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Also known as: 474-62-4, Campesterin, Campasterol, Campest-5-en-3beta-ol, 24(r)-methylcholesterol, Ergost-5-en-3-ol, (3beta,24r)-

Molecular Formula

C₂₈H₄₈O

Molecular Weight

400.7 g/mol

InChI Key

SGNBVLSWZMBQTH-PODYLUTMSA-N

FDA UNII

5L5O665639

Campesterol is a steroid derivative that is the simplest sterol, characterized by the hydroxyl group in position C-3 of the steroid skeleton, and saturated bonds throughout the sterol structure, with the exception of the 5-6 double bond in the B ring.

1 2D Structure

Campesterol

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5,6-dimethylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

2.1.2 InChI

InChI=1S/C28H48O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h9,18-20,22-26,29H,7-8,10-17H2,1-6H3/t19-,20-,22+,23+,24-,25+,26+,27+,28-/m1/s1

2.1.3 InChI Key

SGNBVLSWZMBQTH-PODYLUTMSA-N

2.1.4 Canonical SMILES

CC(C)C(C)CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C

2.1.5 Isomeric SMILES

C[C@H](CC[C@@H](C)C(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O)C)C

2.2 Other Identifiers

2.2.1 UNII

5L5O665639

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 22,23-dihydrobrassicasterol

2. 24 Alpha-methylcholest-5-en-3 Beta-ol

3. 24-methylcholesterol

4. Campesterol, (3beta)-isomer

5. Campesterol, (3beta,24xi)-isomer

6. Ergost-5-en-3 Beta- Ol, 24 Epimer

2.3.2 Depositor-Supplied Synonyms

1. 474-62-4

2. Campesterin

3. Campasterol

4. Campest-5-en-3beta-ol

5. 24(r)-methylcholesterol

6. Ergost-5-en-3-ol, (3beta,24r)-

7. Ergost-5-en-3-ol, (3b,24r)-

8. Nsc 224330

9. (24r)-5-ergosten-3b-ol

10. Chebi:28623

11. Ergost-5-en-3beta-ol, (24r)-

12. (3s,8s,9s,10r,13r,14s,17r)-17-[(2r,5r)-5,6-dimethylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1h-cyclopenta[a]phenanthren-3-ol

13. .delta.5-24-isoergosten-3.beta.-ol

14. 5l5o665639

15. 24.alpha.-methylcholesterol

16. Ergost-5-en-3-ol

17. (24s)-beta-methyl Cholesterol

18. Mieyajunsu A

19. Nsc-224330

20. (24r)-methylcholest-5-en-3.beta.-ol

21. (3beta,24r)-ergost-5-en-3-ol

22. (8r,9s,10s,13r,14s,17r)-17-((2r,5r)-5,6-dimethylheptan-2-yl)-10,13-dimethyl-4,5,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1h-cyclopenta[a]phenanthren-3-ol

23. 24.alpha.-methyl-5-cholesten-3.beta.-ol

24. Ergost-5-en-3-ol-, (24r, 3.beta.)-

25. 24a-methylcholesterol

26. Campest-5-en-3-ol

27. Campesterol [mi]

28. 24alpha-methylcholesterol

29. 24

30. A-methyl Cholesterol

31. Ergost-5-en-3-beta-ol

32. 24-alpha-methylcholesterol

33. Schembl94161

34. Campesterol [who-dd]

35. (24r)ergost-5-en-3beta-ol

36. 24-methyl-5-cholestene-3-ol

37. Chembl520535

38. (24r)-ergost-5-en-3b-ol

39. (3-beta)-ergost-5-en-3-ol

40. 24a-methyl-5-cholesten-3b-ol

41. Delta5-24-isoergosten-3beta-ol

42. (24r)-5-ergosten-3-beta-ol

43. (24r)-ergost-5-en-3beta-ol

44. Cholest 5-en-3-ol, 24-methyl

45. 24-methylcholest-5-en-3beta-ol

46. (24r)-ergost-5-en-3-beta-ol

47. Dtxsid801009891

48. Unii-5l5o665639

49. (3b,24r)-ergost-5-en-3-ol

50. (24r)-methylcholest-5-en-3b-ol

51. Hy-n1459

52. Zinc4095721

53. Einecs 207-484-4

54. Lmst01030097

55. Mfcd28143670

56. (3-beta-24r)-ergost-5-en-3-ol

57. Cs-6302

58. (24r)-24-methylcholest-5-en-3beta-ol

59. Ac-34100

60. (3.beta.,24r)-ergost-5-en-3-ol

61. C01789

62. Campesterol (constituent Of Pygeum) [dsc]

63. Q2756479

64. Campesterol (constituent Of Saw Palmetto) [dsc]

65. Bf0849b6-7a25-4057-93a9-eb053e920c49

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₂₈H₄₈O
Molecular Weight	400.7 g/mol
XLogP3	8.8
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	1
Rotatable Bond Count	5
Exact Mass	400.370516150 g/mol
Monoisotopic Mass	400.370516150 g/mol
Topological Polar Surface Area	20.2 Å²
Heavy Atom Count	29
Formal Charge	0
Complexity	620
Isotope Atom Count	0
Defined Atom Stereocenter Count	9
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

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Campesterol

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