(2R,3R)-3,5,7-Trihydroxy-6-methoxy-2-(4-methoxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one

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  • Identifiers

    CAS number
    143114-81-2

    Molecular formula
    C17H16O7

    SMILES
    COC1=CC=C(C=C1)[C@@H]2[C@H](C(=O)C3=C(O2)C=C(C(=C3O)OC)O)O

    Safety labels

  • Odor profile

    Fragrance
    Vanilla 54.53%
    Phenolic 51.47%
    Sweet 47.09%
    Odorless 43.51%
    Spicy 39.8%
    Balsamic 32.7%
    Smoky 32.57%
    Creamy 28.7%
    Burnt 28.61%
    Powdery 27.0%

     

    Flavor
    Bitter 84.21%
    Bland 27.62%
    Odorless 22.14%
    Sweet-like 22.08%
    Parsley 21.19%
    Eugenol 20.48%
    Lovage 20.15%
    Cedarleaf 20.12%
    Ethyl benzoate 19.63%
    Ripe apricot 19.04%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.1

    pKa est.
    8.38 (weak base)

    Molecular weight
    332.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    836°C

    Flash point

    • 218.25 ˚C est.

  • Synonyms

    • DTXSID001117446
    • (2R,3R)-3,5,7-Trihydroxy-6-methoxy-2-(4-methoxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one
    • 143114-81-2
    • 4H-1-Benzopyran-4-one, 2,3-dihydro-3,5,7-trihydroxy-6-methoxy-2-(4-methoxyphenyl)-, (2R-trans)-
    • 143114-81-2

  • Applications

    The compound (2R,3R)-3,5,7-Trihydroxy-6-methoxy-2-(4-methoxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one (CAS 143114-81-2) is used primarily as a synthetic building block in pharmaceutical research and fine chemical production, serving as a flavonoid/chromone scaffold for the synthesis of flavonoid derivatives or natural product-like compounds; it is employed as a building block in cosmetics and personal care; it is studied as a precursor for fragrance/aroma compounds; it is considered a potential UV-stabilizing or colorant additive for polymers and coatings; and it is used as an analytical reference standard for chromatographic methods.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 2.43
    methanol 4.86
    isopropanol 3.88
    water 0.01
    ethyl acetate 15.85
    n-propanol 5.66
    acetone 19.06
    n-butanol 4.09
    acetonitrile 8.92
    DMF 102.01
    toluene 1.05
    isobutanol 3.14
    1,4-dioxane 23.59
    methyl acetate 16.97
    THF 82.92
    2-butanone 19.66
    n-pentanol 2.63
    sec-butanol 4.55
    n-hexane 0.07
    ethylene glycol 7.71
    NMP 84.81
    cyclohexane 0.2
    DMSO 295.35
    n-butyl acetate 4.97
    n-octanol 2.39
    chloroform 4.82
    n-propyl acetate 6.76
    acetic acid 28.41
    dichloromethane 6.4
    cyclohexanone 25.85
    propylene glycol 6.85
    isopropyl acetate 8.85
    DMAc 124.83
    2-ethoxyethanol 31.85
    isopentanol 3.67
    n-heptane 0.23
    ethyl formate 8.14
    1,2-dichloroethane 8.26
    n-hexanol 2.56
    2-methoxyethanol 70.58
    isobutyl acetate 2.62
    tetrachloromethane 0.67
    n-pentyl acetate 4.54
    transcutol 50.31
    n-heptanol 2.55
    ethylbenzene 0.6
    MIBK 7.01
    2-propoxyethanol 28.03
    tert-butanol 7.74
    MTBE 4.74
    2-butoxyethanol 12.26
    propionic acid 11.4
    o-xylene 1.27
    formic acid 21.54
    diethyl ether 6.85
    m-xylene 0.94
    p-xylene 0.79
    chlorobenzene 1.44
    dimethyl carbonate 23.12
    n-octane 0.12
    formamide 51.09
    cyclopentanone 45.75
    2-pentanone 13.4
    anisole 4.7
    cyclopentyl methyl ether 14.36
    gamma-butyrolactone 65.97
    1-methoxy-2-propanol 41.7
    pyridine 11.35
    3-pentanone 12.78
    furfural 38.32
    n-dodecane 0.13
    diethylene glycol 37.21
    diisopropyl ether 1.65
    tert-amyl alcohol 6.0
    acetylacetone 29.2
    n-hexadecane 0.16
    acetophenone 7.7
    methyl propionate 22.92
    isopentyl acetate 5.0
    trichloroethylene 15.8
    n-nonanol 2.79
    cyclohexanol 5.37
    benzyl alcohol 5.14
    2-ethylhexanol 2.3
    isooctanol 2.38
    dipropyl ether 4.96
    1,2-dichlorobenzene 2.34
    ethyl lactate 9.25
    propylene carbonate 15.14
    n-methylformamide 36.7
    2-pentanol 3.1
    n-pentane 0.1
    1-propoxy-2-propanol 16.94
    1-methoxy-2-propyl acetate 18.65
    2-(2-methoxypropoxy) propanol 18.23
    mesitylene 0.71
    ε-caprolactone 23.22
    p-cymene 1.16
    epichlorohydrin 61.56
    1,1,1-trichloroethane 3.15
    2-aminoethanol 10.27
    morpholine-4-carbaldehyde 77.72
    sulfolane 123.95
    2,2,4-trimethylpentane 0.13
    2-methyltetrahydrofuran 19.73
    n-hexyl acetate 5.81
    isooctane 0.08
    2-(2-butoxyethoxy)ethanol 20.17
    sec-butyl acetate 4.06
    tert-butyl acetate 10.07
    decalin 0.15
    glycerin 29.28
    diglyme 47.75
    acrylic acid 15.59
    isopropyl myristate 2.97
    n-butyric acid 11.15
    acetyl acetate 12.26
    di(2-ethylhexyl) phthalate 3.78
    ethyl propionate 9.0
    nitromethane 94.39
    1,2-diethoxyethane 11.44
    benzonitrile 3.95
    trioctyl phosphate 3.01
    1-bromopropane 2.24
    gamma-valerolactone 71.65
    n-decanol 2.12
    triethyl phosphate 6.24
    4-methyl-2-pentanol 1.95
    propionitrile 7.25
    vinylene carbonate 13.9
    1,1,2-trichlorotrifluoroethane 56.41
    DMS 12.08
    cumene 0.55
    2-octanol 1.72
    2-hexanone 6.19
    octyl acetate 3.96
    limonene 1.9
    1,2-dimethoxyethane 43.94
    ethyl orthosilicate 5.39
    tributyl phosphate 3.52
    diacetone alcohol 21.17
    N,N-dimethylaniline 4.06
    acrylonitrile 13.31
    aniline 4.22
    1,3-propanediol 15.03
    bromobenzene 1.14
    dibromomethane 2.77
    1,1,2,2-tetrachloroethane 12.78
    2-methyl-cyclohexyl acetate 5.79
    tetrabutyl urea 6.18
    diisobutyl methanol 1.98
    2-phenylethanol 5.57
    styrene 0.7
    dioctyl adipate 6.35
    dimethyl sulfate 55.66
    ethyl butyrate 7.56
    methyl lactate 23.94
    butyl lactate 6.15
    diethyl carbonate 5.77
    propanediol butyl ether 10.12
    triethyl orthoformate 7.47
    p-tert-butyltoluene 1.19
    methyl 4-tert-butylbenzoate 10.93
    morpholine 38.07
    tert-butylamine 2.19
    n-dodecanol 1.58
    dimethoxymethane 68.53
    ethylene carbonate 11.66
    cyrene 23.96
    2-ethoxyethyl acetate 10.95
    2-ethylhexyl acetate 3.53
    1,2,4-trichlorobenzene 4.23
    4-methylpyridine 7.52
    dibutyl ether 3.1
    2,6-dimethyl-4-heptanol 1.98
    DEF 27.88
    dimethyl isosorbide 34.12
    tetrachloroethylene 7.9
    eugenol 10.69
    triacetin 14.07
    span 80 10.58
    1,4-butanediol 4.37
    1,1-dichloroethane 3.06
    2-methyl-1-pentanol 2.6
    methyl formate 28.49
    2-methyl-1-butanol 3.52
    n-decane 0.23
    butyronitrile 4.32
    3,7-dimethyl-1-octanol 2.58
    1-chlorooctane 1.13
    1-chlorotetradecane 0.52
    n-nonane 0.18
    undecane 0.17
    tert-butylcyclohexane 0.12
    cyclooctane 0.12
    cyclopentanol 9.09
    tetrahydropyran 12.53
    tert-amyl methyl ether 5.25
    2,5,8-trioxanonane 36.7
    1-hexene 0.32
    2-isopropoxyethanol 15.17
    2,2,2-trifluoroethanol 15.85
    methyl butyrate 10.66

    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