6''-O-Malonyldaidzin

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  • Identifiers

    CAS number
    124590-31-4

    Molecular formula
    C24H22O12

    SMILES
    C1=CC(=CC=C1C2=COC3=C(C2=O)C=CC(=C3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)COC(=O)CC(=O)O)O)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 72.72%
    Vanilla 23.8%
    Phenolic 23.35%
    Savory 21.88%
    Milky 21.48%
    Balsamic 20.8%
    Sweet 20.47%
    Bitter 19.42%
    Burnt 19.36%
    Cooked 17.65%

     

    Flavor
    Bitter 75.34%
    Odorless 45.1%
    Bland 34.85%
    Very mild 25.44%
    Mild 24.26%
    Sweet-like 24.25%
    Cedarleaf 19.54%
    Ethyl benzoate 19.52%
    Lovage 19.45%
    Parsley 19.37%

     

    Odor impact est.
    Odorless

  • Properties

    XLogP3-AA
    0.4

    pKa est.
    5.87 (weak acid)

    Molecular weight
    502.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1827°C

    Flash point

    • 311.72 ˚C est.

  • Synonyms

    • Malonyldaidzin
    • 124590-31-4
    • 6''-O-MALONYLDAIDZIN
    • Malonyldaidzin, (-)-
    • 54CE6OWE7A
    • CHEBI:80371
    • DTXSID201319060
    • 3-oxo-3-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[3-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxan-2-yl]methoxy]propanoic acid
    • 3-(4-Hydroxyphenyl)-4-oxo-4H-chromen-8-yl 6-O-(carboxyacetyl)-beta-D-glucopyranoside
    • 3-oxo-3-(((2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(3-(4-hydroxyphenyl)-4-oxochromen-7-yl)oxyoxan-2-yl)methoxy)propanoic acid
    • RefChem:155454
    • DTXCID801745184
    • MALONYL DAIDZIN (CONSTITUENT OF SOY ISOFLAVONES)
    • 3-oxo-3-((3,4,5-trihydroxy-6-(3-(4-hydroxyphenyl)-4-oxochromen-7-yl)oxyoxan-2-yl)methoxy)propanoic acid
    • 6"-O-Malonyldaidzin
    • Daidzin 6''-O-Malonate
    • Malonyl-daidzin
    • 3-Oxo-3-(((2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-((3-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl)oxy)tetrahydro-2H-pyran-2-yl)methoxy)propanoic acid
    • Malonyl daidzin (constituent of soy isoflavones) [DSC]
    • 3-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl 6-O-(carboxyacetyl)-beta-D-glucopyranoside
    • malonyl daidzin
    • C24H22O12
    • Daidzin 6-O-malonate
    • daidzin-6''-O-malonate
    • UNII-54CE6OWE7A
    • 6a(2)a(2)-O-Malonyldaidzin
    • orb1684667
    • CHEMBL3426719
    • SCHEMBL29504688
    • HY-N4073
    • 6''-O-malonyl-7-O-beta-D-daidzin
    • 6-O-MALONYLDAIDZIN FREE ACID
    • AKOS040760360
    • MM09965
    • MS-29327
    • PD165367
    • CS-0030648
    • NS00094569
    • E88875
    • Q27149376
    • 3-(4-HYDROXYPHENYL)-4-OXO-4H-CHROMEN-8-YL 6-O-(CARBOXYACETYL)-.BETA.-D-GLUCOPYRANOSIDE
    • 3-oxo-3-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[3-(4-hydroxyphenyl)-4-oxo-chromen-7-yl]oxy-tetrahydropyran-2-yl]methoxy]propanoic acid
    • 4H-1-Benzopyran-4-one, 7-[[6-O-(2-carboxyacetyl)-.beta.-D-glucopyranosyl]oxy]-3-(4-hydroxyphenyl)-
    • 124590-31-4

  • Applications

    6''-O-Malonyldaidzin (CAS 124590-31-4) is primarily used as an intermediate and analytical reference in the extraction and purification of isoflavones from soy, and as a precursor in the synthesis and modification of isoflavone glycosides and aglycones such as daidzein. In the food science and nutraceutical research context, it is commonly employed as an LC-MS standard for quantifying daidzin, daidzein, and related glycosides in soy-based products. In agriculture and plant science, the compound serves as a study subject for malonylation dynamics on glycosides and isoflavone biosynthesis in soybean tissues. It may also be evaluated as a natural product component of interest in nutraceutical and cosmetic research, and could act as a feedstock or building block for synthesis of isoflavone aglycones or for biocatalytic transformations in processing workflows. In industrial settings, it can function as a quality-control reference compound throughout soy-derived material supply chains.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1.37
    methanol 2.58
    isopropanol 0.54
    water 0.03
    ethyl acetate 0.03
    n-propanol 1.22
    acetone 3.16
    n-butanol 0.34
    acetonitrile 0.09
    DMF 26.38
    toluene 0.02
    isobutanol 0.27
    1,4-dioxane 2.0
    methyl acetate 0.2
    THF 6.39
    2-butanone 1.08
    n-pentanol 0.24
    sec-butanol 0.42
    n-hexane 0.0
    ethylene glycol 5.92
    NMP 13.39
    cyclohexane 0.0
    DMSO 126.41
    n-butyl acetate 0.02
    n-octanol 0.09
    chloroform 0.01
    n-propyl acetate 0.04
    acetic acid 3.19
    dichloromethane 0.02
    cyclohexanone 0.88
    propylene glycol 7.26
    isopropyl acetate 0.02
    DMAc 20.4
    2-ethoxyethanol 6.21
    isopentanol 0.14
    n-heptane 0.0
    ethyl formate 0.17
    1,2-dichloroethane 0.03
    n-hexanol 0.05
    2-methoxyethanol 20.49
    isobutyl acetate 0.01
    tetrachloromethane 0.0
    n-pentyl acetate 0.05
    transcutol 6.55
    n-heptanol 0.09
    ethylbenzene 0.01
    MIBK 0.08
    2-propoxyethanol 1.67
    tert-butanol 0.24
    MTBE 0.05
    2-butoxyethanol 1.32
    propionic acid 0.66
    o-xylene 0.01
    formic acid 7.6
    diethyl ether 0.08
    m-xylene 0.01
    p-xylene 0.01
    chlorobenzene 0.0
    dimethyl carbonate 0.15
    n-octane 0.0
    formamide 9.98
    cyclopentanone 2.94
    2-pentanone 0.28
    anisole 0.04
    cyclopentyl methyl ether 0.17
    gamma-butyrolactone 1.66
    1-methoxy-2-propanol 5.85
    pyridine 0.51
    3-pentanone 0.15
    furfural 1.73
    n-dodecane 0.0
    diethylene glycol 3.69
    diisopropyl ether 0.01
    tert-amyl alcohol 0.22
    acetylacetone 0.46
    n-hexadecane 0.0
    acetophenone 0.08
    methyl propionate 0.14
    isopentyl acetate 0.02
    trichloroethylene 0.04
    n-nonanol 0.1
    cyclohexanol 0.17
    benzyl alcohol 0.16
    2-ethylhexanol 0.02
    isooctanol 0.05
    dipropyl ether 0.06
    1,2-dichlorobenzene 0.0
    ethyl lactate 0.18
    propylene carbonate 0.13
    n-methylformamide 6.23
    2-pentanol 0.08
    n-pentane 0.0
    1-propoxy-2-propanol 0.66
    1-methoxy-2-propyl acetate 0.11
    2-(2-methoxypropoxy) propanol 1.49
    mesitylene 0.0
    ε-caprolactone 0.47
    p-cymene 0.0
    epichlorohydrin 1.22
    1,1,1-trichloroethane 0.0
    2-aminoethanol 7.23
    morpholine-4-carbaldehyde 14.21
    sulfolane 9.1
    2,2,4-trimethylpentane 0.0
    2-methyltetrahydrofuran 0.53
    n-hexyl acetate 0.07
    isooctane 0.0
    2-(2-butoxyethoxy)ethanol 2.55
    sec-butyl acetate 0.01
    tert-butyl acetate 0.04
    decalin 0.0
    glycerin 18.53
    diglyme 4.87
    acrylic acid 1.15
    isopropyl myristate 0.02
    n-butyric acid 0.25
    acetyl acetate 0.02
    di(2-ethylhexyl) phthalate 0.06
    ethyl propionate 0.03
    nitromethane 4.02
    1,2-diethoxyethane 0.23
    benzonitrile 0.03
    trioctyl phosphate 0.04
    1-bromopropane 0.01
    gamma-valerolactone 12.52
    n-decanol 0.06
    triethyl phosphate 0.03
    4-methyl-2-pentanol 0.03
    propionitrile 0.08
    vinylene carbonate 0.13
    1,1,2-trichlorotrifluoroethane 2.52
    DMS 0.05
    cumene 0.0
    2-octanol 0.04
    2-hexanone 0.17
    octyl acetate 0.05
    limonene 0.01
    1,2-dimethoxyethane 5.11
    ethyl orthosilicate 0.02
    tributyl phosphate 0.04
    diacetone alcohol 0.55
    N,N-dimethylaniline 0.04
    acrylonitrile 0.17
    aniline 0.08
    1,3-propanediol 5.13
    bromobenzene 0.0
    dibromomethane 0.01
    1,1,2,2-tetrachloroethane 0.04
    2-methyl-cyclohexyl acetate 0.03
    tetrabutyl urea 0.17
    diisobutyl methanol 0.01
    2-phenylethanol 0.05
    styrene 0.01
    dioctyl adipate 0.09
    dimethyl sulfate 0.59
    ethyl butyrate 0.03
    methyl lactate 0.8
    butyl lactate 0.2
    diethyl carbonate 0.01
    propanediol butyl ether 1.87
    triethyl orthoformate 0.05
    p-tert-butyltoluene 0.0
    methyl 4-tert-butylbenzoate 0.2
    morpholine 4.18
    tert-butylamine 0.04
    n-dodecanol 0.04
    dimethoxymethane 3.42
    ethylene carbonate 0.09
    cyrene 2.31
    2-ethoxyethyl acetate 0.15
    2-ethylhexyl acetate 0.01
    1,2,4-trichlorobenzene 0.01
    4-methylpyridine 0.16
    dibutyl ether 0.05
    2,6-dimethyl-4-heptanol 0.01
    DEF 0.48
    dimethyl isosorbide 1.22
    tetrachloroethylene 0.03
    eugenol 0.34
    triacetin 0.18
    span 80 0.89
    1,4-butanediol 1.62
    1,1-dichloroethane 0.01
    2-methyl-1-pentanol 0.09
    methyl formate 2.82
    2-methyl-1-butanol 0.18
    n-decane 0.0
    butyronitrile 0.06
    3,7-dimethyl-1-octanol 0.03
    1-chlorooctane 0.01
    1-chlorotetradecane 0.0
    n-nonane 0.0
    undecane 0.0
    tert-butylcyclohexane 0.0
    cyclooctane 0.0
    cyclopentanol 0.59
    tetrahydropyran 0.48
    tert-amyl methyl ether 0.06
    2,5,8-trioxanonane 3.75
    1-hexene 0.01
    2-isopropoxyethanol 1.24
    2,2,2-trifluoroethanol 0.72
    methyl butyrate 0.08

    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