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Altrenogestrel

Altrenogestrel

Synopsis, Chemistry

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Also known as: 850-52-2, Allyltrenbolone, Regumate, Allyl trenbolone, Ru-2267, A-35957

Molecular Formula

C₂₁H₂₆O₂

Molecular Weight

310.4 g/mol

InChI Key

VWAUPFMBXBWEQY-ANULTFPQSA-N

FDA UNII

2U0X0JA2NB

Altrenogest, also known as allyltrenbolone, is a steroidal progestin that is widely used in veterinary medicine to suppress estrus in animals.

1 2D Structure

Altrenogestrel

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(8S,13S,14S,17R)-17-hydroxy-13-methyl-17-prop-2-enyl-1,2,6,7,8,14,15,16-octahydrocyclopenta[a]phenanthren-3-one

2.1.2 InChI

InChI=1S/C21H26O2/c1-3-10-21(23)12-9-19-18-6-4-14-13-15(22)5-7-16(14)17(18)8-11-20(19,21)2/h3,8,11,13,18-19,23H,1,4-7,9-10,12H2,2H3/t18-,19+,20+,21+/m1/s1

2.1.3 InChI Key

VWAUPFMBXBWEQY-ANULTFPQSA-N

2.1.4 Canonical SMILES

CC12C=CC3=C4CCC(=O)C=C4CCC3C1CCC2(CC=C)O

2.1.5 Isomeric SMILES

C[C@]12C=CC3=C4CCC(=O)C=C4CC[C@H]3[C@@H]1CC[C@]2(CC=C)O

2.2 Other Identifiers

2.2.1 UNII

2U0X0JA2NB

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 17 Alpha-allyl-17-beta-hydroxyestra-4,9,11-trien-3-one

2. 17 Alpha-allyl-estratriene 4,9,11,17 Beta-ol-one

3. 17-allyltrenbolone

4. Allyl Trenbolone

5. Regumate

6. Ru-2267

2.3.2 Depositor-Supplied Synonyms

1. 850-52-2

2. Allyltrenbolone

3. Regumate

4. Allyl Trenbolone

5. Ru-2267

6. A-35957

7. 2u0x0ja2nb

8. Estra-4,9,11-trien-3-one, 17-hydroxy-17-(2-propenyl)-, (17b)-

9. Nsc-759180

10. 17-alpha-allyl-estratriene-4,9,11,17-beta-ol-3-one

11. Dsstox_cid_28789

12. Dsstox_rid_83058

13. Dsstox_gsid_48863

14. (8s,13s,14s,17r)-17-allyl-17-hydroxy-13-methyl-1,2,6,7,8,13,14,15,16,17-decahydro-3h-cyclopenta[a]phenanthren-3-one

15. (8s,13s,14s,17r)-17-hydroxy-13-methyl-17-prop-2-enyl-1,2,6,7,8,14,15,16-octahydrocyclopenta[a]phenanthren-3-one

16. Altrenogestum

17. (17beta)-17-hydroxy-17-(2-propenyl)estra-4,9,11-trien-3-one

18. Cas-850-52-2

19. Regu-mate

20. Drc 6246

21. Unii-2u0x0ja2nb

22. Altrenogestum [inn-latin]

23. Ru 2267

24. Altrenogestrel

25. Altrenogest [usan:inn:ban]

26. R 2267

27. Ncgc00183119-01

28. A 35957

29. Einecs 212-703-1

30. Altrenogest [mi]

31. Altrenogest [inn]

32. Altrenogest (usan/inn)

33. Altrenogest [usan]

34. Altrenogest [mart.]

35. Schembl140056

36. 17alpha-allyl-17-hydroxyestra-4,9,11-trien-3-one

37. Altrenogest [green Book]

38. Chembl1315492

39. Dtxsid3048863

40. Chebi:191255

41. Hms3715d18

42. Bcp13100

43. Drc-6246

44. Estra-4,9,11-trien-3-one, 17beta-hydroxy-17-(2-propenyl)-

45. Hy-b0521

46. Zinc4214784

47. Tox21_113356

48. Mfcd00867855

49. Ru2267

50. S3167

51. Akos025310098

52. Estra-4,9,11-trien-3-one, 17-hydroxy-17-(2-propen-1-yl)-, (17beta)-

53. Estra-4,9,11-trien-3-one, 17-hydroxy-17-(2-propenyl)-, (17-beta)-

54. Tox21_113356_1

55. Ccg-221218

56. Db11372

57. Nsc 759180

58. Rh-2267

59. Ncgc00166309-01

60. Ncgc00166309-02

61. As-12848

62. Altrenogest 100 Microg/ml In Acetonitrile

63. A35957;allyltrenbolone;r2267;ru2267

64. B1503

65. R2267

66. A35957

67. D02840

68. Ab01566827_01

69. Altrenogest, Vetranal(tm), Analytical Standard

70. 850a522

71. A841082

72. Q-101420

73. Q4736979

74. (17?)-17-allyl-17-hydroxyestra-4,9,11-trien-3-one

75. 17-alpha-allyl-17-beta-hydroxyestra-4,9,11-trien-3-one

76. 17.alpha.-allyl-17-hydroxyestra-4,9,11-trien-3-one

77. Estra-4,9,11-trien-3-one, 17-alpha-allyl-17-hydroxy-

78. 17.alpha.-allyl-estra-4,9,11-triene-17.beta.-ol-3-one

79. Estra-4,9,11-trien-3-one, 17.beta.-hydroxy-17-(2-propenyl)-

80. Estra-4,9,11-trien-3-one, 17-hydroxy-17-(2-propen-1-yl)-, (17.beta.)-

81. (8s,13r,14s,17r)-17-hydroxy-13-methyl-17-prop-2-enyl-1,2,6,7,8,14,15,16-octahydrocyclopenta[a]phenanthren-3-one

82. (8s,13s,14s,17r)-17-allyl-17-hydroxy-13-methyl-1,2,6,7,8,14,15,16-octahydrocyclopenta[a]phenanthren-3-one;altrenogest

2.4 Create Date

2006-10-25

3 Chemical and Physical Properties

Molecular Formula	C₂₁H₂₆O₂
Molecular Weight	310.4 g/mol
XLogP3	2.8
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	2
Exact Mass	310.193280068 g/mol
Monoisotopic Mass	310.193280068 g/mol
Topological Polar Surface Area	37.3 Å²
Heavy Atom Count	23
Formal Charge	0
Complexity	665
Isotope Atom Count	0
Defined Atom Stereocenter Count	4
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.)