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Chemistry

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Also known as: 57333-96-7, Bonalfa, Curatoderm, Tacalcitolum, Tv-02h, Tv-02
Molecular Formula
C27H44O3
Molecular Weight
416.6  g/mol
InChI Key
BJYLYJCXYAMOFT-RSFVBTMBSA-N
FDA UNII
C2W72OJ5ZU

Tacalcitol
1 2D Structure

Tacalcitol

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(1R,3S,5Z)-5-[(2E)-2-[(1R,3aS,7aR)-1-[(2R,5R)-5-hydroxy-6-methylheptan-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidenecyclohexane-1,3-diol
2.1.2 InChI
InChI=1S/C27H44O3/c1-17(2)25(29)13-8-18(3)23-11-12-24-20(7-6-14-27(23,24)5)9-10-21-15-22(28)16-26(30)19(21)4/h9-10,17-18,22-26,28-30H,4,6-8,11-16H2,1-3,5H3/b20-9+,21-10-/t18-,22-,23-,24+,25-,26+,27-/m1/s1
2.1.3 InChI Key
BJYLYJCXYAMOFT-RSFVBTMBSA-N
2.1.4 Canonical SMILES
CC(C)C(CCC(C)C1CCC2C1(CCCC2=CC=C3CC(CC(C3=C)O)O)C)O
2.1.5 Isomeric SMILES
C[C@H](CC[C@H](C(C)C)O)[C@H]1CC[C@@H]\2[C@@]1(CCC/C2=C\C=C/3\C[C@H](C[C@@H](C3=C)O)O)C
2.2 Other Identifiers
2.2.1 UNII
C2W72OJ5ZU
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 1 Alpha,24-dihydroxycholecalciferol

2. 1 Alpha,24-dihydroxyvitamin D3

3. 1 Alpha,24-dihydroxyvitamin D3, (1alpha,3beta,5z,7e,24r)-isomer

4. 1 Alpha,24-dihydroxyvitamin D3, (1alpha,3beta,5z,7e,24s)-isomer

5. 1,24-dihydroxycholecalciferol

6. 1,24-dihydroxyvitamin D3

7. Curatoderm

8. Pri-2191

2.3.2 Depositor-Supplied Synonyms

1. 57333-96-7

2. Bonalfa

3. Curatoderm

4. Tacalcitolum

5. Tv-02h

6. Tv-02

7. Unii-c2w72oj5zu

8. Pri 2191

9. 1-alpha,24(r)-dihydroxyvitamin D3

10. (1r,3s,5z)-5-[(2e)-2-[(1r,3as,7ar)-1-[(2r,5r)-5-hydroxy-6-methylheptan-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1h-inden-4-ylidene]ethylidene]-4-methylidenecyclohexane-1,3-diol

11. Tv 02

12. Pri-2191

13. C2w72oj5zu

14. 1.alpha.,24-dihydroxyvitamin D3

15. 1alpha,24(r)-dihydroxyvitamin D3

16. Tacalcitol (inn)

17. Tacalcitol [inn]

18. 1,24-dihydroxyvitamin D3

19. (24r)-1alpha,24-dihydroxyvitamin D3 / (24r)-1alpha,24-dihydroxycholecalciferol

20. (5z,7e)-(1s,3r,24r)-9,10-seco-5,7,10(19)-cholestatriene-1,3,24-triol

21. (1r,3s,z)-5-((e)-2-((1r,3as,7ar)-1-((2r,5r)-5-hydroxy-6-methylheptan-2-yl)-7a-methylhexahydro-1h-inden-4(2h)-ylidene)ethylidene)-4-methylenecyclohexane-1,3-diol

22. Bonalfa (tn)

23. Tacalcitolum [inn-latin]

24. 1,24(r)-dihydroxyvitamin D3

25. Chebi:32176

26. Tacalcitol [inn:ban:jan]

27. Vellutan

28. Apsor

29. Ccris 4211

30. Tv02

31. Tacalcitol [mi]

32. 1alpha,24(oh)2d3

33. Schembl3945

34. Tacalcitol [mart.]

35. Tacalcitol [who-dd]

36. Tv-02hs

37. 1a,24-dihydroxycholecalciferol

38. Gtpl2780

39. Chembl2105611

40. Tacalcitol, >=99% (hplc)

41. Dtxsid90905111

42. Ex-a4429

43. Zinc4474668

44. Bdbm50441892

45. Lmst03020256

46. Akos024458008

47. Cs-0391

48. Db13689

49. (1-alpha,3-beta,5z,7e,24r)-9,10-secocholesta-5,7,10(19)-triene-1,3,24-triol

50. As-77643

51. Hy-32337

52. (1alpha,24r)-1,24-dihydroxyvitamin D3

53. 1.alpha.,24-dihydroxycholecalciferol

54. D08554

55. 333t967

56. Q155682

57. 1,24(r)-dihydroxyvitamin D3;1.alpha.,24r-dihydroxyvitamin D3

58. (1s,3r,5z,7e,24r)-9,10-secocholesta-5,7,10-triene-1,3,24-triol

59. (+)-(5z,7e,24r)-9,10-secocholesta-5,7,10(19)-triene-1alpha,3beta,24-triol

60. (1?,3?,5z,7e,24r)-9,10-secocholesta-5,7,10(19)-triene-1,3,24-triol

61. 1s,3r,5z,7e,24r)-9,10-secocholesta-5,7,10-triene-1,3,24-triol

62. 9,10-secocholesta-5,7,10(19)-triene-1,3,24-triol, (1-alpha,3-beta,5z,7e,24r)-

63. (+)-(5z,7e,24r)-9,10-secocholesta-5,7,10(19)-triene-1.alpha.,3.beta.,24-triol

2.4 Create Date
2006-01-13
3 Chemical and Physical Properties
Molecular Weight 416.6 g/mol
Molecular Formula C27H44O3
XLogP35.3
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count3
Rotatable Bond Count6
Exact Mass416.32904526 g/mol
Monoisotopic Mass416.32904526 g/mol
Topological Polar Surface Area60.7 Ų
Heavy Atom Count30
Formal Charge0
Complexity676
Isotope Atom Count0
Defined Atom Stereocenter Count7
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count2
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

Anti-Inflammatory Agents

Substances that reduce or suppress INFLAMMATION. (See all compounds classified as Anti-Inflammatory Agents.)


Dermatologic Agents

Drugs used to treat or prevent skin disorders or for the routine care of skin. (See all compounds classified as Dermatologic Agents.)


4.2 ATC Code

D - Dermatologicals

D05 - Antipsoriatics

D05A - Antipsoriatics for topical use

D05AX - Other antipsoriatics for topical use

D05AX04 - Tacalcitol


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