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Clocortolone Acetate

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Chemistry

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Also known as: 4258-85-9, Sh 818, Clocortolone acetate [usan], Clocortolone 21-acetate, 85061htr8t, Sh-818

Molecular Formula

C₂₄H₃₀ClFO₅

Molecular Weight

452.9 g/mol

InChI Key

ARPLCFGLEYFDCN-CDACMRRYSA-N

FDA UNII

85061HTR8T

1 2D Structure

Clocortolone Acetate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

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

2.1.2 InChI

InChI=1S/C24H30ClFO5/c1-12-7-15-16-9-18(26)17-8-14(28)5-6-23(17,4)24(16,25)20(30)10-22(15,3)21(12)19(29)11-31-13(2)27/h5-6,8,12,15-16,18,20-21,30H,7,9-11H2,1-4H3/t12-,15+,16+,18+,20+,21-,22+,23+,24+/m1/s1

2.1.3 InChI Key

ARPLCFGLEYFDCN-CDACMRRYSA-N

2.1.4 Canonical SMILES

CC1CC2C3CC(C4=CC(=O)C=CC4(C3(C(CC2(C1C(=O)COC(=O)C)C)O)Cl)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@]3([C@H](C[C@@]2([C@H]1C(=O)COC(=O)C)C)O)Cl)C)F

2.2 Other Identifiers

2.2.1 UNII

85061HTR8T

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Clocortolone

2.3.2 Depositor-Supplied Synonyms

1. 4258-85-9

2. Sh 818

3. Clocortolone Acetate [usan]

4. Clocortolone 21-acetate

5. 85061htr8t

6. Sh-818

7. Clocortolone Acetate (usan)

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

9. Unii-85061htr8t

10. Schembl618722

11. Chembl2106011

12. Chebi:177410

13. Clocortolone 21-acetate [mi]

14. Db14652

15. Pregna-1,4-diene-3,20-dione, 21-(acetyloxy)-9-chloro-6-fluoro-11-hydroxy-16-methyl-, (6.alpha.,11.beta.,16.alpha.)-

16. D03541

17. Q27269574

18. [2-[(6s,8s,9r,10s,11s,13s,14s,16r,17s)-9-chloro-6-luoro-11-hydroxy-10,13,16-trimethyl-3-oxo-7,8,11,12,14,15,16,17-octahydro-6h-cyclopenta[a]phenanthren-17-yl]-2-oxoethyl] Acetate

19. 9-chloro-6.alpha.-fluoro-11.beta.,21-dihydroxy-16.alpha.-methylpregna-1,4-diene-3,20-dione 21-acetate

20. 9-chloro-6alpha-fluoro-11beta,21-dihydroxy-16alpha-methylpregna-1,4-diene-3,20-dione 21-acetate

21. Pregna-1,4-diene-3,20-dione, 21-(acetyloxy)-9-chloro-6-fluoro-11-hydroxy-16-methyl-, (6 Alpha,11 Beta, 16 Alpha)-

22. Pregna-1,4-diene-3,20-dione, 21-(acetyloxy)-9-chloro-6-fluoro-11-hydroxy-16-methyl-, (6alpha,11beta,16alpha)-

2.4 Create Date

2006-11-22

3 Chemical and Physical Properties

Molecular Formula	C₂₄H₃₀ClFO₅
Molecular Weight	452.9 g/mol
XLogP3	3.1
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	4
Exact Mass	452.1765799 g/mol
Monoisotopic Mass	452.1765799 g/mol
Topological Polar Surface Area	80.7 Å²
Heavy Atom Count	31
Formal Charge	0
Complexity	898
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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