Bisdemethoxycurcumin

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  • Identifiers

    CAS number
    33171-05-0

    Molecular formula
    C19H16O4

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

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Spicy 52.85%
    Balsamic 52.11%
    Sweet 49.34%
    Fruity 42.41%
    Vanilla 36.8%
    Woody 31.75%
    Powdery 29.09%
    Honey 28.61%
    Cinnamon 28.03%
    Phenolic 27.87%

     

    Flavor
    Bitter 50.52%
    Odorless 36.66%
    Mild 25.12%
    Balsam 23.81%
    Honey 22.19%
    Nitrile 21.9%
    Faint 21.23%
    Urine 20.79%
    Orange flower 20.73%
    Ethyl benzoate 20.34%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.3

    pKa est.
    10.19 (weak base)

    Molecular weight
    308.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    573°C

    Flash point

    • 246.61 ˚C est.

  • Synonyms

    • Bisdemethoxycurcumin
    • 33171-05-0
    • Curcumin III
    • Didemethoxycurcumin
    • (1E,6E)-1,7-bis(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione
    • bisdesmethoxycurcumin
    • Bis-demethoxycurcumin
    • Bis(p-hydroxycinnamoyl)methane
    • 1,6-Heptadiene-3,5-dione, 1,7-bis(4-hydroxyphenyl)-
    • 2EFO1BP34R
    • DTXSID00872663
    • CHEBI:71045
    • bisdemethoxy-curcumin
    • RefChem:569455
    • DTXCID10820312
    • 607-464-9
    • 24939-16-0
    • (E,E)-Bisdemethoxycurcumin
    • Bisdemethoxycucurmin
    • Bis(4-hydroxycinnamoyl)methane
    • MFCD03419284
    • C19H16O4
    • NSC687839
    • 1,7-bis(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione
    • CHEMBL105350
    • 22608-12-4
    • 1,6-Heptadiene-3,5-dione, 1,7-bis(4-hydroxyphenyl)-, (1E,6E)-
    • BHCMT
    • di-p-coumaroylmethane
    • Bis-desmethoxycurcumin
    • p,p'-Dihydroxydicinnamoylmethane
    • UNII-2EFO1BP34R
    • Curcumin III;Didemethoxycurcumin
    • Curcuminoid A
    • Dide Methoxycurcu Min
    • BDMC;(E,E)-Curcumin III
    • INS NO.100(III)
    • SCHEMBL428638
    • (1E,6E)-Bisdemethoxycurcumin
    • bis(4-hydroxylcinnamoyl)methane
    • INS-100(III)
    • orb1297660
    • orb1300193
    • orb3025848
    • bis(4-hydroxy-cinnamoyl)methane
    • cid_5324473
    • HY-N0007A
    • HY-N0007R
    • E-100(III)
    • (1E,6E)-1,7-Bis(4-hydroxyphenyl)-hepta-1,6-diene-3,5-dione
    • MSK40222
    • ZAA93916
    • BDBM50059989
    • MSK158934
    • BISDESMETHOXYCURCUMIN [USP-RS]
    • AKOS015902102
    • (E,E)-Bisdemethoxycurcumin (Standard)
    • CCG-207959
    • CCG-208635
    • EBC-461050
    • FB64958
    • NSC-687839
    • Bisdemethoxycurcumin, analytical standard
    • AC-24239
    • AC-34720
    • AS-57295
    • AS-68737
    • BB300038
    • DA-71539
    • SY074965
    • B3347
    • Bisdemethoxycurcumin, >=98% (HPLC), solid
    • CS-0018287
    • NS00116324
    • S3938
    • (E,E)-Bisdemethoxycurcumin - Bio-X trade mark
    • A12429
    • Q4917168
    • BRD-K37445107-001-01-9
    • 1,7-bis(4-hydroxyphenyl)-1,6-Heptadiene-3,5-dione(E,E)
    • 1,7-bis(4-hydroxyphenyl)-3-hydroxy-1,3,6-heptatrien-5-one
    • 1,7-BIS-(4-HYDROXYPHENYL)-HEPTA-1,6-DIENE-3,5-DIONE
    • (1E,6E)-1,7-Bis-(4-hydroxy-phenyl)-hepta-1,6-diene-3,5-dione
    • 1,6-Heptadiene-3,5-dione, 1,7-bis(4-hydroxyphenyl)-, (E,E)-
    • 5-Hydroxy-1,7-bis-(4-hydroxy-phenyl)-hepta-1,4,6-trien-3-one
    • (1E,4Z,6E)-5-Hydroxy-1,7-bis-(4-hydroxy-phenyl)-hepta-1,4,6-trien-3-one
    • 24939-16-0

  • Applications

    Bisdemethoxycurcumin (BDMC) has several practical applications as a natural pigment and functional additive across industries. In cosmetics and personal care, it is regarded as an antioxidant and a natural yellow pigment suitable for formulation. In food processing, it may be evaluated as a natural colorant in turmeric-derived color blends, within regulatory constraints. In polymers, coatings and inks, BDMC can act as an antioxidant stabilizer to improve oxidative stability and provide color in specialized formulations. In chemical manufacturing and pharmaceutical development, it is often used as an intermediate in the synthesis of curcuminoid derivatives and as a building block in formulation development. In research contexts, it is used as a reference material or reagent in studies of curcuminoid chemistry and related antioxidant properties.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 8.8
    methanol 11.56
    isopropanol 8.16
    water 0.02
    ethyl acetate 10.18
    n-propanol 8.78
    acetone 73.91
    n-butanol 4.18
    acetonitrile 17.11
    DMF 59.91
    toluene 0.83
    isobutanol 3.94
    1,4-dioxane 47.33
    methyl acetate 26.35
    THF 372.57
    2-butanone 49.64
    n-pentanol 5.67
    sec-butanol 8.42
    n-hexane 0.07
    ethylene glycol 3.98
    NMP 16.44
    cyclohexane 0.04
    DMSO 512.42
    n-butyl acetate 6.21
    n-octanol 2.42
    chloroform 3.57
    n-propyl acetate 9.58
    acetic acid 15.81
    dichloromethane 2.23
    cyclohexanone 18.6
    propylene glycol 16.13
    isopropyl acetate 7.84
    DMAc 139.16
    2-ethoxyethanol 37.87
    isopentanol 3.84
    n-heptane 0.12
    ethyl formate 9.18
    1,2-dichloroethane 4.05
    n-hexanol 2.82
    2-methoxyethanol 54.83
    isobutyl acetate 5.34
    tetrachloromethane 0.37
    n-pentyl acetate 3.66
    transcutol 90.31
    n-heptanol 2.24
    ethylbenzene 1.2
    MIBK 9.29
    2-propoxyethanol 27.97
    tert-butanol 13.33
    MTBE 9.48
    2-butoxyethanol 13.09
    propionic acid 10.49
    o-xylene 0.85
    formic acid 6.64
    diethyl ether 4.82
    m-xylene 0.62
    p-xylene 1.69
    chlorobenzene 1.38
    dimethyl carbonate 11.48
    n-octane 0.08
    formamide 26.65
    cyclopentanone 59.54
    2-pentanone 14.56
    anisole 13.43
    cyclopentyl methyl ether 9.33
    gamma-butyrolactone 56.81
    1-methoxy-2-propanol 42.49
    pyridine 17.86
    3-pentanone 10.46
    furfural 29.24
    n-dodecane 0.16
    diethylene glycol 22.61
    diisopropyl ether 1.42
    tert-amyl alcohol 10.29
    acetylacetone 35.08
    n-hexadecane 0.18
    acetophenone 10.86
    methyl propionate 13.06
    isopentyl acetate 7.11
    trichloroethylene 9.96
    n-nonanol 2.95
    cyclohexanol 3.0
    benzyl alcohol 8.67
    2-ethylhexanol 2.46
    isooctanol 2.25
    dipropyl ether 6.92
    1,2-dichlorobenzene 1.69
    ethyl lactate 10.06
    propylene carbonate 13.97
    n-methylformamide 21.86
    2-pentanol 3.09
    n-pentane 0.03
    1-propoxy-2-propanol 20.39
    1-methoxy-2-propyl acetate 18.42
    2-(2-methoxypropoxy) propanol 26.37
    mesitylene 0.55
    ε-caprolactone 14.05
    p-cymene 1.32
    epichlorohydrin 79.64
    1,1,1-trichloroethane 3.38
    2-aminoethanol 10.28
    morpholine-4-carbaldehyde 40.07
    sulfolane 69.8
    2,2,4-trimethylpentane 0.1
    2-methyltetrahydrofuran 29.5
    n-hexyl acetate 5.56
    isooctane 0.07
    2-(2-butoxyethoxy)ethanol 29.83
    sec-butyl acetate 6.62
    tert-butyl acetate 12.38
    decalin 0.14
    glycerin 20.03
    diglyme 65.57
    acrylic acid 9.63
    isopropyl myristate 4.1
    n-butyric acid 7.42
    acetyl acetate 7.45
    di(2-ethylhexyl) phthalate 4.4
    ethyl propionate 9.46
    nitromethane 68.42
    1,2-diethoxyethane 21.77
    benzonitrile 5.33
    trioctyl phosphate 2.71
    1-bromopropane 1.2
    gamma-valerolactone 70.84
    n-decanol 2.45
    triethyl phosphate 6.83
    4-methyl-2-pentanol 2.27
    propionitrile 10.57
    vinylene carbonate 9.97
    1,1,2-trichlorotrifluoroethane 31.11
    DMS 9.88
    cumene 1.13
    2-octanol 1.54
    2-hexanone 14.31
    octyl acetate 4.5
    limonene 1.49
    1,2-dimethoxyethane 88.2
    ethyl orthosilicate 6.5
    tributyl phosphate 4.1
    diacetone alcohol 24.4
    N,N-dimethylaniline 7.47
    acrylonitrile 14.29
    aniline 3.59
    1,3-propanediol 12.11
    bromobenzene 0.94
    dibromomethane 1.12
    1,1,2,2-tetrachloroethane 11.91
    2-methyl-cyclohexyl acetate 8.08
    tetrabutyl urea 7.06
    diisobutyl methanol 2.66
    2-phenylethanol 6.58
    styrene 1.54
    dioctyl adipate 8.43
    dimethyl sulfate 22.38
    ethyl butyrate 7.98
    methyl lactate 15.11
    butyl lactate 6.94
    diethyl carbonate 6.79
    propanediol butyl ether 12.73
    triethyl orthoformate 9.34
    p-tert-butyltoluene 1.29
    methyl 4-tert-butylbenzoate 12.64
    morpholine 54.34
    tert-butylamine 3.47
    n-dodecanol 2.0
    dimethoxymethane 59.86
    ethylene carbonate 7.61
    cyrene 22.37
    2-ethoxyethyl acetate 10.71
    2-ethylhexyl acetate 4.72
    1,2,4-trichlorobenzene 2.94
    4-methylpyridine 7.67
    dibutyl ether 6.42
    2,6-dimethyl-4-heptanol 2.66
    DEF 12.65
    dimethyl isosorbide 52.43
    tetrachloroethylene 3.99
    eugenol 13.25
    triacetin 13.91
    span 80 12.49
    1,4-butanediol 5.51
    1,1-dichloroethane 2.74
    2-methyl-1-pentanol 4.82
    methyl formate 19.98
    2-methyl-1-butanol 3.78
    n-decane 0.22
    butyronitrile 6.47
    3,7-dimethyl-1-octanol 3.31
    1-chlorooctane 1.18
    1-chlorotetradecane 0.69
    n-nonane 0.16
    undecane 0.19
    tert-butylcyclohexane 0.17
    cyclooctane 0.02
    cyclopentanol 7.11
    tetrahydropyran 19.18
    tert-amyl methyl ether 7.29
    2,5,8-trioxanonane 51.11
    1-hexene 0.62
    2-isopropoxyethanol 20.82
    2,2,2-trifluoroethanol 5.36
    methyl butyrate 12.49

    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