Italipyrone

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  • Identifiers

    CAS number
    75680-21-6

    Molecular formula
    C22H24O7

    SMILES
    CCC1=C(C(=C(C(=O)O1)CC2=C3C(=C(C(=C2O)C(=O)C)O)CC(O3)C(=C)C)O)C

    Safety labels

  • Odor profile

    Fragrance
    Phenolic 39.02%
    Spicy 36.77%
    Sweet 36.65%
    Woody 29.59%
    Burnt 28.01%
    Odorless 27.9%
    Herbal 26.36%
    Dry 25.61%
    Mint 24.53%
    Smoky 21.93%

     

    Flavor
    Bitter 75.33%
    Odorless 24.14%
    Bland 22.6%
    Parsley 20.71%
    Cedarleaf 20.63%
    Lovage 19.97%
    Sweet-like 19.41%
    Basil 19.19%
    Leaves 19.12%
    Green pepper 19.08%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.6

    pKa est.
    8.44 (weak base)

    Molecular weight
    400.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    2004°C

    Flash point

    • 243.63 ˚C est.

  • Synonyms

    • Italipyrone
    • CHEBI:175198
    • DTXSID301103773
    • 3-[(5-acetyl-4,6-dihydroxy-2-prop-1-en-2-yl-2,3-dihydro-1-benzouran-7-yl)methyl]-6-ethyl-4-hydroxy-5-methylpyran-2-one
    • 4H-Pyran-4-one, 3-[[5-acetyl-2,3-dihydro-4,6-dihydroxy-2-(1-methylethenyl)-7-benzofuranyl]methyl]-6-ethyl-2-hydroxy-5-methyl-
    • 75680-21-6
    • 75680-21-6

  • Applications

    Italipyrone (CAS 75680-21-6) is typically used as an odorant or fragrance ingredient in perfumery and scented consumer products; it may serve as a fragrance component in cosmetics and personal care formulations; it is employed as a scent additive in household products and cleaners; it is evaluated as a building block or intermediate in organic synthesis for industrial manufacturing; and it has potential as a flavor/aroma compound for food and beverage applications where permitted by local regulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 15.44
    methanol 32.08
    isopropanol 17.66
    water 0.04
    ethyl acetate 36.83
    n-propanol 17.67
    acetone 101.77
    n-butanol 14.35
    acetonitrile 30.9
    DMF 383.34
    toluene 4.18
    isobutanol 13.11
    1,4-dioxane 71.28
    methyl acetate 48.25
    THF 235.36
    2-butanone 61.0
    n-pentanol 13.4
    sec-butanol 13.77
    n-hexane 0.17
    ethylene glycol 15.28
    NMP 300.31
    cyclohexane 0.16
    DMSO 402.43
    n-butyl acetate 19.09
    n-octanol 5.92
    chloroform 45.02
    n-propyl acetate 24.84
    acetic acid 129.76
    dichloromethane 46.4
    cyclohexanone 81.41
    propylene glycol 30.33
    isopropyl acetate 24.71
    DMAc 315.84
    2-ethoxyethanol 67.87
    isopentanol 14.69
    n-heptane 0.16
    ethyl formate 25.5
    1,2-dichloroethane 31.2
    n-hexanol 7.05
    2-methoxyethanol 153.79
    isobutyl acetate 17.12
    tetrachloromethane 2.42
    n-pentyl acetate 19.42
    transcutol 161.36
    n-heptanol 7.54
    ethylbenzene 2.34
    MIBK 24.5
    2-propoxyethanol 89.67
    tert-butanol 22.83
    MTBE 10.62
    2-butoxyethanol 38.43
    propionic acid 44.4
    o-xylene 2.77
    formic acid 59.54
    diethyl ether 9.32
    m-xylene 3.25
    p-xylene 3.87
    chlorobenzene 11.0
    dimethyl carbonate 65.73
    n-octane 0.12
    formamide 94.03
    cyclopentanone 166.18
    2-pentanone 40.38
    anisole 15.05
    cyclopentyl methyl ether 25.69
    gamma-butyrolactone 236.03
    1-methoxy-2-propanol 138.94
    pyridine 48.98
    3-pentanone 27.82
    furfural 115.43
    n-dodecane 0.18
    diethylene glycol 105.22
    diisopropyl ether 2.59
    tert-amyl alcohol 16.81
    acetylacetone 101.48
    n-hexadecane 0.22
    acetophenone 28.45
    methyl propionate 54.8
    isopentyl acetate 20.31
    trichloroethylene 82.86
    n-nonanol 6.79
    cyclohexanol 12.56
    benzyl alcohol 24.23
    2-ethylhexanol 5.07
    isooctanol 7.41
    dipropyl ether 7.08
    1,2-dichlorobenzene 12.13
    ethyl lactate 30.49
    propylene carbonate 74.57
    n-methylformamide 123.37
    2-pentanol 9.07
    n-pentane 0.12
    1-propoxy-2-propanol 54.47
    1-methoxy-2-propyl acetate 51.27
    2-(2-methoxypropoxy) propanol 51.24
    mesitylene 1.81
    ε-caprolactone 74.47
    p-cymene 2.42
    epichlorohydrin 203.28
    1,1,1-trichloroethane 19.74
    2-aminoethanol 27.83
    morpholine-4-carbaldehyde 228.82
    sulfolane 324.89
    2,2,4-trimethylpentane 0.18
    2-methyltetrahydrofuran 45.32
    n-hexyl acetate 21.23
    isooctane 0.14
    2-(2-butoxyethoxy)ethanol 58.2
    sec-butyl acetate 15.54
    tert-butyl acetate 30.29
    decalin 0.24
    glycerin 79.34
    diglyme 100.87
    acrylic acid 61.42
    isopropyl myristate 8.72
    n-butyric acid 47.08
    acetyl acetate 39.58
    di(2-ethylhexyl) phthalate 16.64
    ethyl propionate 22.57
    nitromethane 288.08
    1,2-diethoxyethane 30.46
    benzonitrile 22.1
    trioctyl phosphate 10.84
    1-bromopropane 7.48
    gamma-valerolactone 259.06
    n-decanol 4.9
    triethyl phosphate 14.18
    4-methyl-2-pentanol 7.28
    propionitrile 22.59
    vinylene carbonate 67.64
    1,1,2-trichlorotrifluoroethane 132.15
    DMS 38.48
    cumene 1.94
    2-octanol 5.36
    2-hexanone 27.92
    octyl acetate 12.34
    limonene 2.9
    1,2-dimethoxyethane 95.74
    ethyl orthosilicate 11.99
    tributyl phosphate 12.82
    diacetone alcohol 69.24
    N,N-dimethylaniline 10.42
    acrylonitrile 46.45
    aniline 14.42
    1,3-propanediol 47.73
    bromobenzene 9.04
    dibromomethane 19.33
    1,1,2,2-tetrachloroethane 59.52
    2-methyl-cyclohexyl acetate 18.31
    tetrabutyl urea 19.74
    diisobutyl methanol 4.48
    2-phenylethanol 21.19
    styrene 3.04
    dioctyl adipate 18.72
    dimethyl sulfate 144.06
    ethyl butyrate 15.94
    methyl lactate 78.81
    butyl lactate 28.37
    diethyl carbonate 13.15
    propanediol butyl ether 41.35
    triethyl orthoformate 15.71
    p-tert-butyltoluene 2.4
    methyl 4-tert-butylbenzoate 35.34
    morpholine 93.84
    tert-butylamine 4.81
    n-dodecanol 3.49
    dimethoxymethane 164.55
    ethylene carbonate 52.38
    cyrene 75.55
    2-ethoxyethyl acetate 43.37
    2-ethylhexyl acetate 13.48
    1,2,4-trichlorobenzene 20.73
    4-methylpyridine 41.59
    dibutyl ether 6.26
    2,6-dimethyl-4-heptanol 4.48
    DEF 59.59
    dimethyl isosorbide 99.96
    tetrachloroethylene 26.68
    eugenol 38.55
    triacetin 45.09
    span 80 35.67
    1,4-butanediol 21.99
    1,1-dichloroethane 23.18
    2-methyl-1-pentanol 12.32
    methyl formate 107.67
    2-methyl-1-butanol 12.32
    n-decane 0.3
    butyronitrile 16.81
    3,7-dimethyl-1-octanol 7.06
    1-chlorooctane 2.25
    1-chlorotetradecane 1.02
    n-nonane 0.22
    undecane 0.23
    tert-butylcyclohexane 0.24
    cyclooctane 0.08
    cyclopentanol 23.64
    tetrahydropyran 23.13
    tert-amyl methyl ether 9.52
    2,5,8-trioxanonane 81.03
    1-hexene 1.17
    2-isopropoxyethanol 41.63
    2,2,2-trifluoroethanol 47.2
    methyl butyrate 28.84

    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