Gossypin

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  • Identifiers

    CAS number
    652-78-8

    Molecular formula
    C21H20O13

    SMILES
    C1=CC(=C(C=C1C2=C(C(=O)C3=C(O2)C(=C(C=C3O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 79.5%
    Phenolic 33.51%
    Burnt 26.67%
    Vanilla 20.96%
    Smoky 20.41%
    Savory 20.18%
    Milky 17.33%
    Balsamic 16.29%
    Bitter 15.92%
    Spicy 14.79%

     

    Flavor
    Bitter 77.41%
    Odorless 38.94%
    Bland 32.54%
    Sweet-like 27.07%
    Very mild 21.01%
    Mild 20.84%
    Eugenol 20.3%
    Cedarleaf 19.87%
    Parsley 19.61%
    Very slight 19.3%

     

    Odor impact est.
    Odorless

  • Properties

    pKa est.
    8.95 (weak base)

    Molecular weight
    480.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    4213°C

    Flash point

    • 322.06 ˚C est.

  • Synonyms

    • Gossypin
    • 652-78-8
    • Gossypetin 8-O-glucoside
    • A3Q367XWX9
    • 3,5,7,8,3',4'-Hexahydroxyflavone-8-glucoside
    • CHEBI:5525
    • DTXSID60215512
    • 2-(3,4-Dihydroxyphenyl)-8-(beta-D-glucopyranosyloxy)-3,5,7-trihydroxy-4H-1-benzopyran-4-one
    • NSC-656276
    • 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chromen-4-one
    • 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-8-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl)oxy-chromen-4-one
    • RefChem:782650
    • DTXCID90138003
    • Gossypetin-8-glucoside
    • MFCD00017429
    • NSC 656276
    • BRN 0071526
    • 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
    • Gossypetin 8-glucoside
    • ST057186
    • 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4-oxo-4H-1-benzopyran-8-yl beta-D-glucopyranoside
    • 4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-8-(.beta.-D-glucopyranosyloxy)-3,5,7-trihydroxy-
    • UNII-A3Q367XWX9
    • Gossypin (4)
    • Gossypin (Standard)
    • 4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-8-(beta-D-glucopyranosyloxy)-3,5,7-trihydroxy-
    • 4-18-00-03589 (Beilstein Handbook Reference)
    • CHEMBL402915
    • orb1297351
    • SCHEMBL1156121
    • Gossypin, >=90% (HPLC)
    • SCHEMBL29559558
    • BDBM153264
    • GLXC-03345
    • AKOS024282592
    • EBC-468080
    • HY-125911R
    • MH11045
    • 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-8-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one
    • MS-28931
    • HY-125911
    • CS-0102990
    • C10051
    • 3,3',4',5,7,8-Hexahydroxy flavone-8-glucoside
    • 3,3',4',5,7,8-Hexahydroxyflavone-8-glucoside
    • A1-00786
    • BRD-K05485208-001-01-1
    • Q27106791
    • 3,3',4',5,7,8-HEXAHYDROXYFLAVONE 8-GLUCOSIDE
    • 2-(3,4-Dihydroxy-phenyl)-3,5,7-trihydroxy-8-(3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-chromen-4-one
    • 2-(3,4-Dihydroxyphenyl)-3,5,7-trihydroxy-8-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one
    • 8-[(2S,4S,5S,3R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)(2H-3,4,5,6-tetrahydropy ran-2-yloxy)]-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxychromen-4-one
    • R7O
    • 652-78-8

  • Applications

    Gossypin (CAS 652-78-8) is a natural flavone glycoside that is primarily studied for its antioxidant and color properties; in cosmetics and personal care, it is evaluated as an antioxidant and may serve as a pigment in formulations, contributing color and light stability; in coatings and inks, gossypin can function as a natural colorant and stabilizing agent with potential UV-absorbing properties; in industrial polymers, it is explored as an environmentally friendly additive that can provide stabilization during processing and in finished products; additionally, it can serve as an intermediate or scaffold in the synthesis of flavonoid derivatives for research and development, and is studied in natural product chemistry for potential bioactive applications, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 11.94
    methanol 7.96
    isopropanol 10.59
    water 0.25
    ethyl acetate 1.03
    n-propanol 14.73
    acetone 2.93
    n-butanol 4.18
    acetonitrile 0.82
    DMF 46.86
    toluene 0.09
    isobutanol 3.2
    1,4-dioxane 8.93
    methyl acetate 2.5
    THF 21.9
    2-butanone 4.96
    n-pentanol 1.44
    sec-butanol 6.98
    n-hexane 0.01
    ethylene glycol 53.56
    NMP 43.07
    cyclohexane 0.03
    DMSO 95.94
    n-butyl acetate 0.32
    n-octanol 0.97
    chloroform 0.03
    n-propyl acetate 0.4
    acetic acid 29.36
    dichloromethane 0.04
    cyclohexanone 2.76
    propylene glycol 61.53
    isopropyl acetate 0.46
    DMAc 55.16
    2-ethoxyethanol 31.73
    isopentanol 1.16
    n-heptane 0.05
    ethyl formate 1.24
    1,2-dichloroethane 0.1
    n-hexanol 0.73
    2-methoxyethanol 95.06
    isobutyl acetate 0.09
    tetrachloromethane 0.01
    n-pentyl acetate 0.65
    transcutol 23.27
    n-heptanol 1.2
    ethylbenzene 0.03
    MIBK 0.32
    2-propoxyethanol 13.47
    tert-butanol 3.59
    MTBE 0.66
    2-butoxyethanol 7.96
    propionic acid 10.66
    o-xylene 0.07
    formic acid 50.83
    diethyl ether 1.15
    m-xylene 0.05
    p-xylene 0.03
    chlorobenzene 0.02
    dimethyl carbonate 2.45
    n-octane 0.03
    formamide 54.83
    cyclopentanone 8.82
    2-pentanone 1.51
    anisole 0.21
    cyclopentyl methyl ether 1.94
    gamma-butyrolactone 13.2
    1-methoxy-2-propanol 51.03
    pyridine 3.32
    3-pentanone 1.12
    furfural 6.36
    n-dodecane 0.02
    diethylene glycol 27.08
    diisopropyl ether 0.11
    tert-amyl alcohol 2.56
    acetylacetone 1.81
    n-hexadecane 0.02
    acetophenone 0.33
    methyl propionate 3.16
    isopentyl acetate 0.19
    trichloroethylene 0.12
    n-nonanol 1.0
    cyclohexanol 2.01
    benzyl alcohol 0.72
    2-ethylhexanol 0.24
    isooctanol 0.59
    dipropyl ether 0.77
    1,2-dichlorobenzene 0.01
    ethyl lactate 1.88
    propylene carbonate 1.38
    n-methylformamide 24.82
    2-pentanol 1.85
    n-pentane 0.03
    1-propoxy-2-propanol 7.42
    1-methoxy-2-propyl acetate 1.74
    2-(2-methoxypropoxy) propanol 5.07
    mesitylene 0.02
    ε-caprolactone 3.73
    p-cymene 0.04
    epichlorohydrin 5.71
    1,1,1-trichloroethane 0.02
    2-aminoethanol 57.76
    morpholine-4-carbaldehyde 43.26
    sulfolane 24.87
    2,2,4-trimethylpentane 0.01
    2-methyltetrahydrofuran 4.78
    n-hexyl acetate 0.73
    isooctane 0.0
    2-(2-butoxyethoxy)ethanol 9.92
    sec-butyl acetate 0.16
    tert-butyl acetate 0.43
    decalin 0.01
    glycerin 122.0
    diglyme 14.54
    acrylic acid 12.61
    isopropyl myristate 0.24
    n-butyric acid 3.87
    acetyl acetate 0.32
    di(2-ethylhexyl) phthalate 0.32
    ethyl propionate 0.41
    nitromethane 21.83
    1,2-diethoxyethane 1.84
    benzonitrile 0.15
    trioctyl phosphate 0.38
    1-bromopropane 0.07
    gamma-valerolactone 29.84
    n-decanol 0.68
    triethyl phosphate 0.24
    4-methyl-2-pentanol 0.33
    propionitrile 0.78
    vinylene carbonate 0.99
    1,1,2-trichlorotrifluoroethane 12.15
    DMS 0.76
    cumene 0.02
    2-octanol 0.66
    2-hexanone 0.52
    octyl acetate 0.55
    limonene 0.07
    1,2-dimethoxyethane 11.23
    ethyl orthosilicate 0.23
    tributyl phosphate 0.27
    diacetone alcohol 4.43
    N,N-dimethylaniline 0.2
    acrylonitrile 1.46
    aniline 0.68
    1,3-propanediol 42.34
    bromobenzene 0.01
    dibromomethane 0.02
    1,1,2,2-tetrachloroethane 0.16
    2-methyl-cyclohexyl acetate 0.21
    tetrabutyl urea 0.79
    diisobutyl methanol 0.14
    2-phenylethanol 0.44
    styrene 0.03
    dioctyl adipate 0.56
    dimethyl sulfate 4.76
    ethyl butyrate 0.32
    methyl lactate 11.82
    butyl lactate 1.92
    diethyl carbonate 0.18
    propanediol butyl ether 10.56
    triethyl orthoformate 0.5
    p-tert-butyltoluene 0.04
    methyl 4-tert-butylbenzoate 1.11
    morpholine 29.77
    tert-butylamine 0.6
    n-dodecanol 0.42
    dimethoxymethane 16.87
    ethylene carbonate 0.8
    cyrene 6.32
    2-ethoxyethyl acetate 1.81
    2-ethylhexyl acetate 0.13
    1,2,4-trichlorobenzene 0.03
    4-methylpyridine 0.83
    dibutyl ether 0.48
    2,6-dimethyl-4-heptanol 0.14
    DEF 4.46
    dimethyl isosorbide 4.27
    tetrachloroethylene 0.12
    eugenol 1.51
    triacetin 1.49
    span 80 5.14
    1,4-butanediol 10.48
    1,1-dichloroethane 0.04
    2-methyl-1-pentanol 0.46
    methyl formate 10.62
    2-methyl-1-butanol 1.71
    n-decane 0.05
    butyronitrile 0.4
    3,7-dimethyl-1-octanol 0.32
    1-chlorooctane 0.11
    1-chlorotetradecane 0.04
    n-nonane 0.04
    undecane 0.03
    tert-butylcyclohexane 0.0
    cyclooctane 0.01
    cyclopentanol 6.67
    tetrahydropyran 3.78
    tert-amyl methyl ether 0.71
    2,5,8-trioxanonane 9.87
    1-hexene 0.05
    2-isopropoxyethanol 8.3
    2,2,2-trifluoroethanol 7.63
    methyl butyrate 0.58

    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