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Compound Detail

CHEMBL1504

TRIAMCINOLONE ACETONIDE
💊 Approved Drug
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💊 Approved Drug
CC1(C)O[C@@H]2C[C@H]3[C@@H]4CCC5=CC(=O)C=C[C@]5(C)[C@@]4(F)[C@@H](O)C[C@]3(C)[C@]2(C(=O)CO)O1

Basic Information

ChEMBL ID CHEMBL1504
Name TRIAMCINOLONE ACETONIDE
Phase Approved
Structure Type MOL
InChI Key YNDXUCZADRHECN-JNQJZLCISA-N
Therapeutic ✓ Yes

Known Names

Adcortyl Adcortyl in orabase Allernaze Aristocort Aristocort a Aristogel Audicort Aureocort Azmacort Extracort Flutex Ftorocort +18 more
3
Targets
5
Activities
2
Assay Types
18
PK Parameters
20
Publications
30
Known Names
20
Indications
1
Mechanisms

Molecular Properties

434.5
MW (Da)
2.42
ALogP
6
HBA
2
HBD
93.1
PSA (Ų)
0.69
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1960
Availability OTC
Chirality Single Enantiomer

Routes of Administration

Parenteral Topical
USAN Stem -olone; -onide

Extended Properties

Molecular Formula C24H31FO6
MW 434.50
Aromatic Rings 0
Heavy Atoms 31
NP-Likeness 2.29

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Glucocorticoid receptor agonist AGONIST Glucocorticoid receptor

Indications

Anemia Arthritis, Gouty Arthritis, Rheumatoid Asthma Bursitis Bursitis Dermatitis Multiple Sclerosis Mycoses Nasal Obstruction Osteoarthritis Pain Rhinitis, Allergic, Seasonal Rhinitis, Allergic, Seasonal Serum Sickness Skin Diseases Tennis Elbow Tennis Elbow Tenosynovitis Tuberculosis, Pulmonary

Activity Summary

IC50 3 meas. best 8.36
Ki 2 meas. best 8.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Glucocorticoid receptor
CHEMBL2034
Ki 8.7 8.7 2.0 1
Glucocorticoid receptor
CHEMBL2034
IC50 8.36 8.36 4.4 1
Progesterone receptor
CHEMBL1909044
Ki 7.64 7.64 23.0 1
Progesterone receptor
CHEMBL1909044
IC50 6.75 6.75 179.0 1
NIH3T3
CHEMBL614822
IC50 5.6 5.6 2500.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 1.4 ng.hr.mL-1 Homo sapiens
AUC 1.4 ng.hr.mL-1 Homo sapiens
CL 9.4 mL.min-1.kg-1 Homo sapiens
CL 45.2 L/hr Homo sapiens
Cmax 1.151 nM Homo sapiens
Cmax 1.151 nM Homo sapiens
Fu 0.2 - Homo sapiens
MRT 2.5 hr Homo sapiens
T1/2 2.4 hr Homo sapiens
T1/2 0.2 hr Homo sapiens
T1/2 2.167 hr Homo sapiens
T1/2 3.55 hr Homo sapiens
T1/2 3.1 hr Homo sapiens
T1/2 3.1 hr Homo sapiens
T1/2 1.467 hr Homo sapiens
Tmax 1.5 hr Homo sapiens
Tmax 1.5 hr Homo sapiens
Vd 99.5 L Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
2897467 10.1021/jm00401a015 Glucocorticoid receptor 7
28274631 10.1016/j.bmcl.2017.02.045 Rattus norvegicus 5
18426954 10.1124/dmd.108.020479 ADMET 4
37468498 10.1038/s41467-023-40064-9 Nuclear receptor subfamily 1 group I member 2 3
20014752 10.1021/tx900326k Hepatotoxicity 3
37468498 10.1038/s41467-023-40064-9 Androgen receptor 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M2 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
926113 10.1021/jm00219a005 L929 2
37468498 10.1038/s41467-023-40064-9 Estrogen receptor 2
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2B 2
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 1A 2
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2A 2
11855992 10.1021/jm010511b NIH3T3 2
37468498 10.1038/s41467-023-40064-9 Glucocorticoid receptor 2
37468498 10.1038/s41467-023-40064-9 Gamma-aminobutyric acid receptor subunit alpha-1 2
37468498 10.1038/s41467-023-40064-9 Alpha-2A adrenergic receptor 2
37468498 10.1038/s41467-023-40064-9 Cannabinoid receptor 1 2

Data from ChEMBL 36 via Core Engine