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Triamcinolone

CAT: 0926-FT28383-04Size: 25 gDry Ice: NoHazardous: No
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CAT#:0926-FT28383-04Size:25 g
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CAS Number
124-94-7
Synonyms
Fluoxyprednisolone; Tri-nasal; 1,4-Pregnadien-9alpha-fluoro-11beta,16alpha,17,21-tetrol-3,20-dione
MDL Number
MFCD00010477
Smiles
C[C@]12C[C@@H] ([C@]3 ([C@H] ([C@@H]1C[C@H] ([C@@]2 (C (=O) CO) O) O) CCC4=CC (=O) C=C[C@@]43C) F) O
Molecular Formula
C21H27FO6
Molecular Weight
394.43 g/mol
Controlled
No

Chemical Information

Triamcinolone

Triamcinolone is a C21-steroid hormone that is 1,4-pregnadiene-3,20-dione carrying four hydroxy substituents at positions 11beta, 16alpha, 17alpha and 21 as well as a fluoro substituent at position 9. Used in the form of its 16,17-acetonide to treat various skin infections. It has a role as an anti-inflammatory drug and an anti-allergic agent. It is a primary alpha-hydroxy ketone, a tertiary alpha-hydroxy ketone, a 16alpha-hydroxy steroid, a glucocorticoid, a 17alpha-hydroxy steroid, a 21-hydroxy steroid, an 11beta-hydroxy steroid, a 20-oxo steroid, a 3-oxo-Delta(4) steroid, a fluorinated steroid and a C21-steroid hormone. It derives from a hydride of a pregnane.

CAS Number124-94-7
PubChem CID31307
IUPAC Name(8S,9R,10S,11S,13S,14S,16R,17S)-9-fluoro-11,16,17-trihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one
Molecular FormulaC21H27FO6
Molecular Weight394.4
XLogP1.2
Topological Polar Surface Area115
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count7
Rotatable Bond Count2
Heavy Atom Count28
Formal Charge0
Complexity807
SMILES
C[C@]12C[C@@H]([C@]3([C@H]([C@@H]1C[C@H]([C@@]2(C(=O)CO)O)O)CCC4=CC(=O)C=C[C@@]43C)F)O
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
InChIKey
GFNANZIMVAIWHM-OBYCQNJPSA-N
Chemical Structure
2D Structure
2D structure of Triamcinolone
CAS: 124-94-7
CID: 31307
Formula: C21H27FO6
MW: 394.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight394.4
XLogP31.2
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count7
Rotatable Bond Count2
Exact Mass394.17916674
Monoisotopic Mass394.17916674
Topological Polar Surface Area115 Ų
Heavy Atom Count28
Formal Charge0
Complexity807
Isotope Atom Count0
Defined Atom Stereocenter Count8
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
MBS340897-01Triamcinolone
AR-T02914-01Triamcinolone Acetonide Impurity (Triamcinolone Base)
A8540-250Triamcinolone Acetonide

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