Triamcinolone diacetateProduct ingredient for Triamcinolone

Name
Triamcinolone diacetate
Drug Entry
Triamcinolone

Triamcinolone is a corticosteroid used to treat various inflammatory conditions in the body from allergic rhinitis to acute exacerbations of multiple sclerosis.13 Triamcinolone can be used as a one time adjunct treatment of osteoarthritic knee pain,16 or first line as a topical treatment of corticosteroid responsive dermatoses.11 Triamcinolone is more commonly seen in the forms triamcinolone hexacetonide, triamcinolone acetonide, and triamcinolone diacetate.10,11,12,13,14,15,16

Triamcinolone was granted FDA approval on 3 December 1957.9

Accession Number
DBSALT000859
Structure
Thumb
Synonyms
Triamcinolone 16,21-diacetate / Triamcinolone diacetate
UNII
A73MM2Q32P
CAS Number
67-78-7
Weight
Average: 478.513
Monoisotopic: 478.200296121
Chemical Formula
C25H31FO8
InChI Key
XGMPVBXKDAHORN-RBWIMXSLSA-N
InChI
InChI=1S/C25H31FO8/c1-13(27)33-12-20(31)25(32)21(34-14(2)28)10-18-17-6-5-15-9-16(29)7-8-22(15,3)24(17,26)19(30)11-23(18,25)4/h7-9,17-19,21,30,32H,5-6,10-12H2,1-4H3/t17-,18-,19-,21+,22-,23-,24-,25+/m0/s1
IUPAC Name
2-[(1S,2R,3aS,3bS,9aS,9bR,10S,11aS)-2-(acetyloxy)-9b-fluoro-1,10-dihydroxy-9a,11a-dimethyl-7-oxo-1H,2H,3H,3aH,3bH,4H,5H,7H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-1-yl]-2-oxoethyl acetate
SMILES
[H][C@@]12C[C@@H](OC(C)=O)[C@](O)(C(=O)COC(C)=O)[C@@]1(C)C[C@H](O)[C@@]1(F)[C@@]2([H])CCC2=CC(=O)C=C[C@]12C
External Links
KEGG Drug
D00984
KEGG Compound
C08184
PubChem Compound
6216
ChemSpider
5981
ChEBI
9669
ChEMBL
CHEMBL1200449
ZINC
ZINC000003875441
Wikipedia
Triamcinolone_diacetate
Predicted Properties
PropertyValueSource
Water Solubility0.0241 mg/mLALOGPS
logP2.05ALOGPS
logP1.12ChemAxon
logS-4.3ALOGPS
pKa (Strongest Acidic)11.73ChemAxon
pKa (Strongest Basic)-3.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area127.2 Å2ChemAxon
Rotatable Bond Count6ChemAxon
Refractivity117.69 m3·mol-1ChemAxon
Polarizability48.44 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon