6''-O-Malonylglycitin

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  • Identifiers

    CAS number
    137705-39-6

    Molecular formula
    C25H24O13

    SMILES
    COC1=C(C=C2C(=C1)C(=O)C(=CO2)C3=CC=C(C=C3)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)COC(=O)CC(=O)O)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 74.1%
    Vanilla 29.39%
    Milky 25.49%
    Savory 22.9%
    Phenolic 21.77%
    Balsamic 20.51%
    Creamy 20.01%
    Sweet 19.78%
    Dairy 18.99%
    Burnt 18.98%

     

    Flavor
    Bitter 74.94%
    Odorless 43.37%
    Bland 37.17%
    Very mild 25.17%
    Sweet-like 24.44%
    Mild 22.66%
    Parsley 19.72%
    Cedarleaf 19.41%
    Lovage 19.39%
    Ethyl benzoate 19.37%

     

    Odor impact est.
    Odorless

  • Properties

    XLogP3-AA
    0.4

    pKa est.
    5.94 (weak acid)

    Molecular weight
    532.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1727°C

    Melting point expt.

    • 162 °C

    Flash point

    • 299.74 ˚C est.

  • Synonyms

    • 6''-O-MALONYLGLYCITIN
    • Malonylglycitin
    • 137705-39-6
    • Glycitin 6''-O-Malonate
    • 7625LXB9M8
    • UNII-7625LXB9M8
    • CHEBI:80374
    • 3-oxo-3-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[3-(4-hydroxyphenyl)-6-methoxy-4-oxochromen-7-yl]oxyoxan-2-yl]methoxy]propanoic acid
    • 3-(4-Hydroxyphenyl)-6-methoxy-4-oxo-4H-chromen-8-yl 6-O-(carboxyacetyl)-beta-D-glucopyranoside
    • 3-(4-hydroxyphenyl)-6-methoxy-4-oxo-4H-1-benzopyran-7-yl 6-O-(carboxyacetyl)-beta-D-glucopyranoside
    • 3-oxo-3-{[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[3-(4-hydroxyphenyl)-6-methoxy-4-oxo-4H-chromen-7-yl]oxy}oxan-2-yl]methoxy}propanoic acid
    • MALONYL GLYCITIN (CONSTITUENT OF SOY ISOFLAVONES) [DSC]
    • 3-(4-HYDROXYPHENYL)-6-METHOXY-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)-6-methoxy-4-oxo-4H-chromen-7-yl)oxy)oxan-2-yl)methoxy)propanoic acid
    • 3-oxo-3-(((2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(3-(4-hydroxyphenyl)-6-methoxy-4-oxochromen-7-yl)oxyoxan-2-yl)methoxy)propanoic acid
    • RefChem:103621
    • MALONYL GLYCITIN (CONSTITUENT OF SOY ISOFLAVONES)
    • OWMHCYFEIJPHFB-GOZZSVHWSA-N
    • Glycitein 6''-O-Malonylglucoside
    • 6"-O-malonylglycitin
    • 6-O-MALONYLGLYCITIN
    • 4H-1-Benzopyran-4-one, 7-((6-O-(2-carboxyacetyl)-beta-D-glucopyranosyl)oxy)-3-(4-hydroxyphenyl)-6-methoxy-
    • Glycitin 6-O-malonate
    • malonyl glycitin
    • Malonyl-glycitin
    • 4H-1-BENZOPYRAN-4-ONE, 7-((6-O-(2-CARBOXYACETYL)-.BETA.-D-GLUCOPYRANOSYL)OXY)-3-(4-HYDROXYPHENYL)-6-METHOXY-
    • 4H-1-Benzopyran-4-one, 7-[[6-O-(2-carboxyacetyl)-.beta.-D-glucopyranosyl]oxy]-3-(4-hydroxyphenyl)-6-methoxy-
    • glycitin-6''-O-malonate
    • orb2563926
    • 6a(2)a(2)-O-Malonylglycitin
    • DTXSID701314722
    • HY-N4074
    • 6''-O-malonyl-7-O-beta-D-glycitin
    • MM09964
    • CS-0030649
    • NS00094570
    • Q27149386
    • 137705-39-6

  • Applications

    6''-O-Malonylglycitin is commonly used as an analytical standard for quantifying malonyl isoflavone glycosides in soy-containing foods and dietary supplements using HPLC or LC-MS; it also serves as an intermediate/precursor in the isolation and semi-synthesis of isoflavones from soy extracts; it functions as a research reagent in enzymatic hydrolysis/deglycosylation studies of soy isoflavone glycosides; in cosmetic research, it may be explored as a starting material for glycosylated isoflavone derivatives in test formulations; and it can be used as a reference material to support quality control and method development in the nutraceutical/food ingredients industry.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 3.02
    methanol 5.15
    isopropanol 1.86
    water 0.06
    ethyl acetate 0.18
    n-propanol 3.58
    acetone 5.58
    n-butanol 1.06
    acetonitrile 0.36
    DMF 55.8
    toluene 0.04
    isobutanol 0.84
    1,4-dioxane 6.14
    methyl acetate 0.93
    THF 16.09
    2-butanone 2.78
    n-pentanol 0.58
    sec-butanol 1.36
    n-hexane 0.0
    ethylene glycol 13.12
    NMP 36.49
    cyclohexane 0.01
    DMSO 186.12
    n-butyl acetate 0.07
    n-octanol 0.2
    chloroform 0.06
    n-propyl acetate 0.14
    acetic acid 12.98
    dichloromethane 0.11
    cyclohexanone 2.21
    propylene glycol 17.31
    isopropyl acetate 0.09
    DMAc 52.79
    2-ethoxyethanol 13.34
    isopentanol 0.37
    n-heptane 0.01
    ethyl formate 0.64
    1,2-dichloroethane 0.15
    n-hexanol 0.11
    2-methoxyethanol 42.52
    isobutyl acetate 0.05
    tetrachloromethane 0.01
    n-pentyl acetate 0.14
    transcutol 10.49
    n-heptanol 0.21
    ethylbenzene 0.01
    MIBK 0.17
    2-propoxyethanol 3.49
    tert-butanol 0.79
    MTBE 0.16
    2-butoxyethanol 2.45
    propionic acid 2.94
    o-xylene 0.03
    formic acid 18.94
    diethyl ether 0.26
    m-xylene 0.02
    p-xylene 0.02
    chlorobenzene 0.01
    dimethyl carbonate 0.85
    n-octane 0.0
    formamide 23.43
    cyclopentanone 7.66
    2-pentanone 0.71
    anisole 0.13
    cyclopentyl methyl ether 0.52
    gamma-butyrolactone 7.1
    1-methoxy-2-propanol 14.9
    pyridine 1.45
    3-pentanone 0.44
    furfural 4.72
    n-dodecane 0.0
    diethylene glycol 7.71
    diisopropyl ether 0.02
    tert-amyl alcohol 0.61
    acetylacetone 1.24
    n-hexadecane 0.0
    acetophenone 0.21
    methyl propionate 0.66
    isopentyl acetate 0.05
    trichloroethylene 0.22
    n-nonanol 0.22
    cyclohexanol 0.48
    benzyl alcohol 0.4
    2-ethylhexanol 0.04
    isooctanol 0.12
    dipropyl ether 0.16
    1,2-dichlorobenzene 0.01
    ethyl lactate 0.58
    propylene carbonate 0.63
    n-methylformamide 16.4
    2-pentanol 0.29
    n-pentane 0.01
    1-propoxy-2-propanol 1.56
    1-methoxy-2-propyl acetate 0.35
    2-(2-methoxypropoxy) propanol 2.56
    mesitylene 0.01
    ε-caprolactone 1.63
    p-cymene 0.01
    epichlorohydrin 4.55
    1,1,1-trichloroethane 0.03
    2-aminoethanol 15.5
    morpholine-4-carbaldehyde 32.54
    sulfolane 26.97
    2,2,4-trimethylpentane 0.0
    2-methyltetrahydrofuran 1.68
    n-hexyl acetate 0.18
    isooctane 0.0
    2-(2-butoxyethoxy)ethanol 4.1
    sec-butyl acetate 0.05
    tert-butyl acetate 0.11
    decalin 0.0
    glycerin 40.07
    diglyme 8.76
    acrylic acid 4.56
    isopropyl myristate 0.06
    n-butyric acid 1.05
    acetyl acetate 0.11
    di(2-ethylhexyl) phthalate 0.15
    ethyl propionate 0.13
    nitromethane 16.46
    1,2-diethoxyethane 0.59
    benzonitrile 0.09
    trioctyl phosphate 0.11
    1-bromopropane 0.05
    gamma-valerolactone 26.48
    n-decanol 0.14
    triethyl phosphate 0.1
    4-methyl-2-pentanol 0.07
    propionitrile 0.31
    vinylene carbonate 0.6
    1,1,2-trichlorotrifluoroethane 8.85
    DMS 0.21
    cumene 0.01
    2-octanol 0.1
    2-hexanone 0.34
    octyl acetate 0.14
    limonene 0.02
    1,2-dimethoxyethane 10.05
    ethyl orthosilicate 0.09
    tributyl phosphate 0.1
    diacetone alcohol 1.36
    N,N-dimethylaniline 0.11
    acrylonitrile 0.69
    aniline 0.23
    1,3-propanediol 12.91
    bromobenzene 0.01
    dibromomethane 0.04
    1,1,2,2-tetrachloroethane 0.24
    2-methyl-cyclohexyl acetate 0.08
    tetrabutyl urea 0.36
    diisobutyl methanol 0.03
    2-phenylethanol 0.12
    styrene 0.01
    dioctyl adipate 0.22
    dimethyl sulfate 2.98
    ethyl butyrate 0.1
    methyl lactate 3.04
    butyl lactate 0.49
    diethyl carbonate 0.06
    propanediol butyl ether 3.35
    triethyl orthoformate 0.17
    p-tert-butyltoluene 0.01
    methyl 4-tert-butylbenzoate 0.46
    morpholine 12.47
    tert-butylamine 0.12
    n-dodecanol 0.09
    dimethoxymethane 9.88
    ethylene carbonate 0.42
    cyrene 4.44
    2-ethoxyethyl acetate 0.42
    2-ethylhexyl acetate 0.04
    1,2,4-trichlorobenzene 0.03
    4-methylpyridine 0.43
    dibutyl ether 0.13
    2,6-dimethyl-4-heptanol 0.03
    DEF 1.58
    dimethyl isosorbide 2.4
    tetrachloroethylene 0.13
    eugenol 0.67
    triacetin 0.53
    span 80 1.78
    1,4-butanediol 3.8
    1,1-dichloroethane 0.05
    2-methyl-1-pentanol 0.21
    methyl formate 8.83
    2-methyl-1-butanol 0.51
    n-decane 0.01
    butyronitrile 0.17
    3,7-dimethyl-1-octanol 0.07
    1-chlorooctane 0.03
    1-chlorotetradecane 0.01
    n-nonane 0.01
    undecane 0.0
    tert-butylcyclohexane 0.0
    cyclooctane 0.0
    cyclopentanol 2.04
    tetrahydropyran 1.42
    tert-amyl methyl ether 0.17
    2,5,8-trioxanonane 6.05
    1-hexene 0.02
    2-isopropoxyethanol 3.01
    2,2,2-trifluoroethanol 3.53
    methyl butyrate 0.27

    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