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Chemistry

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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

Fluocortolone Pivalate
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 Weight 460.6 g/mol
Molecular Formula C27H37FO5
XLogP34.4
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count6
Rotatable Bond Count5
Exact Mass g/mol
Monoisotopic Mass g/mol
Topological Polar Surface Area80.7
Heavy Atom Count33
Formal Charge0
Complexity929
Isotope Atom Count0
Defined Atom Stereocenter Count9
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
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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