Compound Detail
CHEMBL1451
TRIAMCINOLONE 💊 Approved Drug
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💊 Approved Drug
C[C@]12C=CC(=O)C=C1CC[C@H]1[C@@H]3C[C@@H](O)[C@](O)(C(=O)CO)[C@@]3(C)C[C@H](O)[C@@]12F
Basic Information
| ChEMBL ID | CHEMBL1451 |
| Name | TRIAMCINOLONE |
| Phase | Approved |
| Structure Type | MOL |
| InChI Key | GFNANZIMVAIWHM-OBYCQNJPSA-N |
| Therapeutic | ✓ Yes |
3
Targets
5
Activities
2
Assay Types
0
PK Parameters
20
Publications
7
Known Names
20
Indications
1
Mechanisms
Molecular Properties
394.4
MW (Da)
0.62
ALogP
6
HBA
4
HBD
115.1
PSA (Ų)
0.55
QED
0
Ro5 Violations
2
Rot. Bonds
Drug Information
| Molecule Type | Small molecule |
| First Approval | 1957 |
| Availability | Discontinued |
| Chirality | Single Enantiomer |
Mechanism of Action
| Mechanism | Action Type | Target | Direct | Efficacy |
|---|---|---|---|---|
| Glucocorticoid receptor agonist | AGONIST | Glucocorticoid receptor | ✓ | ✓ |
Indications
Eye Diseases Hemorrhoids Lung Diseases, Obstructive Nasal Obstruction Skin Diseases Corneal Edema Keloid Lung Diseases Macular Edema Orbital Pseudotumor Osteoarthritis Osteoarthritis, Hip Pain Pancreatitis, Chronic Pulmonary Disease, Chronic Obstructive Radiculopathy Retinal Vein Occlusion Rhinitis, Allergic, Perennial Rhinitis, Allergic, Seasonal Abdominal Pain
ATC Classification
A01AC01
triamcinolone
Level 1: ALIMENTARY TRACT AND METABOLISM
Level 2: STOMATOLOGICAL PREPARATIONS
C05AA12
triamcinolone
Level 1: CARDIOVASCULAR SYSTEM
Level 2: VASOPROTECTIVES
D07AB09
triamcinolone
Level 1: DERMATOLOGICALS
Level 2: CORTICOSTEROIDS, DERMATOLOGICAL PREPARATIONS
D07XB02
triamcinolone
Level 1: DERMATOLOGICALS
Level 2: CORTICOSTEROIDS, DERMATOLOGICAL PREPARATIONS
H02AB08
triamcinolone
Level 1: SYSTEMIC HORMONAL PREPARATIONS, EXCL. SEX HORMONES AND INSULINS
Level 2: CORTICOSTEROIDS FOR SYSTEMIC USE
R01AD11
triamcinolone
Level 1: RESPIRATORY SYSTEM
Level 2: NASAL PREPARATIONS
R03BA06
triamcinolone
Level 1: RESPIRATORY SYSTEM
Level 2: DRUGS FOR OBSTRUCTIVE AIRWAY DISEASES
S01BA05
triamcinolone
Level 1: SENSORY ORGANS
Level 2: OPHTHALMOLOGICALS
Activity Summary
IC50 4 meas. best 7.24
Ki 1 meas. best 7.58
Target Activity Profile
| Target | Type | Best pChEMBL | Mean pChEMBL | Best (nM) | # Data |
|---|---|---|---|---|---|
| Glucocorticoid receptor CHEMBL2034 | Ki | 7.58 | 7.58 | 26.0 | 1 |
| Glucocorticoid receptor CHEMBL2034 | IC50 | 7.24 | 7.24 | 58.0 | 1 |
| Cytochrome P450 2J2 CHEMBL3491 | IC50 | 5.02 | 5.02 | 9470.0 | 1 |
| Cytochrome P450 3A4 CHEMBL340 | IC50 | 4.31 | 4.31 | 49100.0 | 1 |
Activity Data Samples
Top measurements by pChEMBL value
| Target | Type | Rel. | Value | Units | pChEMBL | Assay | PubMed |
|---|---|---|---|---|---|---|---|
| Glucocorticoid receptor | Ki | = | 26.0 | nM | 7.58 | DRUGMATRIX: Glucocorticoid radioligand binding (ligand: [3H] Dexamethasone) | - |
| Glucocorticoid receptor | IC50 | = | 58.0 | nM | 7.24 | DRUGMATRIX: Glucocorticoid radioligand binding (ligand: [3H] Dexamethasone) | - |
| Cytochrome P450 2J2 | IC50 | = | 9470.0 | nM | 5.02 | Inhibition of human recombinant CYP2J2 assessed as reduction in astemizole O-dem... | 23033255 |
| Cytochrome P450 3A4 | IC50 | = | 49100.0 | nM | 4.31 | Inhibition of CYP3A4 in human liver microsomes using testosterone substrate by L... | 23033255 |
Literature References
Data from ChEMBL 36 via Core Engine