Desmethoxyyangonin

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  • Identifiers

    CAS number
    15345-89-8

    Molecular formula
    C14H12O3

    SMILES
    COC1=CC(=O)OC(=C1)/C=C/C2=CC=CC=C2

    Safety labels

  • Odor profile

    Fragrance
    Sweet 72.87%
    Spicy 56.48%
    Balsamic 55.69%
    Fruity 47.8%
    Cinnamon 44.99%
    Floral 43.13%
    Powdery 39.01%
    Honey 35.43%
    Vanilla 34.66%
    Coumarinic 33.94%

     

    Flavor
    Bitter 46.73%
    Balsam 43.31%
    Sweet 39.14%
    Floral 34.18%
    Cinnamon 27.45%
    Balsamic 24.04%
    Spice 23.89%
    Honey 23.36%
    Warm 21.35%
    Chocolate 21.09%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.8

    pKa est.
    6.66 (neutral)

    Molecular weight
    228.24 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    470°C

    Melting point expt.

    • 138 - 140 °C

    Flash point

    • 162.4 ˚C est.

  • Synonyms

    • Desmethoxyyangonin
    • 15345-89-8
    • 4-methoxy-6-[(E)-2-phenylethenyl]pyran-2-one
    • 2H-Pyran-2-one, 4-methoxy-6-(2-phenylethenyl)-, (E)-
    • DTXSID4033390
    • DTXCID2013390
    • 4-methoxy-6-((E)-2-phenylethenyl)pyran-2-one
    • RefChem:34675
    • 5,6-Dehydrokawain
    • Demethoxyyangonin
    • Desmethoxy Yangonin
    • (E)-4-Methoxy-6-styryl-2H-pyran-2-one
    • 1952-41-6
    • 5,6-Dehydrokavain
    • 2H-Pyran-2-one, 4-methoxy-6-[(1E)-2-phenylethenyl]-
    • 4-Methoxy-6-styryl-2H-pyran-2-one
    • Yangonin, demethoxy-
    • 4-Methoxy-6-[(1E)-2-phenylethenyl]-2H-pyran-2-one
    • F2MBQ8QRUN
    • C14H12O3
    • MFCD00221730
    • NSC-68686
    • NSC-112161
    • (E)-4-Methoxy-6-(2-phenylethenyl)-2H-pyran-2-one
    • 2H-Pyran-2-one, 4-methoxy-6-styryl-, (E)-
    • DMY
    • 4-methoxy-6-[(E)-styryl]pyran-2-one
    • 4-methoxy-6-(2-phenylethenyl)-2h-pyran-2-one
    • 5,6-Dihydro-5-hydroxy-6-methyl-2H-pyran-2-one
    • 26531-51-1
    • 4-methoxy-6-[(E)-2-phenylethenyl]-2H-pyran-2-one
    • trans-5,6-Dehydrokawain
    • NSC 112161
    • UNII-F2MBQ8QRUN
    • 2H-PYRAN-2-ONE, 4-METHOXY-6-((1E)-2-PHENYLETHENYL)-
    • CCRIS 9369
    • NSC 68686
    • Desmethoxyyangonin (Standard)
    • 4-methoxy-6-[(E)-2-phenylvinyl]-2H-pyran-2-one
    • CHEBI:1995
    • CHEMBL254218
    • orb1301325
    • SCHEMBL3630674
    • HY-N0918R
    • DKKJNZYHGRUXBS-BQYQJAHWSA-N
    • HMS6019B04
    • 2H-Pyran-2-one, 4-methoxy-6-(2-phenylethenyl)-, (E)- (9CI)
    • HY-N0918
    • NSC68686
    • Tox21_200296
    • NSC112161
    • AKOS015896811
    • Desmethoxyyangonin, analytical standard
    • CCG-208562
    • CS-4242
    • EBC-461065
    • FD21220
    • NCGC00091904-01
    • NCGC00091904-02
    • NCGC00257850-01
    • AC-34590
    • AS-68696
    • 4-Methoxy-6-styryl-(E)-2H-Pyran-2-one
    • CAS-15345-89-8
    • C09925
    • 345D898
    • SR-05000002195
    • 2H-Pyran-2-one, 4-methoxy-6-(2-phenylethenyl)-
    • Q5264611
    • SR-05000002195-2
    • 4-Methoxy-6-(2-phenylethenyl)-(E)-2H-Pyran-2-one
    • 2H-Pyran-2-one, 4-methoxy-6-[(E)-2-phenylethenyl]-
    • 4-Methoxy-6-[(E)-2-phenylethen-1-yl]-2H-pyran-2-one
    • 1952-41-6

  • Applications

    Desmethoxyyangonin is one of the kavalactones found in kava (Piper methysticum). In industry and research, it is primarily used as a phytochemical reference material and analytical standard for characterizing kava extracts by LC/GC methods. It also serves as a synthetic intermediate for the preparation of related kavalactones and other lactone-containing compounds. In formulation and aroma/flavor research, it may be evaluated for its odor and volatility characteristics as part of natural product profiling, and it can appear as a component in kava-derived extracts used in cosmetic, flavor, or fragrance studies, all subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 74.21
    methanol 67.65
    isopropanol 36.55
    water 0.01
    ethyl acetate 118.93
    n-propanol 54.49
    acetone 254.12
    n-butanol 32.77
    acetonitrile 135.66
    DMF 392.03
    toluene 67.69
    isobutanol 28.86
    1,4-dioxane 271.27
    methyl acetate 169.57
    THF 585.4
    2-butanone 197.6
    n-pentanol 23.56
    sec-butanol 32.08
    n-hexane 0.63
    ethylene glycol 39.94
    NMP 216.93
    cyclohexane 1.6
    DMSO 1215.91
    n-butyl acetate 48.13
    n-octanol 6.94
    chloroform 271.47
    n-propyl acetate 44.73
    acetic acid 61.95
    dichloromethane 349.59
    cyclohexanone 136.65
    propylene glycol 80.25
    isopropyl acetate 50.7
    DMAc 491.04
    2-ethoxyethanol 116.64
    isopentanol 27.78
    n-heptane 0.98
    ethyl formate 49.26
    1,2-dichloroethane 284.86
    n-hexanol 20.24
    2-methoxyethanol 281.15
    isobutyl acetate 29.62
    tetrachloromethane 9.13
    n-pentyl acetate 17.26
    transcutol 424.9
    n-heptanol 7.67
    ethylbenzene 22.0
    MIBK 48.87
    2-propoxyethanol 97.83
    tert-butanol 43.25
    MTBE 46.73
    2-butoxyethanol 36.58
    propionic acid 62.38
    o-xylene 24.2
    formic acid 26.58
    diethyl ether 58.37
    m-xylene 25.13
    p-xylene 23.99
    chlorobenzene 74.43
    dimethyl carbonate 89.37
    n-octane 0.42
    formamide 89.15
    cyclopentanone 292.11
    2-pentanone 94.48
    anisole 97.61
    cyclopentyl methyl ether 104.8
    gamma-butyrolactone 277.51
    1-methoxy-2-propanol 171.1
    pyridine 250.97
    3-pentanone 84.35
    furfural 227.03
    n-dodecane 0.69
    diethylene glycol 112.75
    diisopropyl ether 11.4
    tert-amyl alcohol 35.3
    acetylacetone 181.36
    n-hexadecane 0.84
    acetophenone 70.07
    methyl propionate 147.01
    isopentyl acetate 46.14
    trichloroethylene 462.24
    n-nonanol 7.49
    cyclohexanol 29.15
    benzyl alcohol 61.99
    2-ethylhexanol 14.66
    isooctanol 7.97
    dipropyl ether 27.62
    1,2-dichlorobenzene 58.95
    ethyl lactate 35.12
    propylene carbonate 86.92
    n-methylformamide 140.04
    2-pentanol 16.43
    n-pentane 0.53
    1-propoxy-2-propanol 59.85
    1-methoxy-2-propyl acetate 93.0
    2-(2-methoxypropoxy) propanol 72.59
    mesitylene 11.88
    ε-caprolactone 95.23
    p-cymene 12.58
    epichlorohydrin 539.74
    1,1,1-trichloroethane 103.84
    2-aminoethanol 69.18
    morpholine-4-carbaldehyde 222.91
    sulfolane 376.28
    2,2,4-trimethylpentane 1.22
    2-methyltetrahydrofuran 189.68
    n-hexyl acetate 26.66
    isooctane 0.9
    2-(2-butoxyethoxy)ethanol 85.21
    sec-butyl acetate 32.47
    tert-butyl acetate 61.25
    decalin 2.44
    glycerin 113.02
    diglyme 207.3
    acrylic acid 65.01
    isopropyl myristate 14.76
    n-butyric acid 54.53
    acetyl acetate 65.49
    di(2-ethylhexyl) phthalate 19.55
    ethyl propionate 49.46
    nitromethane 275.92
    1,2-diethoxyethane 85.82
    benzonitrile 59.89
    trioctyl phosphate 10.41
    1-bromopropane 69.65
    gamma-valerolactone 289.15
    n-decanol 6.3
    triethyl phosphate 27.4
    4-methyl-2-pentanol 12.06
    propionitrile 73.53
    vinylene carbonate 76.71
    1,1,2-trichlorotrifluoroethane 239.22
    DMS 66.31
    cumene 13.41
    2-octanol 4.56
    2-hexanone 50.04
    octyl acetate 17.52
    limonene 15.94
    1,2-dimethoxyethane 180.94
    ethyl orthosilicate 24.19
    tributyl phosphate 16.96
    diacetone alcohol 86.55
    N,N-dimethylaniline 47.64
    acrylonitrile 121.97
    aniline 97.2
    1,3-propanediol 82.02
    bromobenzene 79.86
    dibromomethane 166.39
    1,1,2,2-tetrachloroethane 338.79
    2-methyl-cyclohexyl acetate 37.17
    tetrabutyl urea 25.39
    diisobutyl methanol 11.49
    2-phenylethanol 45.81
    styrene 34.62
    dioctyl adipate 31.25
    dimethyl sulfate 169.34
    ethyl butyrate 40.85
    methyl lactate 79.64
    butyl lactate 22.53
    diethyl carbonate 35.21
    propanediol butyl ether 38.72
    triethyl orthoformate 34.69
    p-tert-butyltoluene 11.85
    methyl 4-tert-butylbenzoate 45.42
    morpholine 355.83
    tert-butylamine 17.7
    n-dodecanol 5.46
    dimethoxymethane 275.92
    ethylene carbonate 56.56
    cyrene 65.13
    2-ethoxyethyl acetate 51.33
    2-ethylhexyl acetate 34.07
    1,2,4-trichlorobenzene 89.17
    4-methylpyridine 154.81
    dibutyl ether 18.72
    2,6-dimethyl-4-heptanol 11.49
    DEF 102.6
    dimethyl isosorbide 132.13
    tetrachloroethylene 127.48
    eugenol 47.77
    triacetin 50.66
    span 80 37.58
    1,4-butanediol 24.27
    1,1-dichloroethane 141.47
    2-methyl-1-pentanol 22.99
    methyl formate 97.81
    2-methyl-1-butanol 25.36
    n-decane 0.9
    butyronitrile 50.52
    3,7-dimethyl-1-octanol 12.41
    1-chlorooctane 6.23
    1-chlorotetradecane 3.45
    n-nonane 0.73
    undecane 0.78
    tert-butylcyclohexane 2.31
    cyclooctane 0.57
    cyclopentanol 44.2
    tetrahydropyran 157.13
    tert-amyl methyl ether 36.88
    2,5,8-trioxanonane 151.53
    1-hexene 6.31
    2-isopropoxyethanol 62.3
    2,2,2-trifluoroethanol 25.18
    methyl butyrate 57.65

    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