Demethylcurcumin

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  • Identifiers

    CAS number
    149732-51-4

    Molecular formula
    C20H18O6

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

    Safety labels

  • Odor profile

    Fragrance
    Spicy 49.08%
    Vanilla 44.45%
    Balsamic 38.23%
    Odorless 37.1%
    Sweet 36.26%
    Burnt 30.29%
    Savory 29.95%
    Creamy 28.61%
    Milky 26.53%
    Caramellic 26.25%

     

    Flavor
    Bitter 58.7%
    Odorless 40.66%
    Mild 23.87%
    Bland 23.04%
    Very mild 21.86%
    Sweet-like 20.13%
    Orange flower 20.08%
    Nitrile 20.07%
    Faint 19.98%
    Lovage 19.96%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.9

    pKa est.
    10.92 (weak base)

    Molecular weight
    354.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    694°C

    Flash point

    • 250.07 ˚C est.

  • Synonyms

    • demethylcurcumin
    • RefChem:159557
    • Demethyl Curcumin
    • 149732-51-4
    • Monodemethylcurcumin
    • O-Demethylcurcumin
    • (1E,6E)-1-(3,4-dihydroxyphenyl)-7-(4-hydroxy-3-methoxyphenyl)hepta-1,6-diene-3,5-dione
    • NSC687844
    • UNII-422O27405E
    • 1,6-Heptadiene-3,5-dione, 1-(3,4-dihydroxyphenyl)-7-(4-hydroxy-3-methoxyphenyl)-, (1E,6E)-
    • CHEMBL103410
    • 422O27405E
    • 1,6-Heptadiene-3,5-dione, 1-(3,4-dihydroxyphenyl)-7-(4-hydroxy-3-methoxyphenyl)-, (E,E)-
    • (1E,6E)-1-(3,4-dihydroxyphenyl)-7-(4-hydroxy-3-methoxy-phenyl)hepta-1,6-diene-3,5-dione
    • 1-(3,4-dihydroxyphenyl)-7-(4-hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione
    • Mono-O-Demethylcurcumin
    • (1E,6E)-1-(3,4-Dihydroxyphenyl)-7-(4-hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione;
    • MEGxp0_000958
    • SCHEMBL3673716
    • ACon1_000860
    • DTXSID00420209
    • CHEBI:175540
    • BDBM50059987
    • MFCD18379318
    • NSC-687844
    • NCGC00169287-01
    • AS-85783
    • DB-230169
    • NS00116353
    • H37217
    • Q27258483
    • (1E,6E)-1-(3,4-dihydroxyphenyl)-7-(4-hydroxy-3-methoxyphenyl)hepta-1, 6-diene-3,5-dione
    • (1E,6E)-1-(3,4-Dihydroxy-phenyl)-7-(4-hydroxy-3-methoxy-phenyl)-hepta-1,6-diene-3,5-dione
    • 149732-51-4

  • Applications

    Demethylcurcumin, CAS 149732-51-4, is typically used as an organic intermediate in the synthesis of curcumin-related compounds; in pharmaceutical research it is commonly evaluated as a scaffold for SAR studies and as a precursor for developing curcumin analogs; in cosmetics/personal care it may be viewed as a colorant or a precursor for cosmetic ingredients; in coatings and inks it can serve as a dye precursor supplying yellow-orange hues for formulations and substrates; in polymers and plastics it may function as a building block for related polymeric materials or as a colored additive in formulated blends.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 25.1
    methanol 20.52
    isopropanol 33.39
    water 0.01
    ethyl acetate 14.74
    n-propanol 42.21
    acetone 170.98
    n-butanol 12.11
    acetonitrile 13.74
    DMF 115.0
    toluene 1.62
    isobutanol 12.32
    1,4-dioxane 80.43
    methyl acetate 34.35
    THF 1659.5
    2-butanone 100.12
    n-pentanol 11.53
    sec-butanol 32.99
    n-hexane 0.2
    ethylene glycol 7.99
    NMP 36.57
    cyclohexane 0.16
    DMSO 2135.69
    n-butyl acetate 3.47
    n-octanol 3.38
    chloroform 4.01
    n-propyl acetate 7.11
    acetic acid 27.79
    dichloromethane 4.18
    cyclohexanone 44.78
    propylene glycol 21.95
    isopropyl acetate 7.46
    DMAc 187.25
    2-ethoxyethanol 63.44
    isopentanol 6.33
    n-heptane 0.23
    ethyl formate 9.69
    1,2-dichloroethane 7.21
    n-hexanol 4.33
    2-methoxyethanol 111.73
    isobutyl acetate 2.4
    tetrachloromethane 0.41
    n-pentyl acetate 3.53
    transcutol 47.52
    n-heptanol 3.15
    ethylbenzene 1.06
    MIBK 8.6
    2-propoxyethanol 31.18
    tert-butanol 33.11
    MTBE 17.12
    2-butoxyethanol 12.66
    propionic acid 18.72
    o-xylene 1.06
    formic acid 12.02
    diethyl ether 16.93
    m-xylene 0.64
    p-xylene 1.26
    chlorobenzene 1.23
    dimethyl carbonate 12.54
    n-octane 0.17
    formamide 41.3
    cyclopentanone 207.27
    2-pentanone 31.36
    anisole 8.41
    cyclopentyl methyl ether 26.32
    gamma-butyrolactone 124.01
    1-methoxy-2-propanol 63.09
    pyridine 32.24
    3-pentanone 20.19
    furfural 28.68
    n-dodecane 0.19
    diethylene glycol 24.35
    diisopropyl ether 1.63
    tert-amyl alcohol 24.3
    acetylacetone 39.77
    n-hexadecane 0.21
    acetophenone 7.13
    methyl propionate 21.63
    isopentyl acetate 3.49
    trichloroethylene 11.68
    n-nonanol 4.0
    cyclohexanol 10.07
    benzyl alcohol 7.96
    2-ethylhexanol 2.36
    isooctanol 2.68
    dipropyl ether 6.89
    1,2-dichlorobenzene 1.02
    ethyl lactate 7.28
    propylene carbonate 11.51
    n-methylformamide 44.92
    2-pentanol 7.99
    n-pentane 0.12
    1-propoxy-2-propanol 19.36
    1-methoxy-2-propyl acetate 11.19
    2-(2-methoxypropoxy) propanol 18.0
    mesitylene 0.41
    ε-caprolactone 23.76
    p-cymene 0.71
    epichlorohydrin 157.86
    1,1,1-trichloroethane 2.92
    2-aminoethanol 21.6
    morpholine-4-carbaldehyde 46.11
    sulfolane 183.27
    2,2,4-trimethylpentane 0.15
    2-methyltetrahydrofuran 119.61
    n-hexyl acetate 5.39
    isooctane 0.07
    2-(2-butoxyethoxy)ethanol 22.31
    sec-butyl acetate 3.87
    tert-butyl acetate 9.88
    decalin 0.14
    glycerin 25.72
    diglyme 44.22
    acrylic acid 14.97
    isopropyl myristate 3.09
    n-butyric acid 11.54
    acetyl acetate 6.08
    di(2-ethylhexyl) phthalate 2.98
    ethyl propionate 7.63
    nitromethane 99.91
    1,2-diethoxyethane 14.09
    benzonitrile 3.46
    trioctyl phosphate 2.29
    1-bromopropane 3.5
    gamma-valerolactone 115.14
    n-decanol 3.17
    triethyl phosphate 3.71
    4-methyl-2-pentanol 2.77
    propionitrile 12.9
    vinylene carbonate 7.73
    1,1,2-trichlorotrifluoroethane 34.51
    DMS 6.17
    cumene 0.65
    2-octanol 2.35
    2-hexanone 15.21
    octyl acetate 4.05
    limonene 1.2
    1,2-dimethoxyethane 97.94
    ethyl orthosilicate 3.61
    tributyl phosphate 2.9
    diacetone alcohol 24.13
    N,N-dimethylaniline 4.48
    acrylonitrile 15.17
    aniline 6.18
    1,3-propanediol 27.47
    bromobenzene 0.81
    dibromomethane 2.27
    1,1,2,2-tetrachloroethane 12.82
    2-methyl-cyclohexyl acetate 4.12
    tetrabutyl urea 5.27
    diisobutyl methanol 1.93
    2-phenylethanol 4.9
    styrene 1.33
    dioctyl adipate 5.96
    dimethyl sulfate 26.83
    ethyl butyrate 4.43
    methyl lactate 15.39
    butyl lactate 5.24
    diethyl carbonate 3.4
    propanediol butyl ether 10.61
    triethyl orthoformate 5.27
    p-tert-butyltoluene 0.71
    methyl 4-tert-butylbenzoate 7.96
    morpholine 143.09
    tert-butylamine 6.74
    n-dodecanol 2.39
    dimethoxymethane 101.3
    ethylene carbonate 7.05
    cyrene 18.03
    2-ethoxyethyl acetate 8.46
    2-ethylhexyl acetate 2.23
    1,2,4-trichlorobenzene 1.96
    4-methylpyridine 12.67
    dibutyl ether 5.87
    2,6-dimethyl-4-heptanol 1.93
    DEF 21.32
    dimethyl isosorbide 26.11
    tetrachloroethylene 4.81
    eugenol 8.42
    triacetin 8.23
    span 80 9.89
    1,4-butanediol 10.27
    1,1-dichloroethane 4.48
    2-methyl-1-pentanol 5.96
    methyl formate 31.04
    2-methyl-1-butanol 7.87
    n-decane 0.33
    butyronitrile 7.51
    3,7-dimethyl-1-octanol 3.08
    1-chlorooctane 1.46
    1-chlorotetradecane 0.66
    n-nonane 0.26
    undecane 0.24
    tert-butylcyclohexane 0.13
    cyclooctane 0.07
    cyclopentanol 35.25
    tetrahydropyran 82.72
    tert-amyl methyl ether 12.07
    2,5,8-trioxanonane 34.65
    1-hexene 1.44
    2-isopropoxyethanol 27.6
    2,2,2-trifluoroethanol 7.84
    methyl butyrate 9.74

    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