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Fluprednidene Acetate

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Chemistry

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Also known as: Decoderm, 1255-35-2, 9-fluoro-11beta,17,21-trihydroxy-16-methylenepregna-1,4-diene-3,20-dione 21-acetate, Ge65dv564s, Emecort, Fluprednidene 21-acetate

Molecular Formula

C₂₄H₂₉FO₆

Molecular Weight

432.5 g/mol

InChI Key

DEFOZIFYUBUHHU-IYQKUMFPSA-N

FDA UNII

GE65DV564S

Fluprednidene acetate is a corticosteroid. It has anti-inflammatory and anti-allergic properties.

1 2D Structure

Fluprednidene Acetate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

[2-[(8S,9R,10S,11S,13S,14S,17R)-9-fluoro-11,17-dihydroxy-10,13-dimethyl-16-methylidene-3-oxo-7,8,11,12,14,15-hexahydro-6H-cyclopenta[a]phenanthren-17-yl]-2-oxoethyl] acetate

2.1.2 InChI

InChI=1S/C24H29FO6/c1-13-9-18-17-6-5-15-10-16(27)7-8-21(15,3)23(17,25)19(28)11-22(18,4)24(13,30)20(29)12-31-14(2)26/h7-8,10,17-19,28,30H,1,5-6,9,11-12H2,2-4H3/t17-,18-,19-,21-,22-,23-,24-/m0/s1

2.1.3 InChI Key

DEFOZIFYUBUHHU-IYQKUMFPSA-N

2.1.4 Canonical SMILES

CC(=O)OCC(=O)C1(C(=C)CC2C1(CC(C3(C2CCC4=CC(=O)C=CC43C)F)O)C)O

2.1.5 Isomeric SMILES

CC(=O)OCC(=O)[C@]1(C(=C)C[C@@H]2[C@@]1(C[C@@H]([C@]3([C@H]2CCC4=CC(=O)C=C[C@@]43C)F)O)C)O

2.2 Other Identifiers

2.2.1 UNII

GE65DV564S

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Decoderm

2. Fluprednylidene Acetate

2.3.2 Depositor-Supplied Synonyms

1. Decoderm

2. 1255-35-2

3. 9-fluoro-11beta,17,21-trihydroxy-16-methylenepregna-1,4-diene-3,20-dione 21-acetate

4. Ge65dv564s

5. Emecort

6. Fluprednidene 21-acetate

7. Unii-ge65dv564s

8. Decoderm (tn)

9. Einecs 215-013-9

10. Schembl7333

11. Chebi:135700

12. Fluprednidene Acetate [mi]

13. Zinc30691649

14. Fluprednidene Acetate [mart.]

15. Fluprednidene Acetate [who-dd]

16. Db14634

17. [2-[(8s,9r,10s,11s,13s,14s,17r)-9-fluoro-11,17-dihydroxy-10,13-dimethyl-16-methylidene-3-oxo-7,8,11,12,14,15-hexahydro-6h-cyclopenta[a]phenanthren-17-yl]-2-oxoethyl] Acetate

18. D07980

19. J-005237

20. 9-fluoro-11beta,17,21-trihydroxy-16-methylenepregna-1,4-diene-3,20-dione21-acetate

2.4 Create Date

2006-10-25

3 Chemical and Physical Properties

Molecular Formula	C₂₄H₂₉FO₆
Molecular Weight	432.5 g/mol
XLogP3	2.3
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	4
Exact Mass	432.19481680 g/mol
Monoisotopic Mass	432.19481680 g/mol
Topological Polar Surface Area	101 Å²
Heavy Atom Count	31
Formal Charge	0
Complexity	952
Isotope Atom Count	0
Defined Atom Stereocenter Count	7
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Glucocorticoids

A group of CORTICOSTEROIDS that affect carbohydrate metabolism (GLUCONEOGENESIS, liver glycogen deposition, elevation of BLOOD SUGAR), inhibit ADRENOCORTICOTROPIC HORMONE secretion, and possess pronounced anti-inflammatory activity. They also play a role in fat and protein metabolism, maintenance of arterial blood pressure, alteration of the connective tissue response to injury, reduction in the number of circulating lymphocytes, and functioning of the central nervous system. (See all compounds classified as Glucocorticoids.)

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