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Chemistry

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Also known as: 7280-37-7, Piperazine estrone sulfate, Ogen, Harmogen, Ortho-est, Estrone sulfate piperazine salt
Molecular Formula
C22H32N2O5S
Molecular Weight
436.6  g/mol
InChI Key
HZEQBCVBILBTEP-ZFINNJDLSA-N
FDA UNII
SVI38UY019

Estropipate
Estropipate is a natural estrogenic substance composed of estrone sulfate and piperazine. Estropipate diffuses through the cell membrane and binds to and subsequently activates the nuclear estrogen receptor found in the reproductive tract, breast, pituitary, hypothalamus, liver, and bone. The activated complex binds to the estrogen response element on the DNA and activates the transcription of genes involved in the functioning of the female reproductive system and secondary sex characteristics.
1 2D Structure

Estropipate

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
[(8R,9S,13S,14S)-13-methyl-17-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-yl] hydrogen sulfate;piperazine
2.1.2 InChI
InChI=1S/C18H22O5S.C4H10N2/c1-18-9-8-14-13-5-3-12(23-24(20,21)22)10-11(13)2-4-15(14)16(18)6-7-17(18)19;1-2-6-4-3-5-1/h3,5,10,14-16H,2,4,6-9H2,1H3,(H,20,21,22);5-6H,1-4H2/t14-,15-,16+,18+;/m1./s1
2.1.3 InChI Key
HZEQBCVBILBTEP-ZFINNJDLSA-N
2.1.4 Canonical SMILES
CC12CCC3C(C1CCC2=O)CCC4=C3C=CC(=C4)OS(=O)(=O)O.C1CNCCN1
2.1.5 Isomeric SMILES
C[C@]12CC[C@H]3[C@H]([C@@H]1CCC2=O)CCC4=C3C=CC(=C4)OS(=O)(=O)O.C1CNCCN1
2.2 Other Identifiers
2.2.1 UNII
SVI38UY019
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Estra-1,3,5(10)-trien-17-one, 3-(sulfooxy)-, Compd. With Piperazine (1:1)

2. Genoral

3. Harmogen

4. Harmonet

5. Ogen

6. Ortho-est

7. Piperazine Estrone Sulfate

2.3.2 Depositor-Supplied Synonyms

1. 7280-37-7

2. Piperazine Estrone Sulfate

3. Ogen

4. Harmogen

5. Ortho-est

6. Estrone Sulfate Piperazine Salt

7. Sulestrex Piperazine

8. Piperazine Estrone Sulphate

9. Estra-1,3,5(10)-trien-17-one, 3-(sulfooxy)-, Compd. With Piperazine (1:1)

10. Svi38uy019

11. Piperazine Estronesulfate

12. Nsc-758912

13. Estrone Hydrogen Sulfate Compound With Piperazine (1:1)

14. Sulestrex

15. Unii-svi38uy019

16. Piperazine (8r,9s,13s,14s)-13-methyl-17-oxo-7,8,9,11,12,13,14,15,16,17-decahydro-6h-cyclopenta[a]phenanthren-3-yl Sulfate

17. Ogen 5

18. Pipestrone

19. Estropipate [usp:inn:ban]

20. Ogen 2.5

21. Ogen .625

22. Ogen 1.25

23. Einecs 230-696-3

24. Estropipate (usp)

25. Ogen (tn)

26. Piperazineestronesulfate

27. Ncgc00016682-02

28. Dsstox_cid_3005

29. Cas-7280-37-7

30. Estropipate [vandf]

31. Piperazine Oestrone Sulphate

32. Conjugated Estrogens: Piperazine Estrone Sulfate

33. Dsstox_rid_76828

34. Estropipate [mart.]

35. Dsstox_gsid_23005

36. Schembl21577

37. Estropipate [usp-rs]

38. Estropipate [who-dd]

39. Mls002153957

40. Chebi:4873

41. Chembl1200980

42. Dtxsid3023005

43. Piperazine, Compd. With Estrone Hydrogen Sulfate (1:1)

44. Estrone, Hydrogen Sulfate, Compd. With Piperazine (1:1)

45. Estropipate [orange Book]

46. Hms1570i17

47. Hms2097i17

48. Hms2232o19

49. Hms3714i17

50. Estropipate [usp Monograph]

51. Bcp05424

52. Hy-b1361

53. Tox21_113350

54. S5288

55. Akos024457702

56. Estra-1,3,5(10)-trien-17-one 3-sulphate, Compound With Piperazine (1:1)

57. Piperazine, Compd. With 3-(sulfooxy)estra-1,3,5(10)-trien-17-one (1:1)

58. Bcp9000662

59. Ccg-220688

60. Cs-4818

61. Estropipate, >=98% (hplc), Powder

62. Nsc 758912

63. [(8r,9s,13s,14s)-13-methyl-17-oxo-7,8,9,11,12,14,15,16-octahydro-6h-cyclopenta[a]phenanthren-3-yl] Hydrogen Sulfate,piperazine

64. Smr001233296

65. Am20080957

66. Estrone Sulfate Piperazine Salt [mi]

67. D00948

68. 280e377

69. A837628

70. Sr-01000000235

71. Q5401860

72. Sr-01000000235-5

73. Estrone Hydrogen Sulphate Compound With Piperazine (1:1)

74. Estropipate, United States Pharmacopeia (usp) Reference Standard

75. 17-oxoestra-1,3,5(10)-trien-3-yl Hydrogen Sulfate - Piperazine (1:1)

76. [(8r,9s,13s,14s)-13-methyl-17-oxidanylidene-7,8,9,11,12,14,15,16-octahydro-6h-cyclopenta[a]phenanthren-3-yl] Hydrogen Sulfate; Piperazine

77. [(8r,9s,13s,14s)-13-methyl-17-oxo-7,8,9,11,12,14,15,16-octahydro-6h-cyclopenta[a]phenanthren-3-yl] Hydrogen Sulfate;piperazine

78. Piperazine; Sulfuric Acid [(8r,9s,13s,14s)-13-methyl-17-oxo-7,8,9,11,12,14,15,16-octahydro-6h-cyclopenta[a]phenanthren-3-yl] Ester

2.4 Create Date
2005-11-20
3 Chemical and Physical Properties
Molecular Weight 436.6 g/mol
Molecular Formula C22H32N2O5S
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count7
Rotatable Bond Count2
Exact Mass436.20319330 g/mol
Monoisotopic Mass436.20319330 g/mol
Topological Polar Surface Area113 Ų
Heavy Atom Count30
Formal Charge0
Complexity650
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Information
1 of 10  
Drug NameEstropipate
Active IngredientEstropipate
Dosage FormTablet
RouteOral
Strength1.5mg; 3mg; 0.75mg
Market StatusPrescription
CompanyWatson Labs; Mylan; Barr

2 of 10  
Drug NameOgen .625
Active IngredientEstropipate
Dosage FormTablet
RouteOral
Strength0.75mg
Market StatusPrescription
CompanyPharmacia And Upjohn

3 of 10  
Drug NameOgen 1.25
Active IngredientEstropipate
Dosage FormTablet
RouteOral
Strength1.5mg
Market StatusPrescription
CompanyPharmacia And Upjohn

4 of 10  
Drug NameOgen 2.5
PubMed HealthEstropipate
Drug ClassesEndocrine-Metabolic Agent, Female Reproductive Agent, Musculoskeletal Agent
Drug LabelEstropipate (formerly piperazine estrone sulfate), is a natural estrogenic substance prepared from purified crystalline estrone, solubilized as the sulfate and stabilized with piperazine. It is appreciably soluble in water and has almost no odor or t...
Active IngredientEstropipate
Dosage FormTablet
RouteOral
Strength3mg
Market StatusPrescription
CompanyPharmacia And Upjohn

5 of 10  
Drug NameOgen 5
PubMed HealthEstrogen
Active IngredientEstropipate
Dosage FormTablet
RouteOral
Strength6mg
Market StatusPrescription
CompanyPharmacia And Upjohn

6 of 10  
Drug NameEstropipate
Active IngredientEstropipate
Dosage FormTablet
RouteOral
Strength1.5mg; 3mg; 0.75mg
Market StatusPrescription
CompanyWatson Labs; Mylan; Barr

7 of 10  
Drug NameOgen .625
Active IngredientEstropipate
Dosage FormTablet
RouteOral
Strength0.75mg
Market StatusPrescription
CompanyPharmacia And Upjohn

8 of 10  
Drug NameOgen 1.25
Active IngredientEstropipate
Dosage FormTablet
RouteOral
Strength1.5mg
Market StatusPrescription
CompanyPharmacia And Upjohn

9 of 10  
Drug NameOgen 2.5
PubMed HealthEstropipate
Drug ClassesEndocrine-Metabolic Agent, Female Reproductive Agent, Musculoskeletal Agent
Drug LabelEstropipate (formerly piperazine estrone sulfate), is a natural estrogenic substance prepared from purified crystalline estrone, solubilized as the sulfate and stabilized with piperazine. It is appreciably soluble in water and has almost no odor or t...
Active IngredientEstropipate
Dosage FormTablet
RouteOral
Strength3mg
Market StatusPrescription
CompanyPharmacia And Upjohn

10 of 10  
Drug NameOgen 5
PubMed HealthEstrogen
Active IngredientEstropipate
Dosage FormTablet
RouteOral
Strength6mg
Market StatusPrescription
CompanyPharmacia And Upjohn

5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Contraceptive Agents, Hormonal

Contraceptive agents that act on the ENDOCRINE SYSTEM. (See all compounds classified as Contraceptive Agents, Hormonal.)


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