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Flurogestone Acetate

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Chemistry

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Also known as: 2529-45-5, Flugestone 17-acetate, Fluorogestone acetate, Flugestone acetate, Flurogestone acetate [usan], Sc-9880

Molecular Formula

C₂₃H₃₁FO₅

Molecular Weight

406.5 g/mol

InChI Key

JKQQZJHNUVDHKP-FQJIPJFPSA-N

FDA UNII

X60881643X

A synthetic fluorinated steroid that is used as a progestational hormone.

1 2D Structure

Flurogestone Acetate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

[(8S,9R,10S,11S,13S,14S,17R)-17-acetyl-9-fluoro-11-hydroxy-10,13-dimethyl-3-oxo-1,2,6,7,8,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-17-yl] acetate

2.1.2 InChI

InChI=1S/C23H31FO5/c1-13(25)22(29-14(2)26)10-8-17-18-6-5-15-11-16(27)7-9-20(15,3)23(18,24)19(28)12-21(17,22)4/h11,17-19,28H,5-10,12H2,1-4H3/t17-,18-,19-,20-,21-,22-,23-/m0/s1

2.1.3 InChI Key

JKQQZJHNUVDHKP-FQJIPJFPSA-N

2.1.4 Canonical SMILES

CC(=O)C1(CCC2C1(CC(C3(C2CCC4=CC(=O)CCC43C)F)O)C)OC(=O)C

2.1.5 Isomeric SMILES

CC(=O)[C@]1(CC[C@@H]2[C@@]1(C[C@@H]([C@]3([C@H]2CCC4=CC(=O)CC[C@@]43C)F)O)C)OC(=O)C

2.2 Other Identifiers

2.2.1 UNII

X60881643X

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 17 Beta Acetoxy 9 Fluoro 11 Beta Hydroxyprogesterone

2. 17 Beta-acetoxy-9-fluoro-11 Beta-hydroxyprogesterone

3. Acetate, Flugestone

4. Acetate, Fluorogestone

5. Acetate, Flurogestone

6. Beta-acetoxy-9-fluoro-11 Beta-hydroxyprogesterone, 17

7. Beta-hydroxyprogesterone, 17 Beta-acetoxy-9-fluoro-11

8. Cronolone

9. Flugestone

10. Flugestone Acetate

11. Fluorogestone Acetate

12. Flurogestone

2.3.2 Depositor-Supplied Synonyms

1. 2529-45-5

2. Flugestone 17-acetate

3. Fluorogestone Acetate

4. Flugestone Acetate

5. Flurogestone Acetate [usan]

6. Sc-9880

7. Pregn-4-ene-3,20-dione, 17-(acetyloxy)-9-fluoro-11-hydroxy-, (11b)-

8. [(8s,9r,10s,11s,13s,14s,17r)-17-acetyl-9-fluoro-11-hydroxy-10,13-dimethyl-3-oxo-1,2,6,7,8,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-17-yl] Acetate

9. Chebi:79932

10. Nsc-65411

11. Gyncro-mate

12. 9-fluoro-11beta,17-dihydroxypregn-4-ene-3,20-dione 17-acetate

13. X60881643x

14. Flurogestone Acetate (usan)

15. Synchro-mate

16. Fga

17. Fluorogesterone Acetate

18. Nsc 65411

19. Unii-x60881643x

20. Ncgc00160534-01

21. Einecs 219-776-9

22. Brn 3123549

23. Dsstox_cid_26210

24. Dsstox_rid_81438

25. Dsstox_gsid_46210

26. 4-08-00-02904 (beilstein Handbook Reference)

27. Schembl281972

28. 9alpha-fluoro-11-hydroxy,17alpha-acetoxy Progesterone

29. Chembl2106773

30. Dtxsid6046210

31. Flurogestone Acetate [mi]

32. Flugestone Acetate [mart.]

33. Zinc4213372

34. Tox21_111878

35. Akos015896293

36. Pregn-4-ene-3,20-dione, 17-(acetyloxy)-9-fluoro-11-hydroxy-, (11.beta.)-

37. Am84839

38. Flurogestone Acetate [green Book]

39. Cas-2529-45-5

40. D04235

41. 529f455

42. A817767

43. Q5462900

44. 9alpha-fluoro-11-hydroxy,17alpha-acetoxyprogesterone

45. (11beta)17-(acetyloxy)-9-fluoro-11-hydroxypregn-4-ene-3,20-dione

46. 9-fluoro-11.beta.,17-dihydroxypregn-4-ene-3,20-dione 17-acetate

47. Pregn-4-ene-3,20-dione, 17-(acetyloxy)-9-fluoro-11-hydroxy-, (11beta)-

48. Pregn-4-ene-3,20-dione, 9-fluoro-11-beta,17-dihydroxy-, 17-acetate

49. [(8s,9r,10s,11s,13s,14s,17r)-17-ethanoyl-9-fluoranyl-10,13-dimethyl-11-oxidanyl-3-oxidanylidene-1,2,6,7,8,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-17-yl] Ethanoate

50. Acetic Acid [(8s,9r,10s,11s,13s,14s,17r)-17-acetyl-9-fluoro-11-hydroxy-10,13-dimethyl-3-oxo-1,2,6,7,8,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-17-yl] Ester

2.4 Create Date

2006-10-25

3 Chemical and Physical Properties

Molecular Formula	C₂₃H₃₁FO₅
Molecular Weight	406.5 g/mol
XLogP3	2.3
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	3
Exact Mass	406.21555225 g/mol
Monoisotopic Mass	406.21555225 g/mol
Topological Polar Surface Area	80.7 Å²
Heavy Atom Count	29
Formal Charge	0
Complexity	820
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

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Progestins

Compounds that interact with PROGESTERONE RECEPTORS in target tissues to bring about the effects similar to those of PROGESTERONE. Primary actions of progestins, including natural and synthetic steroids, are on the UTERUS and the MAMMARY GLAND in preparation for and in maintenance of PREGNANCY. (See all compounds classified as Progestins.)

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