Demethylcalabaxanthone

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  • Identifiers

    CAS number
    106897-03-4

    Molecular formula
    C23H22O5

    SMILES
    CC(=CCC1=C(C=CC2=C1C(=O)C3=C(C4=C(C=C3O2)OC(C=C4)(C)C)O)O)C

    Safety labels

  • Odor profile

    Fragrance
    Phenolic 42.94%
    Spicy 40.7%
    Fruity 36.02%
    Woody 32.44%
    Dry 26.59%
    Sweet 25.65%
    Burnt 23.68%
    Smoky 23.13%
    Animal 22.87%
    Leathery 22.24%

     

    Flavor
    Bitter 90.69%
    Cedarleaf 19.82%
    Parsley 19.58%
    Lovage 19.34%
    Ripe apricot 18.41%
    Red fruit 18.28%
    Heather 17.93%
    Nitrile 17.85%
    Basil 17.78%
    Broom 17.77%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    5.7

    pKa est.
    9.57 (weak base)

    Molecular weight
    378.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1207°C

    Melting point expt.

    • 85 °C

    Flash point

    • 244.87 ˚C est.

  • Synonyms

    • demethylcalabaxanthone
    • 5,8-dihydroxy-2,2-dimethyl-7-(3-methylbut-2-enyl)pyrano[3,2-b]xanthen-6-one
    • 5,8-dihydroxy-2,2-dimethyl-7-(3-methylbut-2-en-1-yl)-2,6-dihydro-1,11-dioxatetracen-6-one
    • 106897-03-4
    • 5,8-dihydroxy-2,2-dimethyl-7-(3-methylbut-2-enyl)pyrano(3,2-b)xanthen-6-one
    • RefChem:131740
    • CHEMBL564653
    • SCHEMBL31238395
    • CHEBI:178984
    • DTXSID501314283
    • 2H,6H-pyrano[3,2-b]xanthen-6-one, 5,8-dihydroxy-2,2-dimethyl-7-(3-methyl-2-butenyl)-
    • 5,8-Dihydroxy-2,2-dimethyl-7-(3-methylbut-2-en-1-yl)-2H,6H-pyrano[3,2-b]xanthen-6-one
    • 106897-03-4

  • Applications

    Demethylcalabaxanthone (CAS 106897-03-4) is a xanthone-derived compound that is typically encountered as an intermediate in organic synthesis and natural product modification. It may be evaluated as a fragrance formulation precursor and as a potential cosmetic ingredient with antioxidant or stabilizing properties; it is also explored as a UV-absorbing additive for coatings and polymers, and in pharmaceutical research as a scaffold for medicinal chemistry investigations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 2.91
    methanol 2.78
    isopropanol 2.14
    water 0.0
    ethyl acetate 13.74
    n-propanol 4.15
    acetone 12.73
    n-butanol 3.49
    acetonitrile 5.4
    DMF 55.15
    toluene 6.33
    isobutanol 3.34
    1,4-dioxane 23.85
    methyl acetate 18.32
    THF 66.44
    2-butanone 21.66
    n-pentanol 2.8
    sec-butanol 3.07
    n-hexane 0.09
    ethylene glycol 1.47
    NMP 109.01
    cyclohexane 0.21
    DMSO 48.99
    n-butyl acetate 14.4
    n-octanol 2.03
    chloroform 68.15
    n-propyl acetate 11.28
    acetic acid 17.95
    dichloromethane 53.75
    cyclohexanone 36.36
    propylene glycol 3.35
    isopropyl acetate 9.88
    DMAc 111.8
    2-ethoxyethanol 11.53
    isopentanol 3.65
    n-heptane 0.1
    ethyl formate 8.14
    1,2-dichloroethane 24.94
    n-hexanol 3.07
    2-methoxyethanol 23.27
    isobutyl acetate 9.27
    tetrachloromethane 1.94
    n-pentyl acetate 9.72
    transcutol 67.4
    n-heptanol 2.55
    ethylbenzene 2.55
    MIBK 8.7
    2-propoxyethanol 25.48
    tert-butanol 2.78
    MTBE 3.6
    2-butoxyethanol 14.11
    propionic acid 11.09
    o-xylene 3.36
    formic acid 5.66
    diethyl ether 3.39
    m-xylene 3.37
    p-xylene 4.02
    chlorobenzene 11.68
    dimethyl carbonate 18.99
    n-octane 0.06
    formamide 9.45
    cyclopentanone 58.93
    2-pentanone 12.78
    anisole 10.56
    cyclopentyl methyl ether 16.32
    gamma-butyrolactone 72.86
    1-methoxy-2-propanol 18.59
    pyridine 39.71
    3-pentanone 11.73
    furfural 52.96
    n-dodecane 0.09
    diethylene glycol 16.78
    diisopropyl ether 1.1
    tert-amyl alcohol 3.58
    acetylacetone 23.86
    n-hexadecane 0.11
    acetophenone 16.5
    methyl propionate 21.65
    isopentyl acetate 14.98
    trichloroethylene 100.6
    n-nonanol 2.49
    cyclohexanol 5.12
    benzyl alcohol 10.58
    2-ethylhexanol 2.96
    isooctanol 2.55
    dipropyl ether 4.0
    1,2-dichlorobenzene 12.1
    ethyl lactate 10.17
    propylene carbonate 30.63
    n-methylformamide 16.39
    2-pentanol 1.96
    n-pentane 0.08
    1-propoxy-2-propanol 16.84
    1-methoxy-2-propyl acetate 29.8
    2-(2-methoxypropoxy) propanol 24.06
    mesitylene 1.5
    ε-caprolactone 39.06
    p-cymene 2.37
    epichlorohydrin 97.62
    1,1,1-trichloroethane 16.38
    2-aminoethanol 3.64
    morpholine-4-carbaldehyde 86.17
    sulfolane 100.54
    2,2,4-trimethylpentane 0.13
    2-methyltetrahydrofuran 25.04
    n-hexyl acetate 11.06
    isooctane 0.08
    2-(2-butoxyethoxy)ethanol 24.44
    sec-butyl acetate 9.06
    tert-butyl acetate 11.08
    decalin 0.25
    glycerin 8.75
    diglyme 48.82
    acrylic acid 14.29
    isopropyl myristate 4.78
    n-butyric acid 13.37
    acetyl acetate 11.93
    di(2-ethylhexyl) phthalate 9.37
    ethyl propionate 11.95
    nitromethane 45.51
    1,2-diethoxyethane 13.3
    benzonitrile 12.0
    trioctyl phosphate 4.84
    1-bromopropane 7.06
    gamma-valerolactone 101.35
    n-decanol 1.82
    triethyl phosphate 8.94
    4-methyl-2-pentanol 1.8
    propionitrile 6.78
    vinylene carbonate 30.93
    1,1,2-trichlorotrifluoroethane 72.49
    DMS 24.26
    cumene 1.87
    2-octanol 1.49
    2-hexanone 10.71
    octyl acetate 6.53
    limonene 2.9
    1,2-dimethoxyethane 25.77
    ethyl orthosilicate 7.56
    tributyl phosphate 6.51
    diacetone alcohol 16.97
    N,N-dimethylaniline 7.97
    acrylonitrile 12.42
    aniline 12.63
    1,3-propanediol 6.31
    bromobenzene 12.15
    dibromomethane 21.15
    1,1,2,2-tetrachloroethane 69.52
    2-methyl-cyclohexyl acetate 13.13
    tetrabutyl urea 10.81
    diisobutyl methanol 2.06
    2-phenylethanol 12.57
    styrene 3.3
    dioctyl adipate 10.91
    dimethyl sulfate 40.46
    ethyl butyrate 11.36
    methyl lactate 18.27
    butyl lactate 11.92
    diethyl carbonate 9.29
    propanediol butyl ether 11.42
    triethyl orthoformate 10.37
    p-tert-butyltoluene 2.04
    methyl 4-tert-butylbenzoate 17.56
    morpholine 36.51
    tert-butylamine 1.1
    n-dodecanol 1.35
    dimethoxymethane 28.72
    ethylene carbonate 21.72
    cyrene 26.97
    2-ethoxyethyl acetate 21.9
    2-ethylhexyl acetate 12.56
    1,2,4-trichlorobenzene 22.7
    4-methylpyridine 32.77
    dibutyl ether 3.1
    2,6-dimethyl-4-heptanol 2.06
    DEF 24.52
    dimethyl isosorbide 50.47
    tetrachloroethylene 25.69
    eugenol 17.64
    triacetin 22.15
    span 80 14.99
    1,4-butanediol 2.0
    1,1-dichloroethane 16.49
    2-methyl-1-pentanol 3.63
    methyl formate 13.78
    2-methyl-1-butanol 4.17
    n-decane 0.13
    butyronitrile 5.82
    3,7-dimethyl-1-octanol 2.96
    1-chlorooctane 1.16
    1-chlorotetradecane 0.54
    n-nonane 0.1
    undecane 0.11
    tert-butylcyclohexane 0.2
    cyclooctane 0.08
    cyclopentanol 7.85
    tetrahydropyran 15.47
    tert-amyl methyl ether 4.1
    2,5,8-trioxanonane 36.46
    1-hexene 0.7
    2-isopropoxyethanol 8.98
    2,2,2-trifluoroethanol 5.53
    methyl butyrate 15.88

    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