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    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
    Gamma Oryzanol
    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 Weight 602.9 g/mol
    Molecular Formula C40H58O4
    XLogP312.1
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count4
    Rotatable Bond Count9
    Exact Mass602.43351033 g/mol
    Monoisotopic Mass602.43351033 g/mol
    Topological Polar Surface Area55.8 Ų
    Heavy Atom Count44
    Formal Charge0
    Complexity1150
    Isotope Atom Count0
    Defined Atom Stereocenter Count9
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count1
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1

    API Reference Price

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    25-May-2023
    20-Oct-2023
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