Demethoxycurcumin

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  • Identifiers

    CAS number
    22608-11-3

    Molecular formula
    C20H18O5

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

    Safety labels

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Spicy 56.37%
    Sweet 52.44%
    Vanilla 48.38%
    Balsamic 47.46%
    Creamy 31.93%
    Fruity 31.07%
    Powdery 30.32%
    Warm 30.15%
    Caramellic 29.79%
    Woody 28.65%

     

    Flavor
    Bitter 47.41%
    Odorless 36.95%
    Mild 23.43%
    Faint 21.52%
    Ethyl benzoate 20.33%
    Orange flower 20.32%
    Nitrile 20.23%
    Very mild 19.9%
    Lovage 19.88%
    Broom 19.54%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.3

    pKa est.
    10.37 (weak base)

    Molecular weight
    338.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    618°C

    Melting point expt.

    • 168 °C

    Flash point

    • 236.04 ˚C est.

  • Synonyms

    • Demethoxycurcumin
    • 22608-11-3
    • curcumin II
    • desmethoxycurcumin
    • BHCFM
    • Demethoxy Curcumin
    • (1E,6E)-1-(4-hydroxy-3-methoxyphenyl)-7-(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione
    • 4-Hydroxycinnamoyl(feroyl)methane
    • Feruloyl-P-hydroxycinnnamoylmethane
    • demethoxy-curcumin
    • CHEBI:65737
    • W2F8059T80
    • DTXSID00873751
    • RefChem:131719
    • DTXCID001011975
    • (1E,4Z,6E)-5-hydroxy-7-(4-hydroxy-3-methoxyphenyl)-1-(4-hydroxyphenyl)hepta-1,4,6-trien-3-one
    • 663-429-8
    • 24939-17-1
    • monodemethoxycurcumin
    • 33171-16-3
    • (2E)-Demethoxy Curcumin
    • curcuminII
    • (E/Z)-Demethoxycurcumin
    • 1,6-Heptadiene-3,5-dione, 1-(4-hydroxy-3-methoxyphenyl)-7-(4-hydroxyphenyl)-
    • C20H18O5
    • MFCD03427310
    • 1-(4-hydroxy-3-methoxyphenyl)-7-(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione
    • (1E,6E)-1-(4-HYDROXY-3-METHOXY-PHENYL)-7-(4-HYDROXYPHENYL)HEPTA-1,6-DI ENE-3,5-DIONE
    • (1E,6E)-1-(4-hydroxy-3-methoxyphenyl)-7-(4-hydroxyphenyl)-1,6-heptadiene-3,5-dione
    • CHEMBL105360
    • 4-hydroxycinnamoyl(feruloyl)methane
    • NSC687841
    • 1-(4-Hydroxy-3-methoxyphenyl)-7-(4-hydroxyphenyl)-1,6-heptadiene-3,5-dione
    • p-Hydroxycinnamoyl-feruloylmethane
    • (1E,6E)-1-(4-hydroxy-3-methoxyphenyl)-7-(4-hydroxyphenyl)-hepta-1,6-diene-3,5-dione
    • 1,6-Heptadiene-3,5-dione, 1-(4-hydroxy-3-methoxyphenyl)-7-(4-hydroxyphenyl)-, (1E,6E)-
    • (1E,6E)-1-(4-HYDROXY-3-METHOXY-PHENYL)-7-(4-HYDROXYPHENYL)HEPTA-1,6-DIENE-3,5-DIONE
    • p-Hydroxycinnamoylferuloylmethane
    • UNII-W2F8059T80
    • 297160-27-1
    • E/E-Desmethoxycurcumin
    • Curcumin II;Desmethoxycurcumin;Monodemethoxycurcumin
    • feruloyl-p-coumaroylmethane
    • Demethoxycurcumin (Standard)
    • SCHEMBL431246
    • INS NO.100(II)
    • orb1300195
    • SCHEMBL13521973
    • cid_5324476
    • HY-N0006A
    • HY-N0006R
    • INS-100(II)
    • HJTVQHVGMGKONQ-LUZURFALSA-N
    • DESMETHOXYCURCUMIN [USP-RS]
    • feruloyl(4-hydroxycinnamoyul)methane
    • MSK40221
    • Demethoxycurcumin, >=98% (HPLC)
    • BDBM50163744
    • BDBM50410873
    • E-100(II)
    • s9280
    • Demethoxycurcumin, analytical standard
    • AKOS015903509
    • CCG-267896
    • EBC-521323
    • FD20982
    • FD65674
    • FD73796
    • NSC-687841
    • AC-34584
    • BS-48948
    • DA-52433
    • LS-14764
    • SY074304
    • CS-0009120
    • NS00116352
    • Q5264607
    • (1E,6E)-1-(4-Hydroxy-3-methoxy-phenyl)-7-(4-hydroxy-phenyl)-hepta-1,6-diene-3,5-dione
    • (1E,6E)-1-(4-Hydroxyphenyl)-7-(4-hydroxy-3-methox yphenyl)-1,6-heptadiene-3,5-dione
    • 1,6-Heptadiene-3,5-dione, 1-(4-hydroxy-3-methoxyphenyl)-7-(4-hydroxyphenyl)- (VAN)
    • 1-(4-Hydroxy-3-methoxyphenyl)-7-(4-hydroxyphenyl)-1,6-heptadiene-3,5-dione, 9CI
    • 1-(4-hydroxyphenyl)-7-(4-hydroxy-3-methoxyphenyl)-hepta-1,6-diene-3,5-dione
    • 5-hydroxy-7-(4-hydroxy-3-methoxyphenyl)-1-(4-hydroxyphenyl)hepta-1,4,6-trien-3-one
    • (1E,4Z,6E)-5-Hydroxy-1-(4-hydroxy-3-methoxy-phenyl)-7-(4-hydroxy-phenyl)-hepta-1,4,6-trien-3-one
    • 22608-11-3

  • Applications

    Demethoxycurcumin, a natural curcuminoid from turmeric, is used as a colorant and antioxidant in various industrial formulations. In cosmetics and personal care, it may serve as a natural pigment and contribute oxidative stability in product formulations. In food processing, it may act as a natural dye/colorant and provide antioxidant support within food systems. In coatings and inks, it can function as a natural pigment and color stabilizer for polymer-based coatings and printed materials. In polymers/plastics, it may be used as a colorant and stabilizer in biopolymer or composite formulations. It is also commonly evaluated as an intermediate or building block for the synthesis of other curcuminoids and related compounds for research and development; its use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 29.05
    methanol 31.84
    isopropanol 41.62
    water 0.01
    ethyl acetate 23.17
    n-propanol 41.97
    acetone 290.03
    n-butanol 14.58
    acetonitrile 30.98
    DMF 112.37
    toluene 2.61
    isobutanol 14.89
    1,4-dioxane 112.11
    methyl acetate 54.07
    THF 1782.36
    2-butanone 132.42
    n-pentanol 15.99
    sec-butanol 33.12
    n-hexane 0.21
    ethylene glycol 12.22
    NMP 30.66
    cyclohexane 0.19
    DMSO 2355.35
    n-butyl acetate 6.64
    n-octanol 4.49
    chloroform 13.4
    n-propyl acetate 12.33
    acetic acid 44.96
    dichloromethane 13.15
    cyclohexanone 57.0
    propylene glycol 42.43
    isopropyl acetate 12.29
    DMAc 223.06
    2-ethoxyethanol 79.07
    isopentanol 9.18
    n-heptane 0.28
    ethyl formate 14.96
    1,2-dichloroethane 17.67
    n-hexanol 6.53
    2-methoxyethanol 134.66
    isobutyl acetate 6.23
    tetrachloromethane 0.8
    n-pentyl acetate 5.3
    transcutol 103.0
    n-heptanol 4.21
    ethylbenzene 2.11
    MIBK 15.56
    2-propoxyethanol 47.65
    tert-butanol 46.31
    MTBE 20.89
    2-butoxyethanol 18.43
    propionic acid 26.52
    o-xylene 1.66
    formic acid 15.68
    diethyl ether 18.12
    m-xylene 1.13
    p-xylene 2.73
    chlorobenzene 3.25
    dimethyl carbonate 20.52
    n-octane 0.21
    formamide 49.61
    cyclopentanone 218.16
    2-pentanone 42.54
    anisole 17.17
    cyclopentyl methyl ether 31.26
    gamma-butyrolactone 144.57
    1-methoxy-2-propanol 92.99
    pyridine 42.08
    3-pentanone 27.9
    furfural 44.7
    n-dodecane 0.32
    diethylene glycol 40.96
    diisopropyl ether 2.44
    tert-amyl alcohol 27.92
    acetylacetone 69.25
    n-hexadecane 0.36
    acetophenone 14.27
    methyl propionate 29.24
    isopentyl acetate 7.82
    trichloroethylene 28.53
    n-nonanol 5.39
    cyclohexanol 12.36
    benzyl alcohol 14.28
    2-ethylhexanol 4.18
    isooctanol 4.15
    dipropyl ether 9.64
    1,2-dichlorobenzene 3.1
    ethyl lactate 13.77
    propylene carbonate 19.57
    n-methylformamide 50.93
    2-pentanol 9.69
    n-pentane 0.1
    1-propoxy-2-propanol 30.41
    1-methoxy-2-propyl acetate 21.29
    2-(2-methoxypropoxy) propanol 30.89
    mesitylene 0.81
    ε-caprolactone 29.86
    p-cymene 1.54
    epichlorohydrin 216.04
    1,1,1-trichloroethane 7.78
    2-aminoethanol 29.16
    morpholine-4-carbaldehyde 61.79
    sulfolane 195.23
    2,2,4-trimethylpentane 0.2
    2-methyltetrahydrofuran 123.07
    n-hexyl acetate 8.28
    isooctane 0.12
    2-(2-butoxyethoxy)ethanol 37.18
    sec-butyl acetate 7.88
    tert-butyl acetate 17.61
    decalin 0.27
    glycerin 45.53
    diglyme 74.31
    acrylic acid 22.98
    isopropyl myristate 5.58
    n-butyric acid 17.21
    acetyl acetate 12.63
    di(2-ethylhexyl) phthalate 5.92
    ethyl propionate 12.56
    nitromethane 159.5
    1,2-diethoxyethane 25.93
    benzonitrile 8.77
    trioctyl phosphate 4.01
    1-bromopropane 5.53
    gamma-valerolactone 143.21
    n-decanol 4.57
    triethyl phosphate 7.22
    4-methyl-2-pentanol 4.46
    propionitrile 22.82
    vinylene carbonate 14.43
    1,1,2-trichlorotrifluoroethane 56.18
    DMS 12.71
    cumene 1.48
    2-octanol 2.87
    2-hexanone 24.36
    octyl acetate 6.72
    limonene 2.22
    1,2-dimethoxyethane 131.76
    ethyl orthosilicate 6.98
    tributyl phosphate 5.48
    diacetone alcohol 38.03
    N,N-dimethylaniline 8.77
    acrylonitrile 28.06
    aniline 9.07
    1,3-propanediol 36.6
    bromobenzene 2.37
    dibromomethane 6.12
    1,1,2,2-tetrachloroethane 28.92
    2-methyl-cyclohexyl acetate 9.08
    tetrabutyl urea 9.66
    diisobutyl methanol 3.61
    2-phenylethanol 10.36
    styrene 2.83
    dioctyl adipate 11.22
    dimethyl sulfate 41.36
    ethyl butyrate 8.16
    methyl lactate 24.43
    butyl lactate 9.05
    diethyl carbonate 7.02
    propanediol butyl ether 17.86
    triethyl orthoformate 9.84
    p-tert-butyltoluene 1.54
    methyl 4-tert-butylbenzoate 15.0
    morpholine 160.63
    tert-butylamine 9.53
    n-dodecanol 3.7
    dimethoxymethane 128.05
    ethylene carbonate 12.68
    cyrene 29.08
    2-ethoxyethyl acetate 13.54
    2-ethylhexyl acetate 4.89
    1,2,4-trichlorobenzene 5.28
    4-methylpyridine 16.91
    dibutyl ether 8.9
    2,6-dimethyl-4-heptanol 3.61
    DEF 24.53
    dimethyl isosorbide 49.52
    tetrachloroethylene 10.08
    eugenol 16.3
    triacetin 16.57
    span 80 16.75
    1,4-butanediol 16.02
    1,1-dichloroethane 10.75
    2-methyl-1-pentanol 9.99
    methyl formate 41.44
    2-methyl-1-butanol 9.86
    n-decane 0.49
    butyronitrile 13.63
    3,7-dimethyl-1-octanol 5.36
    1-chlorooctane 2.41
    1-chlorotetradecane 1.19
    n-nonane 0.39
    undecane 0.39
    tert-butylcyclohexane 0.25
    cyclooctane 0.08
    cyclopentanol 37.34
    tetrahydropyran 93.59
    tert-amyl methyl ether 14.22
    2,5,8-trioxanonane 62.56
    1-hexene 1.88
    2-isopropoxyethanol 38.24
    2,2,2-trifluoroethanol 12.01
    methyl butyrate 15.79

    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