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2D Structure
Also known as: Cloradryn, 5251-34-3, Novacort, Syntestan, Rs-4691, Syp56o3gjg
Molecular Formula
C21H25ClO5
Molecular Weight
392.9  g/mol
InChI Key
YTJIBEDMAQUYSZ-FDNPDPBUSA-N
FDA UNII
SYP56O3GJG

Cloprednol is a synthetic glucocorticoid that has been investigated for use in the treatment of asthma.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(8S,9S,10R,11S,13S,14S,17R)-6-chloro-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-9,11,12,14,15,16-hexahydro-8H-cyclopenta[a]phenanthren-3-one
2.1.2 InChI
InChI=1S/C21H25ClO5/c1-19-5-3-11(24)7-14(19)15(22)8-12-13-4-6-21(27,17(26)10-23)20(13,2)9-16(25)18(12)19/h3,5,7-8,12-13,16,18,23,25,27H,4,6,9-10H2,1-2H3/t12-,13-,16-,18+,19-,20-,21-/m0/s1
2.1.3 InChI Key
YTJIBEDMAQUYSZ-FDNPDPBUSA-N
2.1.4 Canonical SMILES
CC12CC(C3C(C1CCC2(C(=O)CO)O)C=C(C4=CC(=O)C=CC34C)Cl)O
2.1.5 Isomeric SMILES
C[C@]12C[C@@H]([C@H]3[C@H]([C@@H]1CC[C@@]2(C(=O)CO)O)C=C(C4=CC(=O)C=C[C@]34C)Cl)O
2.2 Other Identifiers
2.2.1 UNII
SYP56O3GJG
2.3 Synonyms
2.3.1 Depositor-Supplied Synonyms

1. Cloradryn

2. 5251-34-3

3. Novacort

4. Syntestan

5. Rs-4691

6. Syp56o3gjg

7. Cloprednolum

8. (8s,9s,10r,11s,13s,14s,17r)-6-chloro-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-8,9,10,11,12,13,14,15,16,17-decahydro-3h-cyclopenta[a]phenanthren-3-one

9. Unii-syp56o3gjg

10. Cloprednolum [inn-latin]

11. Rs 4691

12. Cloprednol [usan:inn:ban]

13. Cloradryn (tn)

14. Einecs 226-052-6

15. Cloprednol [mi]

16. Cloprednol [inn]

17. Cloprednol (usan/inn)

18. Cloprednol [usan]

19. Cloprednol [mart.]

20. Schembl4886

21. Cloprednol [who-dd]

22. (8s,9s,10r,11s,13s,14s,17r)-6-chloro-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-9,11,12,14,15,16-hexahydro-8h-cyclopenta[a]phenanthren-3-one

23. Chembl1697832

24. Dtxsid1022849

25. Chebi:135619

26. Zinc4215431

27. 6-chloro-11beta,17,21-trihydroxypregna-1,4,6-triene-3,20-dione

28. (11beta)-6-chloro-11,17,21-trihydroxypregna-1,4,6-triene-3,20-dione

29. Db13843

30. Pregna-1,4,6-triene-3,20-dione, 6-chloro-11,17,21-trihydroxy-, (11.beta.)-

31. D03561

32. Q3680915

33. 6-chloro-11beta,17alpha, 21-trihydroxypregn-1,4,6-triene-3,20-dione

34. 6-chloro-11.beta.,17,21-trihydroxypregna-1,4,6-triene-3,20-dione

35. Pregna-1,4,6-triene-3,20-dione, 6-chloro-11,17,21-trihydroxy-, (11beta)-

2.4 Create Date
2005-11-20
3 Chemical and Physical Properties
Molecular Weight 392.9 g/mol
Molecular Formula C21H25ClO5
XLogP31.9
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count5
Rotatable Bond Count2
Exact Mass392.1390516 g/mol
Monoisotopic Mass392.1390516 g/mol
Topological Polar Surface Area94.8 Ų
Heavy Atom Count27
Formal Charge0
Complexity813
Isotope Atom Count0
Defined Atom Stereocenter Count7
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 ATC Code

H - Systemic hormonal preparations, excl. sex hormones and insulins

H02 - Corticosteroids for systemic use

H02A - Corticosteroids for systemic use, plain

H02AB - Glucocorticoids

H02AB14 - Cloprednol