12(2)3/h7-9,12,15,19,22H,5-6,10-11H2,1-4H3,(H,20,23)

InChI Key

GOEMGAFJFRBGGG-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Alkyl-phenylketones

Alternative Parents

Substituents

Alkyl-phenylketone
Acetophenone
Benzoyl
Phenol ether
Aryl alkyl ketone
Phenoxy compound
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
1,2-aminoalcohol
Secondary alcohol
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboximidic acid
Carboximidic acid derivative
Secondary aliphatic amine
Ether
Secondary amine
Organic oxide
Alcohol
Hydrocarbon derivative
Amine
Organonitrogen compound
Organic nitrogen compound
Organopnictogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

monocarboxylic acid amide (CHEBI:2379 )
secondary amino compound (CHEBI:2379 )
ether (CHEBI:2379 )
aromatic amide (CHEBI:2379 )
ethanolamines (CHEBI:2379 )
propanolamine (CHEBI:2379 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.17 g/L	ALOGPS
logP	1.43	ALOGPS
logP	1.53	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	13.91	ChemAxon
pKa (Strongest Basic)	9.57	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	87.66 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	94.87 m³·mol⁻¹	ChemAxon
Polarizability	38.51 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-9252000000-7827544ebe33c12ef3bb	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-006x-4927000000-729380ab7bcc06a189bf	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-015a-0940000000-cd2be0ebcdc412c13c1d	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-014i-0291000000-d2c79f57907dfecd3ab6	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Negative	splash10-004i-0920000000-7ee5e8843c0d3c66cea4	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 50V, Positive	splash10-007k-0900000000-86cb0a76fcc4e9480bed	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-004i-0900000000-d4a06670b3e12a3f0d4d	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0009000000-72f0325748e2bf5430c4	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 50V, Negative	splash10-004i-0900000000-b9cf35fe287fe7fa1e58	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-014r-0595000000-5ed3946399d12d6cbe7e	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-015a-0940000000-d6b151173b7e6e7831de	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-000i-0009000000-bc4eec9d529011d6a177	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0009000000-6d0d67c3acd18ae44924	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014r-2095000000-a0c01f6fa89d23cb8b78	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00xr-6190000000-4fd1c0b6ff7eba1b576f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00dl-9110000000-5127458f77fd32591066	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0079-3179000000-b67d7480f1ca6f97c175	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00di-2490000000-15d368948cd4505e7114	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0002-4920000000-d65e636290545a9b04c5	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0019000000-80019c4cccdbe0d63d65	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00xr-9311000000-855c3de48116392e6d1d	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0abc-9000000000-40e5b46c1b5f9852aafe	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00kr-0696000000-2aa0e3161d69561d76c6	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0f6t-0920000000-98a8831324919178688e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-001i-2910000000-06dafa94cb8131dd5bda	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

DB01193

HMDB ID

HMDB0015324

FooDB ID

Not Available

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Chemspider ID

ChEBI ID

PubChem Compound ID

Kegg Compound ID

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

1. https://www.ncbi.nlm.nih.gov/pubmed/?term=1378852

Acebutolol (CHEM022258)

Structure for CHEM022258: Acebutolol