Isolicopyranocoumarin

Overview IFRA Request a quote

  • Identifiers

    CAS number
    197303-94-9

    Molecular formula
    C21H20O7

    SMILES
    CC1(C(CC2=C(O1)C=C3C(=C2OC)C=C(C(=O)O3)C4=C(C=C(C=C4)O)O)O)C

    Safety labels

  • Odor profile

    Fragrance
    Phenolic 52.92%
    Sweet 43.04%
    Vanilla 39.67%
    Odorless 37.14%
    Spicy 28.27%
    Creamy 28.05%
    Powdery 27.87%
    Smoky 26.95%
    Burnt 25.47%
    Balsamic 24.88%

     

    Flavor
    Bitter 93.54%
    Bland 23.97%
    Odorless 20.91%
    Sweet-like 20.3%
    Cedarleaf 20.26%
    Parsley 20.18%
    Lovage 19.23%
    Eugenol 19.17%
    Ripe apricot 18.8%
    Red fruit 18.67%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.8

    pKa est.
    9.01 (weak base)

    Molecular weight
    384.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1020°C

    Melting point expt.

    • 251 °C

    Flash point

    • 276.9 ˚C est.

  • Synonyms

    • Isolicopyranocoumarin
    • CHEBI:175894
    • DTXSID801108835
    • 197303-94-9
    • 2H,6H-Benzo[1,2-b:5,4-ba(2)]dipyran-2-one, 3-(2,4-dihydroxyphenyl)-7,8-dihydro-7-hydroxy-5-methoxy-8,8-dimethyl-
    • 6-(2,4-dihydroxyphenyl)-12-hydroxy-9-methoxy-13,13-dimethyl-4,14-dioxatricyclo[8.4.0.0^{3,8}]tetradeca-1(10),2,6,8-tetraen-5-one
    • 7-(2,4-dihydroxyphenyl)-3-hydroxy-5-methoxy-2,2-dimethyl-3,4-dihydropyrano[3,2-g]chromen-8-one
    • 197303-94-9

  • Applications

    Isolicopyranocoumarin (CAS 197303-94-9) is primarily used as an intermediate in organic synthesis and may be evaluated as a fragrance odorant or fixative in perfumery and cosmetics; it can also serve as a structural motif or starting point in medicinal chemistry research. It may be explored as a specialty chemical intermediate for polymer or coating formulations, and may find use in cleaning product formulations as a minor fragrance component, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 11.04
    methanol 11.86
    isopropanol 10.09
    water 0.03
    ethyl acetate 14.97
    n-propanol 11.88
    acetone 27.91
    n-butanol 7.94
    acetonitrile 9.65
    DMF 101.04
    toluene 0.91
    isobutanol 6.71
    1,4-dioxane 32.45
    methyl acetate 22.29
    THF 118.05
    2-butanone 29.5
    n-pentanol 3.77
    sec-butanol 6.82
    n-hexane 0.04
    ethylene glycol 8.22
    NMP 71.36
    cyclohexane 0.1
    DMSO 185.14
    n-butyl acetate 6.82
    n-octanol 1.58
    chloroform 14.94
    n-propyl acetate 8.3
    acetic acid 60.52
    dichloromethane 11.74
    cyclohexanone 33.65
    propylene glycol 6.83
    isopropyl acetate 8.48
    DMAc 147.86
    2-ethoxyethanol 31.82
    isopentanol 6.06
    n-heptane 0.05
    ethyl formate 12.5
    1,2-dichloroethane 9.09
    n-hexanol 2.49
    2-methoxyethanol 80.49
    isobutyl acetate 4.22
    tetrachloromethane 0.91
    n-pentyl acetate 5.03
    transcutol 44.5
    n-heptanol 2.28
    ethylbenzene 0.47
    MIBK 7.44
    2-propoxyethanol 33.05
    tert-butanol 9.24
    MTBE 4.02
    2-butoxyethanol 14.95
    propionic acid 16.98
    o-xylene 0.77
    formic acid 30.02
    diethyl ether 5.47
    m-xylene 0.6
    p-xylene 0.75
    chlorobenzene 1.64
    dimethyl carbonate 20.29
    n-octane 0.03
    formamide 47.24
    cyclopentanone 62.01
    2-pentanone 15.0
    anisole 3.98
    cyclopentyl methyl ether 11.39
    gamma-butyrolactone 70.0
    1-methoxy-2-propanol 43.25
    pyridine 18.27
    3-pentanone 10.4
    furfural 38.44
    n-dodecane 0.05
    diethylene glycol 34.46
    diisopropyl ether 0.91
    tert-amyl alcohol 6.64
    acetylacetone 23.75
    n-hexadecane 0.07
    acetophenone 6.72
    methyl propionate 19.53
    isopentyl acetate 7.03
    trichloroethylene 25.81
    n-nonanol 1.93
    cyclohexanol 5.86
    benzyl alcohol 6.49
    2-ethylhexanol 1.68
    isooctanol 2.16
    dipropyl ether 2.87
    1,2-dichlorobenzene 2.04
    ethyl lactate 8.94
    propylene carbonate 19.85
    n-methylformamide 43.53
    2-pentanol 3.25
    n-pentane 0.05
    1-propoxy-2-propanol 16.87
    1-methoxy-2-propyl acetate 16.47
    2-(2-methoxypropoxy) propanol 16.24
    mesitylene 0.39
    ε-caprolactone 27.92
    p-cymene 0.67
    epichlorohydrin 76.39
    1,1,1-trichloroethane 4.82
    2-aminoethanol 12.51
    morpholine-4-carbaldehyde 79.05
    sulfolane 87.56
    2,2,4-trimethylpentane 0.06
    2-methyltetrahydrofuran 24.71
    n-hexyl acetate 5.45
    isooctane 0.03
    2-(2-butoxyethoxy)ethanol 19.25
    sec-butyl acetate 4.81
    tert-butyl acetate 8.4
    decalin 0.07
    glycerin 23.36
    diglyme 42.82
    acrylic acid 20.46
    isopropyl myristate 2.47
    n-butyric acid 20.0
    acetyl acetate 11.13
    di(2-ethylhexyl) phthalate 3.98
    ethyl propionate 8.72
    nitromethane 102.49
    1,2-diethoxyethane 9.4
    benzonitrile 4.77
    trioctyl phosphate 2.88
    1-bromopropane 2.53
    gamma-valerolactone 101.51
    n-decanol 1.41
    triethyl phosphate 5.51
    4-methyl-2-pentanol 2.13
    propionitrile 9.39
    vinylene carbonate 19.33
    1,1,2-trichlorotrifluoroethane 60.22
    DMS 10.31
    cumene 0.39
    2-octanol 1.26
    2-hexanone 7.97
    octyl acetate 3.52
    limonene 0.88
    1,2-dimethoxyethane 47.03
    ethyl orthosilicate 4.63
    tributyl phosphate 3.56
    diacetone alcohol 18.53
    N,N-dimethylaniline 2.88
    acrylonitrile 15.7
    aniline 4.92
    1,3-propanediol 25.83
    bromobenzene 1.16
    dibromomethane 4.41
    1,1,2,2-tetrachloroethane 21.44
    2-methyl-cyclohexyl acetate 5.76
    tetrabutyl urea 6.16
    diisobutyl methanol 1.42
    2-phenylethanol 6.1
    styrene 0.55
    dioctyl adipate 5.4
    dimethyl sulfate 38.41
    ethyl butyrate 5.98
    methyl lactate 20.93
    butyl lactate 6.8
    diethyl carbonate 5.41
    propanediol butyl ether 9.21
    triethyl orthoformate 6.23
    p-tert-butyltoluene 0.61
    methyl 4-tert-butylbenzoate 9.03
    morpholine 52.44
    tert-butylamine 2.06
    n-dodecanol 1.05
    dimethoxymethane 60.38
    ethylene carbonate 17.22
    cyrene 18.07
    2-ethoxyethyl acetate 11.57
    2-ethylhexyl acetate 4.86
    1,2,4-trichlorobenzene 3.91
    4-methylpyridine 11.65
    dibutyl ether 2.02
    2,6-dimethyl-4-heptanol 1.42
    DEF 24.38
    dimethyl isosorbide 25.51
    tetrachloroethylene 10.31
    eugenol 10.21
    triacetin 10.42
    span 80 9.47
    1,4-butanediol 6.37
    1,1-dichloroethane 5.51
    2-methyl-1-pentanol 3.32
    methyl formate 32.02
    2-methyl-1-butanol 5.82
    n-decane 0.08
    butyronitrile 6.59
    3,7-dimethyl-1-octanol 1.91
    1-chlorooctane 0.57
    1-chlorotetradecane 0.28
    n-nonane 0.06
    undecane 0.07
    tert-butylcyclohexane 0.06
    cyclooctane 0.04
    cyclopentanol 10.56
    tetrahydropyran 16.67
    tert-amyl methyl ether 3.63
    2,5,8-trioxanonane 29.08
    1-hexene 0.26
    2-isopropoxyethanol 14.85
    2,2,2-trifluoroethanol 17.77
    methyl butyrate 11.9

    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