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CHEMISTRY
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ACTIVE PHARMA INGREDIENTS

2 API Suppliers, 1 USDMF, 1 EU WC, $ API Reference Price

2 API Suppliers
1 USDMF
1 EU WC
$ API Reference Price

Synopsis

ACTIVE PHARMA INGREDIENTS

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$ 20,357

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Chemistry

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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

Cloprednol

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 Formula	C₂₁H₂₅ClO₅
Molecular Weight	392.9 g/mol
XLogP3	1.9
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	2
Exact Mass	392.1390516 g/mol
Monoisotopic Mass	392.1390516 g/mol
Topological Polar Surface Area	94.8 Å²
Heavy Atom Count	27
Formal Charge	0
Complexity	813
Isotope Atom Count	0
Defined Atom Stereocenter Count	7
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1