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2-(12-Fluoro-5-hydroxy-4a,6a,8,8-tetramethyl-2-oxo-2,4a,4b,5,6,6a,9a,10,10a,10b,11,12-dodecahydro-6bH,8H-naphtho[2',1':4,5]indeno[1,2-d][1,3]dioxol-6b-yl)-2-oxoethyl acetate

HCID 20629
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Basic information

CAS
4533-89-5
Standard SMILES
CC(=O)OCC(=O)[C@@]12OC(C)(C)O[C@@H]1CC1C3C[C@H](F)C4=CC(=O)C=CC4(C)[C@H]3C(O)CC12C
InChIKey
WEGNFRKBIKYVLC-JMOPTFDASA-N
Molecular formula
C26H33FO7
Average molar mass
476.5 g/mol
Monoisotopic mass
476.22103155

Names & identifiers

Preferred name
2-(12-Fluoro-5-hydroxy-4a,6a,8,8-tetramethyl-2-oxo-2,4a,4b,5,6,6a,9a,10,10a,10b,11,12-dodecahydro-6bH,8H-naphtho[2',1':4,5]indeno[1,2-d][1,3]dioxol-6b-yl)-2-oxoethyl acetate
IUPAC
[2-[(4R,8S,12S,19S)-19-fluoro-11-hydroxy-6,6,9,13-tetramethyl-16-oxo-5,7-dioxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-14,17-dien-8-yl]-2-oxoethyl] acetate
English name
6alpha-fluoro-11beta,21-dihydroxy-16alpha,17-(isopropylidenedioxy)pregna-1,4-diene-3,20-dione 21-acetate
Molecular formula
C26H33FO7
Molecular weight
476.54

Names & synonyms

DTXSID409633672-(12-Fluoro-5-hydroxy-4a,6a,8,8-tetramethyl-2-oxo-2,4a,4b,5,6,6a,9a,10,10a,10b,11,12-dodecahydro-6bH,8H-naphtho[2',1':4,5]indeno[1,2-d][1,3]dioxol-6b-yl)-2-oxoethyl acetate6alpha-Fluoro-11beta,21-dihydroxy-16alpha,17-(isopropylidenedioxy)pregna-1,4-diene-3,20-dione 21-acetate2-[(4bS,6bS,9aR,12S)-12-Fluoro-5-hydroxy-4a,6a,8,8-tetramethyl-2-oxo-2,4a,4b,5,6,6a,9a,10,10a,10b,11,12-dodecahydro-6bH,8H-naphtho[2',1':4,5]indeno[1,2-d][1,3]dioxol-6b-yl]-2-oxoethyl acetateFlunisolide Impurity 421-(Acetyloxy)-6α-fluoro-11β-hydroxy-16α,17-[(1-methylethylidene)bisoxy]pregna-1,4-diene-3,20-dione

Database identifiers

CAS
4533-89-5
PubChem CID
20629
DTXSID
DTXSID40963367

Properties

Computed structural properties

XLogP
3.2
Topological polar surface area
99.1 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
8
Rotatable bonds
4
Heavy atoms
34
Formal charge
0
Complexity
1,020

Physicochemical properties

Melting point
263 · 263-265 °C
Boiling point
593.901 · 593.901±50.00 °C(Press: 760.00 Torr)(predicted)
Density
1.311 · 1.311±0.10 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)
solubility
soluble in Chloroform, Dichloromethane, Ethyl Acetate
form
Solid
pka
13.937 · 13.937±0.70(predicted)
color
White
FDA UNII
225 H64CIH · N225H64CIH

Chemistry & industry

Applications

UsesFlunisolide Acetate is a synthetic fluorinated corticosteroid related to Prednisolone (P703740). Antiasthmatic.

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