(5-hydroxy-8,8-dimethyl-6-(3-methylbutanoyl)-4-phenyl-2H,8H-pyrano(2,3-f)chromen-2-one)

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  • Identifiers

    CAS number
    2289-11-4

    Molecular formula
    C25H24O5

    SMILES
    CC(C)CC(=O)C1=C2C(=C3C(=C1O)C(=CC(=O)O3)C4=CC=CC=C4)C=CC(O2)(C)C

    Safety labels

  • Odor profile

    Fragrance
    Fruity 44.21%
    Sweet 32.46%
    Herbal 31.49%
    Animal 27.13%
    Phenolic 26.59%
    Woody 25.89%
    Dry 25.69%
    Balsamic 24.98%
    Powdery 24.14%
    Spicy 23.96%

     

    Flavor
    Bitter 90.84%
    Cedarleaf 19.61%
    Odorless 19.11%
    Parsley 19.11%
    Lovage 18.95%
    Heather 18.53%
    Broom 18.36%
    Bland 18.27%
    Ripe apricot 18.23%
    Red fruit 18.16%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    5.2

    pKa est.
    7.54 (neutral)

    Molecular weight
    404.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    806°C

    Melting point expt.

    • 144 - 145 °C

    Flash point

    • 235.05 ˚C est.

  • Synonyms

    • (5-hydroxy-8,8-dimethyl-6-(3-methylbutanoyl)-4-phenyl-2h,8h-pyrano(2,3-f)chromen-2-one)
    • RefChem:906184
    • Mammeigin
    • CHEMBL195013
    • 5-Hydroxy-6'',6''-dimethyl-6-(3-methylbutyryl)-4-phenylpyrano[2'',3'':7,8]coumarin
    • 5-hydroxy-8,8-dimethyl-6-(3-methylbutanoyl)-4-phenylpyrano[2,3-h]chromen-2-one
    • 5-Hydroxy-8,8-dimethyl-6-(3-methyl-butyryl)-4-phenyl-8H-pyrano[2,3-f]chromen-2-one
    • Mammea A/A cyclo D
    • CHEBI:171865
    • BDBM50172749
    • LMPK12100028
    • NSC781045
    • NSC-781045
    • 2289-11-4
    • 5-hydroxy-8,8-dimethyl-6-(3-methylbutanoyl)-4-phenyl-2H,8H- pyrano[2,3-f]chromen-2-one
    • 5-hydroxy-8,8-dimethyl-6-(3-methylbutanoyl)-4-phenyl-pyrano[2,3-h]chromen-2-one
    • 5-Hydroxy-6-isovaleryl-8,8-dimethyl-4-phenyl-2H,8H-benzo[1,2-b,3,4-b']dipyran-2-one, 8CI
    • 5-Hydroxy-8,8-dimethyl-6-(3-methyl-1-oxobutyl)-4-phenyl-2H,8H-benzo[1,2-b:3,4-b']dipyran-2-one, 9CI
    • 2289-11-4

  • Applications

    For the chemical (5-hydroxy-8,8-dimethyl-6-(3-methylbutanoyl)-4-phenyl-2H,8H-pyrano(2,3-f)chromen-2-one) (CAS 2289-11-4), practical applications are typically centered across several industries: it can serve as a synthetic intermediate in pharmaceutical chemistry; it is considered a potential fragrance or cosmetic ingredient; it may be used as a dye intermediate or pigment precursor for coatings and inks; it can function as a scaffold for polymer and plastics formulations; and it is a potential lead compound in agricultural chemistry research.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 14.57
    methanol 13.49
    isopropanol 9.43
    water 0.03
    ethyl acetate 24.19
    n-propanol 15.86
    acetone 48.91
    n-butanol 11.58
    acetonitrile 19.46
    DMF 203.98
    toluene 13.88
    isobutanol 12.63
    1,4-dioxane 43.44
    methyl acetate 39.55
    THF 132.96
    2-butanone 47.2
    n-pentanol 11.28
    sec-butanol 10.06
    n-hexane 0.26
    ethylene glycol 11.78
    NMP 336.52
    cyclohexane 0.46
    DMSO 149.67
    n-butyl acetate 26.88
    n-octanol 5.82
    chloroform 109.13
    n-propyl acetate 23.77
    acetic acid 72.76
    dichloromethane 101.37
    cyclohexanone 82.04
    propylene glycol 22.62
    isopropyl acetate 19.24
    DMAc 229.09
    2-ethoxyethanol 34.76
    isopentanol 11.65
    n-heptane 0.25
    ethyl formate 24.19
    1,2-dichloroethane 60.13
    n-hexanol 9.42
    2-methoxyethanol 72.39
    isobutyl acetate 20.79
    tetrachloromethane 5.28
    n-pentyl acetate 23.55
    transcutol 121.82
    n-heptanol 7.33
    ethylbenzene 5.67
    MIBK 21.93
    2-propoxyethanol 56.86
    tert-butanol 10.5
    MTBE 7.4
    2-butoxyethanol 33.01
    propionic acid 41.01
    o-xylene 7.51
    formic acid 28.01
    diethyl ether 6.06
    m-xylene 8.86
    p-xylene 9.23
    chlorobenzene 30.56
    dimethyl carbonate 48.68
    n-octane 0.16
    formamide 40.33
    cyclopentanone 160.3
    2-pentanone 31.46
    anisole 19.84
    cyclopentyl methyl ether 32.11
    gamma-butyrolactone 195.28
    1-methoxy-2-propanol 59.06
    pyridine 74.91
    3-pentanone 24.82
    furfural 137.74
    n-dodecane 0.25
    diethylene glycol 49.67
    diisopropyl ether 2.02
    tert-amyl alcohol 10.11
    acetylacetone 56.35
    n-hexadecane 0.29
    acetophenone 36.13
    methyl propionate 45.02
    isopentyl acetate 28.31
    trichloroethylene 191.98
    n-nonanol 6.53
    cyclohexanol 15.25
    benzyl alcohol 29.54
    2-ethylhexanol 7.48
    isooctanol 7.12
    dipropyl ether 7.18
    1,2-dichlorobenzene 30.53
    ethyl lactate 27.7
    propylene carbonate 88.87
    n-methylformamide 71.43
    2-pentanol 6.51
    n-pentane 0.22
    1-propoxy-2-propanol 39.74
    1-methoxy-2-propyl acetate 55.12
    2-(2-methoxypropoxy) propanol 47.43
    mesitylene 4.23
    ε-caprolactone 83.43
    p-cymene 5.38
    epichlorohydrin 205.09
    1,1,1-trichloroethane 40.11
    2-aminoethanol 20.23
    morpholine-4-carbaldehyde 201.54
    sulfolane 305.68
    2,2,4-trimethylpentane 0.32
    2-methyltetrahydrofuran 50.39
    n-hexyl acetate 23.97
    isooctane 0.21
    2-(2-butoxyethoxy)ethanol 53.02
    sec-butyl acetate 16.46
    tert-butyl acetate 22.96
    decalin 0.6
    glycerin 49.1
    diglyme 82.34
    acrylic acid 57.48
    isopropyl myristate 10.36
    n-butyric acid 40.73
    acetyl acetate 24.21
    di(2-ethylhexyl) phthalate 21.98
    ethyl propionate 21.97
    nitromethane 121.19
    1,2-diethoxyethane 23.45
    benzonitrile 33.0
    trioctyl phosphate 13.37
    1-bromopropane 15.64
    gamma-valerolactone 232.63
    n-decanol 4.99
    triethyl phosphate 16.75
    4-methyl-2-pentanol 5.63
    propionitrile 20.08
    vinylene carbonate 83.84
    1,1,2-trichlorotrifluoroethane 168.15
    DMS 49.77
    cumene 4.51
    2-octanol 4.48
    2-hexanone 24.7
    octyl acetate 15.02
    limonene 5.83
    1,2-dimethoxyethane 49.22
    ethyl orthosilicate 14.02
    tributyl phosphate 16.7
    diacetone alcohol 43.02
    N,N-dimethylaniline 17.75
    acrylonitrile 38.29
    aniline 29.21
    1,3-propanediol 25.51
    bromobenzene 28.71
    dibromomethane 45.48
    1,1,2,2-tetrachloroethane 122.9
    2-methyl-cyclohexyl acetate 26.66
    tetrabutyl urea 25.83
    diisobutyl methanol 4.9
    2-phenylethanol 29.06
    styrene 7.51
    dioctyl adipate 24.42
    dimethyl sulfate 107.18
    ethyl butyrate 20.53
    methyl lactate 59.97
    butyl lactate 31.99
    diethyl carbonate 16.9
    propanediol butyl ether 37.77
    triethyl orthoformate 18.43
    p-tert-butyltoluene 4.87
    methyl 4-tert-butylbenzoate 41.75
    morpholine 69.63
    tert-butylamine 3.82
    n-dodecanol 3.74
    dimethoxymethane 80.4
    ethylene carbonate 57.87
    cyrene 75.1
    2-ethoxyethyl acetate 44.66
    2-ethylhexyl acetate 22.8
    1,2,4-trichlorobenzene 54.37
    4-methylpyridine 64.88
    dibutyl ether 5.66
    2,6-dimethyl-4-heptanol 4.9
    DEF 52.1
    dimethyl isosorbide 97.77
    tetrachloroethylene 54.95
    eugenol 43.18
    triacetin 50.49
    span 80 39.26
    1,4-butanediol 11.69
    1,1-dichloroethane 41.19
    2-methyl-1-pentanol 12.35
    methyl formate 62.19
    2-methyl-1-butanol 12.72
    n-decane 0.33
    butyronitrile 16.37
    3,7-dimethyl-1-octanol 7.59
    1-chlorooctane 2.84
    1-chlorotetradecane 1.42
    n-nonane 0.25
    undecane 0.28
    tert-butylcyclohexane 0.5
    cyclooctane 0.17
    cyclopentanol 28.39
    tetrahydropyran 26.85
    tert-amyl methyl ether 7.54
    2,5,8-trioxanonane 65.59
    1-hexene 1.98
    2-isopropoxyethanol 25.39
    2,2,2-trifluoroethanol 30.51
    methyl butyrate 30.4

    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