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Fluocortolone Caproate

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Also known as: 303-40-2, Fluocortolone 21-hexanoate, Fluocortolone hexanoate, Sh 770, Fluocortolone caproate [usan], Einecs 206-140-0

Molecular Formula

C₂₈H₃₉FO₅

Molecular Weight

474.6 g/mol

InChI Key

WHZRCUIISKRTJL-YTZKRAOUSA-N

FDA UNII

90893P8662

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

1 2D Structure

Fluocortolone Caproate

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] hexanoate

2.1.2 InChI

InChI=1S/C28H39FO5/c1-5-6-7-8-24(33)34-15-23(32)25-16(2)11-19-18-13-21(29)20-12-17(30)9-10-27(20,3)26(18)22(31)14-28(19,25)4/h9-10,12,16,18-19,21-22,25-26,31H,5-8,11,13-15H2,1-4H3/t16-,18+,19+,21+,22+,25-,26-,27+,28+/m1/s1

2.1.3 InChI Key

WHZRCUIISKRTJL-YTZKRAOUSA-N

2.1.4 Canonical SMILES

CCCCCC(=O)OCC(=O)C1C(CC2C1(CC(C3C2CC(C4=CC(=O)C=CC34C)F)O)C)C

2.1.5 Isomeric SMILES

CCCCCC(=O)OCC(=O)[C@H]1[C@@H](C[C@@H]2[C@@]1(C[C@@H]([C@H]3[C@H]2C[C@@H](C4=CC(=O)C=C[C@]34C)F)O)C)C

2.2 Other Identifiers

2.2.1 UNII

90893P8662

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Caproate, Fluocortolone

2. Fluocortolone

3. Fluocortolone Pivalate

4. Pivalate, Fluocortolone

5. Ultralan

2.3.2 Depositor-Supplied Synonyms

1. 303-40-2

2. Fluocortolone 21-hexanoate

3. Fluocortolone Hexanoate

4. Sh 770

5. Fluocortolone Caproate [usan]

6. Einecs 206-140-0

7. Unii-90893p8662

8. 6alpha-fluoro-11beta,21-dihydroxy-16alpha-methylpregna-1,4-diene-3,20-dione 21-hexanoate

9. [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] Hexanoate

10. Fluocortolone Caproate (usan)

11. 90893p8662

12. Ficoid

13. Fluocoutolone Hexanoate

14. Ultralanum

15. F1uocorto1one Caproate

16. Schembl2107766

17. Chembl2107415

18. C28h39fo5

19. Dtxsid30184387

20. Fluocortolone 21-caproate

21. Chebi:177866

22. C28-h39-f-o5

23. Sh-770

24. Fluocortolone Caproate [mart.]

25. Fluocortolone Caproate [who-dd]

26. Fluocortolone 21-hexanoate [mi]

27. D04219

28. Q27271302

29. [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] Hexanoate

30. 6.alpha.-fluoro-11.beta.-hydroxy-21-hexanoyloxy-16.alpha.-methylpregna-1,4-diene-3,20-dione

31. Hexanoic Acid, 21-ester With 6.alpha.-fluoro-11.beta.,21-dihydroxy-16.alpha.-methylpregna-1,4-diene-3,20-dione

32. Pregna-1,4-diene-3,20-dione, 6-fluoro-11,21-dihydroxy-16-methyl-21-((1-oxohexyl)oxy)-, (6alpha,11beta,16alpha)-

33. Pregna-1,4-diene-3,20-dione, 6-fluoro-11-hydroxy-16-methyl-21-((1-oxohexyl)oxy)-, (6.alpha.,11.beta.,16.alpha.)-

34. Pregna-1,4-diene-3,20-dione, 6.alpha.-fluoro-11.beta.,21-dihydroxy-16.alpha.-methyl-, 21-hexanoate

2.3.3 Other Synonyms

1. Caproate, Fluocortolone

2. Fluocortolon

3. Fluorcortolone

4. Fluorocortolone

5. Fluocortolone

6. Flucortolone

7. Ultralan

2.4 Create Date

2007-12-05

3 Chemical and Physical Properties

Molecular Formula	C₂₈H₃₉FO₅
Molecular Weight	474.6 g/mol
XLogP3	4.9
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	8
Exact Mass	g/mol
Monoisotopic Mass	g/mol
Topological Polar Surface Area	80.7
Heavy Atom Count	34
Formal Charge	0
Complexity	909
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

Anti-Inflammatory Agents

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

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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