Demethoxymatteucinol

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  • Identifiers

    CAS number
    56297-79-1

    Molecular formula
    C17H16O4

    SMILES
    CC1=C(C(=C2C(=C1O)C(=O)C[C@H](O2)C3=CC=CC=C3)C)O

    Safety labels

  • Odor profile

    Fragrance
    Phenolic 65.26%
    Spicy 49.64%
    Sweet 48.18%
    Smoky 39.15%
    Medicinal 34.13%
    Burnt 33.76%
    Vanilla 29.82%
    Odorless 26.59%
    Woody 26.01%
    Balsamic 24.72%

     

    Flavor
    Bitter 85.97%
    Lovage 20.9%
    Parsley 20.44%
    Cedarleaf 20.43%
    Sweet-like 19.66%
    Eugenol 19.62%
    Ripe apricot 19.58%
    Red fruit 19.32%
    Ethyl benzoate 19.22%
    Nitrile 19.04%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.5

    pKa est.
    9.37 (weak base)

    Molecular weight
    284.31 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    862°C

    Flash point

    • 210.15 ˚C est.

  • Synonyms

    • Demethoxymatteucinol
    • 56297-79-1
    • (2S)-5,7-dihydroxy-6,8-dimethyl-2-phenyl-2,3-dihydrochromen-4-one
    • RefChem:131726
    • GlyTouCan:G07526SP
    • G07526SP
    • 6,8-dimethylpinocembrin
    • (-)-Demethoxymatteucinol
    • 4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-6,8-dimethyl-2-phenyl-, (2S)-
    • (2S)-5,7-Dihydroxy-6,8-dimethylflavanone
    • CHEBI:70664
    • 4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-6,8-dimethyl-2-phenyl-, (S)-
    • (2S)-5,7-dihydroxy-6,8-dimethyl-2-phenyl-chroman-4-one
    • desmethoxy-matteucinol
    • MLS002473099
    • CHEMBL53439
    • orb1680591
    • SCHEMBL29204370
    • DTXSID10971737
    • HAIHGFWQOPJMPV-ZDUSSCGKSA-N
    • HMS2213L09
    • BDBM50278269
    • (2S)-5,7-dihydroxy-6,8-dimethyl-2-phenyl-2,3-dihydro-4H-chromen-4-one
    • AKOS040763206
    • NCGC00247485-01
    • SMR001397201
    • CS-0139018
    • H63890
    • Q27138996
    • (S)-5,7-Dihydroxy-6,8-dimethyl-2-phenylchroman-4-one
    • 5,7-Dihydroxy-6,8-dimethyl-2-phenyl-2,3-dihydro-4H-1-benzopyran-4-one
    • 5,7-Dihydroxy-6,8-dimethyl-2-phenyl-2,3-dihydro-4H-chromen-4-one #
    • (2S)-2,3-dihydro-5,7-dihydroxy-6,8-dimethyl-2-phenyl-4H-1-benzopyran-4-one
    • (2S)-5,7-Dihydroxy-6,8-dimethyl-2-phenyl-2,3-dihydro-4H-1-benzopyran-4-one
    • 56297-79-1

  • Applications

    Demethoxymatteucinol (CAS 56297-79-1) is typically used as an intermediate or building block in organic synthesis; in the fragrance industry it may be evaluated as an aroma component or precursor for fragrance formulations; in cosmetics and personal care it is studied as a potential formulation ingredient (subject to local regulations); in coatings, inks, and polymers it can be considered as a specialty additive for stability or performance; in pharmaceutical research it may serve as an intermediate in the synthesis of more complex molecules.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 5.86
    methanol 14.03
    isopropanol 13.11
    water 0.02
    ethyl acetate 46.51
    n-propanol 11.33
    acetone 99.17
    n-butanol 12.74
    acetonitrile 33.09
    DMF 169.27
    toluene 18.16
    isobutanol 11.0
    1,4-dioxane 135.4
    methyl acetate 54.26
    THF 361.34
    2-butanone 73.35
    n-pentanol 12.58
    sec-butanol 10.23
    n-hexane 0.37
    ethylene glycol 4.74
    NMP 87.28
    cyclohexane 0.8
    DMSO 285.31
    n-butyl acetate 34.98
    n-octanol 8.77
    chloroform 82.21
    n-propyl acetate 33.62
    acetic acid 28.28
    dichloromethane 74.65
    cyclohexanone 99.65
    propylene glycol 5.94
    isopropyl acetate 36.25
    DMAc 187.76
    2-ethoxyethanol 36.75
    isopentanol 17.86
    n-heptane 0.73
    ethyl formate 26.34
    1,2-dichloroethane 72.63
    n-hexanol 16.0
    2-methoxyethanol 64.6
    isobutyl acetate 26.35
    tetrachloromethane 6.15
    n-pentyl acetate 23.01
    transcutol 107.6
    n-heptanol 11.23
    ethylbenzene 9.61
    MIBK 40.47
    2-propoxyethanol 58.36
    tert-butanol 35.07
    MTBE 27.86
    2-butoxyethanol 32.27
    propionic acid 19.37
    o-xylene 11.58
    formic acid 10.41
    diethyl ether 24.48
    m-xylene 12.42
    p-xylene 13.32
    chlorobenzene 28.61
    dimethyl carbonate 50.95
    n-octane 0.46
    formamide 29.5
    cyclopentanone 165.59
    2-pentanone 55.06
    anisole 33.65
    cyclopentyl methyl ether 53.78
    gamma-butyrolactone 143.94
    1-methoxy-2-propanol 57.61
    pyridine 56.88
    3-pentanone 49.1
    furfural 96.29
    n-dodecane 0.75
    diethylene glycol 54.43
    diisopropyl ether 9.51
    tert-amyl alcohol 18.85
    acetylacetone 96.83
    n-hexadecane 0.92
    acetophenone 36.72
    methyl propionate 47.87
    isopentyl acetate 35.93
    trichloroethylene 126.53
    n-nonanol 9.99
    cyclohexanol 18.92
    benzyl alcohol 24.61
    2-ethylhexanol 13.22
    isooctanol 11.01
    dipropyl ether 17.12
    1,2-dichlorobenzene 27.11
    ethyl lactate 23.79
    propylene carbonate 56.31
    n-methylformamide 47.85
    2-pentanol 10.36
    n-pentane 0.31
    1-propoxy-2-propanol 41.62
    1-methoxy-2-propyl acetate 56.35
    2-(2-methoxypropoxy) propanol 42.51
    mesitylene 8.31
    ε-caprolactone 62.62
    p-cymene 9.07
    epichlorohydrin 185.25
    1,1,1-trichloroethane 45.88
    2-aminoethanol 8.14
    morpholine-4-carbaldehyde 110.26
    sulfolane 184.09
    2,2,4-trimethylpentane 0.78
    2-methyltetrahydrofuran 80.79
    n-hexyl acetate 28.43
    isooctane 0.81
    2-(2-butoxyethoxy)ethanol 47.62
    sec-butyl acetate 25.01
    tert-butyl acetate 47.24
    decalin 1.3
    glycerin 18.99
    diglyme 106.69
    acrylic acid 21.59
    isopropyl myristate 15.44
    n-butyric acid 28.91
    acetyl acetate 40.19
    di(2-ethylhexyl) phthalate 17.75
    ethyl propionate 33.29
    nitromethane 116.08
    1,2-diethoxyethane 41.38
    benzonitrile 33.44
    trioctyl phosphate 13.37
    1-bromopropane 18.79
    gamma-valerolactone 152.95
    n-decanol 8.12
    triethyl phosphate 23.51
    4-methyl-2-pentanol 10.88
    propionitrile 31.98
    vinylene carbonate 53.49
    1,1,2-trichlorotrifluoroethane 78.39
    DMS 41.16
    cumene 7.57
    2-octanol 7.73
    2-hexanone 40.0
    octyl acetate 17.51
    limonene 10.96
    1,2-dimethoxyethane 104.43
    ethyl orthosilicate 21.16
    tributyl phosphate 16.77
    diacetone alcohol 58.74
    N,N-dimethylaniline 21.01
    acrylonitrile 49.33
    aniline 25.73
    1,3-propanediol 21.02
    bromobenzene 26.13
    dibromomethane 38.47
    1,1,2,2-tetrachloroethane 90.99
    2-methyl-cyclohexyl acetate 27.93
    tetrabutyl urea 23.71
    diisobutyl methanol 11.42
    2-phenylethanol 30.23
    styrene 11.16
    dioctyl adipate 23.9
    dimethyl sulfate 87.58
    ethyl butyrate 29.55
    methyl lactate 35.3
    butyl lactate 22.38
    diethyl carbonate 24.91
    propanediol butyl ether 23.22
    triethyl orthoformate 25.86
    p-tert-butyltoluene 8.83
    methyl 4-tert-butylbenzoate 36.91
    morpholine 101.89
    tert-butylamine 12.79
    n-dodecanol 6.59
    dimethoxymethane 137.32
    ethylene carbonate 47.35
    cyrene 48.09
    2-ethoxyethyl acetate 41.43
    2-ethylhexyl acetate 27.6
    1,2,4-trichlorobenzene 34.06
    4-methylpyridine 53.13
    dibutyl ether 14.01
    2,6-dimethyl-4-heptanol 11.42
    DEF 53.83
    dimethyl isosorbide 79.97
    tetrachloroethylene 47.61
    eugenol 35.9
    triacetin 38.9
    span 80 27.76
    1,4-butanediol 8.6
    1,1-dichloroethane 46.07
    2-methyl-1-pentanol 15.17
    methyl formate 51.57
    2-methyl-1-butanol 13.36
    n-decane 1.11
    butyronitrile 25.08
    3,7-dimethyl-1-octanol 12.15
    1-chlorooctane 6.32
    1-chlorotetradecane 3.38
    n-nonane 0.82
    undecane 0.9
    tert-butylcyclohexane 1.3
    cyclooctane 0.42
    cyclopentanol 24.68
    tetrahydropyran 71.41
    tert-amyl methyl ether 18.98
    2,5,8-trioxanonane 77.78
    1-hexene 2.77
    2-isopropoxyethanol 31.82
    2,2,2-trifluoroethanol 19.84
    methyl butyrate 40.44

    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