(2S)-2,3-Dihydro-2-(4-hydroxy-3-(3-methyl-2-buten-1-yl)phenyl)-8,8-dimethyl-4H,8H-benzo(1,2-b:3,4-b')dipyran-4-one

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  • Identifiers

    CAS number
    157414-03-4

    Molecular formula
    C25H26O4

    SMILES
    CC(=CCC1=C(C=CC(=C1)[C@@H]2CC(=O)C3=C(O2)C4=C(C=C3)OC(C=C4)(C)C)O)C

    Safety labels

  • Odor profile

    Fragrance
    Sweet 50.51%
    Spicy 48.84%
    Herbal 35.91%
    Phenolic 35.32%
    Woody 26.64%
    Mint 25.93%
    Floral 25.69%
    Powdery 25.61%
    Warm 25.23%
    Balsamic 22.96%

     

    Flavor
    Bitter 86.76%
    Lovage 19.95%
    Parsley 19.49%
    Cedarleaf 19.38%
    Ripe apricot 18.16%
    Red fruit 18.04%
    Basil 18.02%
    Heather 17.48%
    Leaves 17.44%
    Outdoor 17.35%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    5.4

    pKa est.
    9.18 (weak base)

    Molecular weight
    390.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    825°C

    Flash point

    • 224.29 ˚C est.

  • Synonyms

    • Shinflavanone
    • 157414-03-4
    • DTXSID80166259
    • (2S)-2-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]-8,8-dimethyl-2,3-dihydropyrano[2,3-f]chromen-4-one
    • (2S)-4'-Hydroxy-3'-prenyl-6'',6''-dimethylpyrano[2'',3'':7,8]flavanone
    • (2S)-4'-Hydroxy-3'-prenyl-6'',6''-dimethylpyrano(2'',3'':7,8)flavanone
    • (2S)-2-(4-hydroxy-3-(3-methylbut-2-enyl)phenyl)-8,8-dimethyl-2,3-dihydropyrano(2,3-f)chromen-4-one
    • RefChem:905861
    • DTXCID5088750
    • (2S)-2,3-Dihydro-2-(4-hydroxy-3-(3-methyl-2-buten-1-yl)phenyl)-8,8-dimethyl-4H,8H-benzo(1,2-b:3,4-b')dipyran-4-one
    • CHEMBL590635
    • SCHEMBL14100974
    • SCHEMBL29934747
    • CHEBI:175117
    • BDBM50267182
    • LMPK12140058
    • (2S)-2-[4-Hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]-8,8-dimethyl-2,3-dihydro-4H,8H-benzo[1,2-b:3,4-b']dipyran-4-one
    • (2S)-2-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]-8,8-dimethyl-2,3-dihydropyrano[2,3-]chromen-4-one
    • 157414-03-4

  • Applications

    CAS 157414-03-4, the compound with this polycyclic phenolic framework is typically used as an intermediate and building block in chemical synthesis; in perfumery it can serve as an aroma ingredient and a potential fixative; in cosmetics and personal care it may be used as a fragrance component; in household products it can act as a scent additive for cleaners and detergents; in flavor applications it may be evaluated as a precursor for flavor compounds; in industrial manufacturing it serves as an intermediate for the synthesis of more complex polycyclic aromatics; in coatings and inks it may be used as a specialty odorant additive or processing aid. Subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 10.16
    methanol 13.4
    isopropanol 8.95
    water 0.02
    ethyl acetate 48.28
    n-propanol 13.45
    acetone 48.0
    n-butanol 12.09
    acetonitrile 21.84
    DMF 77.47
    toluene 18.47
    isobutanol 10.4
    1,4-dioxane 86.57
    methyl acetate 53.51
    THF 166.24
    2-butanone 56.19
    n-pentanol 13.09
    sec-butanol 8.68
    n-hexane 0.43
    ethylene glycol 3.59
    NMP 73.25
    cyclohexane 0.81
    DMSO 78.67
    n-butyl acetate 41.33
    n-octanol 12.45
    chloroform 224.45
    n-propyl acetate 38.66
    acetic acid 49.32
    dichloromethane 164.18
    cyclohexanone 76.79
    propylene glycol 6.96
    isopropyl acetate 36.81
    DMAc 181.6
    2-ethoxyethanol 48.04
    isopentanol 13.33
    n-heptane 0.71
    ethyl formate 27.06
    1,2-dichloroethane 80.36
    n-hexanol 14.05
    2-methoxyethanol 58.82
    isobutyl acetate 34.26
    tetrachloromethane 7.7
    n-pentyl acetate 34.92
    transcutol 292.63
    n-heptanol 12.86
    ethylbenzene 9.64
    MIBK 33.11
    2-propoxyethanol 80.39
    tert-butanol 12.43
    MTBE 15.44
    2-butoxyethanol 48.02
    propionic acid 25.86
    o-xylene 10.52
    formic acid 15.07
    diethyl ether 19.03
    m-xylene 11.65
    p-xylene 14.69
    chlorobenzene 38.95
    dimethyl carbonate 50.39
    n-octane 0.54
    formamide 25.49
    cyclopentanone 96.37
    2-pentanone 39.78
    anisole 37.42
    cyclopentyl methyl ether 40.37
    gamma-butyrolactone 111.14
    1-methoxy-2-propanol 55.39
    pyridine 73.68
    3-pentanone 40.98
    furfural 89.83
    n-dodecane 0.93
    diethylene glycol 52.13
    diisopropyl ether 6.84
    tert-amyl alcohol 10.49
    acetylacetone 73.57
    n-hexadecane 1.1
    acetophenone 42.95
    methyl propionate 54.31
    isopentyl acetate 44.03
    trichloroethylene 224.57
    n-nonanol 14.3
    cyclohexanol 12.67
    benzyl alcohol 32.21
    2-ethylhexanol 12.23
    isooctanol 12.74
    dipropyl ether 19.64
    1,2-dichlorobenzene 41.48
    ethyl lactate 29.17
    propylene carbonate 56.33
    n-methylformamide 31.57
    2-pentanol 7.67
    n-pentane 0.39
    1-propoxy-2-propanol 52.26
    1-methoxy-2-propyl acetate 78.77
    2-(2-methoxypropoxy) propanol 66.96
    mesitylene 6.73
    ε-caprolactone 73.69
    p-cymene 8.71
    epichlorohydrin 177.03
    1,1,1-trichloroethane 56.53
    2-aminoethanol 9.28
    morpholine-4-carbaldehyde 143.62
    sulfolane 105.46
    2,2,4-trimethylpentane 0.55
    2-methyltetrahydrofuran 51.32
    n-hexyl acetate 43.23
    isooctane 0.48
    2-(2-butoxyethoxy)ethanol 87.66
    sec-butyl acetate 30.26
    tert-butyl acetate 39.16
    decalin 1.17
    glycerin 16.95
    diglyme 163.24
    acrylic acid 28.06
    isopropyl myristate 21.22
    n-butyric acid 38.75
    acetyl acetate 47.57
    di(2-ethylhexyl) phthalate 27.56
    ethyl propionate 39.08
    nitromethane 111.34
    1,2-diethoxyethane 76.96
    benzonitrile 34.98
    trioctyl phosphate 17.64
    1-bromopropane 25.57
    gamma-valerolactone 172.37
    n-decanol 10.87
    triethyl phosphate 26.09
    4-methyl-2-pentanol 8.21
    propionitrile 23.35
    vinylene carbonate 64.98
    1,1,2-trichlorotrifluoroethane 106.83
    DMS 61.47
    cumene 7.57
    2-octanol 7.94
    2-hexanone 36.9
    octyl acetate 26.13
    limonene 9.36
    1,2-dimethoxyethane 95.79
    ethyl orthosilicate 25.07
    tributyl phosphate 22.74
    diacetone alcohol 43.06
    N,N-dimethylaniline 25.21
    acrylonitrile 33.35
    aniline 27.74
    1,3-propanediol 18.06
    bromobenzene 42.04
    dibromomethane 75.93
    1,1,2,2-tetrachloroethane 160.06
    2-methyl-cyclohexyl acetate 35.73
    tetrabutyl urea 30.67
    diisobutyl methanol 9.44
    2-phenylethanol 35.7
    styrene 13.42
    dioctyl adipate 37.49
    dimethyl sulfate 70.06
    ethyl butyrate 34.71
    methyl lactate 37.19
    butyl lactate 35.09
    diethyl carbonate 29.52
    propanediol butyl ether 39.63
    triethyl orthoformate 34.78
    p-tert-butyltoluene 8.02
    methyl 4-tert-butylbenzoate 47.59
    morpholine 88.17
    tert-butylamine 5.15
    n-dodecanol 8.42
    dimethoxymethane 94.36
    ethylene carbonate 55.18
    cyrene 59.55
    2-ethoxyethyl acetate 75.49
    2-ethylhexyl acetate 34.63
    1,2,4-trichlorobenzene 57.7
    4-methylpyridine 57.94
    dibutyl ether 21.11
    2,6-dimethyl-4-heptanol 9.44
    DEF 50.35
    dimethyl isosorbide 113.83
    tetrachloroethylene 75.22
    eugenol 48.29
    triacetin 70.92
    span 80 43.26
    1,4-butanediol 8.41
    1,1-dichloroethane 60.75
    2-methyl-1-pentanol 15.04
    methyl formate 32.44
    2-methyl-1-butanol 11.35
    n-decane 1.41
    butyronitrile 19.44
    3,7-dimethyl-1-octanol 14.82
    1-chlorooctane 8.17
    1-chlorotetradecane 4.1
    n-nonane 1.03
    undecane 1.12
    tert-butylcyclohexane 1.06
    cyclooctane 0.4
    cyclopentanol 14.73
    tetrahydropyran 45.09
    tert-amyl methyl ether 13.85
    2,5,8-trioxanonane 121.46
    1-hexene 2.87
    2-isopropoxyethanol 39.49
    2,2,2-trifluoroethanol 16.66
    methyl butyrate 43.35

    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