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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

Known Names

Aristocort Delphicort Kenacort NSC-13397 Triamcinolona Triamcinolone Volon
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

Routes of Administration

Oral
USAN Stem -olone

Extended Properties

Molecular Formula C21H27FO6
MW 394.44
Aromatic Rings 0
Heavy Atoms 28
NP-Likeness 2.10

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

Literature References

PubMed DOI Target Context # Activities
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
2897467 10.1021/jm00401a015 Glucocorticoid receptor 7
34245949 10.1016/j.ejmech.2021.113666 Rattus norvegicus 5
20014752 10.1021/tx900326k Hepatotoxicity 3
37468498 10.1038/s41467-023-40064-9 Glucocorticoid receptor 3
18066055 10.1038/nchembio.2007.53 HeLa 2
37468498 10.1038/s41467-023-40064-9 Thromboxane A2 receptor 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
22931300 10.1021/tx300075j Cytochrome P450 3A4 2
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 2
37468498 10.1038/s41467-023-40064-9 Prostaglandin G/H synthase 1 2
22931300 10.1021/tx300075j Liver microsomes 2
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M1 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
38318365 10.1016/j.isci.2024.108907 Deoxynucleoside triphosphate triphosphohydrolase SAMHD1 1
18834112 10.1021/jm800656v Amine oxidase [flavin-containing] B 1
19056282 10.1016/j.bmc.2008.11.040 ADMET 1
6827553 10.1021/jm00357a003 Rattus norvegicus 1
6827553 10.1021/jm00357a003 Homo sapiens 1

Data from ChEMBL 36 via Core Engine