Dihydrokaempferide

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  • Identifiers

    CAS number
    137225-59-3

    Molecular formula
    C16H14O6

    SMILES
    COC1=CC=C(C=C1)[C@@H]2[C@H](C(=O)C3=C(C=C(C=C3O2)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Phenolic 50.27%
    Odorless 49.42%
    Sweet 49.1%
    Vanilla 46.05%
    Spicy 31.95%
    Creamy 27.33%
    Balsamic 27.06%
    Smoky 24.93%
    Burnt 24.22%
    Bitter 23.97%

     

    Flavor
    Bitter 91.56%
    Bland 23.81%
    Sweet-like 21.57%
    Odorless 21.3%
    Lovage 20.38%
    Cedarleaf 20.24%
    Parsley 20.23%
    Ethyl benzoate 19.33%
    Ripe apricot 18.95%
    Eugenol 18.9%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.2

    pKa est.
    8.89 (weak base)

    Molecular weight
    302.28 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    689°C

    Flash point

    • 229.41 ˚C est.

  • Synonyms

    • Dihydrokaempferide
    • 137225-59-3
    • 9V3SE2M92C
    • DTXSID60929743
    • RefChem:1083614
    • DTXCID601766364
    • 3,5,7-trihydroxy-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one
    • UNII-9V3SE2M92C
    • 4H-1-BENZOPYRAN-4-ONE, 2,3-DIHYDRO-3,5,7-TRIHYDROXY-2-(4-METHOXYPHENYL)-, (2R,3R)-
    • 4H-1-Benzopyran-4-one, 2,3-dihydro-3,5,7-trihydroxy-2-(4-methoxyphenyl)-
    • 3570-69-2
    • (2R,3R)-3,5,7-trihydroxy-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one
    • 2,3-DIHYDROKAEMPFERIDE
    • CHEMBL458480
    • MEGxp0_000657
    • orb1680369
    • ACon1_000776
    • AKOS040763420
    • NCGC00169370-01
    • 3,5,7-TRIHYDROXY-4'-METHOXYFLAVANONE
    • H62819
    • BRD-K24050686-001-01-1
    • Q27273271
    • (2R,3R)-3,5,7-trihydroxy-2-(4-methoxyphenyl)chroman-4-one
    • (2R,3R)-2,3-DIHYDRO-3,5,7-TRIHYDROXY-2-(4-METHOXYPHENYL)-4H-1-BENZOPYRAN-4-ONE
    • (2R,3R)-3,5,7-Trihydroxy-2-(4-methoxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one
    • 4H-1-BENZOPYRAN-4-ONE, 2,3-DIHYDRO-3,5,7-TRIHYDROXY-2-(4-METHOXYPHENYL)-, (2R-TRANS)-
    • 137225-59-3

  • Applications

    Dihydrokaempferide (CAS 137225-59-3) is a flavonoid that is primarily investigated for its antioxidant and bioactive properties, with potential applications in cosmetic and personal-care formulations as an antioxidant ingredient or a skin-beneficial bioactive; it may also serve as a synthetic intermediate or a scaffold for flavonoid-derived compounds in medicinal chemistry; in agriculture, the compound is evaluated for biological activity as a natural-product lead for the development of biocontrol and crop-protection products; in industrial manufacturing, it can function as a building block or intermediate for the synthesis of more complex flavonoid derivatives used in specialty chemicals and coatings; its use in food processing or as a preservative is not established and would depend on local regulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 8.79
    methanol 38.35
    isopropanol 30.46
    water 0.02
    ethyl acetate 38.6
    n-propanol 23.93
    acetone 200.67
    n-butanol 19.88
    acetonitrile 51.86
    DMF 344.25
    toluene 2.09
    isobutanol 14.5
    1,4-dioxane 79.64
    methyl acetate 49.36
    THF 447.7
    2-butanone 98.65
    n-pentanol 11.82
    sec-butanol 20.46
    n-hexane 0.1
    ethylene glycol 27.97
    NMP 128.44
    cyclohexane 0.24
    DMSO 2123.28
    n-butyl acetate 12.36
    n-octanol 6.0
    chloroform 5.11
    n-propyl acetate 18.3
    acetic acid 59.76
    dichloromethane 5.58
    cyclohexanone 76.4
    propylene glycol 32.72
    isopropyl acetate 22.49
    DMAc 329.72
    2-ethoxyethanol 100.44
    isopentanol 17.39
    n-heptane 0.3
    ethyl formate 29.68
    1,2-dichloroethane 12.73
    n-hexanol 8.53
    2-methoxyethanol 237.16
    isobutyl acetate 6.99
    tetrachloromethane 0.83
    n-pentyl acetate 7.52
    transcutol 134.75
    n-heptanol 5.41
    ethylbenzene 1.17
    MIBK 26.6
    2-propoxyethanol 75.24
    tert-butanol 50.49
    MTBE 12.97
    2-butoxyethanol 24.31
    propionic acid 25.44
    o-xylene 2.16
    formic acid 44.39
    diethyl ether 17.39
    m-xylene 1.99
    p-xylene 1.59
    chlorobenzene 2.44
    dimethyl carbonate 41.35
    n-octane 0.15
    formamide 124.63
    cyclopentanone 171.96
    2-pentanone 70.9
    anisole 11.56
    cyclopentyl methyl ether 39.12
    gamma-butyrolactone 135.9
    1-methoxy-2-propanol 178.69
    pyridine 23.32
    3-pentanone 40.01
    furfural 67.92
    n-dodecane 0.25
    diethylene glycol 94.99
    diisopropyl ether 3.3
    tert-amyl alcohol 23.52
    acetylacetone 106.1
    n-hexadecane 0.29
    acetophenone 16.4
    methyl propionate 51.89
    isopentyl acetate 11.2
    trichloroethylene 20.95
    n-nonanol 6.25
    cyclohexanol 16.97
    benzyl alcohol 13.36
    2-ethylhexanol 5.75
    isooctanol 4.74
    dipropyl ether 10.8
    1,2-dichlorobenzene 3.0
    ethyl lactate 22.54
    propylene carbonate 28.35
    n-methylformamide 139.77
    2-pentanol 14.28
    n-pentane 0.14
    1-propoxy-2-propanol 47.64
    1-methoxy-2-propyl acetate 35.66
    2-(2-methoxypropoxy) propanol 37.46
    mesitylene 1.55
    ε-caprolactone 43.31
    p-cymene 1.95
    epichlorohydrin 153.98
    1,1,1-trichloroethane 5.91
    2-aminoethanol 37.09
    morpholine-4-carbaldehyde 128.68
    sulfolane 265.13
    2,2,4-trimethylpentane 0.18
    2-methyltetrahydrofuran 60.9
    n-hexyl acetate 11.38
    isooctane 0.16
    2-(2-butoxyethoxy)ethanol 45.16
    sec-butyl acetate 9.87
    tert-butyl acetate 25.25
    decalin 0.21
    glycerin 89.4
    diglyme 98.26
    acrylic acid 27.93
    isopropyl myristate 5.94
    n-butyric acid 30.39
    acetyl acetate 22.26
    di(2-ethylhexyl) phthalate 7.15
    ethyl propionate 19.84
    nitromethane 271.65
    1,2-diethoxyethane 26.96
    benzonitrile 9.87
    trioctyl phosphate 5.98
    1-bromopropane 3.81
    gamma-valerolactone 167.28
    n-decanol 4.99
    triethyl phosphate 10.38
    4-methyl-2-pentanol 7.73
    propionitrile 31.05
    vinylene carbonate 22.11
    1,1,2-trichlorotrifluoroethane 91.25
    DMS 17.9
    cumene 1.03
    2-octanol 3.75
    2-hexanone 27.33
    octyl acetate 7.89
    limonene 3.25
    1,2-dimethoxyethane 142.63
    ethyl orthosilicate 8.64
    tributyl phosphate 7.24
    diacetone alcohol 65.86
    N,N-dimethylaniline 8.22
    acrylonitrile 49.29
    aniline 10.1
    1,3-propanediol 61.8
    bromobenzene 1.67
    dibromomethane 2.8
    1,1,2,2-tetrachloroethane 19.9
    2-methyl-cyclohexyl acetate 10.09
    tetrabutyl urea 12.71
    diisobutyl methanol 4.92
    2-phenylethanol 12.07
    styrene 1.38
    dioctyl adipate 11.65
    dimethyl sulfate 92.88
    ethyl butyrate 14.06
    methyl lactate 57.01
    butyl lactate 12.27
    diethyl carbonate 9.93
    propanediol butyl ether 24.63
    triethyl orthoformate 12.5
    p-tert-butyltoluene 2.0
    methyl 4-tert-butylbenzoate 17.7
    morpholine 117.58
    tert-butylamine 8.89
    n-dodecanol 3.77
    dimethoxymethane 212.13
    ethylene carbonate 22.05
    cyrene 39.33
    2-ethoxyethyl acetate 16.8
    2-ethylhexyl acetate 7.19
    1,2,4-trichlorobenzene 5.21
    4-methylpyridine 19.23
    dibutyl ether 7.04
    2,6-dimethyl-4-heptanol 4.92
    DEF 65.68
    dimethyl isosorbide 63.23
    tetrachloroethylene 9.25
    eugenol 18.79
    triacetin 21.02
    span 80 21.01
    1,4-butanediol 19.3
    1,1-dichloroethane 6.34
    2-methyl-1-pentanol 9.48
    methyl formate 101.77
    2-methyl-1-butanol 13.12
    n-decane 0.39
    butyronitrile 21.02
    3,7-dimethyl-1-octanol 6.34
    1-chlorooctane 2.2
    1-chlorotetradecane 1.01
    n-nonane 0.3
    undecane 0.31
    tert-butylcyclohexane 0.18
    cyclooctane 0.15
    cyclopentanol 31.39
    tetrahydropyran 40.63
    tert-amyl methyl ether 12.01
    2,5,8-trioxanonane 73.74
    1-hexene 0.6
    2-isopropoxyethanol 47.07
    2,2,2-trifluoroethanol 26.18
    methyl butyrate 28.91

    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