(3S)-3-[2,4-Dihydroxy-3-(3-methyl-2-buten-1-yl)phenyl]-2,3-dihydro-5-hydroxy-7-methoxy-6-(3-methyl-2-buten-1-yl)-4H-1-benzopyran-4-one

Overview IFRA Request a quote

  • Identifiers

    CAS number
    152511-45-0

    Molecular formula
    C26H30O6

    SMILES
    CC(=CCC1=C(C=CC(=C1O)[C@H]2COC3=CC(=C(C(=C3C2=O)O)CC=C(C)C)OC)O)C

    Safety labels

  • Odor profile

    Fragrance
    Spicy 52.85%
    Phenolic 41.04%
    Woody 36.7%
    Sweet 35.7%
    Herbal 29.81%
    Balsamic 26.8%
    Fruity 26.62%
    Smoky 25.35%
    Dry 24.75%
    Warm 23.93%

     

    Flavor
    Bitter 85.17%
    Cedarleaf 20.13%
    Lovage 19.97%
    Parsley 19.88%
    Bland 19.73%
    Basil 18.28%
    Heather 18.23%
    Ripe apricot 18.0%
    Broom 17.99%
    Red fruit 17.95%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    6.4

    pKa est.
    9.15 (weak base)

    Molecular weight
    438.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1644°C

    Flash point

    • 223.3 ˚C est.

  • Synonyms

    • (3S)-3-[2,4-Dihydroxy-3-(3-methyl-2-buten-1-yl)phenyl]-2,3-dihydro-5-hydroxy-7-methoxy-6-(3-methyl-2-buten-1-yl)-4H-1-benzopyran-4-one
    • 152511-45-0
    • (3S)-3-(2,4-Dihydroxy-3-(3-methyl-2-buten-1-yl)phenyl)-2,3-dihydro-5-hydroxy-7-methoxy-6-(3-methyl-2-buten-1-yl)-4H-1-benzopyran-4-one
    • (3S)-3-(2,4-dihydroxy-3-(3-methylbut-2-enyl)phenyl)-5-hydroxy-7-methoxy-6-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
    • (3S)-3-[2,4-dihydroxy-3-(3-methylbut-2-enyl)phenyl]-5-hydroxy-7-methoxy-6-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
    • RefChem:208241
    • DTXSID901101987
    • 152511-45-0

  • Applications

    (3S)-3-[2,4-Dihydroxy-3-(3-methyl-2-buten-1-yl)phenyl]-2,3-dihydro-5-hydroxy-7-methoxy-6-(3-methyl-2-buten-1-yl)-4H-1-benzopyran-4-one (CAS 152511-45-0) is a polyphenolic chromone derivative commonly evaluated in cosmetics and personal care as an antioxidant and stabilizer; it is also studied as a pharmaceutical lead or intermediate and may be used as a nutraceutical ingredient in functional foods; in polymer and coating applications it can serve as an antioxidant additive to improve aging resistance; and it is examined as a synthetic intermediate for the preparation of more complex flavonoids, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 4.56
    methanol 6.06
    isopropanol 7.28
    water 0.0
    ethyl acetate 32.93
    n-propanol 10.47
    acetone 48.95
    n-butanol 8.46
    acetonitrile 10.73
    DMF 89.61
    toluene 11.14
    isobutanol 7.65
    1,4-dioxane 60.5
    methyl acetate 38.27
    THF 217.45
    2-butanone 57.29
    n-pentanol 7.91
    sec-butanol 9.27
    n-hexane 0.27
    ethylene glycol 1.17
    NMP 120.27
    cyclohexane 0.58
    DMSO 125.4
    n-butyl acetate 14.79
    n-octanol 4.1
    chloroform 150.41
    n-propyl acetate 18.63
    acetic acid 38.35
    dichloromethane 94.41
    cyclohexanone 73.44
    propylene glycol 4.19
    isopropyl acetate 19.57
    DMAc 198.81
    2-ethoxyethanol 26.2
    isopentanol 7.96
    n-heptane 0.24
    ethyl formate 14.18
    1,2-dichloroethane 49.85
    n-hexanol 5.9
    2-methoxyethanol 35.35
    isobutyl acetate 11.22
    tetrachloromethane 7.39
    n-pentyl acetate 13.15
    transcutol 61.17
    n-heptanol 4.89
    ethylbenzene 4.34
    MIBK 17.07
    2-propoxyethanol 36.19
    tert-butanol 11.94
    MTBE 12.76
    2-butoxyethanol 20.9
    propionic acid 18.54
    o-xylene 5.78
    formic acid 6.81
    diethyl ether 12.47
    m-xylene 5.44
    p-xylene 6.69
    chlorobenzene 18.97
    dimethyl carbonate 27.56
    n-octane 0.14
    formamide 13.35
    cyclopentanone 125.01
    2-pentanone 34.36
    anisole 16.48
    cyclopentyl methyl ether 32.26
    gamma-butyrolactone 108.9
    1-methoxy-2-propanol 34.74
    pyridine 56.69
    3-pentanone 32.09
    furfural 62.53
    n-dodecane 0.15
    diethylene glycol 17.39
    diisopropyl ether 2.58
    tert-amyl alcohol 11.86
    acetylacetone 55.99
    n-hexadecane 0.19
    acetophenone 23.1
    methyl propionate 41.18
    isopentyl acetate 15.17
    trichloroethylene 158.59
    n-nonanol 4.84
    cyclohexanol 11.09
    benzyl alcohol 15.28
    2-ethylhexanol 4.46
    isooctanol 4.7
    dipropyl ether 7.84
    1,2-dichlorobenzene 17.98
    ethyl lactate 12.93
    propylene carbonate 36.62
    n-methylformamide 23.86
    2-pentanol 5.49
    n-pentane 0.25
    1-propoxy-2-propanol 23.24
    1-methoxy-2-propyl acetate 30.19
    2-(2-methoxypropoxy) propanol 23.37
    mesitylene 2.62
    ε-caprolactone 56.32
    p-cymene 2.83
    epichlorohydrin 154.43
    1,1,1-trichloroethane 45.56
    2-aminoethanol 4.07
    morpholine-4-carbaldehyde 97.37
    sulfolane 151.4
    2,2,4-trimethylpentane 0.29
    2-methyltetrahydrofuran 58.37
    n-hexyl acetate 14.86
    isooctane 0.17
    2-(2-butoxyethoxy)ethanol 26.94
    sec-butyl acetate 12.72
    tert-butyl acetate 19.97
    decalin 0.43
    glycerin 8.36
    diglyme 59.35
    acrylic acid 18.19
    isopropyl myristate 5.8
    n-butyric acid 25.97
    acetyl acetate 26.11
    di(2-ethylhexyl) phthalate 9.11
    ethyl propionate 18.51
    nitromethane 89.21
    1,2-diethoxyethane 20.27
    benzonitrile 13.58
    trioctyl phosphate 5.7
    1-bromopropane 16.92
    gamma-valerolactone 154.98
    n-decanol 3.23
    triethyl phosphate 10.71
    4-methyl-2-pentanol 4.11
    propionitrile 13.34
    vinylene carbonate 33.76
    1,1,2-trichlorotrifluoroethane 96.6
    DMS 21.68
    cumene 2.77
    2-octanol 3.2
    2-hexanone 22.06
    octyl acetate 8.1
    limonene 3.82
    1,2-dimethoxyethane 56.88
    ethyl orthosilicate 9.59
    tributyl phosphate 7.07
    diacetone alcohol 31.02
    N,N-dimethylaniline 11.57
    acrylonitrile 19.32
    aniline 17.07
    1,3-propanediol 9.03
    bromobenzene 19.86
    dibromomethane 46.26
    1,1,2,2-tetrachloroethane 114.62
    2-methyl-cyclohexyl acetate 14.56
    tetrabutyl urea 11.14
    diisobutyl methanol 3.07
    2-phenylethanol 13.96
    styrene 5.63
    dioctyl adipate 11.68
    dimethyl sulfate 53.74
    ethyl butyrate 12.91
    methyl lactate 21.18
    butyl lactate 13.17
    diethyl carbonate 9.88
    propanediol butyl ether 14.45
    triethyl orthoformate 12.52
    p-tert-butyltoluene 2.73
    methyl 4-tert-butylbenzoate 20.55
    morpholine 78.31
    tert-butylamine 4.2
    n-dodecanol 2.16
    dimethoxymethane 65.28
    ethylene carbonate 27.72
    cyrene 34.84
    2-ethoxyethyl acetate 24.66
    2-ethylhexyl acetate 11.69
    1,2,4-trichlorobenzene 29.96
    4-methylpyridine 40.32
    dibutyl ether 5.47
    2,6-dimethyl-4-heptanol 3.07
    DEF 44.44
    dimethyl isosorbide 53.42
    tetrachloroethylene 51.9
    eugenol 19.15
    triacetin 22.96
    span 80 17.29
    1,4-butanediol 3.92
    1,1-dichloroethane 43.57
    2-methyl-1-pentanol 8.31
    methyl formate 22.04
    2-methyl-1-butanol 8.8
    n-decane 0.29
    butyronitrile 10.25
    3,7-dimethyl-1-octanol 4.73
    1-chlorooctane 2.24
    1-chlorotetradecane 0.82
    n-nonane 0.23
    undecane 0.2
    tert-butylcyclohexane 0.38
    cyclooctane 0.19
    cyclopentanol 19.03
    tetrahydropyran 44.37
    tert-amyl methyl ether 11.21
    2,5,8-trioxanonane 40.16
    1-hexene 1.74
    2-isopropoxyethanol 19.43
    2,2,2-trifluoroethanol 12.15
    methyl butyrate 24.38

    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