TRIAMCINOLONE

/static/temp/default.svg Search structure
Trade Names
Synonyms
Status
Molecule Category Free-form
ATC A01AC01 C05AA12 D07AB09 D07XB02 H02AB08 R01AD11 R03BA06 S01BA05
UNII 1ZK20VI6TY
EPA CompTox DTXSID1040742

Structure

InChI Key GFNANZIMVAIWHM-OBYCQNJPSA-N
Smiles 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
InChI
InChI=1S/C21H27FO6/c1-18-6-5-12(24)7-11(18)3-4-13-14-8-15(25)21(28,17(27)10-23)19(14,2)9-16(26)20(13,18)22/h5-7,13-16,23,25-26,28H,3-4,8-10H2,1-2H3/t13-,14-,15+,16-,18-,19-,20-,21-/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C21H27FO6
Molecular Weight 394.44
AlogP 0.62
Hydrogen Bond Acceptor 6.0
Hydrogen Bond Donor 4.0
Number of Rotational Bond 2.0
Polar Surface Area 115.06
Molecular species NEUTRAL
Aromatic Rings 0.0
Heavy Atoms 28.0

Bioactivity

Mechanism of Action Action Reference
Glucocorticoid receptor agonist AGONIST PubMed PubMed PubMed
Protein: Glucocorticoid receptor
Description: Glucocorticoid receptor
Organism : Homo sapiens
P04150 ENSG00000113580
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 3 Cytochrome P450 family 3A Cytochrome P450 3A4
- 49100 - - -
Enzyme Hydrolase
- - - - 94
Enzyme
- 49100 - - 94
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 71
Assay Description Organism Bioactivity Reference
DRUGMATRIX: Glucocorticoid radioligand binding (ligand: [3H] Dexamethasone) None 58.0 nM DRUGMATRIX: Glucocorticoid radioligand binding (ligand: [3H] Dexamethasone) None 26.0 nM
Inhibition of sodium fluorescein uptake in OATP1B1-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM Cricetulus griseus 70.81 %
Inhibition of sodium fluorescein uptake in OATP1B3-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM Cricetulus griseus 81.81 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of Caco-2 cells at 10 uM after 48 hours by high content imaging Homo sapiens -3.66 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 14.09 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus 0.0 % Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus 0.0 %
In vivo inhibition of beta-glucuronidase in OF1 mouse at 10 mg/kg, po after 8 days relative to control Mus musculus 94.1 %

Related Entries

Cross References

Resources Reference
ChEBI 9667
ChEMBL CHEMBL1451
DrugBank DB00620
DrugCentral 2725
FDA SRS 1ZK20VI6TY
Human Metabolome Database HMDB0014758
Guide to Pharmacology 2870
PharmGKB PA451749
PubChem 31307
SureChEMBL SCHEMBL4447
ZINC ZINC000003882036
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