6''-O-Acetylglycitin

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  • Identifiers

    CAS number
    134859-96-4

    Molecular formula
    C24H24O11

    SMILES
    CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)OC2=C(C=C3C(=C2)OC=C(C3=O)C4=CC=C(C=C4)O)OC)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 58.82%
    Vanilla 49.2%
    Sweet 37.33%
    Phenolic 30.24%
    Creamy 27.44%
    Milky 27.36%
    Balsamic 25.78%
    Powdery 25.13%
    Spicy 23.49%
    Dairy 19.88%

     

    Flavor
    Bitter 88.48%
    Bland 31.78%
    Odorless 27.85%
    Sweet-like 23.58%
    Parsley 20.13%
    Cedarleaf 19.89%
    Lovage 19.67%
    Ethyl benzoate 19.3%
    Eugenol 19.26%
    Orange flower 18.59%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.7

    pKa est.
    7.17 (neutral)

    Molecular weight
    488.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1571°C

    Melting point expt.

    • 155 - 157 °C

    Flash point

    • 273.69 ˚C est.

  • Synonyms

    • 6''-O-ACETYLGLYCITIN
    • 134859-96-4
    • Acetylglycitin
    • Glycitin 6''-O-Acetate
    • 1PDF3A7UIE
    • Glycitein 7-(6-O-acetyl-beta-D-glucopyranoside)
    • 3-(4-Hydroxyphenyl)-6-methoxy-4-oxo-4H-chromen-7-yl 6-O-acetyl-beta-D-glucopyranoside
    • [(2R,3S,4S,5R,6S)-3,4,5-Trihydroxy-6-[3-(4-hydroxyphenyl)-6-methoxy-4-oxochromen-7-yl]oxyoxan-2-yl]methyl acetate
    • [(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]methyl acetate
    • ((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)methyl acetate
    • ((2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(3-(4-hydroxyphenyl)-6-methoxy-4-oxochromen-7-yl)oxyoxan-2-yl)methyl acetate
    • RefChem:1073522
    • Acetyl glycitin (constituent of soy isoflavones)
    • 6-O-Acetylglycitin
    • Glycitein 6''-O-Acetylglucoside
    • UNII-1PDF3A7UIE
    • Acetyl glycitin (constituent of soy isoflavones) [DSC]
    • 3-(4-hydroxyphenyl)-6-methoxy-4-oxo-4H-1-benzopyran-7-yl 6-O-acetyl-beta-D-glucopyranoside
    • 7,4'-Dihydroxy-6-methoxyisoflavone 7-O-(6''-acetylglucoside)
    • 3-(4-hydroxyphenyl)-6-methoxy-4-oxo-4H-chromen-7-yl 6-O-acetyl-.beta.-D-glucopyranoside
    • acetyl glycitin
    • Acetyl-glycitin
    • Glycitin 6-O-acetate
    • glycitin-6''-O-acetate
    • orb1684832
    • SCHEMBL30217512
    • DTXSID70928782
    • CHEBI:133348
    • HY-N4072
    • 6''-O-acetyl-7-O-beta-D-glycitin
    • C24H24O11
    • AKOS040760233
    • MA09966
    • DA-49943
    • MS-29073
    • PD125572
    • glycitein 7-(6-O-acetyl-beta-D-glucoside)
    • CS-0030646
    • NS00094573
    • G13150
    • glycitein 7-O-beta-D-(6''-O-acetyl)glucoside
    • glycitein 7-O-beta-D-(6''-O-acetyl)glucopyranoside
    • Q27252719
    • GLYCITEIN 7-(6-O-ACETYL-.BETA.-D-GLUCOPYRANOSIDE)
    • 6 inverted exclamation marka inverted exclamation marka-O-Acetylglycitin
    • [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[3-(4-hydroxyphenyl)-6-methoxy-4-oxo-chromen-7-yl]oxy-tetrahydropyran-2-yl]methyl acetate
    • 134859-96-4

  • Applications

    6''-O-Acetylglycitin (CAS 134859-96-4) is primarily used as a protected glycitein intermediate in organic synthesis, enabling selective functionalization and subsequent deprotection to access isoflavone derivatives. It is commonly evaluated as a building block in pharmaceutical research for the preparation of isoflavone-based compounds. In cosmetic and personal-care formulations, the compound may be explored as an antioxidant or functional ingredient after deprotection or transformation. It can also serve as an analytical reference standard or reagent for methods that quantify glycitein/isoflavones, supporting quality control and analytical development. Additionally, it may be used in research workflows as a protected precursor to enable diversification of the isoflavone core.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 2.6
    methanol 3.72
    isopropanol 2.97
    water 0.08
    ethyl acetate 0.56
    n-propanol 4.39
    acetone 4.5
    n-butanol 1.89
    acetonitrile 0.74
    DMF 45.6
    toluene 0.07
    isobutanol 1.32
    1,4-dioxane 11.83
    methyl acetate 1.91
    THF 26.99
    2-butanone 3.93
    n-pentanol 0.91
    sec-butanol 2.54
    n-hexane 0.01
    ethylene glycol 10.97
    NMP 31.87
    cyclohexane 0.01
    DMSO 135.22
    n-butyl acetate 0.15
    n-octanol 0.42
    chloroform 0.16
    n-propyl acetate 0.3
    acetic acid 20.04
    dichloromethane 0.27
    cyclohexanone 3.43
    propylene glycol 13.64
    isopropyl acetate 0.27
    DMAc 59.7
    2-ethoxyethanol 17.43
    isopentanol 0.75
    n-heptane 0.01
    ethyl formate 1.04
    1,2-dichloroethane 0.31
    n-hexanol 0.22
    2-methoxyethanol 47.16
    isobutyl acetate 0.11
    tetrachloromethane 0.03
    n-pentyl acetate 0.38
    transcutol 18.31
    n-heptanol 0.46
    ethylbenzene 0.03
    MIBK 0.31
    2-propoxyethanol 5.41
    tert-butanol 1.37
    MTBE 0.38
    2-butoxyethanol 3.8
    propionic acid 5.05
    o-xylene 0.06
    formic acid 21.19
    diethyl ether 0.53
    m-xylene 0.04
    p-xylene 0.04
    chlorobenzene 0.04
    dimethyl carbonate 1.87
    n-octane 0.01
    formamide 26.43
    cyclopentanone 10.93
    2-pentanone 1.17
    anisole 0.27
    cyclopentyl methyl ether 1.09
    gamma-butyrolactone 13.03
    1-methoxy-2-propanol 20.38
    pyridine 2.74
    3-pentanone 0.83
    furfural 7.27
    n-dodecane 0.01
    diethylene glycol 10.17
    diisopropyl ether 0.05
    tert-amyl alcohol 1.23
    acetylacetone 2.24
    n-hexadecane 0.01
    acetophenone 0.46
    methyl propionate 1.56
    isopentyl acetate 0.14
    trichloroethylene 0.58
    n-nonanol 0.49
    cyclohexanol 1.07
    benzyl alcohol 0.72
    2-ethylhexanol 0.11
    isooctanol 0.29
    dipropyl ether 0.35
    1,2-dichlorobenzene 0.04
    ethyl lactate 0.97
    propylene carbonate 1.34
    n-methylformamide 14.87
    2-pentanol 0.67
    n-pentane 0.01
    1-propoxy-2-propanol 2.63
    1-methoxy-2-propyl acetate 0.78
    2-(2-methoxypropoxy) propanol 3.83
    mesitylene 0.02
    ε-caprolactone 3.21
    p-cymene 0.03
    epichlorohydrin 9.51
    1,1,1-trichloroethane 0.07
    2-aminoethanol 13.09
    morpholine-4-carbaldehyde 35.13
    sulfolane 29.27
    2,2,4-trimethylpentane 0.0
    2-methyltetrahydrofuran 3.58
    n-hexyl acetate 0.48
    isooctane 0.0
    2-(2-butoxyethoxy)ethanol 6.2
    sec-butyl acetate 0.14
    tert-butyl acetate 0.29
    decalin 0.0
    glycerin 33.17
    diglyme 13.03
    acrylic acid 7.03
    isopropyl myristate 0.17
    n-butyric acid 2.45
    acetyl acetate 0.41
    di(2-ethylhexyl) phthalate 0.33
    ethyl propionate 0.32
    nitromethane 26.96
    1,2-diethoxyethane 1.44
    benzonitrile 0.21
    trioctyl phosphate 0.24
    1-bromopropane 0.1
    gamma-valerolactone 31.56
    n-decanol 0.32
    triethyl phosphate 0.25
    4-methyl-2-pentanol 0.17
    propionitrile 0.58
    vinylene carbonate 1.13
    1,1,2-trichlorotrifluoroethane 14.58
    DMS 0.58
    cumene 0.02
    2-octanol 0.26
    2-hexanone 0.54
    octyl acetate 0.34
    limonene 0.04
    1,2-dimethoxyethane 13.79
    ethyl orthosilicate 0.23
    tributyl phosphate 0.24
    diacetone alcohol 2.34
    N,N-dimethylaniline 0.22
    acrylonitrile 1.26
    aniline 0.53
    1,3-propanediol 15.36
    bromobenzene 0.02
    dibromomethane 0.1
    1,1,2,2-tetrachloroethane 0.6
    2-methyl-cyclohexyl acetate 0.19
    tetrabutyl urea 0.63
    diisobutyl methanol 0.07
    2-phenylethanol 0.29
    styrene 0.03
    dioctyl adipate 0.5
    dimethyl sulfate 5.32
    ethyl butyrate 0.21
    methyl lactate 4.95
    butyl lactate 0.93
    diethyl carbonate 0.17
    propanediol butyl ether 4.37
    triethyl orthoformate 0.4
    p-tert-butyltoluene 0.02
    methyl 4-tert-butylbenzoate 0.91
    morpholine 23.01
    tert-butylamine 0.21
    n-dodecanol 0.2
    dimethoxymethane 14.59
    ethylene carbonate 0.9
    cyrene 5.46
    2-ethoxyethyl acetate 1.08
    2-ethylhexyl acetate 0.09
    1,2,4-trichlorobenzene 0.11
    4-methylpyridine 0.87
    dibutyl ether 0.33
    2,6-dimethyl-4-heptanol 0.07
    DEF 3.05
    dimethyl isosorbide 3.78
    tetrachloroethylene 0.34
    eugenol 1.21
    triacetin 1.18
    span 80 2.67
    1,4-butanediol 4.56
    1,1-dichloroethane 0.12
    2-methyl-1-pentanol 0.42
    methyl formate 9.23
    2-methyl-1-butanol 1.0
    n-decane 0.02
    butyronitrile 0.35
    3,7-dimethyl-1-octanol 0.21
    1-chlorooctane 0.07
    1-chlorotetradecane 0.03
    n-nonane 0.01
    undecane 0.01
    tert-butylcyclohexane 0.0
    cyclooctane 0.01
    cyclopentanol 3.5
    tetrahydropyran 2.77
    tert-amyl methyl ether 0.39
    2,5,8-trioxanonane 8.9
    1-hexene 0.03
    2-isopropoxyethanol 4.75
    2,2,2-trifluoroethanol 5.9
    methyl butyrate 0.54

    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