Labetalol (CED0003546)

Record Information
Version1.0
Creation Date2009-07-30 17:58:59 UTC
Update Date2026-05-14 16:43:33 UTC
SynCED IDCED0003546
Secondary Accession Numbers
  • CHEM002522
  • T3D3517
Identification
Common NameLabetalol
ClassSmall Molecule
Description
Labetalol belongs to the benzoic acids and derivatives, a subclass of benzene and substituted derivatives within the organic compounds. This exogenous compound has the formula C19H24N2O3, an average molecular weight of 328.41 g/mol, and exists as a solid at room temperature. It is used as an antihypertensive agent, a sympatholytic agent, an alpha-adrenergic antagonist, and a beta-adrenergic antagonist. In terms of health effects, it is a treatment for hypertension (PMC10298655 , PMC1429741 ) and eclampsia (PMC10298655 , PMC8228929 ). Labetalol targets several proteins, including the alpha-1A, alpha-1B, and alpha-1D adrenergic receptors, as well as the beta-1, beta-2, and beta-3 adrenergic receptors, and heparanase. Labetalol HCl combines nonselective, competitive, beta-adrenergic blocking activity and selective, competitive, alpha-1-adrenergic blocking activity in a single substance. In man, the ratios of alpha- to beta-blockade have been estimated to be approximately 1:3 following oral administration and 1:7 following intravenous administration. Labetalol contains two asymmetric centers and exists as a molecular complex of two diastereoisomeric pairs, with the R,R' stereoisomer, dilevalol, comprising 25% of racemic labetalol. The compound is recorded in 13 sources, including beta blocking agents, drinking water, indoor air, food preservation, tobacco smoke filters, cigar cigarettes, other smoking requisites, and electrical and electronic equipment such as antennas, electrodes, conductive bodies, hybrid capacitors, and electrically stimulated smoking devices. Recorded exposure routes include oral, intravenous, and inhalation.
Contaminant Type
  • Adrenergic alpha-1 Receptor Antagonist
  • Adrenergic alpha-Antagonist
  • Adrenergic beta-Antagonist
  • Amide
  • Amine
  • Antihypertensive Agent
  • Drug
  • Ester
  • Human Neurotoxin
  • Metabolite
  • Organic Compound
  • Sympatholytic
  • Sympathomimetic
  • Synthetic Compound
Chemical Structure
Synonyms
ValueSource
3-Carboxamido-4-hydroxy-alpha-((1-methyl-3-phenylpropylamino)methyl)benzyl alcoholChEBI
5-(1-Hydroxy-2-(1-methyl-3-phenylpropylamino)ethyl)salicylamideChEBI
KabetalolChEBI
LabetalolumChEBI
3-Carboxamido-4-hydroxy-a-((1-methyl-3-phenylpropylamino)methyl)benzyl alcoholGenerator
3-Carboxamido-4-hydroxy-α-((1-methyl-3-phenylpropylamino)methyl)benzyl alcoholGenerator
LabetololHMDB
Labetalol hydrochlorideMeSH, HMDB
NormodyneMeSH, HMDB
Schering brand OF labetalol hydrochlorideMeSH, HMDB
Sigma brand OF labetalol hydrochlorideMeSH, HMDB
DilevalolMeSH, HMDB
faro Brand OF labetalol hydrochlorideMeSH, HMDB
Kern brand OF labetalol hydrochlorideMeSH, HMDB
R,R LabetalolMeSH, HMDB
TrandateMeSH, HMDB
AlbetolMeSH, HMDB
Alphapharm brand OF labetalol hydrochlorideMeSH, HMDB
apo-LabetalolMeSH, HMDB
Celltech brand OF labetalol hydrochlorideMeSH, HMDB
glaxo Wellcome brand OF labetalol hydrochlorideMeSH, HMDB
Leiras brand OF labetalol hydrochlorideMeSH, HMDB
PresololMeSH, HMDB
R,R-LabetalolMeSH, HMDB
Shire brand OF labetalol hydrochlorideMeSH, HMDB
apo LabetalolMeSH, HMDB
ApoLabetalolMeSH, HMDB
Apotex brand OF labetalol hydrochlorideMeSH, HMDB
GlaxoSmithKline brand OF labetalol hydrochlorideMeSH, HMDB
Hydrochloride, labetalolMeSH, HMDB
Labetalol, (R,R)-isomerMeSH, HMDB
Chemical FormulaC19H24N2O3
Average Molecular Mass328.406 g/mol
Monoisotopic Mass328.179 g/mol
CAS Registry Number36894-69-6
IUPAC Name2-hydroxy-5-{1-hydroxy-2-[(4-phenylbutan-2-yl)amino]ethyl}benzamide
Traditional Namelabetalol
SMILESCC(CCC1=CC=CC=C1)NCC(O)C1=CC(C(N)=O)=C(O)C=C1
InChI IdentifierInChI=1S/C19H24N2O3/c1-13(7-8-14-5-3-2-4-6-14)21-12-18(23)15-9-10-17(22)16(11-15)19(20)24/h2-6,9-11,13,18,21-23H,7-8,12H2,1H3,(H2,20,24)
InChI KeySGUAFYQXFOLMHL-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as salicylamides. These are carboxamide derivatives of salicylic acid. Salicylic acid is the ortho-hydroxylated derivative of benzoic acid.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzoic acids and derivatives
Direct ParentSalicylamides
Alternative Parents
Substituents
  • Salicylamide
  • Benzamide
  • Benzoyl
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Aralkylamine
  • Vinylogous acid
  • Amino acid or derivatives
  • 1,2-aminoalcohol
  • Secondary alcohol
  • Carboxamide group
  • Primary carboxylic acid amide
  • Secondary amine
  • Carboxylic acid derivative
  • Secondary aliphatic amine
  • Organopnictogen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Alcohol
  • Organic oxygen compound
  • Aromatic alcohol
  • Organic nitrogen compound
  • Amine
  • Hydrocarbon derivative
  • Organic oxide
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginExogenous
Cellular Locations
  • Cytoplasm
  • Extracellular
  • Membrane
Biofluid LocationsNot Available
Tissue LocationsNot Available
Applications
Biological Roles
Chemical RolesNot Available
Organoleptic EffectsNot Available
Physical Properties
StateSolid
AppearanceWhite powder.
Experimental Properties
PropertyValue
Melting Point188°C
Boiling PointNot Available
Solubility117 mg/L (at 25°C)
Predicted Properties
PropertyValueSource
Water Solubility0.0058 g/LALOGPS
logP1.73ALOGPS
logP1.89ChemAxon
logS-4.8ALOGPS
pKa (Strongest Acidic)8.05ChemAxon
pKa (Strongest Basic)9.8ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area95.58 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity94.72 m³·mol⁻¹ChemAxon
Polarizability36.83 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrumsplash10-0900-4912000000-56ddcdc04cc33ad89c09Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS Spectrumsplash10-000i-1291200000-6bd93665242775341b9dNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-004i-0319000000-cd3fa186952809ae3558Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03di-0519000000-0a8da4acfa8cd259fb3fNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03dl-4928000000-117458013dbd49aaf54bNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-0900000000-bd880bfd83e906f674f1Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-057i-0900000000-9dfcf51d6d6bbc8f13e7Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-057i-0900000000-eb5144cd332b187950a6Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-0900000000-70746a27dbc516d67946Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-004i-0921000000-8ca655828722a8178608Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-0219000000-3a02365ebd8b553e90bbNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0006-9300000000-1a3b2ebff9908860641cNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-01ox-8900000000-720f8a1c6b6ad22739e6Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0006-9500000000-7b17774565a6f0de393bNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-004i-0009000000-0d432bc733534680edd3Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03dl-4928000000-f5f11a6e62e7bf4b5a29Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-004i-0319000000-5aeb09d7900bd1c83048Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03fr-0009000000-0489257f83b40ff2f0f2Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03di-0900000000-a6941f1faebe033be934Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03dl-2954000000-836b54645c7572006429Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03dl-5900000000-473a42285f870b76e239Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03di-0900000000-8029f2b77fecef5847e3Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03di-0910000000-bbaed2662c21de12bae7Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-01t9-0009000000-b3c0e0264a9b075c3c5eNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03di-0449000000-ed61d2b7a50df425952eNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-03fr-0119000000-6781a14791c4905bb7e7Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-03dl-1976000000-b876781f8c7652506d0fNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-000x-7900000000-c0f1be1138aa87f4801dNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-004i-0219000000-41a2556d51bec476196cNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-056s-1937000000-4890a50d091b188ff95fNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0006-5900000000-3a6780e7e0e66cea3105Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-01t9-0009000000-bd55551e98360058f627Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-08i3-2956000000-5b8aed6e347400ebd6e3Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0006-9600000000-893217fec8d86804c418Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-004i-0009000000-250ab53f90bda10a5bbaNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-004i-3819000000-8f113f103fd33e92d2c7Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0006-9720000000-79fa81011b2d57893c4bNot AvailableView Spectrum
MSMS Spectrumsplash10-03dl-7900000000-e18d52bcb93357c4a7e2Not AvailableView Spectrum
Toxicity Profile
Toxicity Values
Toxicity ValueOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalToxicity RatingReference
2178.0 Log mg/kg [1200:3900]RatLD50oralpredictedNot AvailableNot Available
Toxicity / Toxin ClassNot Available
Mechanism of ToxicityLabetalol has two asymmetric centers and therefore, exists as a molecular complex of two diastereoisomeric pairs. Dilevalol, the R,R' stereoisomer, makes up 25% of racemic labetalol. Labetalol HCl combines both selective, competitive, alpha-1-adrenergic blocking and nonselective, competitive, beta-adrenergic blocking activity in a single substance. In man, the ratios of alpha- to beta- blockade have been estimated to be approximately 1:3 and 1:7 following oral and intravenous (IV) administration, respectively. Beta-2-agonist activity has been demonstrated in animals with minimal beta-1-agonist (ISA) activity detected. In animals, at doses greater than those required for alpha- or beta- adrenergic blockade, a membrane stabilizing effect has been demonstrated. LD50 = 66 mg/kg (Rat, parental-intravenous)
Carcinogenicity (IARC Classification)No indication of carcinogenicity to humans (not listed by IARC).
Minimum Risk LevelNot Available
SymptomsSide effects or adverse reactions include dizziness when standing up, very low blood pressure, severely slow heartbeat, weakness, diminished sexual function, fatigue
TreatmentNot Available
Health Effects
Health EffectRelationshipDirectionDescriptionReference
hypertensionNot AvailableNot AvailableA disorder characterized by a pathological increase in blood pressure; a repeatedly elevation in the blood pressure exceeding 140 over 90 mm Hg. (NCI CTCAE)PMC10298655 , PMC1429741
eclampsiaNot AvailableNot AvailableA pre-eclampsia characterized by the presence of seizures. (DO)PMC10298655 , PMC8228929
heart failureAssociated With?Not AvailableA disorder characterized by the inability of the heart to pump blood at an adequate volume to meet tissue metabolic requirements, or, the ability to do so only at an elevation in the filling pressure. (NCI CTCAE)PMC3857573
chronic kidney diseaseNot AvailableNot AvailableA disorder characterized by gradual and usually permanent damage/loss of kidney function resulting in renal failure. (NCI CTCAE)PMC1429739
essential hypertensionNot AvailableNot AvailableA hypertension with no known cause. It is the most common type of hypertension. (DO)PMC1429739 , PMC1429761
pre-eclampsiaNot AvailableNot AvailableNot AvailablePMC10298655 , PMC8228929
severe pre-eclampsiaNot AvailableNot AvailableNot AvailablePMC8228929
hypertensive disorderNot AvailableNot AvailableNot AvailablePMC10298655 , PMC10298655
hypertensive urgencyNot AvailableNot AvailableNot AvailablePMC8985959
malignant hypertensionNot AvailableNot AvailableNot AvailablePMC8985959
Exposure Sources
Source IDSourceSectorReference
CEDs000010Insecticides?Insecticides are synthetic chemicals designed to control or eliminate insect pests that threaten crops and other agricultural products.Agriculture & land managementPubChem
CEDs000019Indoor air?Indoor air can be a significant reservoir for synthetic chemical contaminants, which often originate from various sources within enclosed environments.Air, dust & atmospheric transportNot Available
CEDs000115Drinking water?Drinking water can be a medium for synthetic chemical contamination, often originating from various industrial processes and agricultural practices.Drinking water & water supplyNot Available
CEDs000293Beta blocking agents?Beta blocking agents, or beta-blockers, are a class of synthetic chemicals commonly used to manage cardiovascular conditions, such as hypertension and arrhythmias.Healthcare, pharmaceuticals & veterinary productsNot Available
CEDs000506Antennas?Antennas, commonly used in communication technologies, can be a source of synthetic chemical contamination through the materials and coatings used in their construction.Electrical & Electronic EquipmentPubChem
CEDs000511Conductors Or Conductive Bodies Characterised By The Conductive Materials?Conductors, or conductive bodies, are materials that allow the flow of electrical current, typically made from metals such as copper, aluminum, or silver.Electrical & Electronic EquipmentPubChem
CEDs000518Electrically Stimulated Smoking Devices?Electrically stimulated smoking devices, commonly known as e-cigarettes or vape pens, utilize electrical components to heat a liquid solution, often containing nicotine, flavorings, and other additives, to produce an aerosol for inhalation.Electrical & Electronic EquipmentPubChem
CEDs000519Electrodes?Electrodes, used in various electrical and electronic applications, can be a source of synthetic chemical contamination due to the materials from which they are constructed and the processes involved in their manufacturing.Electrical & Electronic EquipmentPubChem
CEDs000524Hybrid Capacitors?Hybrid capacitors are energy storage devices that combine the properties of electrolytic and supercapacitors, utilizing a combination of electrochemical principles to achieve higher energy density and power density.Electrical & Electronic EquipmentPubChem
CEDs000537Television Systems?Television systems can be a source of synthetic chemical contamination due to the various materials and components used in their manufacture and operation.Electrical & Electronic EquipmentPubChem
CEDs000545Food Preservation?Food preservation often involves the use of synthetic chemicals, such as preservatives, flavor enhancers, and color additives, to extend shelf life and enhance the sensory qualities of food products.Food, food processing & cookwarePubChem
CEDs000556Cigar Cigarettes?Cigar cigarettes are a source of synthetic chemical contamination due to the combustion of various tobacco blends and additives.Household cleaning & consumer productsPubChem
CEDs000560Other Smoking Requisites?Other smoking requisites, including items such as lighters, matches, and rolling papers, can introduce synthetic chemical contamination through various components and additives.Household cleaning & consumer productsPubChem
CEDs000569Tobacco Smoke Filters?Tobacco smoke filters are designed to reduce the inhalation of harmful substances in cigarette smoke, including tar and other particulate matter.Household cleaning & consumer productsPubChem
CEDs000580Manufacture Preparation Of Tobacco Products?The manufacture and preparation of tobacco products involve various processes that can result in the introduction of synthetic chemicals into the environment.Industrial manufacturing & chemical processingPubChem
CEDs000596Acaricides?Acaricides are synthetic chemicals specifically designed to target and control mite populations that can damage crops and plants.Agriculture & land managementPubChem
CEDs000610Aftersun Products?Aftersun products are designed to soothe and hydrate the skin after sun exposure, often containing various synthetic chemicals such as emollients, preservatives, and fragrances.Personal care & cosmeticsPubChem
CEDs000611Anti Perspirants Or Body Deoderants?Antiperspirants and body deodorants commonly contain synthetic chemicals such as aluminum compounds, parabens, and synthetic fragrances.Personal care & cosmeticsPubChem
CEDs000615Eye Makeup Products?Eye makeup products, including mascaras, eyeliners, and eyeshadows, often contain a variety of synthetic chemicals such as pigments, preservatives, and film-forming agents.Personal care & cosmeticsPubChem
CEDs000618Lip Makeup Products?Lip makeup products, such as lipsticks, lip glosses, and lip liners, often contain a variety of synthetic chemicals, including pigments, preservatives, and emollients.Personal care & cosmeticsPubChem
CEDs000632Apparel?Apparel production often involves the use of various synthetic chemicals, including dyes, finishing agents, and preservatives.Textiles, leather & furnishingsPubChem
CEDs000642Footwear?Footwear production often involves the use of various synthetic chemicals, such as adhesives, dyes, and treatments, which can contribute to environmental contamination.Textiles, leather & furnishingsPubChem
CEDs000650Purses Luggage Hand Bags?Purses, luggage, and handbags are often manufactured using synthetic materials such as polyvinyl chloride (PVC), polyurethane, and various types of nylon.Textiles, leather & furnishingsPubChem
CEDs000651Purses Money Bags Wallets?Purses, money bags, and wallets are often manufactured using synthetic materials, including plastics, polyurethanes, and various treated fabrics.Textiles, leather & furnishingsPubChem
CEDs000685Ceramics?Ceramics can be a source of synthetic chemical contamination through various additives and processing agents used in their production.Building & ConstructionPubChem
CEDs000688Glass Coatings?Glass coatings are synthetic chemical formulations applied to glass surfaces to enhance properties such as durability, UV resistance, and aesthetic appeal.Building & ConstructionPubChem
CEDs000696Nanotechnology?Nanotechnology involves the manipulation of materials at the molecular or atomic level, typically within the range of 1 to 100 nanometers.Industrial manufacturing & chemical processingPubChem
CEDs000735Explosives?Explosives are chemical compounds or mixtures designed to undergo rapid decomposition, releasing energy in the form of gas and heat.Defense & military infrastructurePubChem
CEDs000741Pigment Pastes?Pigment pastes are concentrated dispersions of pigments used to impart color and properties to materials.Paper, pulp & fiber productsPubChem
CEDs000744Water, Wastewater, & Sewage Treatment?Water, wastewater, and sewage treatment processes are critical for managing and mitigating pollutants in water systems.Wastewater, sanitation & biosolidsPubChem
CEDs02510Llobregat RiverAquatic systems & sedimentsPMC12693618
Pathways
4 pathwaysPathway Source: PathBank
Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Cytochrome P450 2D6 structureClick to view 3D structureCytochrome P450 2D6P10635HumansKnownNot Available
Click to view 3D structureBeta-1 adrenergic receptorB0FL73Cavia porcellusPredicted (SEA)
Prediction Confidence Score
0.585
Applicability Domain
1.0
Statistical Significance
1.10e-04
Supporting Reference Compounds
37
E-value
0.856341
Click to view 3D structureBeta-2 adrenergic receptorQ8K4Z4Cavia porcellusPredicted (SEA)
Prediction Confidence Score
0.585
Applicability Domain
1.0
Statistical Significance
1.00e-04
Supporting Reference Compounds
48
E-value
0.778492
Beta-1 adrenergic receptor structureClick to view 3D structureBeta-1 adrenergic receptorP08588HumansPredicted (SEA)
Prediction Confidence Score
0.585
Applicability Domain
1.0
Statistical Significance
2.40e-04
Supporting Reference Compounds
180
E-value
1.86838
Beta-2 adrenergic receptor structureClick to view 3D structureBeta-2 adrenergic receptorP07550HumansPredicted (SEA)
Prediction Confidence Score
0.548
Applicability Domain
1.0
Statistical Significance
4.40e-04
Supporting Reference Compounds
258
E-value
3.42537
Click to view 3D structureAlpha-1D adrenergic receptorP25100HumansPredicted (SEA)
Prediction Confidence Score
0.495
Applicability Domain
1.0
Statistical Significance
0.001
Supporting Reference Compounds
258
E-value
8.09632
Sodium-dependent noradrenaline transporter structureClick to view 3D structureSodium-dependent noradrenaline transporterP23975HumansPredicted (SEA)
Prediction Confidence Score
0.482
Applicability Domain
1.0
Statistical Significance
0.0014
Supporting Reference Compounds
451
E-value
10.6653
Click to view 3D structureAlpha-1A adrenergic receptorP43140Rattus norvegicusPredicted (SEA)
Prediction Confidence Score
0.474
Applicability Domain
1.0
Statistical Significance
0.0016
Supporting Reference Compounds
208
E-value
12.5337
Sodium-dependent dopamine transporter structureClick to view 3D structureSodium-dependent dopamine transporterQ01959HumansPredicted (SEA)
Prediction Confidence Score
0.469
Applicability Domain
1.0
Statistical Significance
0.0021
Supporting Reference Compounds
506
E-value
16.504
Click to view 3D structureAlpha-1B adrenergic receptorP15823Rattus norvegicusPredicted (SEA)
Prediction Confidence Score
0.46
Applicability Domain
1.0
Statistical Significance
5.40e-04
Supporting Reference Compounds
130
E-value
4.20386
Sigma non-opioid intracellular receptor 1 structureClick to view 3D structureSigma non-opioid intracellular receptor 1Q99720HumansPredicted (SEA)
Prediction Confidence Score
0.455
Applicability Domain
1.0
Statistical Significance
0.0049
Supporting Reference Compounds
562
E-value
38.4575
Cytochrome P450 2D6 structureClick to view 3D structureCytochrome P450 2D6P10635HumansPredicted (SEA)
Prediction Confidence Score
0.439
Applicability Domain
1.0
Statistical Significance
0.0074
Supporting Reference Compounds
1130
E-value
57.297
Click to view 3D structureTaste receptor type 2 member 50P59544HumansPredicted (SEA)
Prediction Confidence Score
0.431
Applicability Domain
0.431
Statistical Significance
1.00e-04
Supporting Reference Compounds
1
E-value
0.778492
Click to view 3D structureTaste receptor type 2 member 45P59539HumansPredicted (SEA)
Prediction Confidence Score
0.431
Applicability Domain
0.431
Statistical Significance
1.00e-04
Supporting Reference Compounds
1
E-value
0.778492
Click to view 3D structureTaste receptor type 2 member 42Q7RTR8HumansPredicted (SEA)
Prediction Confidence Score
0.431
Applicability Domain
0.431
Statistical Significance
1.00e-04
Supporting Reference Compounds
1
E-value
0.778492
Click to view 3D structureTaste receptor type 2 member 41P59536HumansPredicted (SEA)
Prediction Confidence Score
0.431
Applicability Domain
0.431
Statistical Significance
1.00e-04
Supporting Reference Compounds
1
E-value
0.778492
Click to view 3D structureTaste receptor type 2 member 7Q9NYW3HumansPredicted (SEA)
Prediction Confidence Score
0.431
Applicability Domain
0.431
Statistical Significance
1.00e-04
Supporting Reference Compounds
1
E-value
0.778492
Click to view 3D structureTaste receptor type 2 member 30P59541HumansPredicted (SEA)
Prediction Confidence Score
0.431
Applicability Domain
0.431
Statistical Significance
1.00e-04
Supporting Reference Compounds
1
E-value
0.778492
Click to view 3D structureTaste receptor type 2 member 60P59551HumansPredicted (SEA)
Prediction Confidence Score
0.431
Applicability Domain
0.431
Statistical Significance
1.00e-04
Supporting Reference Compounds
1
E-value
0.778492
Click to view 3D structureTaste receptor type 2 member 19P59542HumansPredicted (SEA)
Prediction Confidence Score
0.431
Applicability Domain
0.431
Statistical Significance
1.00e-04
Supporting Reference Compounds
1
E-value
0.778492
Click to view 3D structureTaste receptor type 2 member 20P59543HumansPredicted (SEA)
Prediction Confidence Score
0.431
Applicability Domain
0.431
Statistical Significance
1.00e-04
Supporting Reference Compounds
1
E-value
0.778492
Click to view 3D structureTaste receptor type 2 member 1Q9NYW7HumansPredicted (SEA)
Prediction Confidence Score
0.431
Applicability Domain
0.431
Statistical Significance
1.00e-04
Supporting Reference Compounds
1
E-value
0.778492
Click to view 3D structureTaste receptor type 2 member 40P59535HumansPredicted (SEA)
Prediction Confidence Score
0.431
Applicability Domain
0.431
Statistical Significance
1.00e-04
Supporting Reference Compounds
1
E-value
0.778492
Click to view 3D structureTaste receptor type 2 member 3Q9NYW6HumansPredicted (SEA)
Prediction Confidence Score
0.431
Applicability Domain
0.431
Statistical Significance
1.00e-04
Supporting Reference Compounds
1
E-value
0.778492
Click to view 3D structureTaste receptor type 2 member 13Q9NYV9HumansPredicted (SEA)
Prediction Confidence Score
0.431
Applicability Domain
0.431
Statistical Significance
1.00e-04
Supporting Reference Compounds
1
E-value
0.778492
Click to view 3D structureTaste receptor type 2 member 39P59534HumansPredicted (SEA)
Prediction Confidence Score
0.431
Applicability Domain
0.431
Statistical Significance
1.00e-04
Supporting Reference Compounds
1
E-value
0.778492
Beta-1 adrenergic receptor structureClick to view 3D structureBeta-1 adrenergic receptorP08588HumansKnownLabetalol has two asymmetric centers and therefore, exists as a molecular complex of two diastereoisomeric pairs. Dilevalol, the R,R' stereoisomer, makes up 25% of racemic labetalol. Labetalol HCl combines both selective, competitive, alpha-1-adrenergic blocking and nonselective, competitive, beta-adrenergic blocking activity in a single substance. In man, the ratios of alpha- to beta- blockade have been estimated to be approximately 1:3 and 1:7 following oral and intravenous (IV) administration, respectively. Beta-2-agonist activity has been demonstrated in animals with minimal beta-1-agonist (ISA) activity detected. In animals, at doses greater than those required for alpha- or beta- adrenergic blockade, a membrane stabilizing effect has been demonstrated.
Beta-2 adrenergic receptor structureClick to view 3D structureBeta-2 adrenergic receptorP07550HumansKnownLabetalol has two asymmetric centers and therefore, exists as a molecular complex of two diastereoisomeric pairs. Dilevalol, the R,R' stereoisomer, makes up 25% of racemic labetalol. Labetalol HCl combines both selective, competitive, alpha-1-adrenergic blocking and nonselective, competitive, beta-adrenergic blocking activity in a single substance. In man, the ratios of alpha- to beta- blockade have been estimated to be approximately 1:3 and 1:7 following oral and intravenous (IV) administration, respectively. Beta-2-agonist activity has been demonstrated in animals with minimal beta-1-agonist (ISA) activity detected. In animals, at doses greater than those required for alpha- or beta- adrenergic blockade, a membrane stabilizing effect has been demonstrated.
Beta-3 adrenergic receptor structureClick to view 3D structureBeta-3 adrenergic receptorP13945HumansKnownNot Available
Heparanase structureClick to view 3D structureHeparanaseQ9Y251HumansKnownNot Available
Alpha-1A adrenergic receptor structureClick to view 3D structureAlpha-1A adrenergic receptorP35348HumansKnownLabetalol has two asymmetric centers and therefore, exists as a molecular complex of two diastereoisomeric pairs. Dilevalol, the R,R' stereoisomer, makes up 25% of racemic labetalol. Labetalol HCl combines both selective, competitive, alpha-1-adrenergic blocking and nonselective, competitive, beta-adrenergic blocking activity in a single substance. In man, the ratios of alpha- to beta- blockade have been estimated to be approximately 1:3 and 1:7 following oral and intravenous (IV) administration, respectively. Beta-2-agonist activity has been demonstrated in animals with minimal beta-1-agonist (ISA) activity detected. In animals, at doses greater than those required for alpha- or beta- adrenergic blockade, a membrane stabilizing effect has been demonstrated.
Click to view 3D structureAlpha-1B adrenergic receptorP35368HumansKnownLabetalol has two asymmetric centers and therefore, exists as a molecular complex of two diastereoisomeric pairs. Dilevalol, the R,R' stereoisomer, makes up 25% of racemic labetalol. Labetalol HCl combines both selective, competitive, alpha-1-adrenergic blocking and nonselective, competitive, beta-adrenergic blocking activity in a single substance. In man, the ratios of alpha- to beta- blockade have been estimated to be approximately 1:3 and 1:7 following oral and intravenous (IV) administration, respectively. Beta-2-agonist activity has been demonstrated in animals with minimal beta-1-agonist (ISA) activity detected. In animals, at doses greater than those required for alpha- or beta- adrenergic blockade, a membrane stabilizing effect has been demonstrated.
Concentrations
Not Available
External Links
DrugBank IDDB00598
HMDB IDHMDB0259605
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkLabetalol
Chemspider ID3734
ChEBI ID6343
PubChem Compound IDNot Available
Kegg Compound IDC07063
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis Reference

U.S. Patent 4,012,444.

MSDSLink
General ReferencesNot Available