Gamma Oryzanol

Synopsis, Chemistry

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Also known as: Cycloartenyl ferulate, Gamma oryzanol, Oliver, 11042-64-1, Gammariza, Gamma-orizanol

Molecular Formula

C₄₀H₅₈O₄

Molecular Weight

602.9 g/mol

InChI Key

FODTZLFLDFKIQH-FSVGXZBPSA-N

FDA UNII

3PQR2YON9T

oryzanol a is a natural product found in Krameria bicolor, Krameria grayi, and other organisms with data available.

1 2D Structure

Gamma Oryzanol

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

[(1S,3R,6S,8R,11S,12S,15R,16R)-7,7,12,16-tetramethyl-15-[(2R)-6-methylhept-5-en-2-yl]-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

2.1.2 InChI

InChI=1S/C40H58O4/c1-26(2)10-9-11-27(3)29-18-20-38(7)33-16-15-32-36(4,5)34(19-21-39(32)25-40(33,39)23-22-37(29,38)6)44-35(42)17-13-28-12-14-30(41)31(24-28)43-8/h10,12-14,17,24,27,29,32-34,41H,9,11,15-16,18-23,25H2,1-8H3/b17-13+/t27-,29-,32+,33+,34+,37-,38+,39-,40+/m1/s1

2.1.3 InChI Key

FODTZLFLDFKIQH-FSVGXZBPSA-N

2.1.4 Canonical SMILES

CC(CCC=C(C)C)C1CCC2(C1(CCC34C2CCC5C3(C4)CCC(C5(C)C)OC(=O)C=CC6=CC(=C(C=C6)O)OC)C)C

2.1.5 Isomeric SMILES

C[C@H](CCC=C(C)C)[C@H]1CC[C@@]2([C@@]1(CC[C@]34[C@H]2CC[C@@H]5[C@]3(C4)CC[C@@H](C5(C)C)OC(=O)/C=C/C6=CC(=C(C=C6)O)OC)C)C

2.2 Other Identifiers

2.2.1 UNII

3PQR2YON9T

2.3 Synonyms

2.3.1 Depositor-Supplied Synonyms

1. Cycloartenyl Ferulate

2. Gamma Oryzanol

3. Oliver

4. 11042-64-1

5. Gammariza

6. Gamma-orizanol

7. Hi-z

8. Cycloartenol Trans-ferulate

9. Cycloartenol Ferulate

10. Gamma Oryzanol [jan]

11. 3-o-ferulylcycloartenol

12. 3pqr2yon9t

13. Ferulic Acid Cycloartenol Ester

14. Oryzanol A

15. Gamma Oryzanol (jan)

16. Dsstox_cid_1084

17. 21238-33-5

18. Dsstox_rid_75932

19. Dsstox_gsid_21084

20. Cas-11042-64-1

21. Unii-sst9xcl51m

22. Cycloartenol Ferulic Acid Ester

23. Ccris 4251

24. Y-oryzanol

25. Gamma -oryzanol

26. Ncgc00181756-01

27. 9,19-cyclolanost-24-en-3-ol, 3-((2e)-3-(4-hydroxy-3-methoxyphenyl)-2-propenoate), (3.beta.)-

28. 9,19-cyclolanost-24-en-3-ol, 3-[(2e)-3-(4-hydroxy-3-methoxyphenyl)-2-propenoate], (3.beta.)-

29. Gamma-oryzanol (tn)

30. Oryzanol A [mi]

31. Unii-3pqr2yon9t

32. Sst9xcl51m

33. Hi-z (tn)

34. Cycloartenol, Trans-ferulate

35. Schembl718726

36. (3beta)-9,19-cyclolanost-24-en-3-yl 4-hydroxy-3-methoxycinnamate

37. Chembl388595

38. Chebi:32345

39. Cycloartenyl Ferulate [inci]

40. Einecs 244-285-1

41. Tox21_112482

42. Bdbm50483936

43. Mfcd00867548

44. S3957

45. Zinc28646872

46. Akos016339566

47. Tox21_112482_1

48. Ccg-270201

49. Oz

50. Hy-125938

51. Cs-0103198

52. D01221

53. E88692

54. J-002421

55. Q27257875

56. 9,19-cyclo-9beta-lanost-24-en-3beta-ol 4-hydroxy-3-methoxycinamate

57. 9,19-cyclo-9.beta.-lanost-24-en-3.beta.-ol 4-hydroxy-3-methoxycinamate

58. 9,19-cyclo-9.beta.-lanost-24-en-3.beta.-ol, 4-hydroxy-3-methoxycinnamate

59. [(1s,3r,6s,8r,11s,12s,15r,16r)-7,7,12,16-tetramethyl-15-[(2r)-6-methylhept-5-en-2-yl]-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl] (e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

60. 286011-27-6

61. 9,19-cyclolanost-24-en-3-ol, (2e)-3-(4-hydroxy-3-methoxyphenyl)-2-propenoate, (3.beta.)-

62. 9,19-cyclolanost-24-en-3-ol, 3-(4-hydroxy-3-methoxyphenyl)-2-propenoate, (3.beta.)-

63. Cinnamic Acid, 4-hydroxy-3-methoxy-, 9,19-cyclo-9.beta.-lanost-24-en-3.beta.-yl Ester

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₄₀H₅₈O₄
Molecular Weight	602.9 g/mol
XLogP3	12.1
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	9
Exact Mass	602.43351033 g/mol
Monoisotopic Mass	602.43351033 g/mol
Topological Polar Surface Area	55.8 Å²
Heavy Atom Count	44
Formal Charge	0
Complexity	1150
Isotope Atom Count	0
Defined Atom Stereocenter Count	9
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	1
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1