8-[(6-Deoxy-I+/--L-mannopyranosyl)oxy]-5,6,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-1-benzopyran-4-one

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  • Identifiers

    CAS number
    181020-33-7

    Molecular formula
    C22H22O12

    SMILES
    C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=C3C(=C(C(=C2O)O)O)C(=O)C=C(O3)C4=CC(=C(C=C4)O)OC)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 68.78%
    Phenolic 39.32%
    Vanilla 33.78%
    Burnt 31.73%
    Smoky 26.72%
    Milky 22.18%
    Savory 21.84%
    Spicy 21.12%
    Balsamic 20.63%
    Caramellic 20.49%

     

    Flavor
    Bitter 76.56%
    Odorless 32.89%
    Bland 32.43%
    Sweet-like 25.92%
    Eugenol 21.23%
    Parsley 20.42%
    Cedarleaf 20.07%
    Very mild 19.53%
    Ham 19.5%
    Lovage 19.32%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.6

    pKa est.
    8.94 (weak base)

    Molecular weight
    478.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    3571°C

    Flash point

    • 273.04 ˚C est.

  • Synonyms

    • DTXSID001111036
    • 181020-33-7
    • 8-[(6-Deoxy-I+/--L-mannopyranosyl)oxy]-5,6,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-1-benzopyran-4-one
    • 181020-33-7

  • Applications

    8-[(6-Deoxy-I+/--L-mannopyranosyl)oxy]-5,6,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-1-benzopyran-4-one (CAS 181020-33-7) is a glycosylated flavonoid framework that is primarily evaluated in pharmaceutical and cosmetic contexts. In pharmaceuticals, it can serve as a natural product scaffold and a synthetic intermediate for the preparation of glycosylated flavonoid derivatives, with potential biological activity explored in research settings. In cosmetics and personal care, its antioxidant properties and pigment-related structure underpin interest as a functional ingredient or formulation antioxidant, subject to regulatory limits. In the food and nutraceutical area, it may be investigated as an antioxidant additive or flavor-related precursor, again subject to regulatory controls. In polymer and coating applications, the compound is evaluated as a stabilizer or UV-absorbing additive to improve formulation longevity. In chemical manufacturing, it is used as a reference material or starting point for the synthesis of more complex glycosides and flavonoid derivatives.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 2.09
    methanol 1.88
    isopropanol 3.2
    water 0.06
    ethyl acetate 0.63
    n-propanol 5.12
    acetone 1.03
    n-butanol 1.76
    acetonitrile 0.33
    DMF 16.2
    toluene 0.06
    isobutanol 1.57
    1,4-dioxane 4.45
    methyl acetate 1.6
    THF 10.41
    2-butanone 2.54
    n-pentanol 0.78
    sec-butanol 3.46
    n-hexane 0.01
    ethylene glycol 12.96
    NMP 23.07
    cyclohexane 0.02
    DMSO 40.89
    n-butyl acetate 0.23
    n-octanol 0.55
    chloroform 0.06
    n-propyl acetate 0.28
    acetic acid 11.65
    dichloromethane 0.08
    cyclohexanone 1.87
    propylene glycol 17.5
    isopropyl acetate 0.33
    DMAc 31.0
    2-ethoxyethanol 12.81
    isopentanol 0.73
    n-heptane 0.03
    ethyl formate 0.55
    1,2-dichloroethane 0.13
    n-hexanol 0.4
    2-methoxyethanol 32.99
    isobutyl acetate 0.09
    tetrachloromethane 0.02
    n-pentyl acetate 0.51
    transcutol 12.82
    n-heptanol 0.72
    ethylbenzene 0.03
    MIBK 0.24
    2-propoxyethanol 6.17
    tert-butanol 1.86
    MTBE 0.49
    2-butoxyethanol 4.16
    propionic acid 5.2
    o-xylene 0.06
    formic acid 15.97
    diethyl ether 0.61
    m-xylene 0.04
    p-xylene 0.03
    chlorobenzene 0.02
    dimethyl carbonate 1.61
    n-octane 0.02
    formamide 17.52
    cyclopentanone 4.92
    2-pentanone 0.79
    anisole 0.17
    cyclopentyl methyl ether 1.23
    gamma-butyrolactone 7.92
    1-methoxy-2-propanol 19.69
    pyridine 1.66
    3-pentanone 0.76
    furfural 3.61
    n-dodecane 0.01
    diethylene glycol 10.98
    diisopropyl ether 0.08
    tert-amyl alcohol 1.8
    acetylacetone 1.09
    n-hexadecane 0.02
    acetophenone 0.29
    methyl propionate 1.76
    isopentyl acetate 0.19
    trichloroethylene 0.2
    n-nonanol 0.61
    cyclohexanol 1.23
    benzyl alcohol 0.46
    2-ethylhexanol 0.18
    isooctanol 0.43
    dipropyl ether 0.46
    1,2-dichlorobenzene 0.02
    ethyl lactate 1.06
    propylene carbonate 0.92
    n-methylformamide 8.0
    2-pentanol 0.98
    n-pentane 0.02
    1-propoxy-2-propanol 3.7
    1-methoxy-2-propyl acetate 1.15
    2-(2-methoxypropoxy) propanol 3.43
    mesitylene 0.02
    ε-caprolactone 2.48
    p-cymene 0.04
    epichlorohydrin 4.17
    1,1,1-trichloroethane 0.03
    2-aminoethanol 14.85
    morpholine-4-carbaldehyde 20.66
    sulfolane 16.53
    2,2,4-trimethylpentane 0.01
    2-methyltetrahydrofuran 2.95
    n-hexyl acetate 0.57
    isooctane 0.0
    2-(2-butoxyethoxy)ethanol 5.52
    sec-butyl acetate 0.15
    tert-butyl acetate 0.36
    decalin 0.01
    glycerin 40.68
    diglyme 9.1
    acrylic acid 6.56
    isopropyl myristate 0.18
    n-butyric acid 2.08
    acetyl acetate 0.26
    di(2-ethylhexyl) phthalate 0.29
    ethyl propionate 0.33
    nitromethane 10.19
    1,2-diethoxyethane 1.21
    benzonitrile 0.11
    trioctyl phosphate 0.28
    1-bromopropane 0.08
    gamma-valerolactone 15.25
    n-decanol 0.4
    triethyl phosphate 0.24
    4-methyl-2-pentanol 0.24
    propionitrile 0.46
    vinylene carbonate 0.72
    1,1,2-trichlorotrifluoroethane 9.58
    DMS 0.66
    cumene 0.02
    2-octanol 0.44
    2-hexanone 0.36
    octyl acetate 0.4
    limonene 0.06
    1,2-dimethoxyethane 5.76
    ethyl orthosilicate 0.24
    tributyl phosphate 0.23
    diacetone alcohol 2.71
    N,N-dimethylaniline 0.16
    acrylonitrile 0.83
    aniline 0.43
    1,3-propanediol 12.9
    bromobenzene 0.01
    dibromomethane 0.04
    1,1,2,2-tetrachloroethane 0.3
    2-methyl-cyclohexyl acetate 0.21
    tetrabutyl urea 0.56
    diisobutyl methanol 0.11
    2-phenylethanol 0.32
    styrene 0.02
    dioctyl adipate 0.42
    dimethyl sulfate 3.89
    ethyl butyrate 0.24
    methyl lactate 6.03
    butyl lactate 1.2
    diethyl carbonate 0.17
    propanediol butyl ether 4.96
    triethyl orthoformate 0.41
    p-tert-butyltoluene 0.04
    methyl 4-tert-butylbenzoate 0.91
    morpholine 12.93
    tert-butylamine 0.33
    n-dodecanol 0.25
    dimethoxymethane 7.18
    ethylene carbonate 0.6
    cyrene 3.85
    2-ethoxyethyl acetate 1.29
    2-ethylhexyl acetate 0.13
    1,2,4-trichlorobenzene 0.06
    4-methylpyridine 0.49
    dibutyl ether 0.33
    2,6-dimethyl-4-heptanol 0.11
    DEF 2.45
    dimethyl isosorbide 3.22
    tetrachloroethylene 0.19
    eugenol 1.1
    triacetin 1.23
    span 80 3.0
    1,4-butanediol 3.58
    1,1-dichloroethane 0.05
    2-methyl-1-pentanol 0.37
    methyl formate 3.79
    2-methyl-1-butanol 1.13
    n-decane 0.03
    butyronitrile 0.22
    3,7-dimethyl-1-octanol 0.25
    1-chlorooctane 0.09
    1-chlorotetradecane 0.03
    n-nonane 0.03
    undecane 0.02
    tert-butylcyclohexane 0.0
    cyclooctane 0.01
    cyclopentanol 3.62
    tetrahydropyran 1.96
    tert-amyl methyl ether 0.56
    2,5,8-trioxanonane 6.28
    1-hexene 0.03
    2-isopropoxyethanol 4.23
    2,2,2-trifluoroethanol 4.02
    methyl butyrate 0.42

    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