6''-O-Acetyldaidzin

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  • Identifiers

    CAS number
    71385-83-6

    Molecular formula
    C23H22O10

    SMILES
    CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)OC2=CC3=C(C=C2)C(=O)C(=CO3)C4=CC=C(C=C4)O)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 58.67%
    Vanilla 39.16%
    Sweet 36.8%
    Phenolic 31.15%
    Balsamic 24.15%
    Creamy 23.15%
    Milky 23.14%
    Bitter 22.91%
    Powdery 22.2%
    Spicy 21.43%

     

    Flavor
    Bitter 89.72%
    Bland 29.35%
    Odorless 28.18%
    Sweet-like 23.48%
    Cedarleaf 19.9%
    Lovage 19.82%
    Parsley 19.63%
    Ethyl benzoate 19.48%
    Orange flower 18.93%
    Orange blossom 18.78%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.7

    pKa est.
    6.88 (neutral)

    Molecular weight
    458.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1632°C

    Flash point

    • 278.86 ˚C est.

  • Synonyms

    • 6''-O-Acetyldaidzin
    • Daidzin 6''-O-Acetate
    • [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[3-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxan-2-yl]methyl acetate
    • D36K493J05
    • DTXSID40991721
    • 3-(4-Hydroxyphenyl)-4-oxo-4H-chromen-7-yl 6-O-acetyl-.beta.-D-glucopyranoside
    • 4H-1-Benzopyran-4-one, 7-((6-O-acetyl-beta-D-glucopyranosyl)oxy)-3-(4-hydroxyphenyl)-
    • ACETYL DAIDZIN (CONSTITUENT OF SOY ISOFLAVONES) [DSC]
    • 4H-1-Benzopyran-4-one, 7-[(6-O-acetyl-.beta.-D-glucopyranosyl)oxy]-3-(4-hydroxyphenyl)-
    • 4H-1-BENZOPYRAN-4-ONE, 7-((6-O-ACETYL-.BETA.-D-GLUCOPYRANOSYL)OXY)-3-(4-HYDROXYPHENYL)-
    • ((2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(3-(4-hydroxyphenyl)-4-oxochromen-7-yl)oxyoxan-2-yl)methyl acetate
    • RefChem:538343
    • DTXCID201418797
    • ACETYL DAIDZIN (CONSTITUENT OF SOY ISOFLAVONES)
    • 3-(4-HYDROXYPHENYL)-4-OXO-4H-CHROMEN-7-YL 6-O-ACETYL-BETA-D-GLUCOPYRANOSIDE
    • 71385-83-6
    • 6-o-acetyldaidzin
    • Daidzin 6-O-acetate
    • 6"-O-Acetyldaidzin
    • Acetyl-daidzin
    • UNII-D36K493J05
    • C23H22O10
    • daidzin-6''-O-acetate
    • daidzin-6''-O-acetylester
    • orb1708078
    • SCHEMBL30090612
    • Daidzin 6a(2)a(2)-O-acetate
    • CHEBI:133395
    • [(2R,3S,4S,5R,6S)-3,4,5-Trihydroxy-6-[3-(4-hydroxyphenyl)-4-oxo-chromen-7-yl]oxy-tetrahydropyran-2-yl]methyl acetate
    • HY-N4071
    • 6''-O-acetyl-7-O-beta-D-daidzin
    • MFCD02682935
    • AKOS030211060
    • MA09893
    • daidzein 7-(6-O-acetyl-beta-D-glucoside)
    • CS-0030645
    • NS00094572
    • Q27276030
    • 3-(4-Hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl 6-O-acetyl-beta-D-glucopyranoside
    • 71385-83-6

  • Applications

    6''-O-Acetyldaidzin (CAS 71385-83-6) is primarily used as a synthetic intermediate in pharmaceutical and carbohydrate chemistry. In pharmaceutical research, it serves as a building block for isoflavone derivatives and related glycosides. In organic synthesis, it functions as a protected glycoside intermediate (acetylated sugar moiety) suitable for glycosylation and other transformations. The compound is also employed as an analytical reference standard in LC-MS and NMR workflows to support the identification and quantification of daidzin-related compounds. Depending on formulation and regional regulations, its use is typically confined to research and development settings.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 2.81
    methanol 3.25
    isopropanol 1.65
    water 0.04
    ethyl acetate 0.11
    n-propanol 2.9
    acetone 3.04
    n-butanol 1.18
    acetonitrile 0.2
    DMF 28.58
    toluene 0.05
    isobutanol 0.73
    1,4-dioxane 7.11
    methyl acetate 0.43
    THF 26.97
    2-butanone 1.92
    n-pentanol 0.63
    sec-butanol 1.3
    n-hexane 0.0
    ethylene glycol 7.85
    NMP 13.84
    cyclohexane 0.0
    DMSO 146.21
    n-butyl acetate 0.05
    n-octanol 0.33
    chloroform 0.02
    n-propyl acetate 0.1
    acetic acid 6.63
    dichloromethane 0.05
    cyclohexanone 1.98
    propylene glycol 9.12
    isopropyl acetate 0.07
    DMAc 29.66
    2-ethoxyethanol 14.38
    isopentanol 0.48
    n-heptane 0.01
    ethyl formate 0.39
    1,2-dichloroethane 0.07
    n-hexanol 0.13
    2-methoxyethanol 40.46
    isobutyl acetate 0.04
    tetrachloromethane 0.01
    n-pentyl acetate 0.18
    transcutol 15.99
    n-heptanol 0.31
    ethylbenzene 0.02
    MIBK 0.17
    2-propoxyethanol 3.72
    tert-butanol 0.66
    MTBE 0.15
    2-butoxyethanol 2.96
    propionic acid 1.45
    o-xylene 0.03
    formic acid 12.09
    diethyl ether 0.2
    m-xylene 0.03
    p-xylene 0.02
    chlorobenzene 0.02
    dimethyl carbonate 0.41
    n-octane 0.01
    formamide 16.14
    cyclopentanone 6.0
    2-pentanone 0.57
    anisole 0.15
    cyclopentyl methyl ether 0.52
    gamma-butyrolactone 4.23
    1-methoxy-2-propanol 13.83
    pyridine 1.52
    3-pentanone 0.29
    furfural 3.53
    n-dodecane 0.0
    diethylene glycol 7.08
    diisopropyl ether 0.02
    tert-amyl alcohol 0.61
    acetylacetone 0.96
    n-hexadecane 0.01
    acetophenone 0.22
    methyl propionate 0.35
    isopentyl acetate 0.05
    trichloroethylene 0.12
    n-nonanol 0.38
    cyclohexanol 0.58
    benzyl alcohol 0.51
    2-ethylhexanol 0.06
    isooctanol 0.19
    dipropyl ether 0.15
    1,2-dichlorobenzene 0.01
    ethyl lactate 0.4
    propylene carbonate 0.42
    n-methylformamide 8.07
    2-pentanol 0.31
    n-pentane 0.0
    1-propoxy-2-propanol 1.6
    1-methoxy-2-propyl acetate 0.3
    2-(2-methoxypropoxy) propanol 2.96
    mesitylene 0.01
    ε-caprolactone 1.27
    p-cymene 0.01
    epichlorohydrin 4.06
    1,1,1-trichloroethane 0.01
    2-aminoethanol 10.87
    morpholine-4-carbaldehyde 21.47
    sulfolane 15.16
    2,2,4-trimethylpentane 0.0
    2-methyltetrahydrofuran 1.76
    n-hexyl acetate 0.27
    isooctane 0.0
    2-(2-butoxyethoxy)ethanol 5.62
    sec-butyl acetate 0.05
    tert-butyl acetate 0.11
    decalin 0.0
    glycerin 22.93
    diglyme 10.73
    acrylic acid 2.19
    isopropyl myristate 0.1
    n-butyric acid 0.83
    acetyl acetate 0.08
    di(2-ethylhexyl) phthalate 0.21
    ethyl propionate 0.09
    nitromethane 7.84
    1,2-diethoxyethane 0.83
    benzonitrile 0.1
    trioctyl phosphate 0.15
    1-bromopropane 0.03
    gamma-valerolactone 22.46
    n-decanol 0.25
    triethyl phosphate 0.09
    4-methyl-2-pentanol 0.09
    propionitrile 0.18
    vinylene carbonate 0.35
    1,1,2-trichlorotrifluoroethane 5.78
    DMS 0.19
    cumene 0.01
    2-octanol 0.16
    2-hexanone 0.3
    octyl acetate 0.2
    limonene 0.02
    1,2-dimethoxyethane 11.18
    ethyl orthosilicate 0.09
    tributyl phosphate 0.13
    diacetone alcohol 1.24
    N,N-dimethylaniline 0.12
    acrylonitrile 0.38
    aniline 0.3
    1,3-propanediol 12.29
    bromobenzene 0.01
    dibromomethane 0.02
    1,1,2,2-tetrachloroethane 0.13
    2-methyl-cyclohexyl acetate 0.09
    tetrabutyl urea 0.45
    diisobutyl methanol 0.04
    2-phenylethanol 0.17
    styrene 0.02
    dioctyl adipate 0.3
    dimethyl sulfate 1.32
    ethyl butyrate 0.07
    methyl lactate 1.77
    butyl lactate 0.52
    diethyl carbonate 0.05
    propanediol butyl ether 3.71
    triethyl orthoformate 0.15
    p-tert-butyltoluene 0.01
    methyl 4-tert-butylbenzoate 0.57
    morpholine 15.65
    tert-butylamine 0.1
    n-dodecanol 0.16
    dimethoxymethane 7.65
    ethylene carbonate 0.25
    cyrene 3.78
    2-ethoxyethyl acetate 0.53
    2-ethylhexyl acetate 0.04
    1,2,4-trichlorobenzene 0.03
    4-methylpyridine 0.46
    dibutyl ether 0.2
    2,6-dimethyl-4-heptanol 0.04
    DEF 1.22
    dimethyl isosorbide 2.54
    tetrachloroethylene 0.08
    eugenol 0.86
    triacetin 0.55
    span 80 2.02
    1,4-butanediol 3.52
    1,1-dichloroethane 0.02
    2-methyl-1-pentanol 0.29
    methyl formate 4.31
    2-methyl-1-butanol 0.6
    n-decane 0.01
    butyronitrile 0.15
    3,7-dimethyl-1-octanol 0.14
    1-chlorooctane 0.04
    1-chlorotetradecane 0.02
    n-nonane 0.01
    undecane 0.01
    tert-butylcyclohexane 0.0
    cyclooctane 0.0
    cyclopentanol 1.71
    tetrahydropyran 1.39
    tert-amyl methyl ether 0.17
    2,5,8-trioxanonane 7.46
    1-hexene 0.02
    2-isopropoxyethanol 3.24
    2,2,2-trifluoroethanol 1.6
    methyl butyrate 0.19

    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