8-[(2E)-3,7-Dimethyl-2,6-octadien-1-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

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  • Identifiers

    CAS number
    134955-26-3

    Molecular formula
    C25H26O5

    SMILES
    CC(=CCC/C(=C/CC1=C2C(=C(C=C1O)O)C(=O)C=C(O2)C3=CC=C(C=C3)O)/C)C

    Safety labels

  • Odor profile

    Fragrance
    Fruity 43.19%
    Spicy 37.75%
    Phenolic 37.35%
    Woody 28.8%
    Odorless 25.44%
    Animal 24.69%
    Dry 24.26%
    Balsamic 23.29%
    Burnt 21.88%
    Smoky 20.59%

     

    Flavor
    Bitter 77.62%
    Lovage 20.23%
    Cedarleaf 20.09%
    Parsley 19.82%
    Thymol 19.05%
    Nitrile 18.99%
    Heather 18.94%
    Basil 18.69%
    Broom 18.67%
    Oriental 18.65%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    6.4

    pKa est.
    10.38 (weak base)

    Molecular weight
    406.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    921°C

    Flash point

    • 237.98 ˚C est.

  • Synonyms

    • SCHEMBL2688888
    • DTXSID601116977
    • 134955-26-3
    • 8-[(2E)-3,7-Dimethyl-2,6-octadien-1-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
    • 8-[(2E)-3,7-Dimethylocta-2,6-dien-1-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
    • 134955-26-3

  • Applications

    8-[(2E)-3,7-Dimethyl-2,6-octadien-1-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one (CAS 134955-26-3) is a prenylated flavonoid. In practice, it is viewed as a scaffold for the synthesis of flavonoid derivatives and related compounds; representative applications include: a cosmetic/personal care ingredient as a potential antioxidant and a functional component for skin-care formulations; a starting material or precursor for fragrance/aroma materials in the perfumery industry; a precursor or flavor ingredient in the food industry; an organic-synthesis intermediate for pharmaceutical research and development of flavonoid derivatives; and may be explored in plant chemistry research and industrial production processes.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 2.19
    methanol 2.84
    isopropanol 1.57
    water 0.0
    ethyl acetate 1.41
    n-propanol 2.94
    acetone 4.93
    n-butanol 1.76
    acetonitrile 1.18
    DMF 24.11
    toluene 0.66
    isobutanol 1.7
    1,4-dioxane 11.85
    methyl acetate 3.87
    THF 39.05
    2-butanone 6.95
    n-pentanol 2.11
    sec-butanol 2.05
    n-hexane 0.01
    ethylene glycol 1.56
    NMP 29.58
    cyclohexane 0.02
    DMSO 65.64
    n-butyl acetate 1.83
    n-octanol 0.86
    chloroform 2.18
    n-propyl acetate 2.1
    acetic acid 10.14
    dichloromethane 2.22
    cyclohexanone 8.55
    propylene glycol 6.92
    isopropyl acetate 1.36
    DMAc 48.91
    2-ethoxyethanol 14.32
    isopentanol 1.65
    n-heptane 0.02
    ethyl formate 1.68
    1,2-dichloroethane 1.83
    n-hexanol 1.01
    2-methoxyethanol 28.78
    isobutyl acetate 1.88
    tetrachloromethane 0.11
    n-pentyl acetate 2.49
    transcutol 125.58
    n-heptanol 1.12
    ethylbenzene 0.26
    MIBK 2.04
    2-propoxyethanol 17.42
    tert-butanol 2.13
    MTBE 1.28
    2-butoxyethanol 9.68
    propionic acid 5.3
    o-xylene 0.33
    formic acid 4.18
    diethyl ether 0.65
    m-xylene 0.35
    p-xylene 0.47
    chlorobenzene 0.87
    dimethyl carbonate 2.97
    n-octane 0.01
    formamide 6.31
    cyclopentanone 19.1
    2-pentanone 2.59
    anisole 2.43
    cyclopentyl methyl ether 2.89
    gamma-butyrolactone 22.04
    1-methoxy-2-propanol 22.37
    pyridine 10.57
    3-pentanone 2.05
    furfural 17.86
    n-dodecane 0.01
    diethylene glycol 13.65
    diisopropyl ether 0.18
    tert-amyl alcohol 2.23
    acetylacetone 7.21
    n-hexadecane 0.02
    acetophenone 3.72
    methyl propionate 3.12
    isopentyl acetate 2.72
    trichloroethylene 7.63
    n-nonanol 1.06
    cyclohexanol 1.41
    benzyl alcohol 3.36
    2-ethylhexanol 0.7
    isooctanol 1.13
    dipropyl ether 0.99
    1,2-dichlorobenzene 0.82
    ethyl lactate 3.28
    propylene carbonate 5.13
    n-methylformamide 7.29
    2-pentanol 0.82
    n-pentane 0.01
    1-propoxy-2-propanol 11.25
    1-methoxy-2-propyl acetate 8.72
    2-(2-methoxypropoxy) propanol 19.14
    mesitylene 0.17
    ε-caprolactone 8.38
    p-cymene 0.28
    epichlorohydrin 36.74
    1,1,1-trichloroethane 0.86
    2-aminoethanol 4.46
    morpholine-4-carbaldehyde 42.18
    sulfolane 49.49
    2,2,4-trimethylpentane 0.02
    2-methyltetrahydrofuran 6.92
    n-hexyl acetate 3.16
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 26.25
    sec-butyl acetate 1.49
    tert-butyl acetate 2.76
    decalin 0.02
    glycerin 16.07
    diglyme 46.14
    acrylic acid 6.9
    isopropyl myristate 1.29
    n-butyric acid 4.09
    acetyl acetate 1.68
    di(2-ethylhexyl) phthalate 2.82
    ethyl propionate 1.6
    nitromethane 20.32
    1,2-diethoxyethane 9.18
    benzonitrile 1.85
    trioctyl phosphate 1.34
    1-bromopropane 0.42
    gamma-valerolactone 57.38
    n-decanol 0.72
    triethyl phosphate 1.76
    4-methyl-2-pentanol 0.65
    propionitrile 1.26
    vinylene carbonate 4.98
    1,1,2-trichlorotrifluoroethane 36.06
    DMS 5.36
    cumene 0.21
    2-octanol 0.58
    2-hexanone 3.14
    octyl acetate 1.74
    limonene 0.33
    1,2-dimethoxyethane 19.91
    ethyl orthosilicate 1.65
    tributyl phosphate 1.78
    diacetone alcohol 9.82
    N,N-dimethylaniline 1.61
    acrylonitrile 2.66
    aniline 2.24
    1,3-propanediol 6.77
    bromobenzene 0.7
    dibromomethane 0.78
    1,1,2,2-tetrachloroethane 6.14
    2-methyl-cyclohexyl acetate 2.84
    tetrabutyl urea 3.04
    diisobutyl methanol 0.6
    2-phenylethanol 3.06
    styrene 0.34
    dioctyl adipate 3.65
    dimethyl sulfate 8.44
    ethyl butyrate 1.67
    methyl lactate 7.31
    butyl lactate 5.49
    diethyl carbonate 1.26
    propanediol butyl ether 13.64
    triethyl orthoformate 2.6
    p-tert-butyltoluene 0.31
    methyl 4-tert-butylbenzoate 7.21
    morpholine 20.9
    tert-butylamine 0.49
    n-dodecanol 0.47
    dimethoxymethane 12.56
    ethylene carbonate 3.1
    cyrene 18.11
    2-ethoxyethyl acetate 9.13
    2-ethylhexyl acetate 1.8
    1,2,4-trichlorobenzene 2.14
    4-methylpyridine 4.85
    dibutyl ether 1.18
    2,6-dimethyl-4-heptanol 0.6
    DEF 4.56
    dimethyl isosorbide 31.88
    tetrachloroethylene 2.26
    eugenol 8.63
    triacetin 9.72
    span 80 11.97
    1,4-butanediol 2.24
    1,1-dichloroethane 0.81
    2-methyl-1-pentanol 2.09
    methyl formate 5.36
    2-methyl-1-butanol 1.77
    n-decane 0.02
    butyronitrile 0.98
    3,7-dimethyl-1-octanol 1.18
    1-chlorooctane 0.21
    1-chlorotetradecane 0.1
    n-nonane 0.02
    undecane 0.02
    tert-butylcyclohexane 0.02
    cyclooctane 0.01
    cyclopentanol 3.0
    tetrahydropyran 4.15
    tert-amyl methyl ether 1.12
    2,5,8-trioxanonane 32.18
    1-hexene 0.11
    2-isopropoxyethanol 8.3
    2,2,2-trifluoroethanol 2.05
    methyl butyrate 2.58

    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