3-(beta-D-Glucopyranosyloxy)-9-hydroxy-6H-benzofuro(3,2-c)(1)benzopyran-6-one

Overview IFRA Request a quote

  • Identifiers

    CAS number
    92631-72-6

    Molecular formula
    C21H18O10

    SMILES
    C1=CC2=C(C=C1O)OC3=C2C(=O)OC4=C3C=CC(=C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 68.68%
    Vanilla 28.68%
    Sweet 27.37%
    Phenolic 27.26%
    Milky 21.25%
    Savory 21.21%
    Bitter 21.09%
    Creamy 19.91%
    Burnt 19.8%
    Balsamic 18.1%

     

    Flavor
    Bitter 88.27%
    Bland 30.84%
    Odorless 30.51%
    Sweet-like 24.5%
    Cedarleaf 19.87%
    Lovage 18.81%
    Parsley 18.8%
    Nitrile 18.4%
    Eugenol 18.09%
    Bread crust 17.99%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.0

    pKa est.
    7.14 (neutral)

    Molecular weight
    430.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    2917°C

    Flash point

    • 322.82 ˚C est.

  • Synonyms

    • 92631-72-6
    • 3-(beta-D-Glucopyranosyloxy)-9-hydroxy-6H-benzofuro(3,2-c)(1)benzopyran-6-one
    • 3-(beta-D-Glucopyranosyloxy)-9-hydroxy-6H-benzofuro[3,2-c][1]benzopyran-6-one
    • RefChem:275160
    • Coumestrin
    • BIDD:ER0228
    • DTXSID20669916
    • 9-Hydroxy-6-oxo-6H-[1]benzofuro[3,2-c][1]benzopyran-3-yl beta-D-glucopyranoside
    • 92631-72-6

  • Applications

    3-(beta-D-Glucopyranosyloxy)-9-hydroxy-6H-benzofuro(3,2-c)(1)benzopyran-6-one (CAS 92631-72-6) is a glycosylated polyphenolic scaffold typically encountered as an intermediate or starting material in organic synthesis and natural-product research. In pharmaceutical and biotech contexts, it may serve as a natural-product derived lead or a glycosylated flavonoid building block. In cosmetics and personal care, such glycosides are often evaluated for antioxidant activity and formulation stability, potentially contributing to color or fragrance-related applications. In household and cleaning product formulations, it may be explored as a minor functional additive with antioxidant or fragrance attributes. In coatings or polymer formulations, it could be investigated as a functional additive or precursor to glycoside-containing polymers. Its use is subject to local regulations and formulation considerations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 13.22
    methanol 22.09
    isopropanol 5.6
    water 1.89
    ethyl acetate 0.65
    n-propanol 9.42
    acetone 10.57
    n-butanol 4.18
    acetonitrile 0.99
    DMF 120.08
    toluene 0.21
    isobutanol 2.68
    1,4-dioxane 10.83
    methyl acetate 1.6
    THF 27.12
    2-butanone 5.56
    n-pentanol 2.27
    sec-butanol 4.04
    n-hexane 0.02
    ethylene glycol 50.02
    NMP 60.22
    cyclohexane 0.04
    DMSO 252.08
    n-butyl acetate 0.42
    n-octanol 1.67
    chloroform 0.08
    n-propyl acetate 0.53
    acetic acid 24.47
    dichloromethane 0.12
    cyclohexanone 6.89
    propylene glycol 38.3
    isopropyl acetate 0.45
    DMAc 96.57
    2-ethoxyethanol 35.83
    isopentanol 1.65
    n-heptane 0.06
    ethyl formate 1.82
    1,2-dichloroethane 0.23
    n-hexanol 0.97
    2-methoxyethanol 108.72
    isobutyl acetate 0.2
    tetrachloromethane 0.03
    n-pentyl acetate 1.06
    transcutol 30.76
    n-heptanol 1.86
    ethylbenzene 0.08
    MIBK 0.82
    2-propoxyethanol 15.81
    tert-butanol 2.25
    MTBE 0.47
    2-butoxyethanol 11.05
    propionic acid 6.72
    o-xylene 0.15
    formic acid 71.01
    diethyl ether 0.91
    m-xylene 0.12
    p-xylene 0.1
    chlorobenzene 0.06
    dimethyl carbonate 2.69
    n-octane 0.04
    formamide 89.88
    cyclopentanone 15.29
    2-pentanone 2.58
    anisole 0.42
    cyclopentyl methyl ether 1.99
    gamma-butyrolactone 12.85
    1-methoxy-2-propanol 46.43
    pyridine 4.29
    3-pentanone 1.52
    furfural 10.57
    n-dodecane 0.04
    diethylene glycol 35.09
    diisopropyl ether 0.12
    tert-amyl alcohol 1.98
    acetylacetone 3.62
    n-hexadecane 0.04
    acetophenone 0.86
    methyl propionate 2.04
    isopentyl acetate 0.36
    trichloroethylene 0.33
    n-nonanol 1.79
    cyclohexanol 2.37
    benzyl alcohol 1.68
    2-ethylhexanol 0.39
    isooctanol 0.97
    dipropyl ether 0.81
    1,2-dichlorobenzene 0.05
    ethyl lactate 3.05
    propylene carbonate 2.07
    n-methylformamide 42.46
    2-pentanol 1.42
    n-pentane 0.03
    1-propoxy-2-propanol 8.08
    1-methoxy-2-propyl acetate 1.95
    2-(2-methoxypropoxy) propanol 8.34
    mesitylene 0.06
    ε-caprolactone 4.89
    p-cymene 0.09
    epichlorohydrin 7.06
    1,1,1-trichloroethane 0.04
    2-aminoethanol 45.03
    morpholine-4-carbaldehyde 59.01
    sulfolane 37.55
    2,2,4-trimethylpentane 0.01
    2-methyltetrahydrofuran 3.97
    n-hexyl acetate 1.27
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 14.88
    sec-butyl acetate 0.26
    tert-butyl acetate 0.54
    decalin 0.01
    glycerin 100.58
    diglyme 21.42
    acrylic acid 11.21
    isopropyl myristate 0.5
    n-butyric acid 3.64
    acetyl acetate 0.41
    di(2-ethylhexyl) phthalate 0.93
    ethyl propionate 0.49
    nitromethane 26.45
    1,2-diethoxyethane 2.53
    benzonitrile 0.47
    trioctyl phosphate 0.86
    1-bromopropane 0.12
    gamma-valerolactone 49.64
    n-decanol 1.24
    triethyl phosphate 0.47
    4-methyl-2-pentanol 0.45
    propionitrile 0.85
    vinylene carbonate 2.03
    1,1,2-trichlorotrifluoroethane 18.37
    DMS 1.0
    cumene 0.05
    2-octanol 0.96
    2-hexanone 1.17
    octyl acetate 1.02
    limonene 0.16
    1,2-dimethoxyethane 20.18
    ethyl orthosilicate 0.41
    tributyl phosphate 0.67
    diacetone alcohol 5.39
    N,N-dimethylaniline 0.43
    acrylonitrile 1.84
    aniline 1.03
    1,3-propanediol 42.48
    bromobenzene 0.03
    dibromomethane 0.07
    1,1,2,2-tetrachloroethane 0.4
    2-methyl-cyclohexyl acetate 0.48
    tetrabutyl urea 2.07
    diisobutyl methanol 0.24
    2-phenylethanol 1.05
    styrene 0.08
    dioctyl adipate 1.27
    dimethyl sulfate 6.59
    ethyl butyrate 0.48
    methyl lactate 12.18
    butyl lactate 3.21
    diethyl carbonate 0.31
    propanediol butyl ether 15.56
    triethyl orthoformate 0.74
    p-tert-butyltoluene 0.08
    methyl 4-tert-butylbenzoate 2.26
    morpholine 26.19
    tert-butylamine 0.42
    n-dodecanol 0.8
    dimethoxymethane 26.66
    ethylene carbonate 1.51
    cyrene 12.94
    2-ethoxyethyl acetate 2.5
    2-ethylhexyl acetate 0.24
    1,2,4-trichlorobenzene 0.1
    4-methylpyridine 1.56
    dibutyl ether 0.72
    2,6-dimethyl-4-heptanol 0.24
    DEF 6.76
    dimethyl isosorbide 7.88
    tetrachloroethylene 0.35
    eugenol 3.78
    triacetin 2.59
    span 80 7.82
    1,4-butanediol 15.89
    1,1-dichloroethane 0.08
    2-methyl-1-pentanol 0.93
    methyl formate 19.26
    2-methyl-1-butanol 1.89
    n-decane 0.08
    butyronitrile 0.66
    3,7-dimethyl-1-octanol 0.64
    1-chlorooctane 0.22
    1-chlorotetradecane 0.09
    n-nonane 0.06
    undecane 0.05
    tert-butylcyclohexane 0.01
    cyclooctane 0.02
    cyclopentanol 5.45
    tetrahydropyran 3.55
    tert-amyl methyl ether 0.58
    2,5,8-trioxanonane 16.28
    1-hexene 0.09
    2-isopropoxyethanol 10.27
    2,2,2-trifluoroethanol 9.84
    methyl butyrate 0.98

    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