Dihydrokaempferol

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  • Identifiers

    CAS number
    480-20-6

    Molecular formula
    C15H12O6

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

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 62.32%
    Phenolic 55.62%
    Vanilla 29.92%
    Burnt 28.26%
    Spicy 27.14%
    Sweet 25.18%
    Bitter 24.78%
    Medicinal 24.2%
    Smoky 24.19%
    Balsamic 21.28%

     

    Flavor
    Bitter 92.95%
    Odorless 24.73%
    Bland 22.85%
    Sweet-like 22.14%
    Cedarleaf 20.56%
    Lovage 20.21%
    Nitrile 19.64%
    Parsley 19.58%
    Very strong 19.23%
    Indole 19.15%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.8

    pKa est.
    9.65 (weak base)

    Molecular weight
    288.25 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Melting point expt.

    • 247 - 249 °C

    Boiling point

    • 638.00 to 639.00 °C. @ 760.00 mm Hg

    Flash point

    • 252.08 ˚C est.

  • Synonyms

    • aromadendrin
    • dihydrokaempferol
    • 480-20-6
    • (+)-Dihydrokaempferol
    • Aromadedrin
    • (+)-aromadendrin
    • (2R,3R)-3,5,7-Trihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-one
    • 7YA4640575
    • DTXSID8075411
    • CHEBI:15401
    • (2R,3R)-3,5,7-trihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one
    • 4H-1-Benzopyran-4-one, 2,3-dihydro-3,5,7-trihydroxy-2-(4-hydroxyphenyl)-, (2R-trans)-
    • dihydrokempferol
    • dihydro-kempferol
    • dihydro-kaempferol
    • RefChem:28294
    • GlyTouCan:G08029FQ
    • 3,4-dihydro-3,4',5,7-tetrahydroxy-flavone
    • DTXCID5040596
    • G08029FQ
    • katuranin
    • Aromadendrol
    • (2R,3R)-3,5,7-Trihydroxy-2-(4-hydroxyphenyl)chroman-4-one
    • AROMADENDRINE
    • 4H-1-Benzopyran-4-one,2,3-dihydro-3,5,7-trihydroxy-2-(4-hydroxyphenyl)-, (2R,3R)-
    • CHEMBL9323
    • 4H-1-Benzopyran-4-one, 2,3-dihydro-3,5,7-trihydroxy-2-(4-hydroxyphenyl)-, (2R,3R)-
    • 3,4',5,7-tetrahydroxyflavanone
    • Rel-(2R,3R)-3,5,7-trihydroxy-2-(4-hydroxyphenyl)chroman-4-one
    • 104486-98-8
    • dihydro-kaemferol
    • UNII-7YA4640575
    • 3-Hydroxynaringenin
    • MFCD00189454
    • ()-Dihydrokaempferol
    • (?)-Dihydrokaempferol
    • 3,5,7,4'-TETRAHYDROXYFLAVANONE
    • (2R,3R)-dihydrokaempferol
    • Dihydrokaempferol (Standard)
    • MLS000697722
    • orb1297460
    • SCHEMBL2036629
    • SCHEMBL29367287
    • HY-N2897R
    • WLZ4648
    • 5,7,4'-trihydroxydihydroflavonol
    • HMS2271L06
    • HY-N2897
    • BDBM50240348
    • MFCD21363371
    • MSK157027
    • Dihydrokaempferol, analytical standard
    • AKOS016008733
    • EBC-615407
    • FD65358
    • (2R,3R)-2,3-DIHYDRO-2-(4-HYDROXYPHENYL)-3,5,7-TRIHYDROXY-4H-1-BENZOPYRAN-4-ONE
    • (2R,3R)-3,5,7-trihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one
    • Aromadendrin, >=95% (LC/MS-ELSD)
    • AS-78819
    • DA-50712
    • SMR000470989
    • (2r,3r)-3,4',5,7-tetrahydroxyflavanone
    • (+)-trans-3,4',5,7-Tetrahydroxyflavanone
    • CS-0023482
    • (2R,3R)-3,5,7,4'-tetrahydroxy flavanone
    • FLAVANONE, 3,4',5,7-TETRAHYDROXY-
    • C00974
    • Q956217
    • (2R,3R)-2,3-Dihydro-3,5,7-trihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
    • (2R,3R)-3,5,7-Trihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one
    • 480-20-6

  • Applications

    Dihydrokaempferol, CAS 480-20-6, is primarily viewed as an intermediate and building block in the synthesis of kaempferol and related flavonoids, making it common in natural product chemistry, pharmaceuticals, and cosmetics. It is also considered a potential antioxidant for incorporation into cosmetic and personal care formulations to enhance stability and protection against free radicals. In research settings, dihydrokaempferol is used as a starting material for the synthesis of more complex flavonoids and as an analytical reference standard for quantifying flavonoids. Additionally, due to its phenolic structure, it is explored in polymer and biomaterial research as a building block or functional modifier in flavonoid-inspired materials. Application specifics depend on local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 16.66
    methanol 152.09
    isopropanol 74.71
    water 0.23
    ethyl acetate 46.98
    n-propanol 47.2
    acetone 208.15
    n-butanol 46.92
    acetonitrile 55.47
    DMF 463.12
    toluene 1.24
    isobutanol 26.76
    1,4-dioxane 62.34
    methyl acetate 48.8
    THF 530.13
    2-butanone 120.82
    n-pentanol 24.46
    sec-butanol 40.59
    n-hexane 0.07
    ethylene glycol 75.2
    NMP 147.37
    cyclohexane 0.11
    DMSO 2429.76
    n-butyl acetate 16.16
    n-octanol 11.99
    chloroform 0.25
    n-propyl acetate 24.63
    acetic acid 58.19
    dichloromethane 0.2
    cyclohexanone 79.86
    propylene glycol 72.45
    isopropyl acetate 32.14
    DMAc 408.75
    2-ethoxyethanol 174.61
    isopentanol 41.22
    n-heptane 0.24
    ethyl formate 36.24
    1,2-dichloroethane 1.57
    n-hexanol 16.92
    2-methoxyethanol 430.64
    isobutyl acetate 7.37
    tetrachloromethane 0.22
    n-pentyl acetate 10.04
    transcutol 128.49
    n-heptanol 10.75
    ethylbenzene 0.9
    MIBK 44.05
    2-propoxyethanol 126.9
    tert-butanol 107.08
    MTBE 16.84
    2-butoxyethanol 38.77
    propionic acid 33.68
    o-xylene 1.49
    formic acid 72.59
    diethyl ether 14.85
    m-xylene 1.54
    p-xylene 1.16
    chlorobenzene 0.69
    dimethyl carbonate 40.17
    n-octane 0.13
    formamide 190.28
    cyclopentanone 199.29
    2-pentanone 113.07
    anisole 9.17
    cyclopentyl methyl ether 40.49
    gamma-butyrolactone 147.9
    1-methoxy-2-propanol 363.86
    pyridine 14.99
    3-pentanone 41.16
    furfural 60.0
    n-dodecane 0.27
    diethylene glycol 161.19
    diisopropyl ether 3.87
    tert-amyl alcohol 46.7
    acetylacetone 137.34
    n-hexadecane 0.32
    acetophenone 14.68
    methyl propionate 63.52
    isopentyl acetate 13.69
    trichloroethylene 2.47
    n-nonanol 11.59
    cyclohexanol 23.0
    benzyl alcohol 13.74
    2-ethylhexanol 8.53
    isooctanol 8.4
    dipropyl ether 12.81
    1,2-dichlorobenzene 0.89
    ethyl lactate 37.17
    propylene carbonate 31.71
    n-methylformamide 226.52
    2-pentanol 29.44
    n-pentane 0.1
    1-propoxy-2-propanol 77.8
    1-methoxy-2-propyl acetate 45.31
    2-(2-methoxypropoxy) propanol 45.78
    mesitylene 1.3
    ε-caprolactone 47.15
    p-cymene 1.69
    epichlorohydrin 100.41
    1,1,1-trichloroethane 1.16
    2-aminoethanol 90.31
    morpholine-4-carbaldehyde 140.88
    sulfolane 283.82
    2,2,4-trimethylpentane 0.15
    2-methyltetrahydrofuran 62.87
    n-hexyl acetate 15.62
    isooctane 0.15
    2-(2-butoxyethoxy)ethanol 60.14
    sec-butyl acetate 13.09
    tert-butyl acetate 36.11
    decalin 0.14
    glycerin 176.35
    diglyme 106.47
    acrylic acid 32.25
    isopropyl myristate 7.41
    n-butyric acid 48.64
    acetyl acetate 19.3
    di(2-ethylhexyl) phthalate 7.52
    ethyl propionate 24.91
    nitromethane 258.96
    1,2-diethoxyethane 25.38
    benzonitrile 7.61
    trioctyl phosphate 7.38
    1-bromopropane 0.87
    gamma-valerolactone 192.07
    n-decanol 8.61
    triethyl phosphate 9.98
    4-methyl-2-pentanol 15.52
    propionitrile 35.22
    vinylene carbonate 18.85
    1,1,2-trichlorotrifluoroethane 77.91
    DMS 15.62
    cumene 0.81
    2-octanol 7.27
    2-hexanone 35.96
    octyl acetate 10.22
    limonene 2.77
    1,2-dimethoxyethane 182.76
    ethyl orthosilicate 8.35
    tributyl phosphate 8.04
    diacetone alcohol 125.12
    N,N-dimethylaniline 7.11
    acrylonitrile 52.63
    aniline 6.58
    1,3-propanediol 155.59
    bromobenzene 0.37
    dibromomethane 0.15
    1,1,2,2-tetrachloroethane 3.72
    2-methyl-cyclohexyl acetate 10.16
    tetrabutyl urea 15.01
    diisobutyl methanol 7.55
    2-phenylethanol 13.07
    styrene 0.83
    dioctyl adipate 12.07
    dimethyl sulfate 84.56
    ethyl butyrate 16.26
    methyl lactate 102.06
    butyl lactate 17.72
    diethyl carbonate 9.3
    propanediol butyl ether 41.79
    triethyl orthoformate 12.98
    p-tert-butyltoluene 1.84
    methyl 4-tert-butylbenzoate 18.5
    morpholine 126.85
    tert-butylamine 13.9
    n-dodecanol 6.06
    dimethoxymethane 278.63
    ethylene carbonate 20.74
    cyrene 50.81
    2-ethoxyethyl acetate 17.72
    2-ethylhexyl acetate 7.7
    1,2,4-trichlorobenzene 1.63
    4-methylpyridine 14.73
    dibutyl ether 8.52
    2,6-dimethyl-4-heptanol 7.55
    DEF 91.73
    dimethyl isosorbide 69.16
    tetrachloroethylene 2.13
    eugenol 21.43
    triacetin 20.37
    span 80 25.05
    1,4-butanediol 50.92
    1,1-dichloroethane 0.91
    2-methyl-1-pentanol 17.25
    methyl formate 133.43
    2-methyl-1-butanol 27.4
    n-decane 0.42
    butyronitrile 28.86
    3,7-dimethyl-1-octanol 9.93
    1-chlorooctane 2.12
    1-chlorotetradecane 1.0
    n-nonane 0.29
    undecane 0.34
    tert-butylcyclohexane 0.14
    cyclooctane 0.1
    cyclopentanol 46.12
    tetrahydropyran 32.51
    tert-amyl methyl ether 16.35
    2,5,8-trioxanonane 82.66
    1-hexene 0.49
    2-isopropoxyethanol 76.87
    2,2,2-trifluoroethanol 24.79
    methyl butyrate 39.36

    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