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Fluocortolone Pivalate

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Also known as: 29205-06-9, Fluocortolone 21-pivalate, Einecs 249-504-4, Unii-9j8al6k50q, 9j8al6k50q, [2-[(6s,8s,9s,10r,11s,13s,14s,16r,17s)-6-fluoro-11-hydroxy-10,13,16-trimethyl-3-oxo-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethyl] 2,2-dimethylpropanoate

Molecular Formula

C₂₇H₃₇FO₅

Molecular Weight

460.6 g/mol

InChI Key

XZBJVIQXJHGUBE-HZMVJJPJSA-N

FDA UNII

9J8AL6K50Q

A glucocorticoid with anti-inflammatory activity used topically for various skin disorders.

1 2D Structure

Fluocortolone Pivalate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

[2-[(6S,8S,9S,10R,11S,13S,14S,16R,17S)-6-fluoro-11-hydroxy-10,13,16-trimethyl-3-oxo-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethyl] 2,2-dimethylpropanoate

2.1.2 InChI

InChI=1S/C27H37FO5/c1-14-9-17-16-11-19(28)18-10-15(29)7-8-26(18,5)23(16)20(30)12-27(17,6)22(14)21(31)13-33-24(32)25(2,3)4/h7-8,10,14,16-17,19-20,22-23,30H,9,11-13H2,1-6H3/t14-,16+,17+,19+,20+,22-,23-,26+,27+/m1/s1

2.1.3 InChI Key

XZBJVIQXJHGUBE-HZMVJJPJSA-N

2.1.4 Canonical SMILES

CC1CC2C3CC(C4=CC(=O)C=CC4(C3C(CC2(C1C(=O)COC(=O)C(C)(C)C)C)O)C)F

2.1.5 Isomeric SMILES

C[C@@H]1C[C@H]2[C@@H]3C[C@@H](C4=CC(=O)C=C[C@@]4([C@H]3[C@H](C[C@@]2([C@H]1C(=O)COC(=O)C(C)(C)C)C)O)C)F

2.2 Other Identifiers

2.2.1 UNII

9J8AL6K50Q

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Caproate, Fluocortolone

2. Fluocortolone

3. Fluocortolone Caproate

4. Pivalate, Fluocortolone

5. Ultralan

2.3.2 Depositor-Supplied Synonyms

1. 29205-06-9

2. Fluocortolone 21-pivalate

3. Einecs 249-504-4

4. Unii-9j8al6k50q

5. 9j8al6k50q

6. [2-[(6s,8s,9s,10r,11s,13s,14s,16r,17s)-6-fluoro-11-hydroxy-10,13,16-trimethyl-3-oxo-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethyl] 2,2-dimethylpropanoate

7. 6alpha-fluoro-11beta,21-dihydroxy-16alpha-methylpregna-1,4-diene-3,20-dione 21-pivalate

8. Ultradil (tn)

9. Fluocortolone Trimethylacetate

10. Schembl5675315

11. Dtxsid30951798

12. Chebi:177427

13. Fluocortolone Pivalate Assay Standard

14. Fluocortolone Pivalate [mart.]

15. Fluocortolone Pivalate [who-dd]

16. Fluocortolone Pivalate [ep Monograph]

17. Fluocortolone Pivalate For Id And Assay Crs

18. D07973

19. Q27272623

20. 6-fluoro-11-hydroxy-16-methyl-3,20-dioxopregna-1,4-dien-21-yl 2,2-dimethylpropanoate

21. [2-[(6s,8s,9s,10r,11s,13s,14s,16r,17s)-6-luoro-11-hydroxy-10,13,16-trimethyl-3-oxo-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethyl] 2,2-dimethylpropanoate

22. 6.alpha.-fluoro-11.beta.-hydroxy-16.alpha.-methyl-3,20-dioxopregna-1,4-dien-21-yl 2,2-dimethylpropanoate

2.3.3 Other Synonyms

1. Pivalate, Fluocortolone

2.4 Create Date

2005-08-08

3 Chemical and Physical Properties

Molecular Formula	C₂₇H₃₇FO₅
Molecular Weight	460.6 g/mol
XLogP3	4.4
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	5
Exact Mass	g/mol
Monoisotopic Mass	g/mol
Topological Polar Surface Area	80.7
Heavy Atom Count	33
Formal Charge	0
Complexity	929
Isotope Atom Count	0
Defined Atom Stereocenter Count	9
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.)

Anti-Inflammatory Agents

Substances that reduce or suppress INFLAMMATION. (See all compounds classified as Anti-Inflammatory Agents.)

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