Gamma-Oryzanol

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  • Identifiers

    CAS number
    11042-64-1

    Molecular formula
    C40H58O4

    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

    Safety labels

    Acute Toxic
    Acute Toxic

  • Odor profile

    Fragrance
    Woody 76.6%
    Amber 48.54%
    Sandalwood 45.19%
    Balsamic 41.86%
    Dry 39.94%
    Powdery 38.76%
    Musk 38.49%
    Cedar 31.16%
    Vetiver 30.89%
    Sweet 30.64%

     

    Flavor
    Woody 59.34%
    Balsam 32.25%
    Wood 27.27%
    Herbal 26.05%
    Bitter 24.24%
    Camphor 22.91%
    Spice 21.34%
    Balsamic 20.89%
    Sandalwood 20.72%
    Warm 19.37%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    12.1

    pKa est.
    7.99 (neutral)

    Molecular weight
    602.9 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    625°C

    Flash point

    • 205.27 ˚C est.

  • Synonyms

    • gamma-Oryzanol
    • gamma Oryzanol
    • 11042-64-1
    • Gammariza
    • Oliver
    • SST9XCL51M
    • RefChem:856958
    • DTXSID6021084
    • 600-960-6
    • Cycloartenyl ferulate
    • gamma-Orizanol
    • HI-Z
    • 21238-33-5
    • Gamma oryzanol [JAN]
    • UNII-SST9XCL51M
    • Cycloartenol Trans-Ferulate
    • Cycloartenol ferulate
    • Oryzanol A
    • 3-O-Ferulylcycloartenol
    • 3PQR2YON9T
    • Ferulic acid cycloartenol ester
    • gamma Oryzanol (JAN)
    • DSSTox_CID_1084
    • DSSTox_RID_75932
    • DSSTox_GSID_21084
    • C40H58O4
    • [(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
    • CAS-11042-64-1
    • Cycloartenol ferulic acid ester
    • GammaOryzanol
    • Oryzanol A (Cycloartenyl Ferulate)
    • CCRIS 4251
    • gamma -Oryzanol
    • NCGC00181756-01
    • 9,19-CYCLOLANOST-24-EN-3-OL, 3-((2E)-3-(4-HYDROXY-3-METHOXYPHENYL)-2-PROPENOATE), (3.BETA.)-
    • 9,19-Cyclolanost-24-en-3-ol, 3-[(2E)-3-(4-hydroxy-3-methoxyphenyl)-2-propenoate], (3.beta.)-
    • gamma-Oryzanol (TN)
    • ORYZANOL A [MI]
    • UNII-3PQR2YON9T
    • Hi-Z (TN)
    • Cycloartenol, trans-ferulate
    • OZ
    • SCHEMBL718726
    • (3beta)-9,19-Cyclolanost-24-en-3-yl 4-hydroxy-3-methoxycinnamate
    • CHEMBL388595
    • SCHEMBL29354302
    • CHEBI:32345
    • MSK11173
    • EINECS 244-285-1
    • Tox21_112482
    • BDBM50483936
    • s3957
    • AKOS016339566
    • AKOS040757309
    • Tox21_112482_1
    • CCG-270201
    • FO26593
    • DA-52220
    • HY-125938
    • CS-0103198
    • D01221
    • E88692
    • Q27257875
    • 9,19-Cyclo-9beta-lanost-24-en-3beta-ol 4-hydroxy-3-methoxycinamate
    • 9,19-CYCLO-9.BETA.-LANOST-24-EN-3.BETA.-OL 4-HYDROXY-3-METHOXYCINAMATE
    • 9,19-CYCLO-9.BETA.-LANOST-24-EN-3.BETA.-OL, 4-HYDROXY-3-METHOXYCINNAMATE
    • (2aR,3R,5aS,5bS,7aR,9S,11aR,12aS)-2a,5a,8,8-tetramethyl-3-((R)-6-methylhept-5-en-2-yl)tetradecahydro-1H,12H-cyclopenta[a]cyclopropa[e]phenanthren-9-yl (E)-3-(4-hydroxy-3-methoxyphenyl)acrylate
    • [(1S,3R,6S,8R,11S,12S,15R,16R)-15-[(1R)-1,5-dimethylhex-4-enyl]-7,7,12,16-tetramethyl-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl] (E)-3-(4-hydroxy-3-methoxy-phenyl)prop-2-enoate
    • 286011-27-6
    • 9,19-CYCLOLANOST-24-EN-3-OL, (2E)-3-(4-HYDROXY-3-METHOXYPHENYL)-2-PROPENOATE, (3.BETA.)-
    • 9,19-CYCLOLANOST-24-EN-3-OL, 3-(4-HYDROXY-3-METHOXYPHENYL)-2-PROPENOATE, (3.BETA.)-
    • CINNAMIC ACID, 4-HYDROXY-3-METHOXY-, 9,19-CYCLO-9.BETA.-LANOST-24-EN-3.BETA.-YL ESTER
    • 11042-64-1

  • Applications

    Gamma-oryzanol is used as a natural antioxidant and stabilizer in cosmetics and personal-care formulations, where it helps protect oils, fats and active ingredients from oxidation and contributes to product longevity. It is also evaluated for use in food processing to improve oxidative stability of edible oils and lipid-containing products derived from rice bran oil. In nutraceuticals and dietary supplements, gamma-oryzanol is typically incorporated as a rice-bran-derived ingredient providing antioxidant properties. In agriculture and animal nutrition, it may be employed as a natural antioxidant additive in feeds to help preserve feed quality and stability.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1.66
    methanol 1.22
    isopropanol 1.48
    water 0.0
    ethyl acetate 1.61
    n-propanol 1.98
    acetone 2.8
    n-butanol 1.91
    acetonitrile 0.94
    DMF 3.42
    toluene 1.63
    isobutanol 1.53
    1,4-dioxane 3.6
    methyl acetate 1.61
    THF 6.35
    2-butanone 3.46
    n-pentanol 2.12
    sec-butanol 1.28
    n-hexane 0.15
    ethylene glycol 0.25
    NMP 4.98
    cyclohexane 0.15
    DMSO 3.01
    n-butyl acetate 2.16
    n-octanol 1.28
    chloroform 6.99
    n-propyl acetate 1.87
    acetic acid 2.35
    dichloromethane 4.24
    cyclohexanone 5.07
    propylene glycol 0.5
    isopropyl acetate 1.93
    DMAc 7.12
    2-ethoxyethanol 3.7
    isopentanol 1.75
    n-heptane 0.16
    ethyl formate 1.05
    1,2-dichloroethane 2.37
    n-hexanol 2.0
    2-methoxyethanol 3.42
    isobutyl acetate 2.03
    tetrachloromethane 1.26
    n-pentyl acetate 3.3
    transcutol 6.83
    n-heptanol 2.12
    ethylbenzene 1.07
    MIBK 2.67
    2-propoxyethanol 6.42
    tert-butanol 1.5
    MTBE 1.87
    2-butoxyethanol 5.65
    propionic acid 1.55
    o-xylene 1.1
    formic acid 0.72
    diethyl ether 1.77
    m-xylene 1.18
    p-xylene 1.29
    chlorobenzene 1.9
    dimethyl carbonate 1.39
    n-octane 0.08
    formamide 1.01
    cyclopentanone 5.09
    2-pentanone 2.92
    anisole 2.58
    cyclopentyl methyl ether 2.27
    gamma-butyrolactone 3.73
    1-methoxy-2-propanol 3.71
    pyridine 4.12
    3-pentanone 2.51
    furfural 3.53
    n-dodecane 0.05
    diethylene glycol 2.46
    diisopropyl ether 0.73
    tert-amyl alcohol 1.45
    acetylacetone 3.35
    n-hexadecane 0.06
    acetophenone 3.0
    methyl propionate 1.95
    isopentyl acetate 2.84
    trichloroethylene 5.43
    n-nonanol 1.65
    cyclohexanol 1.35
    benzyl alcohol 2.5
    2-ethylhexanol 1.29
    isooctanol 1.86
    dipropyl ether 1.77
    1,2-dichlorobenzene 1.91
    ethyl lactate 1.51
    propylene carbonate 1.88
    n-methylformamide 1.57
    2-pentanol 1.16
    n-pentane 0.13
    1-propoxy-2-propanol 4.54
    1-methoxy-2-propyl acetate 4.08
    2-(2-methoxypropoxy) propanol 4.62
    mesitylene 0.71
    ε-caprolactone 4.2
    p-cymene 0.86
    epichlorohydrin 5.07
    1,1,1-trichloroethane 2.61
    2-aminoethanol 0.87
    morpholine-4-carbaldehyde 5.88
    sulfolane 5.27
    2,2,4-trimethylpentane 0.12
    2-methyltetrahydrofuran 2.51
    n-hexyl acetate 3.3
    isooctane 0.1
    2-(2-butoxyethoxy)ethanol 5.02
    sec-butyl acetate 1.61
    tert-butyl acetate 2.7
    decalin 0.15
    glycerin 1.02
    diglyme 8.21
    acrylic acid 1.49
    isopropyl myristate 1.33
    n-butyric acid 2.55
    acetyl acetate 1.58
    di(2-ethylhexyl) phthalate 2.16
    ethyl propionate 1.72
    nitromethane 2.84
    1,2-diethoxyethane 2.86
    benzonitrile 1.76
    trioctyl phosphate 1.4
    1-bromopropane 1.47
    gamma-valerolactone 9.18
    n-decanol 0.97
    triethyl phosphate 1.46
    4-methyl-2-pentanol 1.07
    propionitrile 1.51
    vinylene carbonate 2.32
    1,1,2-trichlorotrifluoroethane 4.99
    DMS 2.19
    cumene 0.87
    2-octanol 1.06
    2-hexanone 2.91
    octyl acetate 1.68
    limonene 0.9
    1,2-dimethoxyethane 4.92
    ethyl orthosilicate 1.73
    tributyl phosphate 1.28
    diacetone alcohol 3.33
    N,N-dimethylaniline 2.21
    acrylonitrile 1.69
    aniline 1.99
    1,3-propanediol 1.8
    bromobenzene 1.99
    dibromomethane 2.88
    1,1,2,2-tetrachloroethane 4.49
    2-methyl-cyclohexyl acetate 2.7
    tetrabutyl urea 2.05
    diisobutyl methanol 0.92
    2-phenylethanol 3.31
    styrene 1.08
    dioctyl adipate 2.2
    dimethyl sulfate 2.42
    ethyl butyrate 1.89
    methyl lactate 1.62
    butyl lactate 3.05
    diethyl carbonate 1.24
    propanediol butyl ether 3.16
    triethyl orthoformate 2.31
    p-tert-butyltoluene 0.86
    methyl 4-tert-butylbenzoate 4.39
    morpholine 4.2
    tert-butylamine 0.78
    n-dodecanol 0.57
    dimethoxymethane 3.84
    ethylene carbonate 1.94
    cyrene 4.26
    2-ethoxyethyl acetate 4.94
    2-ethylhexyl acetate 2.28
    1,2,4-trichlorobenzene 2.78
    4-methylpyridine 3.33
    dibutyl ether 1.12
    2,6-dimethyl-4-heptanol 0.92
    DEF 2.81
    dimethyl isosorbide 6.09
    tetrachloroethylene 3.29
    eugenol 4.5
    triacetin 3.77
    span 80 3.51
    1,4-butanediol 1.0
    1,1-dichloroethane 2.12
    2-methyl-1-pentanol 1.85
    methyl formate 1.01
    2-methyl-1-butanol 1.58
    n-decane 0.13
    butyronitrile 1.54
    3,7-dimethyl-1-octanol 1.18
    1-chlorooctane 0.58
    1-chlorotetradecane 0.19
    n-nonane 0.1
    undecane 0.08
    tert-butylcyclohexane 0.16
    cyclooctane 0.08
    cyclopentanol 1.33
    tetrahydropyran 2.78
    tert-amyl methyl ether 1.45
    2,5,8-trioxanonane 5.45
    1-hexene 0.54
    2-isopropoxyethanol 3.27
    2,2,2-trifluoroethanol 1.16
    methyl butyrate 2.04

    Scent© AI

1 4

IFRA standard 51

Recommendation
No restriction
Maximum acceptable concentrations in the finished product (%)
Category 1
Products applied to the lips
 No restriction Category 7A
Rinse-off products applied to the hair with some hand contact
 No restriction
Category 2
Products applied to the axillae
 No restriction Category 7B
Leave-on products applied to the hair with some hand contact
 No restriction
Category 3
Products applied to the face/body using fingertips
 No restriction Category 8
Products with significant anogenital exposure
 No restriction
Category 4
Products related to fine fragrance
 No restriction Category 9
Products with body and hand exposure, primarily rinse off
 No restriction
Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
 No restriction Category 10A
Household care products with mostly hand contact
 No restriction
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
 No restriction Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
 No restriction
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
 No restriction Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
 No restriction
Category 5D
Baby Creams, baby Oils and baby talc
 No restriction Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
 No restriction
Category 6
Products with oral and lip exposure
 No restriction Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
 No restriction