Bilobetin

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  • Identifiers

    CAS number
    521-32-4

    Molecular formula
    C31H20O10

    SMILES
    COC1=C(C=C(C=C1)C2=CC(=O)C3=C(C=C(C=C3O2)O)O)C4=C(C=C(C5=C4OC(=CC5=O)C6=CC=C(C=C6)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Phenolic 54.33%
    Odorless 49.13%
    Burnt 30.94%
    Medicinal 24.27%
    Fruity 22.71%
    Smoky 22.09%
    Animal 22.03%
    Spicy 21.99%
    Bitter 21.1%
    Balsamic 20.86%

     

    Flavor
    Bitter 97.08%
    Odorless 22.77%
    Sweet-like 19.63%
    Cedarleaf 19.5%
    Very strong 19.19%
    Bland 19.05%
    Indole 18.97%
    Nitrile 18.95%
    Parsley 18.91%
    Lovage 18.74%

     

    Odor impact est.
    Odorless

  • Properties

    XLogP3-AA
    5.4

    pKa est.
    9.12 (weak base)

    Molecular weight
    552.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    2608°C

    Melting point expt.

    • 320 °C

    Flash point

    • 316.24 ˚C est.

  • Synonyms

    • Bilobetin
    • 521-32-4
    • 4'-Monomethylamentoflavone
    • AJ4UE8X6JZ
    • 8-[5-(5,7-dihydroxy-4-oxochromen-2-yl)-2-methoxyphenyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
    • DTXSID70200095
    • 3''',8-Biflavone, 4',5,5'',7,7''-pentahydroxy-4'''-methoxy-
    • 8-(5-(5,7-Dihydroxy-4-oxo-4H-chromen-2-yl)-2-methoxyphenyl)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
    • 8-[5-(5,7-dihydroxy-4-oxo-4H-chromen-2-yl)-2-methoxyphenyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
    • 8-(5-(5,7-dihydroxy-4-oxochromen-2-yl)-2-methoxyphenyl)-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
    • RefChem:917192
    • DTXCID70122586
    • MFCD00597036
    • 8-[5-(5,7-dihydroxy-4-oxo-4H-1-benzopyran-2-yl)-2-methoxyphenyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
    • 8-(5-(5,7-DIHYDROXY-4-OXO-4H-1-BENZOPYRAN-2-YL)-2-METHOXYPHENYL)-5,7-DIHYDROXY-2-(4-HYDROXYPHENYL)-4H-1-BENZOPYRAN-4-ONE
    • Bilobetin (Standard)
    • UNII-AJ4UE8X6JZ
    • 5,7-Dihydroxy-8-[2-methoxy-5-(5,7-dihydroxy-4-oxo-4H-1-benzopyran-2-yl)phenyl]-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
    • orb1302285
    • SCHEMBL13485655
    • SCHEMBL31094029
    • HY-N2118R
    • WLZ4717
    • CHEBI:192880
    • BDBM513134
    • acs.jmedchem.1c00409_ST.731
    • HY-N2118
    • AKOS032948310
    • EBC-615649
    • FB73963
    • AC-34039
    • MS-30093
    • DB-050151
    • CS-0018638
    • A871059
    • Biflavonoid-flavone base + 3O and flavone base + 2O + 1MeO
    • 4',5,5'',7,7''-Pentahydroxy-4'''-methoxy-3''',8-Biflavone
    • 4H-1-BENZOPYRAN-4-ONE, 8-(5-(5,7-DIHYDROXY-4-OXO-4H-1-BENZOPYRAN-2-YL)-2-METHOXYPHENYL)-5,7-DIHYDROXY-2-(4-HYDROXYPHENYL)-
    • 8-(5-(5,7-BIS(OXIDANYL)-4-OXIDANYLIDENE-CHROMEN-2-YL)-2-METHOXY-PHENYL)-2-(4-HYDROXYPHENYL)-5,7-BIS(OXIDANYL)CHROMEN-4-ONE
    • 8-[5-(5,7-dihydroxy-4-oxo-chromen-2-yl)-2-methoxy-phenyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
    • 521-32-4

  • Applications

    Bilobetin (CAS 521-32-4) is a natural biflavonoid found in Ginkgo biloba leaves. In practical terms, it is mainly considered a natural antioxidant and stabilizer with potential applications in cosmetics and personal care formulations, where it can help protect against oxidative degradation. It is also studied as a stabilizing antioxidant in polymer and coating/ink systems, potentially extending material and formulation lifetimes. In the food/food-packaging sector, bilobetin may be evaluated as a natural antioxidant to help preserve products and packaging materials, subject to regulatory limits. Researchers also reference it as an intermediate or reference standard in chemical synthesis and as a candidate for bioactivity screening in pharmaceutical research, without claiming therapeutic indications. Use of any application would be subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.23
    methanol 0.47
    isopropanol 0.13
    water 0.0
    ethyl acetate 0.09
    n-propanol 0.36
    acetone 0.18
    n-butanol 0.17
    acetonitrile 0.05
    DMF 9.1
    toluene 0.01
    isobutanol 0.13
    1,4-dioxane 0.88
    methyl acetate 0.24
    THF 2.24
    2-butanone 0.53
    n-pentanol 0.1
    sec-butanol 0.2
    n-hexane 0.0
    ethylene glycol 0.91
    NMP 9.89
    cyclohexane 0.0
    DMSO 16.64
    n-butyl acetate 0.08
    n-octanol 0.04
    chloroform 0.03
    n-propyl acetate 0.1
    acetic acid 1.02
    dichloromethane 0.03
    cyclohexanone 0.55
    propylene glycol 1.84
    isopropyl acetate 0.05
    DMAc 10.33
    2-ethoxyethanol 2.05
    isopentanol 0.08
    n-heptane 0.0
    ethyl formate 0.2
    1,2-dichloroethane 0.04
    n-hexanol 0.03
    2-methoxyethanol 7.23
    isobutyl acetate 0.04
    tetrachloromethane 0.0
    n-pentyl acetate 0.09
    transcutol 4.06
    n-heptanol 0.05
    ethylbenzene 0.01
    MIBK 0.06
    2-propoxyethanol 1.72
    tert-butanol 0.08
    MTBE 0.04
    2-butoxyethanol 0.86
    propionic acid 0.7
    o-xylene 0.01
    formic acid 1.52
    diethyl ether 0.05
    m-xylene 0.01
    p-xylene 0.01
    chlorobenzene 0.01
    dimethyl carbonate 0.32
    n-octane 0.0
    formamide 1.91
    cyclopentanone 1.52
    2-pentanone 0.17
    anisole 0.05
    cyclopentyl methyl ether 0.14
    gamma-butyrolactone 2.21
    1-methoxy-2-propanol 3.67
    pyridine 0.51
    3-pentanone 0.13
    furfural 2.2
    n-dodecane 0.0
    diethylene glycol 2.46
    diisopropyl ether 0.01
    tert-amyl alcohol 0.12
    acetylacetone 0.29
    n-hexadecane 0.0
    acetophenone 0.11
    methyl propionate 0.29
    isopentyl acetate 0.07
    trichloroethylene 0.11
    n-nonanol 0.05
    cyclohexanol 0.09
    benzyl alcohol 0.13
    2-ethylhexanol 0.02
    isooctanol 0.03
    dipropyl ether 0.07
    1,2-dichlorobenzene 0.01
    ethyl lactate 0.36
    propylene carbonate 0.37
    n-methylformamide 2.57
    2-pentanol 0.06
    n-pentane 0.0
    1-propoxy-2-propanol 0.99
    1-methoxy-2-propyl acetate 0.45
    2-(2-methoxypropoxy) propanol 1.22
    mesitylene 0.0
    ε-caprolactone 0.72
    p-cymene 0.0
    epichlorohydrin 1.87
    1,1,1-trichloroethane 0.01
    2-aminoethanol 1.4
    morpholine-4-carbaldehyde 10.21
    sulfolane 8.54
    2,2,4-trimethylpentane 0.0
    2-methyltetrahydrofuran 0.37
    n-hexyl acetate 0.1
    isooctane 0.0
    2-(2-butoxyethoxy)ethanol 1.45
    sec-butyl acetate 0.05
    tert-butyl acetate 0.07
    decalin 0.0
    glycerin 7.3
    diglyme 3.11
    acrylic acid 1.23
    isopropyl myristate 0.03
    n-butyric acid 0.38
    acetyl acetate 0.05
    di(2-ethylhexyl) phthalate 0.08
    ethyl propionate 0.1
    nitromethane 2.33
    1,2-diethoxyethane 0.28
    benzonitrile 0.04
    trioctyl phosphate 0.05
    1-bromopropane 0.01
    gamma-valerolactone 8.97
    n-decanol 0.03
    triethyl phosphate 0.09
    4-methyl-2-pentanol 0.02
    propionitrile 0.08
    vinylene carbonate 0.38
    1,1,2-trichlorotrifluoroethane 5.18
    DMS 0.17
    cumene 0.0
    2-octanol 0.03
    2-hexanone 0.12
    octyl acetate 0.06
    limonene 0.01
    1,2-dimethoxyethane 2.31
    ethyl orthosilicate 0.07
    tributyl phosphate 0.07
    diacetone alcohol 0.48
    N,N-dimethylaniline 0.04
    acrylonitrile 0.23
    aniline 0.07
    1,3-propanediol 1.56
    bromobenzene 0.0
    dibromomethane 0.01
    1,1,2,2-tetrachloroethane 0.12
    2-methyl-cyclohexyl acetate 0.07
    tetrabutyl urea 0.15
    diisobutyl methanol 0.01
    2-phenylethanol 0.07
    styrene 0.01
    dioctyl adipate 0.12
    dimethyl sulfate 1.3
    ethyl butyrate 0.09
    methyl lactate 1.46
    butyl lactate 0.35
    diethyl carbonate 0.06
    propanediol butyl ether 1.17
    triethyl orthoformate 0.15
    p-tert-butyltoluene 0.0
    methyl 4-tert-butylbenzoate 0.23
    morpholine 2.22
    tert-butylamine 0.01
    n-dodecanol 0.02
    dimethoxymethane 1.71
    ethylene carbonate 0.22
    cyrene 1.83
    2-ethoxyethyl acetate 0.36
    2-ethylhexyl acetate 0.05
    1,2,4-trichlorobenzene 0.02
    4-methylpyridine 0.18
    dibutyl ether 0.05
    2,6-dimethyl-4-heptanol 0.01
    DEF 0.63
    dimethyl isosorbide 1.79
    tetrachloroethylene 0.05
    eugenol 0.37
    triacetin 0.38
    span 80 0.77
    1,4-butanediol 0.37
    1,1-dichloroethane 0.01
    2-methyl-1-pentanol 0.06
    methyl formate 1.38
    2-methyl-1-butanol 0.12
    n-decane 0.0
    butyronitrile 0.05
    3,7-dimethyl-1-octanol 0.03
    1-chlorooctane 0.01
    1-chlorotetradecane 0.0
    n-nonane 0.0
    undecane 0.0
    tert-butylcyclohexane 0.0
    cyclooctane 0.0
    cyclopentanol 0.24
    tetrahydropyran 0.21
    tert-amyl methyl ether 0.06
    2,5,8-trioxanonane 1.99
    1-hexene 0.01
    2-isopropoxyethanol 0.69
    2,2,2-trifluoroethanol 0.37
    methyl butyrate 0.18

    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