5-Hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl 3,4-di-O-acetyl-beta-D-glucopyranoside

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  • Identifiers

    CAS number
    84323-21-7

    Molecular formula
    C25H24O12

    SMILES
    CC(=O)O[C@@H]1[C@H](O[C@H]([C@@H]([C@H]1OC(=O)C)O)OC2=CC(=C3C(=C2)OC(=CC3=O)C4=CC=C(C=C4)O)O)CO

    Safety labels

  • Odor profile

    Fragrance
    Odorless 74.5%
    Phenolic 27.23%
    Vanilla 24.14%
    Milky 22.0%
    Balsamic 21.38%
    Savory 19.24%
    Bitter 18.31%
    Creamy 18.24%
    Burnt 18.03%
    Cooked 16.75%

     

    Flavor
    Bitter 77.54%
    Odorless 36.39%
    Bland 30.68%
    Mild 24.28%
    Sweet-like 23.2%
    Very mild 22.69%
    Ethyl benzoate 19.88%
    Parsley 19.79%
    Orange flower 19.45%
    Cedarleaf 19.44%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.5

    pKa est.
    6.6 (neutral)

    Molecular weight
    516.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1135°C

    Flash point

    • 269.59 ˚C est.

  • Synonyms

    • DTXSID101117506
    • 5-Hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl 3,4-di-O-acetyl-beta-D-glucopyranoside
    • 7-[(3,4-Di-O-acetyl-I(2)-D-glucopyranosyl)oxy]-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
    • 84323-21-7
    • 84323-21-7

  • Applications

    5-Hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl 3,4-di-O-acetyl-beta-D-glucopyranoside (CAS 84323-21-7) is primarily used as a protected glycoside intermediate in flavonoid and carbohydrate chemistry, enabling synthesis of flavonoid glycoside derivatives; it also serves as a synthetic building block for pharmaceutical research (including SAR studies) and as a precursor to the corresponding beta-D-glucopyranoside after deacetylation in enzymatic glycosylation studies and glycosidase/glycosyltransferase assays; in addition, it may be evaluated as a starting material or model compound in cosmetic and flavor/fragrance research contexts for glycoside-based formulation work, with use subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.68
    methanol 3.58
    isopropanol 0.26
    water 0.06
    ethyl acetate 0.12
    n-propanol 0.68
    acetone 0.81
    n-butanol 0.29
    acetonitrile 0.24
    DMF 36.61
    toluene 0.01
    isobutanol 0.21
    1,4-dioxane 1.77
    methyl acetate 0.42
    THF 3.63
    2-butanone 0.65
    n-pentanol 0.15
    sec-butanol 0.25
    n-hexane 0.0
    ethylene glycol 5.13
    NMP 35.23
    cyclohexane 0.0
    DMSO 83.93
    n-butyl acetate 0.08
    n-octanol 0.11
    chloroform 0.06
    n-propyl acetate 0.13
    acetic acid 6.69
    dichloromethane 0.12
    cyclohexanone 0.87
    propylene glycol 4.83
    isopropyl acetate 0.06
    DMAc 36.49
    2-ethoxyethanol 5.67
    isopentanol 0.13
    n-heptane 0.0
    ethyl formate 0.52
    1,2-dichloroethane 0.1
    n-hexanol 0.04
    2-methoxyethanol 20.94
    isobutyl acetate 0.05
    tetrachloromethane 0.01
    n-pentyl acetate 0.11
    transcutol 7.43
    n-heptanol 0.1
    ethylbenzene 0.01
    MIBK 0.08
    2-propoxyethanol 2.31
    tert-butanol 0.12
    MTBE 0.04
    2-butoxyethanol 1.73
    propionic acid 1.49
    o-xylene 0.01
    formic acid 17.65
    diethyl ether 0.07
    m-xylene 0.01
    p-xylene 0.01
    chlorobenzene 0.01
    dimethyl carbonate 0.71
    n-octane 0.0
    formamide 18.36
    cyclopentanone 2.67
    2-pentanone 0.21
    anisole 0.08
    cyclopentyl methyl ether 0.18
    gamma-butyrolactone 5.19
    1-methoxy-2-propanol 5.9
    pyridine 0.7
    3-pentanone 0.17
    furfural 5.52
    n-dodecane 0.0
    diethylene glycol 5.48
    diisopropyl ether 0.01
    tert-amyl alcohol 0.14
    acetylacetone 0.57
    n-hexadecane 0.0
    acetophenone 0.18
    methyl propionate 0.41
    isopentyl acetate 0.06
    trichloroethylene 0.2
    n-nonanol 0.12
    cyclohexanol 0.13
    benzyl alcohol 0.21
    2-ethylhexanol 0.03
    isooctanol 0.06
    dipropyl ether 0.09
    1,2-dichlorobenzene 0.02
    ethyl lactate 0.67
    propylene carbonate 0.78
    n-methylformamide 11.81
    2-pentanol 0.07
    n-pentane 0.0
    1-propoxy-2-propanol 1.11
    1-methoxy-2-propyl acetate 0.38
    2-(2-methoxypropoxy) propanol 2.19
    mesitylene 0.0
    ε-caprolactone 1.09
    p-cymene 0.01
    epichlorohydrin 2.81
    1,1,1-trichloroethane 0.01
    2-aminoethanol 5.29
    morpholine-4-carbaldehyde 25.19
    sulfolane 20.78
    2,2,4-trimethylpentane 0.0
    2-methyltetrahydrofuran 0.45
    n-hexyl acetate 0.15
    isooctane 0.0
    2-(2-butoxyethoxy)ethanol 2.89
    sec-butyl acetate 0.05
    tert-butyl acetate 0.06
    decalin 0.0
    glycerin 19.68
    diglyme 6.81
    acrylic acid 3.13
    isopropyl myristate 0.05
    n-butyric acid 0.67
    acetyl acetate 0.12
    di(2-ethylhexyl) phthalate 0.18
    ethyl propionate 0.15
    nitromethane 13.26
    1,2-diethoxyethane 0.33
    benzonitrile 0.09
    trioctyl phosphate 0.1
    1-bromopropane 0.03
    gamma-valerolactone 15.27
    n-decanol 0.07
    triethyl phosphate 0.17
    4-methyl-2-pentanol 0.03
    propionitrile 0.19
    vinylene carbonate 0.94
    1,1,2-trichlorotrifluoroethane 7.6
    DMS 0.23
    cumene 0.01
    2-octanol 0.05
    2-hexanone 0.17
    octyl acetate 0.1
    limonene 0.01
    1,2-dimethoxyethane 6.11
    ethyl orthosilicate 0.12
    tributyl phosphate 0.12
    diacetone alcohol 0.6
    N,N-dimethylaniline 0.08
    acrylonitrile 0.59
    aniline 0.08
    1,3-propanediol 4.25
    bromobenzene 0.01
    dibromomethane 0.04
    1,1,2,2-tetrachloroethane 0.17
    2-methyl-cyclohexyl acetate 0.09
    tetrabutyl urea 0.35
    diisobutyl methanol 0.02
    2-phenylethanol 0.08
    styrene 0.01
    dioctyl adipate 0.23
    dimethyl sulfate 3.07
    ethyl butyrate 0.13
    methyl lactate 2.5
    butyl lactate 0.46
    diethyl carbonate 0.12
    propanediol butyl ether 2.17
    triethyl orthoformate 0.21
    p-tert-butyltoluene 0.01
    methyl 4-tert-butylbenzoate 0.45
    morpholine 3.34
    tert-butylamine 0.02
    n-dodecanol 0.04
    dimethoxymethane 4.67
    ethylene carbonate 0.54
    cyrene 4.1
    2-ethoxyethyl acetate 0.37
    2-ethylhexyl acetate 0.05
    1,2,4-trichlorobenzene 0.03
    4-methylpyridine 0.23
    dibutyl ether 0.08
    2,6-dimethyl-4-heptanol 0.02
    DEF 1.13
    dimethyl isosorbide 3.1
    tetrachloroethylene 0.1
    eugenol 0.76
    triacetin 0.57
    span 80 1.28
    1,4-butanediol 1.23
    1,1-dichloroethane 0.02
    2-methyl-1-pentanol 0.09
    methyl formate 6.59
    2-methyl-1-butanol 0.18
    n-decane 0.0
    butyronitrile 0.11
    3,7-dimethyl-1-octanol 0.05
    1-chlorooctane 0.01
    1-chlorotetradecane 0.01
    n-nonane 0.0
    undecane 0.0
    tert-butylcyclohexane 0.0
    cyclooctane 0.0
    cyclopentanol 0.39
    tetrahydropyran 0.29
    tert-amyl methyl ether 0.06
    2,5,8-trioxanonane 4.83
    1-hexene 0.01
    2-isopropoxyethanol 1.29
    2,2,2-trifluoroethanol 2.68
    methyl butyrate 0.3

    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