Ginkgolide M

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  • Identifiers

    CAS number
    15291-78-8

    Molecular formula
    C20H24O10

    SMILES
    C[C@H]1[C@H]2[C@H]([C@@H]([C@@]34[C@]25C(=O)OC3[C@@H]([C@H](C46[C@H](C(=O)OC6O5)O)C(C)(C)C)O)O)OC1=O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 68.18%
    Spicy 22.04%
    Sweet 21.54%
    Woody 20.24%
    Cooling 19.08%
    Mint 16.85%
    Milky 16.26%
    Burnt 15.85%
    Savory 14.91%
    Caramellic 14.9%

     

    Flavor
    Bitter 91.82%
    Bland 23.37%
    Sweet-like 22.22%
    Cedarleaf 21.67%
    Parsley 18.92%
    Lovage 18.9%
    Ripe apricot 18.82%
    Red fruit 18.67%
    Fenugreek 18.59%
    Nitrile 18.27%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -0.3

    pKa est.
    4.12 (weak acid)

    Molecular weight
    424.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately fast

    Boiling point est.
    2252°C

    Flash point

    • 211.2 ˚C est.

  • Synonyms

    • Ginkgolide M
    • ginkgolide-M
    • DTXSID70864570
    • RefChem:922217
    • DTXCID501021826
    • 15291-78-8
    • (1S,3R,6R,7S,8S,9R,10S,11R,12R,13R,16S)-8-tert-butyl-6,9,12-trihydroxy-16-methyl-2,4,14,19-tetraoxahexacyclo(8.7.2.01,11.03,?.0?,11.013,1?)nonadecane-5,15,18-trione
    • (1S,6R,8S,9R,11R,12R,13R,16S,17S)-8-tert-butyl-6,9,12-trihydroxy-16-methyl-2,4,14,19-tetraoxahexacyclo(8.7.2.01,11.03,7.07,11.013,17)nonadecane-5,15,18-trione
    • Z9XSZ8ZK7U
    • CHEMBL2113267
    • SCHEMBL29367961
    • BDBM50411311
    • 15291-78-8

  • Applications

    Ginkgolide M (CAS 15291-78-8) is a natural-product diterpene trilactone isolated from Ginkgo biloba. In practice, it is primarily used as a research chemical in pharmaceutical and natural-product studies: it is evaluated for pharmacological activity, notably as a potential PAF receptor antagonist, and serves as a synthetic starting point or intermediate for the preparation of ginkgolide derivatives. It is also used as a natural product reference standard and marker for quality control in Ginkgo biloba extracts, and as an analytical reference in methods (LC/GC) to quantify ginkgolides. Additionally, it functions as a research reagent in academic and industrial settings for structure- and activity relationship investigations of diterpene lactones.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 20.54
    methanol 58.72
    isopropanol 14.04
    water 3.9
    ethyl acetate 24.87
    n-propanol 14.25
    acetone 66.43
    n-butanol 12.69
    acetonitrile 37.98
    DMF 183.61
    toluene 7.32
    isobutanol 8.53
    1,4-dioxane 59.74
    methyl acetate 33.1
    THF 123.27
    2-butanone 35.78
    n-pentanol 8.84
    sec-butanol 7.82
    n-hexane 0.33
    ethylene glycol 27.93
    NMP 217.8
    cyclohexane 0.92
    DMSO 259.9
    n-butyl acetate 18.68
    n-octanol 4.83
    chloroform 37.39
    n-propyl acetate 17.18
    acetic acid 113.83
    dichloromethane 38.45
    cyclohexanone 69.61
    propylene glycol 15.72
    isopropyl acetate 16.94
    DMAc 141.85
    2-ethoxyethanol 43.92
    isopentanol 9.19
    n-heptane 0.43
    ethyl formate 36.49
    1,2-dichloroethane 28.33
    n-hexanol 10.9
    2-methoxyethanol 102.71
    isobutyl acetate 9.52
    tetrachloromethane 6.66
    n-pentyl acetate 13.3
    transcutol 22.41
    n-heptanol 7.66
    ethylbenzene 3.53
    MIBK 16.5
    2-propoxyethanol 59.33
    tert-butanol 11.48
    MTBE 4.97
    2-butoxyethanol 30.13
    propionic acid 30.93
    o-xylene 5.05
    formic acid 143.73
    diethyl ether 9.34
    m-xylene 5.24
    p-xylene 4.76
    chlorobenzene 11.64
    dimethyl carbonate 44.29
    n-octane 0.27
    formamide 161.91
    cyclopentanone 122.89
    2-pentanone 29.14
    anisole 8.55
    cyclopentyl methyl ether 23.28
    gamma-butyrolactone 157.13
    1-methoxy-2-propanol 53.64
    pyridine 47.97
    3-pentanone 20.46
    furfural 126.58
    n-dodecane 0.24
    diethylene glycol 76.3
    diisopropyl ether 2.28
    tert-amyl alcohol 7.29
    acetylacetone 57.0
    n-hexadecane 0.28
    acetophenone 20.89
    methyl propionate 32.14
    isopentyl acetate 14.99
    trichloroethylene 61.39
    n-nonanol 4.94
    cyclohexanol 13.83
    benzyl alcohol 16.31
    2-ethylhexanol 5.5
    isooctanol 5.38
    dipropyl ether 5.95
    1,2-dichlorobenzene 12.55
    ethyl lactate 19.07
    propylene carbonate 67.45
    n-methylformamide 109.77
    2-pentanol 5.52
    n-pentane 0.39
    1-propoxy-2-propanol 26.44
    1-methoxy-2-propyl acetate 29.64
    2-(2-methoxypropoxy) propanol 17.39
    mesitylene 3.04
    ε-caprolactone 62.6
    p-cymene 3.65
    epichlorohydrin 112.05
    1,1,1-trichloroethane 18.12
    2-aminoethanol 26.68
    morpholine-4-carbaldehyde 171.66
    sulfolane 223.06
    2,2,4-trimethylpentane 0.19
    2-methyltetrahydrofuran 36.98
    n-hexyl acetate 13.13
    isooctane 0.16
    2-(2-butoxyethoxy)ethanol 20.43
    sec-butyl acetate 9.23
    tert-butyl acetate 15.17
    decalin 0.52
    glycerin 55.89
    diglyme 43.04
    acrylic acid 49.78
    isopropyl myristate 4.73
    n-butyric acid 36.6
    acetyl acetate 32.38
    di(2-ethylhexyl) phthalate 8.97
    ethyl propionate 14.4
    nitromethane 210.5
    1,2-diethoxyethane 9.4
    benzonitrile 23.14
    trioctyl phosphate 7.98
    1-bromopropane 7.68
    gamma-valerolactone 183.27
    n-decanol 3.34
    triethyl phosphate 9.87
    4-methyl-2-pentanol 4.08
    propionitrile 19.9
    vinylene carbonate 70.78
    1,1,2-trichlorotrifluoroethane 100.41
    DMS 21.42
    cumene 2.47
    2-octanol 3.77
    2-hexanone 17.9
    octyl acetate 7.63
    limonene 4.52
    1,2-dimethoxyethane 56.89
    ethyl orthosilicate 7.66
    tributyl phosphate 7.41
    diacetone alcohol 31.69
    N,N-dimethylaniline 7.77
    acrylonitrile 40.78
    aniline 14.2
    1,3-propanediol 40.22
    bromobenzene 10.09
    dibromomethane 20.25
    1,1,2,2-tetrachloroethane 39.64
    2-methyl-cyclohexyl acetate 14.36
    tetrabutyl urea 12.27
    diisobutyl methanol 3.01
    2-phenylethanol 21.33
    styrene 3.62
    dioctyl adipate 9.33
    dimethyl sulfate 92.81
    ethyl butyrate 12.71
    methyl lactate 45.43
    butyl lactate 14.27
    diethyl carbonate 10.66
    propanediol butyl ether 17.3
    triethyl orthoformate 9.71
    p-tert-butyltoluene 3.2
    methyl 4-tert-butylbenzoate 19.17
    morpholine 67.28
    tert-butylamine 3.29
    n-dodecanol 2.29
    dimethoxymethane 86.82
    ethylene carbonate 55.97
    cyrene 51.48
    2-ethoxyethyl acetate 21.51
    2-ethylhexyl acetate 11.78
    1,2,4-trichlorobenzene 17.16
    4-methylpyridine 35.81
    dibutyl ether 2.99
    2,6-dimethyl-4-heptanol 3.01
    DEF 41.4
    dimethyl isosorbide 41.18
    tetrachloroethylene 29.97
    eugenol 20.72
    triacetin 18.95
    span 80 16.54
    1,4-butanediol 17.54
    1,1-dichloroethane 17.48
    2-methyl-1-pentanol 6.57
    methyl formate 103.6
    2-methyl-1-butanol 7.68
    n-decane 0.41
    butyronitrile 17.79
    3,7-dimethyl-1-octanol 3.83
    1-chlorooctane 1.99
    1-chlorotetradecane 0.87
    n-nonane 0.33
    undecane 0.3
    tert-butylcyclohexane 0.34
    cyclooctane 0.39
    cyclopentanol 25.45
    tetrahydropyran 26.21
    tert-amyl methyl ether 4.96
    2,5,8-trioxanonane 29.2
    1-hexene 1.5
    2-isopropoxyethanol 23.02
    2,2,2-trifluoroethanol 78.34
    methyl butyrate 21.5

    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