4-Hydroxy-2,3-trans-nonenal

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  • Identifiers

    CAS number
    18286-49-2

    Molecular formula
    C9H16O2

    SMILES
    CCCCCC(/C=C\C=O)O

    Safety labels

  • Odor profile

    Fragrance
    Green 78.07%
    Mushroom 63.91%
    Earthy 61.06%
    Fatty 55.02%
    Metallic 54.47%
    Vegetable 48.5%
    Oily 47.57%
    Sweet 47.39%
    Fruity 45.94%
    Fresh 39.29%

     

    Flavor
    Green 74.38%
    Oily 44.33%
    Fatty 40.67%
    Fruity 36.55%
    Herbal 36.31%
    Mushroom 35.16%
    Earthy 34.23%
    Spicy 33.03%
    Vegetable 32.53%
    Fresh 32.43%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    1.7

    pKa est.
    7.83 (neutral)

    Molecular weight
    156.22 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very slow

    Boiling point est.
    253°C

    Flash point

    • 118.63 ˚C est.

  • Synonyms

    • 4-Hydroxy-2,3-trans-nonenal
    • (Z)-4-hydroxynon-2-enal
    • 18286-49-2
    • 2-NONENAL, 4-HYDROXY-, (E)-
    • 4-hydroxy-z-nonenal
    • SCHEMBL30767210
    • 18286-49-2

  • Applications

    4-Hydroxy-2,3-trans-nonenal (CAS 18286-49-2) is a reactive lipid peroxidation aldehyde used primarily in biochemical and analytical contexts as a biomarker of oxidative lipid damage. It serves as a reference standard for analytical methods (such as LC-MS and GC) to quantify lipid peroxidation products and to study the formation of adducts with proteins or glutathione in vitro. It is also used as a model electrophile to probe aldehyde reactivity with nucleophiles and to explore mechanisms of interaction with biomolecules. In pharmaceutical and toxicology research, it is employed to investigate the cellular and biochemical consequences of lipid peroxidation and oxidative stress, and in analytical laboratories as a standard compound for method development and validation.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1840.07
    methanol 2373.56
    isopropanol 1250.05
    water 0.39
    ethyl acetate 743.34
    n-propanol 1196.24
    acetone 1284.77
    n-butanol 1093.03
    acetonitrile 516.9
    DMF 1051.52
    toluene 144.72
    isobutanol 725.78
    1,4-dioxane 815.95
    methyl acetate 495.51
    THF 1511.62
    2-butanone 729.43
    n-pentanol 625.56
    sec-butanol 745.32
    n-hexane 75.93
    ethylene glycol 227.68
    NMP 572.55
    cyclohexane 83.57
    DMSO 1959.76
    n-butyl acetate 679.15
    n-octanol 166.32
    chloroform 629.03
    n-propyl acetate 490.69
    acetic acid 741.76
    dichloromethane 676.61
    cyclohexanone 842.32
    propylene glycol 345.24
    isopropyl acetate 401.99
    DMAc 484.77
    2-ethoxyethanol 612.69
    isopentanol 776.7
    n-heptane 45.27
    ethyl formate 397.57
    1,2-dichloroethane 589.82
    n-hexanol 729.02
    2-methoxyethanol 1296.89
    isobutyl acetate 279.74
    tetrachloromethane 106.22
    n-pentyl acetate 229.83
    transcutol 1837.27
    n-heptanol 190.49
    ethylbenzene 87.99
    MIBK 390.67
    2-propoxyethanol 800.24
    tert-butanol 1176.79
    MTBE 604.43
    2-butoxyethanol 351.75
    propionic acid 542.54
    o-xylene 97.47
    formic acid 217.23
    diethyl ether 704.38
    m-xylene 129.08
    p-xylene 109.9
    chlorobenzene 216.67
    dimethyl carbonate 109.22
    n-octane 14.26
    formamide 286.56
    cyclopentanone 918.87
    2-pentanone 749.98
    anisole 209.07
    cyclopentyl methyl ether 605.14
    gamma-butyrolactone 896.53
    1-methoxy-2-propanol 934.7
    pyridine 551.61
    3-pentanone 328.33
    furfural 595.41
    n-dodecane 10.39
    diethylene glycol 552.19
    diisopropyl ether 157.97
    tert-amyl alcohol 657.09
    acetylacetone 538.78
    n-hexadecane 11.65
    acetophenone 213.64
    methyl propionate 426.78
    isopentyl acetate 499.18
    trichloroethylene 887.87
    n-nonanol 138.22
    cyclohexanol 585.16
    benzyl alcohol 232.6
    2-ethylhexanol 329.85
    isooctanol 151.96
    dipropyl ether 364.39
    1,2-dichlorobenzene 190.69
    ethyl lactate 169.32
    propylene carbonate 432.64
    n-methylformamide 554.5
    2-pentanol 626.21
    n-pentane 60.1
    1-propoxy-2-propanol 619.04
    1-methoxy-2-propyl acetate 440.56
    2-(2-methoxypropoxy) propanol 276.67
    mesitylene 86.08
    ε-caprolactone 606.82
    p-cymene 75.12
    epichlorohydrin 974.53
    1,1,1-trichloroethane 421.21
    2-aminoethanol 545.31
    morpholine-4-carbaldehyde 600.57
    sulfolane 933.65
    2,2,4-trimethylpentane 28.21
    2-methyltetrahydrofuran 995.93
    n-hexyl acetate 296.71
    isooctane 28.77
    2-(2-butoxyethoxy)ethanol 419.31
    sec-butyl acetate 277.86
    tert-butyl acetate 389.27
    decalin 38.15
    glycerin 377.79
    diglyme 748.52
    acrylic acid 357.97
    isopropyl myristate 104.13
    n-butyric acid 950.05
    acetyl acetate 279.0
    di(2-ethylhexyl) phthalate 100.83
    ethyl propionate 319.29
    nitromethane 840.12
    1,2-diethoxyethane 556.82
    benzonitrile 279.65
    trioctyl phosphate 81.92
    1-bromopropane 406.19
    gamma-valerolactone 918.14
    n-decanol 100.24
    triethyl phosphate 121.72
    4-methyl-2-pentanol 286.69
    propionitrile 516.03
    vinylene carbonate 350.01
    1,1,2-trichlorotrifluoroethane 614.39
    DMS 184.98
    cumene 68.62
    2-octanol 117.8
    2-hexanone 505.73
    octyl acetate 128.82
    limonene 140.71
    1,2-dimethoxyethane 865.21
    ethyl orthosilicate 128.58
    tributyl phosphate 108.34
    diacetone alcohol 484.82
    N,N-dimethylaniline 135.9
    acrylonitrile 529.63
    aniline 267.74
    1,3-propanediol 746.02
    bromobenzene 198.39
    dibromomethane 485.58
    1,1,2,2-tetrachloroethane 677.18
    2-methyl-cyclohexyl acetate 224.47
    tetrabutyl urea 136.43
    diisobutyl methanol 172.97
    2-phenylethanol 260.91
    styrene 121.0
    dioctyl adipate 157.16
    dimethyl sulfate 187.19
    ethyl butyrate 359.43
    methyl lactate 215.18
    butyl lactate 208.82
    diethyl carbonate 195.65
    propanediol butyl ether 327.43
    triethyl orthoformate 215.86
    p-tert-butyltoluene 76.59
    methyl 4-tert-butylbenzoate 170.66
    morpholine 1170.15
    tert-butylamine 662.67
    n-dodecanol 73.16
    dimethoxymethane 588.55
    ethylene carbonate 317.3
    cyrene 222.67
    2-ethoxyethyl acetate 309.25
    2-ethylhexyl acetate 344.23
    1,2,4-trichlorobenzene 218.08
    4-methylpyridine 500.53
    dibutyl ether 232.97
    2,6-dimethyl-4-heptanol 172.97
    DEF 626.58
    dimethyl isosorbide 425.26
    tetrachloroethylene 486.08
    eugenol 192.47
    triacetin 236.41
    span 80 253.02
    1,4-butanediol 261.32
    1,1-dichloroethane 551.53
    2-methyl-1-pentanol 426.13
    methyl formate 322.98
    2-methyl-1-butanol 615.66
    n-decane 18.37
    butyronitrile 705.2
    3,7-dimethyl-1-octanol 180.35
    1-chlorooctane 89.11
    1-chlorotetradecane 32.63
    n-nonane 18.8
    undecane 13.14
    tert-butylcyclohexane 38.64
    cyclooctane 23.99
    cyclopentanol 647.44
    tetrahydropyran 1085.87
    tert-amyl methyl ether 345.96
    2,5,8-trioxanonane 475.68
    1-hexene 327.46
    2-isopropoxyethanol 416.62
    2,2,2-trifluoroethanol 145.27
    methyl butyrate 500.23

    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