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Secalciferol

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Synopsis

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Also known as: Osteo d, 24r,25-dihydroxyvitamin d3, 55721-11-4, K-dr, (24r)-hydroxycalcidiol, (24r)-24,25-dihydroxyvitamin d3

Molecular Formula

C₂₇H₄₄O₃

Molecular Weight

416.6 g/mol

InChI Key

FCKJYANJHNLEEP-XRWYNYHCSA-N

FDA UNII

460029IUDA

A physiologically active metabolite of VITAMIN D. The compound is involved in the regulation of calcium metabolism, alkaline phosphatase activity, and enhancing the calcemic effect of CALCITRIOL.

1 2D Structure

Secalciferol

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(3R,6R)-6-[(1R,3aS,4E,7aR)-4-[(2Z)-2-[(5S)-5-hydroxy-2-methylidenecyclohexylidene]ethylidene]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-1-yl]-2-methylheptane-2,3-diol

2.1.2 InChI

InChI=1S/C27H44O3/c1-18-8-12-22(28)17-21(18)11-10-20-7-6-16-27(5)23(13-14-24(20)27)19(2)9-15-25(29)26(3,4)30/h10-11,19,22-25,28-30H,1,6-9,12-17H2,2-5H3/b20-10+,21-11-/t19-,22+,23-,24+,25-,27-/m1/s1

2.1.3 InChI Key

FCKJYANJHNLEEP-XRWYNYHCSA-N

2.1.4 Canonical SMILES

CC(CCC(C(C)(C)O)O)C1CCC2C1(CCCC2=CC=C3CC(CCC3=C)O)C

2.1.5 Isomeric SMILES

C[C@H](CC[C@H](C(C)(C)O)O)[C@H]1CC[C@@H]\2[C@@]1(CCC/C2=C\C=C/3\C[C@H](CCC3=C)O)C

2.2 Other Identifiers

2.2.1 UNII

460029IUDA

2.3 Synonyms

2.3.1 MeSH Synonyms

1. (24r)-24,25-dihydroxyvitamin D3

2. 24,25 Dihydroxycholecalciferol

3. 24,25 Dihydroxyvitamin D 3

4. 24,25 Dihydroxyvitamin D3

5. 24,25-dihydroxycholecalciferol

6. 24,25-dihydroxyvitamin D 3

7. 24,25-dihydroxyvitamin D 3, (3beta,5z,7e,24r)-isomer

8. 24,25-dihydroxyvitamin D3

9. 24r,25 Dihydroxycholecalciferol

10. 24r,25-dihydroxycholecalciferol

11. Dihydroxyvitamin D3, 24,25

2.3.2 Depositor-Supplied Synonyms

1. Osteo D

2. 24r,25-dihydroxyvitamin D3

3. 55721-11-4

4. K-dr

5. (24r)-hydroxycalcidiol

6. (24r)-24,25-dihydroxyvitamin D3

7. 24r,25-dihydroxycholecalciferol

8. 24(r),25-dihydroxyvitamin D3

9. 24(r),25-dihydroxycholecalciferol

10. 24,25-dihydroxyvitamin D3

11. Chebi:28818

12. 460029iuda

13. 24(r),25-(oh)2d3

14. (3r,6r)-6-[(1r,3as,4e,7ar)-4-[(2z)-2-[(5s)-5-hydroxy-2-methylidenecyclohexylidene]ethylidene]-7a-methyl-2,3,3a,5,6,7-hexahydro-1h-inden-1-yl]-2-methylheptane-2,3-diol

15. Ncgc00161328-03

16. (3s,5z,7e,24r)-9,10-secocholesta-5,7,10-triene-3,24,25-triol

17. 24,25 Dihydroxyvitamin D3

18. (24r)-24,25-dihydroxycalciol

19. Secalciferolum

20. (24r)-24,25-dihydroxyvitamin D3 / (24r)-24,25-dihydroxycholecalciferol

21. (5z,7e)-(3s,24r)-9,10-seco-5,7,10(19)-cholestatriene-3,24,25-triol

22. 40013-87-4

23. Secalciferolum [inn-latin]

24. 24, 25-dihydroxy Vitamin D3

25. Unii-460029iuda

26. Ccris 8678

27. Secalciferol [usan:inn:ban]

28. Osteo D (tn)

29. C07712

30. Ro 21-5816

31. Dsstox_cid_1260

32. Secalciferol [inn]

33. Secalciferol [jan]

34. Secalciferol [usan]

35. Schembl3597

36. Dsstox_rid_76045

37. Dsstox_gsid_21260

38. Bspbio_001409

39. Bml2-e04

40. Secalciferol (jan/usan/inn)

41. Chembl1590076

42. Dtxsid4021260

43. (24r),25-dihydroxyvitamin D3

44. Chebi:108603

45. Hms1361g11

46. Hms1791g11

47. Hms1989g11

48. Hms3402g11

49. Tox21_111989

50. Lmst03020273

51. Mfcd00941417

52. (3-beta,5z,7e,24r)-9,10-secocholesta-5,7,10(19)-triene-3,24,25-triol

53. (5z,7e,24r)-9,10-secocholesta-5,7,10(19)-triene-3beta,24,25-triol

54. 24r,25(oh)2d3

55. Zinc100051969

56. Cs-0929

57. (24r)-24,25-dihydroxycholecalciferol

58. Idi1_033879

59. 24, 25-dihydroxycholecalciferol

60. Ncgc00161328-01

61. Hy-32343

62. Cas-55721-11-4

63. 24r,25-dihydroxyvitamin D3 (secalciferol)

64. D00628

65. Q27103914

66. (24r)-24,25-dihydroxyvitamin D3, >=98% (vitamin + Pre-vitamin, Hplc)

67. 9,10-secocholesta-5,7,10-triene-3,24,25-triol, (3s,5z,7e,24r)-

68. (5z,7e,24r)-9,10-secocholesta-5,7,10(19)-triene-3b,24,25-triol

69. 9,10-secocholesta-5,7,10(19)-triene-3,24,25-triol, (3beta,5z,7e,24r)-

70. (3r,6r)-6-[(1r,3as,4e,7ar)-4-[(2z)-2-[(5s)-5-hydroxy-2-methylene-cyclohexylidene]ethylidene]-7a-methyl-2,3,3a,5,6,7-hexahydro-1h-inden-1-yl]-2-methyl-heptane-2,3-diol

71. 2,3-heptanediol, 2-methyl-6-((1r,3as,4e,7ar)-octahydro-4-((2z)-2-((5s)-5-hydroxy-2-methylenecyclohexylidene)ethylidene)-7a-methyl-1h-inden-1-yl)-, (3r,6r)-

2.4 Create Date

2005-11-20

3 Chemical and Physical Properties

Molecular Formula	C₂₇H₄₄O₃
Molecular Weight	416.6 g/mol
XLogP3	5
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	6
Exact Mass	416.32904526 g/mol
Monoisotopic Mass	416.32904526 g/mol
Topological Polar Surface Area	60.7 Å²
Heavy Atom Count	30
Formal Charge	0
Complexity	688
Isotope Atom Count	0
Defined Atom Stereocenter Count	6
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	2
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Bone Density Conservation Agents

Agents that inhibit BONE RESORPTION and/or favor BONE MINERALIZATION and BONE REGENERATION. They are used to heal BONE FRACTURES and to treat METABOLIC BONE DISEASES such as OSTEOPOROSIS. (See all compounds classified as Bone Density Conservation Agents.)

Calcium-Regulating Hormones and Agents

Hormones and molecules with calcium-regulating hormone-like actions that modulate OSTEOLYSIS and other extra-skeletal activities to maintain calcium homeostasis. (See all compounds classified as Calcium-Regulating Hormones and Agents.)

Vitamins

Organic substances that are required in small amounts for maintenance and growth, but which cannot be manufactured by the human body. (See all compounds classified as Vitamins.)

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