6''-O-Acetylgenistin

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  • Identifiers

    CAS number
    73566-30-0

    Molecular formula
    C23H22O11

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

    Safety labels

  • Odor profile

    Fragrance
    Odorless 70.67%
    Phenolic 32.5%
    Vanilla 31.76%
    Sweet 25.08%
    Milky 22.32%
    Balsamic 21.76%
    Bitter 21.71%
    Creamy 20.04%
    Savory 19.05%
    Spicy 18.99%

     

    Flavor
    Bitter 88.01%
    Odorless 31.55%
    Bland 31.32%
    Sweet-like 24.1%
    Cedarleaf 20.23%
    Lovage 19.94%
    Parsley 19.94%
    Ethyl benzoate 19.56%
    Very mild 19.06%
    Orange flower 18.95%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.9

    pKa est.
    7.14 (neutral)

    Molecular weight
    474.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    2132°C

    Flash point

    • 292.47 ˚C est.

  • Synonyms

    • 6''-O-ACETYLGENISTIN
    • 73566-30-0
    • 6"-O-Acetylgenistin
    • 6-o-acetylgenistin
    • 6'-O-Acetylgenistin
    • genistin acetate
    • UNII-TM9DKF05SX
    • TM9DKF05SX
    • Genistin 6''-O-acetate
    • [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-3-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxan-2-yl]methyl acetate
    • 5-Hydroxy-3-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl 6-O-acetyl-.beta.-D-glucopyranoside
    • ACETYL GENISTIN (CONSTITUENT OF SOY ISOFLAVONES) [DSC]
    • ((2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(5-hydroxy-3-(4-hydroxyphenyl)-4-oxochromen-7-yl)oxyoxan-2-yl)methyl acetate
    • ((3S,4S,6S)-3,4,5-trihydroxy-6-(5-hydroxy-3-(4-hydroxyphenyl)-4-oxochromen-7-yl)oxyoxan-2-yl)methyl acetate
    • (3,4,5-Trihydroxy-6-((5-hydroxy-3-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl)oxy)oxan-2-yl)methyl acetic acid
    • (3,4,5-Trihydroxy-6-{[5-hydroxy-3-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl]oxy}oxan-2-yl)methyl acetic acid
    • [(3S,4S,6S)-3,4,5-trihydroxy-6-[5-hydroxy-3-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxan-2-yl]methyl acetate
    • RefChem:103617
    • ACETYL GENISTIN (CONSTITUENT OF SOY ISOFLAVONES)
    • 5-HYDROXY-3-(4-HYDROXYPHENYL)-4-OXO-4H-CHROMEN-7-YL 6-O-ACETYL-BETA-D-GLUCOPYRANOSIDE
    • DXWGBJJLEDQBKS-LDBVRRDLSA-N
    • Genistin 6-O-acetate
    • Acetyl-genistin
    • C23H22O11
    • 6-O-Acetyl genistin
    • genistin-6''-O-acetate
    • orb1707744
    • SCHEMBL29761553
    • DTXSID10994345
    • [(2R,3S,4S,5R,6S)-3,4,5-Trihydroxy-6-[5-Hydroxy-3-(4-Hydroxyphenyl)-4-Oxo-Chromen-7-Yl]Oxy-Tetrahydropyran-2-Yl]Methyl Acetate
    • HY-N4070
    • 6''-O-acetyl-7-O-beta-D-genistin
    • MFCD02682937
    • AKOS030211064
    • MA09967
    • 4H-1-Benzopyran-4-one, 7-((6-O-acetyl-beta-D-glucopyranosyl)oxy)-5-hydroxy-3-(4-hydroxyphenyl)-
    • MS-28797
    • CS-0030644
    • NS00094574
    • G13148
    • Q27290020
    • 4H-1-BENZOPYRAN-4-ONE, 7-((6-O-ACETYL-.BETA.-D-GLUCOPYRANOSYL)OXY)-5-HYDROXY-3-(4-HYDROXYPHENYL)-
    • 5-Hydroxy-3-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl 6-O-acetyl-beta-D-glucopyranoside
    • 73566-30-0

  • Applications

    6''-O-Acetylgenistin is used as an intermediate in the synthesis of isoflavone derivatives, serving as a building block in pharmaceutical research and the production of flavonoid-related compounds. In analytical chemistry, it may be employed as a reference standard for developing and validating LC-MS/HPLC methods for quantifying soy isoflavones. In cosmetics and personal care, it has been investigated for potential bioactive effects and as a basis for cosmetic ingredient research. In plant science and agriculture, it appears in studies of soy isoflavone biosynthesis and metabolism as a model compound.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.42
    methanol 1.22
    isopropanol 0.17
    water 0.01
    ethyl acetate 0.02
    n-propanol 0.49
    acetone 1.09
    n-butanol 0.16
    acetonitrile 0.04
    DMF 12.34
    toluene 0.01
    isobutanol 0.12
    1,4-dioxane 1.05
    methyl acetate 0.1
    THF 2.35
    2-butanone 0.5
    n-pentanol 0.1
    sec-butanol 0.2
    n-hexane 0.0
    ethylene glycol 3.13
    NMP 10.17
    cyclohexane 0.0
    DMSO 61.35
    n-butyl acetate 0.02
    n-octanol 0.07
    chloroform 0.01
    n-propyl acetate 0.02
    acetic acid 2.14
    dichloromethane 0.01
    cyclohexanone 0.53
    propylene glycol 4.03
    isopropyl acetate 0.01
    DMAc 12.32
    2-ethoxyethanol 3.76
    isopentanol 0.08
    n-heptane 0.0
    ethyl formate 0.1
    1,2-dichloroethane 0.02
    n-hexanol 0.03
    2-methoxyethanol 13.62
    isobutyl acetate 0.01
    tetrachloromethane 0.0
    n-pentyl acetate 0.04
    transcutol 5.74
    n-heptanol 0.06
    ethylbenzene 0.0
    MIBK 0.04
    2-propoxyethanol 1.26
    tert-butanol 0.09
    MTBE 0.03
    2-butoxyethanol 1.13
    propionic acid 0.45
    o-xylene 0.01
    formic acid 5.47
    diethyl ether 0.04
    m-xylene 0.01
    p-xylene 0.01
    chlorobenzene 0.0
    dimethyl carbonate 0.12
    n-octane 0.0
    formamide 6.32
    cyclopentanone 1.54
    2-pentanone 0.12
    anisole 0.03
    cyclopentyl methyl ether 0.1
    gamma-butyrolactone 1.09
    1-methoxy-2-propanol 3.62
    pyridine 0.3
    3-pentanone 0.08
    furfural 1.36
    n-dodecane 0.0
    diethylene glycol 3.18
    diisopropyl ether 0.0
    tert-amyl alcohol 0.12
    acetylacetone 0.25
    n-hexadecane 0.0
    acetophenone 0.05
    methyl propionate 0.08
    isopentyl acetate 0.02
    trichloroethylene 0.03
    n-nonanol 0.08
    cyclohexanol 0.1
    benzyl alcohol 0.11
    2-ethylhexanol 0.01
    isooctanol 0.04
    dipropyl ether 0.04
    1,2-dichlorobenzene 0.0
    ethyl lactate 0.16
    propylene carbonate 0.12
    n-methylformamide 3.14
    2-pentanol 0.04
    n-pentane 0.0
    1-propoxy-2-propanol 0.52
    1-methoxy-2-propyl acetate 0.11
    2-(2-methoxypropoxy) propanol 1.42
    mesitylene 0.0
    ε-caprolactone 0.34
    p-cymene 0.0
    epichlorohydrin 0.67
    1,1,1-trichloroethane 0.0
    2-aminoethanol 4.0
    morpholine-4-carbaldehyde 9.85
    sulfolane 6.98
    2,2,4-trimethylpentane 0.0
    2-methyltetrahydrofuran 0.24
    n-hexyl acetate 0.06
    isooctane 0.0
    2-(2-butoxyethoxy)ethanol 2.27
    sec-butyl acetate 0.01
    tert-butyl acetate 0.02
    decalin 0.0
    glycerin 14.24
    diglyme 4.44
    acrylic acid 0.87
    isopropyl myristate 0.02
    n-butyric acid 0.17
    acetyl acetate 0.02
    di(2-ethylhexyl) phthalate 0.07
    ethyl propionate 0.02
    nitromethane 2.59
    1,2-diethoxyethane 0.15
    benzonitrile 0.02
    trioctyl phosphate 0.05
    1-bromopropane 0.01
    gamma-valerolactone 8.27
    n-decanol 0.05
    triethyl phosphate 0.03
    4-methyl-2-pentanol 0.02
    propionitrile 0.04
    vinylene carbonate 0.12
    1,1,2-trichlorotrifluoroethane 2.59
    DMS 0.05
    cumene 0.0
    2-octanol 0.03
    2-hexanone 0.09
    octyl acetate 0.05
    limonene 0.01
    1,2-dimethoxyethane 2.81
    ethyl orthosilicate 0.03
    tributyl phosphate 0.04
    diacetone alcohol 0.36
    N,N-dimethylaniline 0.03
    acrylonitrile 0.1
    aniline 0.05
    1,3-propanediol 2.89
    bromobenzene 0.0
    dibromomethane 0.01
    1,1,2,2-tetrachloroethane 0.03
    2-methyl-cyclohexyl acetate 0.03
    tetrabutyl urea 0.16
    diisobutyl methanol 0.01
    2-phenylethanol 0.04
    styrene 0.0
    dioctyl adipate 0.09
    dimethyl sulfate 0.53
    ethyl butyrate 0.02
    methyl lactate 0.75
    butyl lactate 0.2
    diethyl carbonate 0.01
    propanediol butyl ether 1.65
    triethyl orthoformate 0.05
    p-tert-butyltoluene 0.0
    methyl 4-tert-butylbenzoate 0.21
    morpholine 2.13
    tert-butylamine 0.02
    n-dodecanol 0.03
    dimethoxymethane 1.73
    ethylene carbonate 0.07
    cyrene 2.06
    2-ethoxyethyl acetate 0.13
    2-ethylhexyl acetate 0.01
    1,2,4-trichlorobenzene 0.01
    4-methylpyridine 0.08
    dibutyl ether 0.04
    2,6-dimethyl-4-heptanol 0.01
    DEF 0.29
    dimethyl isosorbide 1.31
    tetrachloroethylene 0.02
    eugenol 0.36
    triacetin 0.19
    span 80 0.85
    1,4-butanediol 0.82
    1,1-dichloroethane 0.0
    2-methyl-1-pentanol 0.06
    methyl formate 1.57
    2-methyl-1-butanol 0.11
    n-decane 0.0
    butyronitrile 0.03
    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 0.3
    tetrahydropyran 0.21
    tert-amyl methyl ether 0.04
    2,5,8-trioxanonane 3.3
    1-hexene 0.0
    2-isopropoxyethanol 0.72
    2,2,2-trifluoroethanol 0.53
    methyl butyrate 0.05

    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