Gnaphaliin

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  • Identifiers

    CAS number
    33803-42-8

    Molecular formula
    C17H14O6

    SMILES
    COC1=C(C=C(C2=C1OC(=C(C2=O)OC)C3=CC=CC=C3)O)O

    Safety labels

  • Odor profile

    Fragrance
    Phenolic 55.86%
    Spicy 38.26%
    Burnt 37.53%
    Smoky 33.95%
    Fruity 33.58%
    Vanilla 32.38%
    Odorless 32.12%
    Woody 28.9%
    Balsamic 28.74%
    Sweet 28.0%

     

    Flavor
    Bitter 83.09%
    Parsley 21.67%
    Eugenol 21.39%
    Bland 20.74%
    Lovage 20.3%
    Odorless 20.23%
    Cedarleaf 20.22%
    Ham 19.9%
    Sweet-like 19.88%
    Ethyl benzoate 19.73%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.2

    pKa est.
    8.96 (weak base)

    Molecular weight
    314.29 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    741°C

    Melting point expt.

    • 174 - 175 °C

    Flash point

    • 196.87 ˚C est.

  • Synonyms

    • Gnaphaliin
    • 33803-42-8
    • 5,7-dihydroxy-3,8-dimethoxy-2-phenylchromen-4-one
    • DTXSID201318317
    • RefChem:1086135
    • DTXCID901748129
    • 3-O-Methyl-8-methoxygalangin
    • 5,7-Dihydroxy-3,8-dimethoxy-2-phenyl-4H-1-benzopyran-4-one
    • Flavone + 2O + 2MeO
    • CHEMBL560724
    • MEGxp0_000457
    • orb1991707
    • 5,7-dihydroxy-3,8-dimethoxy-2-phenyl-4H-chromen-4-one
    • SCHEMBL19267483
    • ACon1_000796
    • CHEBI:168044
    • IBA80342
    • LMPK12113093
    • AKOS040735052
    • BRD-K86620082-001-01-6
    • 33803-42-8

  • Applications

    Gnaphaliin (CAS 33803-42-8) is a plant-derived compound often evaluated as a fragrance/odorant component for perfumery and personal care; it can serve as an intermediate or building block in organic synthesis for pharmaceutical and specialty chemicals; it is studied for potential biological activity, supporting exploratory work in pharmaceutical and agrochemical research; it is also used as a reference material or standard in natural product analytical chemistry, and may be considered for cosmetic formulations where natural-product ingredients are preferred, subject to formulation limits and local regulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.85
    methanol 0.71
    isopropanol 0.72
    water 0.0
    ethyl acetate 2.29
    n-propanol 1.2
    acetone 2.01
    n-butanol 1.13
    acetonitrile 1.04
    DMF 17.3
    toluene 0.43
    isobutanol 1.05
    1,4-dioxane 2.72
    methyl acetate 3.04
    THF 16.18
    2-butanone 3.56
    n-pentanol 1.04
    sec-butanol 1.11
    n-hexane 0.02
    ethylene glycol 1.35
    NMP 47.19
    cyclohexane 0.05
    DMSO 33.04
    n-butyl acetate 2.73
    n-octanol 0.83
    chloroform 2.13
    n-propyl acetate 2.24
    acetic acid 5.75
    dichloromethane 4.16
    cyclohexanone 9.12
    propylene glycol 1.41
    isopropyl acetate 1.7
    DMAc 25.46
    2-ethoxyethanol 4.96
    isopentanol 1.42
    n-heptane 0.06
    ethyl formate 1.87
    1,2-dichloroethane 4.11
    n-hexanol 1.34
    2-methoxyethanol 10.9
    isobutyl acetate 1.41
    tetrachloromethane 0.21
    n-pentyl acetate 2.38
    transcutol 17.42
    n-heptanol 1.15
    ethylbenzene 0.37
    MIBK 1.98
    2-propoxyethanol 7.66
    tert-butanol 1.39
    MTBE 0.79
    2-butoxyethanol 5.11
    propionic acid 3.8
    o-xylene 0.57
    formic acid 3.49
    diethyl ether 0.6
    m-xylene 0.46
    p-xylene 0.46
    chlorobenzene 1.05
    dimethyl carbonate 4.78
    n-octane 0.03
    formamide 6.88
    cyclopentanone 16.86
    2-pentanone 2.48
    anisole 1.4
    cyclopentyl methyl ether 4.02
    gamma-butyrolactone 25.58
    1-methoxy-2-propanol 7.68
    pyridine 5.49
    3-pentanone 2.26
    furfural 20.63
    n-dodecane 0.04
    diethylene glycol 9.46
    diisopropyl ether 0.25
    tert-amyl alcohol 1.75
    acetylacetone 5.05
    n-hexadecane 0.05
    acetophenone 3.67
    methyl propionate 4.63
    isopentyl acetate 3.01
    trichloroethylene 10.62
    n-nonanol 0.97
    cyclohexanol 2.15
    benzyl alcohol 2.72
    2-ethylhexanol 1.35
    isooctanol 1.16
    dipropyl ether 1.09
    1,2-dichlorobenzene 1.72
    ethyl lactate 3.45
    propylene carbonate 8.52
    n-methylformamide 6.0
    2-pentanol 0.82
    n-pentane 0.02
    1-propoxy-2-propanol 5.29
    1-methoxy-2-propyl acetate 6.61
    2-(2-methoxypropoxy) propanol 7.23
    mesitylene 0.29
    ε-caprolactone 9.9
    p-cymene 0.81
    epichlorohydrin 24.05
    1,1,1-trichloroethane 1.27
    2-aminoethanol 2.04
    morpholine-4-carbaldehyde 24.63
    sulfolane 57.23
    2,2,4-trimethylpentane 0.06
    2-methyltetrahydrofuran 5.64
    n-hexyl acetate 2.85
    isooctane 0.03
    2-(2-butoxyethoxy)ethanol 8.04
    sec-butyl acetate 1.55
    tert-butyl acetate 2.79
    decalin 0.07
    glycerin 6.73
    diglyme 16.88
    acrylic acid 6.19
    isopropyl myristate 1.17
    n-butyric acid 3.76
    acetyl acetate 2.15
    di(2-ethylhexyl) phthalate 2.36
    ethyl propionate 2.44
    nitromethane 12.61
    1,2-diethoxyethane 2.77
    benzonitrile 2.46
    trioctyl phosphate 1.62
    1-bromopropane 0.93
    gamma-valerolactone 26.5
    n-decanol 0.73
    triethyl phosphate 2.9
    4-methyl-2-pentanol 0.76
    propionitrile 1.58
    vinylene carbonate 7.22
    1,1,2-trichlorotrifluoroethane 29.71
    DMS 5.39
    cumene 0.38
    2-octanol 0.7
    2-hexanone 2.31
    octyl acetate 1.64
    limonene 1.14
    1,2-dimethoxyethane 7.97
    ethyl orthosilicate 2.47
    tributyl phosphate 1.94
    diacetone alcohol 7.35
    N,N-dimethylaniline 1.69
    acrylonitrile 3.63
    aniline 2.1
    1,3-propanediol 3.33
    bromobenzene 0.83
    dibromomethane 1.59
    1,1,2,2-tetrachloroethane 7.75
    2-methyl-cyclohexyl acetate 3.27
    tetrabutyl urea 3.25
    diisobutyl methanol 0.96
    2-phenylethanol 3.38
    styrene 0.38
    dioctyl adipate 2.79
    dimethyl sulfate 16.39
    ethyl butyrate 2.58
    methyl lactate 6.99
    butyl lactate 3.76
    diethyl carbonate 2.21
    propanediol butyl ether 4.49
    triethyl orthoformate 2.77
    p-tert-butyltoluene 0.79
    methyl 4-tert-butylbenzoate 5.82
    morpholine 6.59
    tert-butylamine 0.57
    n-dodecanol 0.56
    dimethoxymethane 7.96
    ethylene carbonate 4.68
    cyrene 12.46
    2-ethoxyethyl acetate 4.8
    2-ethylhexyl acetate 2.44
    1,2,4-trichlorobenzene 3.16
    4-methylpyridine 3.8
    dibutyl ether 0.87
    2,6-dimethyl-4-heptanol 0.96
    DEF 6.5
    dimethyl isosorbide 16.3
    tetrachloroethylene 4.42
    eugenol 6.21
    triacetin 5.36
    span 80 5.45
    1,4-butanediol 1.18
    1,1-dichloroethane 1.06
    2-methyl-1-pentanol 1.5
    methyl formate 4.72
    2-methyl-1-butanol 1.49
    n-decane 0.06
    butyronitrile 1.15
    3,7-dimethyl-1-octanol 1.1
    1-chlorooctane 0.42
    1-chlorotetradecane 0.21
    n-nonane 0.04
    undecane 0.05
    tert-butylcyclohexane 0.06
    cyclooctane 0.02
    cyclopentanol 3.27
    tetrahydropyran 2.09
    tert-amyl methyl ether 1.25
    2,5,8-trioxanonane 12.43
    1-hexene 0.15
    2-isopropoxyethanol 3.4
    2,2,2-trifluoroethanol 3.32
    methyl butyrate 3.41

    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