Lupinisoflavone A

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  • Identifiers

    CAS number
    93373-45-6

    Molecular formula
    C20H16O6

    SMILES
    CC(=C)C1CC2=C(O1)C=C3C(=C2O)C(=O)C(=CO3)C4=C(C=C(C=C4)O)O

    Safety labels

  • Odor profile

    Fragrance
    Phenolic 48.49%
    Odorless 42.22%
    Spicy 33.97%
    Burnt 28.27%
    Sweet 25.43%
    Medicinal 23.86%
    Bitter 23.69%
    Smoky 22.78%
    Woody 21.34%
    Vanilla 20.79%

     

    Flavor
    Bitter 96.4%
    Odorless 21.04%
    Cedarleaf 19.92%
    Lovage 19.15%
    Sweet-like 18.9%
    Bland 18.82%
    Parsley 18.79%
    Nitrile 18.27%
    Very strong 18.0%
    Ripe apricot 17.89%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    4.0

    pKa est.
    9.46 (weak base)

    Molecular weight
    352.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    782°C

    Melting point expt.

    • 189 - 191 °C

    Flash point

    • 279.3 ˚C est.

  • Synonyms

    • Lupinisoflavone A
    • 93373-45-6
    • (+)-Lupinisoflavone A
    • CHEMBL332078
    • 6-(2,4-dihydroxyphenyl)-4-hydroxy-2-prop-1-en-2-yl-2,3-dihydrofuro[3,2-g]chromen-5-one
    • SCHEMBL29934592
    • CHEBI:175503
    • DTXSID201314808
    • BDBM50473405
    • LMPK12050278
    • (+)-6-(2,4-Dihydroxyphenyl)-2,3-dihydro-4-hydroxy-2-(1-methylethenyl)-5H-furo[3,2-g][1]benzopyran-5-one
    • XL161801
    • 6-(2,4-dihydroxyphenyl)-4-hydroxy-2-prop-1-en-2-yl-2,3-dihydrouro[3,2-g]chromen-5-one
    • 6-(2,4-Dihydroxyphenyl)-4-hydroxy-2-(prop-1-en-2-yl)-2,3-dihydro-5H-furo[3,2-g][1]benzopyran-5-one
    • 93373-45-6

  • Applications

    Lupinisoflavone A (CAS 93373-45-6) is a natural isoflavone isolated from Lupinus species, primarily regarded as a research chemical and a synthetic precursor for complex isoflavone derivatives. In industrial synthesis and analytical work, it is commonly used as a reference standard in analytical methods and as a starting point for preparing related flavonoid compounds. Preliminary studies on its biological activity and antioxidant potential have led to exploratory consideration for applications in cosmetics and personal care formulations at the research level. Additionally, Lupinisoflavone A can serve as a reference material in phytochemical research and natural product discovery, as well as a feedstock for flavonoid synthetic programs. Practical use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 4.84
    methanol 5.0
    isopropanol 7.14
    water 0.0
    ethyl acetate 14.85
    n-propanol 7.28
    acetone 42.04
    n-butanol 7.75
    acetonitrile 8.86
    DMF 76.78
    toluene 1.4
    isobutanol 5.64
    1,4-dioxane 28.12
    methyl acetate 20.65
    THF 152.09
    2-butanone 52.83
    n-pentanol 4.33
    sec-butanol 7.08
    n-hexane 0.02
    ethylene glycol 3.36
    NMP 51.43
    cyclohexane 0.04
    DMSO 242.87
    n-butyl acetate 9.36
    n-octanol 1.79
    chloroform 5.43
    n-propyl acetate 10.03
    acetic acid 21.81
    dichloromethane 4.46
    cyclohexanone 49.96
    propylene glycol 5.77
    isopropyl acetate 10.24
    DMAc 134.01
    2-ethoxyethanol 27.56
    isopentanol 7.92
    n-heptane 0.02
    ethyl formate 11.6
    1,2-dichloroethane 4.87
    n-hexanol 2.97
    2-methoxyethanol 72.6
    isobutyl acetate 5.69
    tetrachloromethane 0.38
    n-pentyl acetate 6.59
    transcutol 54.02
    n-heptanol 2.38
    ethylbenzene 0.64
    MIBK 11.46
    2-propoxyethanol 33.94
    tert-butanol 8.4
    MTBE 3.41
    2-butoxyethanol 15.6
    propionic acid 11.23
    o-xylene 0.86
    formic acid 7.97
    diethyl ether 2.81
    m-xylene 0.83
    p-xylene 1.07
    chlorobenzene 2.03
    dimethyl carbonate 12.78
    n-octane 0.02
    formamide 17.1
    cyclopentanone 89.98
    2-pentanone 26.47
    anisole 4.95
    cyclopentyl methyl ether 10.83
    gamma-butyrolactone 67.39
    1-methoxy-2-propanol 46.38
    pyridine 25.31
    3-pentanone 13.39
    furfural 38.27
    n-dodecane 0.04
    diethylene glycol 29.29
    diisopropyl ether 0.64
    tert-amyl alcohol 7.3
    acetylacetone 37.83
    n-hexadecane 0.05
    acetophenone 9.81
    methyl propionate 18.36
    isopentyl acetate 9.74
    trichloroethylene 16.62
    n-nonanol 2.26
    cyclohexanol 6.84
    benzyl alcohol 8.67
    2-ethylhexanol 2.15
    isooctanol 2.35
    dipropyl ether 2.19
    1,2-dichlorobenzene 1.87
    ethyl lactate 10.01
    propylene carbonate 18.85
    n-methylformamide 26.74
    2-pentanol 3.74
    n-pentane 0.02
    1-propoxy-2-propanol 22.0
    1-methoxy-2-propyl acetate 22.48
    2-(2-methoxypropoxy) propanol 20.08
    mesitylene 0.39
    ε-caprolactone 36.48
    p-cymene 0.74
    epichlorohydrin 76.4
    1,1,1-trichloroethane 3.67
    2-aminoethanol 6.39
    morpholine-4-carbaldehyde 64.05
    sulfolane 94.89
    2,2,4-trimethylpentane 0.04
    2-methyltetrahydrofuran 27.29
    n-hexyl acetate 7.29
    isooctane 0.02
    2-(2-butoxyethoxy)ethanol 23.9
    sec-butyl acetate 6.37
    tert-butyl acetate 9.86
    decalin 0.05
    glycerin 18.53
    diglyme 44.46
    acrylic acid 12.8
    isopropyl myristate 3.3
    n-butyric acid 19.09
    acetyl acetate 8.32
    di(2-ethylhexyl) phthalate 5.0
    ethyl propionate 9.67
    nitromethane 67.09
    1,2-diethoxyethane 10.42
    benzonitrile 7.95
    trioctyl phosphate 3.52
    1-bromopropane 1.73
    gamma-valerolactone 134.48
    n-decanol 1.74
    triethyl phosphate 5.2
    4-methyl-2-pentanol 2.56
    propionitrile 10.74
    vinylene carbonate 15.83
    1,1,2-trichlorotrifluoroethane 52.04
    DMS 10.92
    cumene 0.44
    2-octanol 1.45
    2-hexanone 14.93
    octyl acetate 4.61
    limonene 1.02
    1,2-dimethoxyethane 47.28
    ethyl orthosilicate 4.25
    tributyl phosphate 4.49
    diacetone alcohol 28.79
    N,N-dimethylaniline 2.86
    acrylonitrile 17.89
    aniline 6.24
    1,3-propanediol 21.33
    bromobenzene 1.44
    dibromomethane 1.89
    1,1,2,2-tetrachloroethane 13.99
    2-methyl-cyclohexyl acetate 7.28
    tetrabutyl urea 7.87
    diisobutyl methanol 1.67
    2-phenylethanol 8.36
    styrene 0.75
    dioctyl adipate 6.67
    dimethyl sulfate 26.91
    ethyl butyrate 7.18
    methyl lactate 21.07
    butyl lactate 9.85
    diethyl carbonate 5.27
    propanediol butyl ether 12.16
    triethyl orthoformate 6.45
    p-tert-butyltoluene 0.66
    methyl 4-tert-butylbenzoate 9.57
    morpholine 50.94
    tert-butylamine 1.45
    n-dodecanol 1.28
    dimethoxymethane 42.75
    ethylene carbonate 14.18
    cyrene 21.24
    2-ethoxyethyl acetate 14.37
    2-ethylhexyl acetate 6.52
    1,2,4-trichlorobenzene 3.91
    4-methylpyridine 19.79
    dibutyl ether 2.33
    2,6-dimethyl-4-heptanol 1.67
    DEF 23.61
    dimethyl isosorbide 30.16
    tetrachloroethylene 4.85
    eugenol 11.41
    triacetin 11.37
    span 80 11.95
    1,4-butanediol 5.14
    1,1-dichloroethane 4.19
    2-methyl-1-pentanol 4.82
    methyl formate 19.37
    2-methyl-1-butanol 6.65
    n-decane 0.06
    butyronitrile 9.29
    3,7-dimethyl-1-octanol 2.6
    1-chlorooctane 0.51
    1-chlorotetradecane 0.25
    n-nonane 0.04
    undecane 0.05
    tert-butylcyclohexane 0.04
    cyclooctane 0.02
    cyclopentanol 9.77
    tetrahydropyran 17.0
    tert-amyl methyl ether 3.46
    2,5,8-trioxanonane 31.63
    1-hexene 0.19
    2-isopropoxyethanol 15.6
    2,2,2-trifluoroethanol 6.7
    methyl butyrate 15.0

    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