Glycycoumarin

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  • Identifiers

    CAS number
    94805-82-0

    Molecular formula
    C21H20O6

    SMILES
    CC(=CCC1=C(C2=C(C=C1O)OC(=O)C(=C2)C3=C(C=C(C=C3)O)O)OC)C

    Safety labels

  • Odor profile

    Fragrance
    Phenolic 56.66%
    Spicy 41.64%
    Smoky 31.04%
    Woody 30.42%
    Odorless 29.89%
    Burnt 28.26%
    Medicinal 27.63%
    Fruity 26.86%
    Dry 25.92%
    Sweet 24.53%

     

    Flavor
    Bitter 92.6%
    Odorless 20.95%
    Cedarleaf 20.33%
    Bland 20.2%
    Parsley 20.14%
    Lovage 19.73%
    Eugenol 18.67%
    Nitrile 18.61%
    Sweet-like 18.57%
    Ripe apricot 18.53%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    4.4

    pKa est.
    9.72 (weak base)

    Molecular weight
    368.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    791°C

    Melting point expt.

    • 243.5 - 244.5 °C

    Flash point

    • 246.12 ˚C est.

  • Synonyms

    • Glycycoumarin
    • 94805-82-0
    • 3-(2,4-dihydroxyphenyl)-7-hydroxy-5-methoxy-6-(3-methylbut-2-enyl)chromen-2-one
    • CWQ2B8G346
    • 3-(2,4-Dihydroxy-phenyl)-7-hydroxy-5-methoxy-6-(3-methyl-but-2-enyl)-1-benzopyran-2-one
    • CHEBI:69087
    • DTXSID20241630
    • RefChem:37940
    • DTXCID50164121
    • 3-(2,4-dihydroxyphenyl)-7-hydroxy-5-methoxy-6-(3-methylbut-2-en-1-yl)-2H-chromen-2-one
    • CHEMBL1223642
    • 2H-1-Benzopyran-2-one,3-(2,4-dihydroxyphenyl)-7-hydroxy-5-methoxy-6-(3-methyl-2-butenyl)-
    • Glycocoumarin - Glycyrrhiza uralensis (liquorice)
    • glycocoumarin
    • UNII-CWQ2B8G346
    • SCHEMBL759406
    • orb1297354
    • SCHEMBL29390258
    • HY-N4113
    • BDBM50325943
    • LMPK12160018
    • MSK164092
    • AKOS026674269
    • EBC-510333
    • BG300162
    • DA-63826
    • MS-25897
    • XG170485
    • CS-0032122
    • E80590
    • Q27137427
    • Glycocoumarin - Glycyrrhiza uralensis (liquorice) - Bio-X trade mark
    • 2H-1-BENZOPYRAN-2-ONE, 3-(2,4-DIHYDROXYPHENYL)-7-HYDROXY-5-METHOXY-6-(3-METHYL-2-BUTEN-1-YL)-
    • 3-(2,4-Dihydroxyphenyl)-7-hydroxy-5-methoxy-6-(3-methyl-2-buten-1-yl)-2H-1-benzopyran-2-one
    • 3-(2,4-Dihydroxyphenyl)-7-hydroxy-5-methoxy-6-(3-methyl-2-butenyl)-2H-1-benzopyran-2-one, 9CI
    • 3-(2,4-Dihydroxyphenyl)-7-hydroxy-5-methoxy-6-(3-methylbut-2-en-1-yl)-2H-1-benzopyran-2-one
    • Glycycoumarin3-(2,4-Dihydroxy-phenyl)-7-hydroxy-5-methoxy-6-(3-methyl-but-2-enyl)-1-benzopyran-2-one
    • 94805-82-0

  • Applications

    Glycycoumarin (CAS 94805-82-0) may serve as a fragrance-related odorant and potential fixative in perfumery, as a synthetic building block or lead scaffold in pharmaceutical research for diversification of coumarin libraries, as an aromatic ingredient in cosmetics and personal-care formulations, as a flavor/aroma precursor evaluated for flavor applications, and as an analytical reference standard for quality control of licorice-derived natural products.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 2.49
    methanol 2.47
    isopropanol 2.72
    water 0.0
    ethyl acetate 3.06
    n-propanol 4.6
    acetone 6.3
    n-butanol 3.26
    acetonitrile 1.59
    DMF 44.76
    toluene 0.38
    isobutanol 3.02
    1,4-dioxane 9.14
    methyl acetate 5.98
    THF 57.11
    2-butanone 13.51
    n-pentanol 2.29
    sec-butanol 3.84
    n-hexane 0.01
    ethylene glycol 1.13
    NMP 41.59
    cyclohexane 0.02
    DMSO 94.98
    n-butyl acetate 2.69
    n-octanol 0.71
    chloroform 2.39
    n-propyl acetate 2.83
    acetic acid 8.82
    dichloromethane 2.2
    cyclohexanone 14.24
    propylene glycol 2.99
    isopropyl acetate 2.2
    DMAc 85.97
    2-ethoxyethanol 12.83
    isopentanol 3.19
    n-heptane 0.01
    ethyl formate 2.1
    1,2-dichloroethane 2.41
    n-hexanol 1.29
    2-methoxyethanol 30.21
    isobutyl acetate 1.8
    tetrachloromethane 0.14
    n-pentyl acetate 2.15
    transcutol 27.36
    n-heptanol 1.09
    ethylbenzene 0.23
    MIBK 3.06
    2-propoxyethanol 15.44
    tert-butanol 3.85
    MTBE 2.14
    2-butoxyethanol 7.35
    propionic acid 5.12
    o-xylene 0.31
    formic acid 3.0
    diethyl ether 1.25
    m-xylene 0.24
    p-xylene 0.39
    chlorobenzene 0.56
    dimethyl carbonate 4.26
    n-octane 0.01
    formamide 5.7
    cyclopentanone 29.78
    2-pentanone 5.37
    anisole 1.99
    cyclopentyl methyl ether 4.03
    gamma-butyrolactone 25.5
    1-methoxy-2-propanol 21.61
    pyridine 9.03
    3-pentanone 4.09
    furfural 14.22
    n-dodecane 0.01
    diethylene glycol 11.26
    diisopropyl ether 0.25
    tert-amyl alcohol 4.27
    acetylacetone 7.4
    n-hexadecane 0.02
    acetophenone 3.59
    methyl propionate 5.93
    isopentyl acetate 3.47
    trichloroethylene 8.35
    n-nonanol 0.91
    cyclohexanol 2.41
    benzyl alcohol 2.95
    2-ethylhexanol 0.93
    isooctanol 1.15
    dipropyl ether 1.05
    1,2-dichlorobenzene 0.69
    ethyl lactate 3.34
    propylene carbonate 5.6
    n-methylformamide 9.68
    2-pentanol 1.55
    n-pentane 0.01
    1-propoxy-2-propanol 9.06
    1-methoxy-2-propyl acetate 8.14
    2-(2-methoxypropoxy) propanol 9.65
    mesitylene 0.14
    ε-caprolactone 11.93
    p-cymene 0.31
    epichlorohydrin 35.92
    1,1,1-trichloroethane 1.11
    2-aminoethanol 3.44
    morpholine-4-carbaldehyde 35.08
    sulfolane 55.23
    2,2,4-trimethylpentane 0.03
    2-methyltetrahydrofuran 11.07
    n-hexyl acetate 2.66
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 10.58
    sec-butyl acetate 2.01
    tert-butyl acetate 3.3
    decalin 0.02
    glycerin 8.44
    diglyme 22.45
    acrylic acid 5.6
    isopropyl myristate 1.11
    n-butyric acid 5.63
    acetyl acetate 1.86
    di(2-ethylhexyl) phthalate 2.17
    ethyl propionate 2.98
    nitromethane 20.18
    1,2-diethoxyethane 4.49
    benzonitrile 1.73
    trioctyl phosphate 1.36
    1-bromopropane 0.66
    gamma-valerolactone 48.59
    n-decanol 0.64
    triethyl phosphate 2.26
    4-methyl-2-pentanol 1.04
    propionitrile 2.54
    vinylene carbonate 4.73
    1,1,2-trichlorotrifluoroethane 27.15
    DMS 4.29
    cumene 0.21
    2-octanol 0.6
    2-hexanone 4.24
    octyl acetate 1.53
    limonene 0.41
    1,2-dimethoxyethane 22.07
    ethyl orthosilicate 1.94
    tributyl phosphate 1.71
    diacetone alcohol 10.42
    N,N-dimethylaniline 1.6
    acrylonitrile 4.23
    aniline 2.14
    1,3-propanediol 7.12
    bromobenzene 0.37
    dibromomethane 0.75
    1,1,2,2-tetrachloroethane 6.89
    2-methyl-cyclohexyl acetate 2.8
    tetrabutyl urea 3.11
    diisobutyl methanol 0.71
    2-phenylethanol 2.98
    styrene 0.24
    dioctyl adipate 2.67
    dimethyl sulfate 12.33
    ethyl butyrate 2.36
    methyl lactate 7.57
    butyl lactate 3.84
    diethyl carbonate 1.77
    propanediol butyl ether 5.47
    triethyl orthoformate 2.66
    p-tert-butyltoluene 0.29
    methyl 4-tert-butylbenzoate 5.13
    morpholine 22.83
    tert-butylamine 0.88
    n-dodecanol 0.44
    dimethoxymethane 19.03
    ethylene carbonate 3.5
    cyrene 10.61
    2-ethoxyethyl acetate 5.4
    2-ethylhexyl acetate 2.34
    1,2,4-trichlorobenzene 1.54
    4-methylpyridine 5.4
    dibutyl ether 0.9
    2,6-dimethyl-4-heptanol 0.71
    DEF 10.31
    dimethyl isosorbide 16.17
    tetrachloroethylene 2.7
    eugenol 5.98
    triacetin 4.88
    span 80 5.7
    1,4-butanediol 1.71
    1,1-dichloroethane 1.16
    2-methyl-1-pentanol 2.53
    methyl formate 5.5
    2-methyl-1-butanol 3.51
    n-decane 0.02
    butyronitrile 1.88
    3,7-dimethyl-1-octanol 1.09
    1-chlorooctane 0.2
    1-chlorotetradecane 0.09
    n-nonane 0.02
    undecane 0.02
    tert-butylcyclohexane 0.02
    cyclooctane 0.01
    cyclopentanol 4.43
    tetrahydropyran 5.3
    tert-amyl methyl ether 2.11
    2,5,8-trioxanonane 15.47
    1-hexene 0.12
    2-isopropoxyethanol 7.33
    2,2,2-trifluoroethanol 2.25
    methyl butyrate 4.56

    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