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Compound Detail

CHEMBL714

ALBUTEROL
💊 Approved Drug
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💊 Approved Drug
CC(C)(C)NCC(O)c1ccc(O)c(CO)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL714
Name ALBUTEROL
Phase Approved
Structure Type MOL
InChI Key NDAUXUAQIAJITI-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

Aerolin Aerolin 400 Aerolin auto Airomir Airsalb Albuterol Asmasal clickhaler Asmasal spacehaler Asmaven Asmavent Cobutolin Combivent +18 more
6
Targets
27
Activities
4
Assay Types
18
PK Parameters
20
Publications
30
Known Names
20
Indications
1
Mechanisms

Molecular Properties

239.3
MW (Da)
1.31
ALogP
4
HBA
4
HBD
72.7
PSA (Ų)
0.64
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1981
Availability Prescription
Chirality Racemic

Routes of Administration

Oral Topical

Flags

Black Box Warning Natural Product
USAN Stem -terol
USAN Year 1971

Extended Properties

Molecular Formula C13H21NO3
MW 239.31
Aromatic Rings 1
Heavy Atoms 17
NP-Likeness 0.56

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Beta-2 adrenergic receptor agonist AGONIST Beta-2 adrenergic receptor ✓ ✓

Indications

Asthma, Exercise-Induced Bronchial Spasm Bronchial Spasm Lung Diseases, Obstructive Pulmonary Disease, Chronic Obstructive Abdominal Pain Dysautonomia, Familial Heart Failure Heart Failure Hypertension, Pulmonary Hypertension, Pulmonary Lung Diseases Organophosphate Poisoning Rhinitis, Allergic, Seasonal Bronchiolitis Cough Familial Primary Pulmonary Hypertension Hypersensitivity Memory Disorders Pulmonary Edema

ATC Classification

R03AC02
salbutamol
Level 1: RESPIRATORY SYSTEM
Level 2: DRUGS FOR OBSTRUCTIVE AIRWAY DISEASES
R03CC02
salbutamol
Level 1: RESPIRATORY SYSTEM
Level 2: DRUGS FOR OBSTRUCTIVE AIRWAY DISEASES

Drug Warnings

Black Box Warning
General Warning
Country: United States

Activity Summary

EC50 11 meas. best 9.96
Kd 6 meas. best 6.96
IC50 5 meas. best 7.77
Ki 5 meas. best 6.29

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Beta-2 adrenergic receptor
CHEMBL210
 EC50 9.96 7.606 0.1 5
Beta-2 adrenergic receptor
CHEMBL5414
 EC50 9.34 7.9833 0.5 3
Beta-1 adrenergic receptor
CHEMBL213
 EC50 8.81 7.37 1.5 2
Beta-2 adrenergic receptor
CHEMBL5414
 IC50 7.77 7.77 17.0 1
Cavia porcellus
CHEMBL369
 IC50 7.75 7.75 18.0 1
Cavia porcellus
CHEMBL369
 EC50 7.12 7.12 75.9 1
Beta-2 adrenergic receptor
CHEMBL5414
 Kd 6.96 6.5033 109.7 3
Beta-2 adrenergic receptor
CHEMBL210
 Kd 6.66 6.255 220.0 2
Beta-2 adrenergic receptor
CHEMBL210
 Ki 6.29 6.0933 510.0 3
Beta-2 adrenergic receptor
CHEMBL3373
 Kd 6.28 6.28 520.0 1
Beta-2 adrenergic receptor
CHEMBL210
 IC50 6.09 5.9333 810.2 3
Unchecked
CHEMBL612545
 Ki 5.88 5.775 1320.0 2

Pharmacokinetic Data

Parameter Value Units Species
CL 7.8 mL.min-1.kg-1 Homo sapiens
CL 2.8 mL.min-1.kg-1 Homo sapiens
CL 7.8 mL.min-1.kg-1 Homo sapiens
CL 7.8 mL.min-1.kg-1 Homo sapiens
CL 12.0 uL.min-1.(10^6cells)-1 Rattus norvegicus
CL 3.0 mL.min-1.g-1 Homo sapiens
CL 79.9 mL.min-1.kg-1 Mus musculus
CL 1.0 uL.min-1.(10^6cells)-1 Homo sapiens
CL 7.7 mL.min-1.kg-1 Homo sapiens
Cmax 58.0 nM Homo sapiens
F 49.0 % Homo sapiens
Fu 0.92 - Homo sapiens
Fu 0.92 - Homo sapiens
Fu 0.925 - Homo sapiens
MRT 4.1 hr Homo sapiens
T1/2 2.4 hr Homo sapiens
T1/2 0.6 hr Mus musculus
T1/2 3.9 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Beta-2 adrenergic receptor EC50 = 0.11 nM 9.96 Agonist activity at beta2 adrenoceptor (unknown origin) expressed in HEK293 cell... 35360904
Beta-2 adrenergic receptor EC50 = 0.454 nM 9.34 Agonist activity at adrenergic beta2 receptor in Hartley guinea pig tracheal rin... 19168263
Beta-1 adrenergic receptor EC50 = 1.53 nM 8.81 Agonist activity at beta1 adrenoceptor (unknown origin) expressed in HEK293 cell... 35360904
Beta-2 adrenergic receptor EC50 = 9.1 nM 8.04 Agonist activity at adrenergic beta2 receptor in guinea pig trachea assessed as ... 19245211
Beta-2 adrenergic receptor IC50 = 17.0 nM 7.77 Agonist activity at beta2 adrenergic receptor in guinea pig tracheal strip asses... 20402514
Cavia porcellus IC50 = 18.0 nM 7.75 Inhibition of spontaneous tone in Guinea pig tracheal spiral strips. 2231602
Beta-2 adrenergic receptor EC50 = 25.12 nM 7.6 Agonist activity at recombinant human beta2-adrenoceptor expressed in whole cell... 22178551
Beta-2 adrenergic receptor EC50 = 68.0 nM 7.17 Agonist activity at human beta2 adrenergic receptor assessed as increase in cAMP... 20402514
Cavia porcellus EC50 = 75.86 nM 7.12 The -logEC50 value of genistein on ACh-precontracted rings, where EC50 is the co... -
Beta-2 adrenergic receptor Kd = 109.65 nM 6.96 Agonist activity at adrenergic beta2 receptor in Hartley guinea pig tracheal rin... 25592716
Beta-2 adrenergic receptor EC50 = 199.53 nM 6.7 Agonist activity at human adrenergic beta2 receptor expressed in H292 cells asse... 21652207
Beta-2 adrenergic receptor Kd = 220.0 nM 6.66 Displacement of [3H]DHA from inactive/G protein-uncoupled human beta2-AR express... 27239696
Beta-2 adrenergic receptor Kd = 245.47 nM 6.61 Agonist activity at adrenergic beta2 receptor in Hartley guinea pig tracheal rin... 25592716
Beta-2 adrenergic receptor EC50 = 251.0 nM 6.6 Agonist activity at human beta2 adrenoceptor expressed in CHO cells assessed as ... 33213146
Beta-2 adrenergic receptor EC50 = 268.0 nM 6.57 Agonist activity at adrenergic beta2 receptor in Hartley guinea pig tracheal rin... 19168263
Beta-2 adrenergic receptor Ki = 510.0 nM 6.29 Displacement of [3H]CGP1217 from human recombinant adrenergic beta2 receptor tra... 19245211
Beta-2 adrenergic receptor Kd = 520.0 nM 6.28 Affinity for cow beta-2 adrenergic receptor by measuring displacement (-)-[3H]di... 2993621
Beta-2 adrenergic receptor Ki = 557.0 nM 6.25 DRUGMATRIX: Adrenergic beta2 radioligand binding (ligand: [3H] CGP-12177) -
Beta-2 adrenergic receptor IC50 = 810.2 nM 6.09 DRUGMATRIX: Adrenergic beta2 radioligand binding (ligand: [3H] CGP-12177) -
Beta-2 adrenergic receptor IC50 = 980.0 nM 6.01 Displacement of [3H]CGP1217 from human recombinant adrenergic beta2 receptor tra... 19245211

Literature References

PubMed DOI Target Context # Activities
16472241 10.2174/1570163043334794 Hepatotoxicity 18
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
35360904 10.1021/acs.jmedchem.1c02006 Oryctolagus cuniculus 10
19168263 10.1016/j.ejmech.2008.12.016 Beta-2 adrenergic receptor 9
20070106 10.1021/jm901371v Homo sapiens 8
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
20402514 10.1021/jm100068m Beta-2 adrenergic receptor 6
- 10.6019/CHEMBL3301361 ADMET 5
20503 10.1021/jm00220a600 Unchecked 4
24900851 10.1021/ml4005232 Beta-2 adrenergic receptor 4
19245211 10.1021/jm801211c Beta-2 adrenergic receptor 4
16799554 10.1038/nchembio801 Unchecked 4
30852084 10.1016/j.bmcl.2019.02.028 GroEL/GroES 4
34547896 10.1021/acs.jmedchem.1c00823 Transthyretin 4
2870189 10.1021/jm00154a020 Beta-2 adrenergic receptor 4
18426954 10.1124/dmd.108.020479 ADMET 4
423210 10.1021/jm00189a012 Cavia porcellus 4
2836587 10.1021/jm00401a004 Beta-2 adrenergic receptor 3
25592716 10.1016/j.bmcl.2014.12.077 Beta-2 adrenergic receptor 3

Data from ChEMBL 36 via Core Engine