Gymnodimine

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  • Identifiers

    CAS number
    173792-58-0

    Molecular formula
    C32H45NO4

    SMILES
    C[C@@H]1C[C@H]2CC[C@@H](/C(=C/[C@H]3C(=C(CC[C@@]34CCCN=C4CC/C=C(/[C@@H]1O2)\C)[C@@H]5C=C(C(=O)O5)C)C)/C)O

    Safety labels

  • Odor profile

    Fragrance
    Woody 40.2%
    Spicy 35.52%
    Sweet 32.68%
    Floral 32.1%
    Herbal 28.11%
    Mint 27.81%
    Coconut 26.19%
    Lactonic 25.18%
    Celery 24.36%
    Coumarinic 23.75%

     

    Flavor
    Bitter 53.27%
    Floral 24.57%
    Minty 24.07%
    Spicy 22.88%
    Mint 21.41%
    Fatty 21.33%
    Lovage 21.16%
    Shrimp 21.01%
    Fresh 20.84%
    Basil 20.78%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    3.4

    pKa est.
    8.71 (weak base)

    Molecular weight
    507.7 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1189°C

    Flash point

    • 172.34 ˚C est.

  • Synonyms

    • Gymnodimine
    • (-)-Gymnodimine
    • GYM A
    • 7TV3J97IT8
    • 173792-58-0
    • RefChem:144882
    • 5-(19-hydroxy-2,15,18,24-tetramethyl-25-oxa-7-azatetracyclo(20.2.1.0^(6,11).0^(11,16))pentacosa-2,6,14,17-tetraen-14-yl)-3-methyl-2,5-dihydrofuran-2-one
    • 5-((2E)-19-hydroxy-2,15,18,24-tetramethyl-25-oxa-7-azatetracyclo(20.2.1.06,11.011,16)pentacosa-2,6,14,17-tetraen-14-yl)-3-methyl-2,5-dihydrofuran-2-one
    • (2S)-2-((1R,2E,11R,16S,17E,19S,22R,24R)-19-hydroxy-2,15,18,24-tetramethyl-25-oxa-7-azatetracyclo(20.2.1.06,11.011,16)pentacosa-2,6,14,17-tetraen-14-yl)-4-methyl-2H-furan-5-one
    • GYMNODIMINE A
    • (5S)-5-[(4aR,8aS,9E,11S,14R,16R,17R,18E)-11-Hydroxy-8,10,16,18-tetramethyl-3,4,5,6,8a,11,12,13,14,15,16,17,20,21-tetradecahydro-2H-14,17-epoxybenzo[2,3]cyclohexadeca[1,2-b]pyridin-7-yl]-3-methylfuran-2(5H)-one
    • GYM A [HSDB]
    • UNII-7TV3J97IT8
    • SCHEMBL29509505
    • HSDB 7754
    • DTXSID60880103
    • CHEBI:144404
    • C20025
    • Q27268839
    • (2S)-2-[(1R,2E,11R,16S,17E,19S,22R,24R)-19-hydroxy-2,15,18,24-tetramethyl-25-oxa-7-azatetracyclo[20.2.1.06,11.011,16]pentacosa-2,6,14,17-tetraen-14-yl]-4-methyl-2H-uran-5-one
    • 2(5H)-FURANONE, 3-METHYL-5-((7E,9R,10R,12R,15S,16E,17AS,21AR)-2,3,5,6,9,10,11,12,13,14,15,17A,20,21-TETRADECAHYDRO-15-HYDROXY-8,10,16,18-TETRAMETHYL-9,12-EPOXY-1H-BENZO(2,3)CYCLOHEXADECA(1,2-B)PYRIDIN-19-YL)-, (5S)-
    • 2(5H)-FURANONE, 3-METHYL-5-(2,3,5,6,9,10,11,12,13,14,15,17A,20,21-TETRADECAHYDRO-15-HYDROXY-8,10,16,18-TETRAMETHYL-9,12-EPOXY-1H-BENZO(2,3)CYCLOHEXADECA(1,2-B)PYRIDIN-19-YL)-, (9R-(7E,9R*,10R*,12R*,15S*,16E,17AS*,19(S*),21AR*))-
    • 2(5H)-Furanone,3-methyl-5-[(7e,9r,10r,12r,15s,16e,17as,21ar)-2,3,5,6,9,10,11,12,13,14,15,17a,20,21-tetradecahydro-15-hydroxy-8,10,16,18-tetramethyl-9,12-epoxy-1H-benzo[2,3]cyclohexadeca[1,2-b]pyridin-
    • 173792-58-0

  • Applications

    Gymnodimine (CAS 173792-58-0) is mainly used in research and risk assessment contexts as a marine phycotoxin; its real-world applications include: serving as a reference toxin for analytical method development and validation (e.g., LC-MS/MS, LC-HRMS) to detect dinoflagellate toxins in seafood and environmental samples; supporting toxicology studies to probe mechanism of action on ion channels and to inform structure–activity relationships; aiding environmental monitoring and HAB surveillance for seafood safety and toxin risk assessment; contributing to the development of immunoassays and biosensors for rapid detection of gymnodimine in monitoring programs; and supporting interlaboratory proficiency testing and method standardization in marine biotoxin analysis. Subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 24.03
    methanol 18.89
    isopropanol 14.64
    water 0.04
    ethyl acetate 29.45
    n-propanol 34.75
    acetone 18.47
    n-butanol 40.51
    acetonitrile 11.54
    DMF 29.06
    toluene 35.03
    isobutanol 23.01
    1,4-dioxane 42.29
    methyl acetate 21.69
    THF 58.06
    2-butanone 33.29
    n-pentanol 34.53
    sec-butanol 14.34
    n-hexane 1.23
    ethylene glycol 2.81
    NMP 48.51
    cyclohexane 1.55
    DMSO 16.92
    n-butyl acetate 27.31
    n-octanol 14.24
    chloroform 122.26
    n-propyl acetate 22.83
    acetic acid 44.6
    dichloromethane 77.16
    cyclohexanone 60.73
    propylene glycol 4.95
    isopropyl acetate 23.1
    DMAc 62.34
    2-ethoxyethanol 52.69
    isopentanol 29.58
    n-heptane 1.12
    ethyl formate 17.94
    1,2-dichloroethane 35.67
    n-hexanol 28.99
    2-methoxyethanol 48.1
    isobutyl acetate 20.68
    tetrachloromethane 14.66
    n-pentyl acetate 36.28
    transcutol 117.86
    n-heptanol 25.23
    ethylbenzene 14.07
    MIBK 25.42
    2-propoxyethanol 83.9
    tert-butanol 9.69
    MTBE 11.68
    2-butoxyethanol 66.1
    propionic acid 26.14
    o-xylene 17.26
    formic acid 16.44
    diethyl ether 22.45
    m-xylene 20.97
    p-xylene 14.71
    chlorobenzene 38.38
    dimethyl carbonate 19.23
    n-octane 0.55
    formamide 16.95
    cyclopentanone 49.36
    2-pentanone 34.57
    anisole 26.69
    cyclopentyl methyl ether 31.47
    gamma-butyrolactone 50.37
    1-methoxy-2-propanol 43.14
    pyridine 63.56
    3-pentanone 29.62
    furfural 58.11
    n-dodecane 0.51
    diethylene glycol 35.57
    diisopropyl ether 5.95
    tert-amyl alcohol 11.07
    acetylacetone 29.75
    n-hexadecane 0.62
    acetophenone 32.83
    methyl propionate 31.93
    isopentyl acetate 30.4
    trichloroethylene 93.33
    n-nonanol 17.56
    cyclohexanol 23.88
    benzyl alcohol 37.03
    2-ethylhexanol 16.24
    isooctanol 19.98
    dipropyl ether 14.48
    1,2-dichlorobenzene 35.11
    ethyl lactate 18.96
    propylene carbonate 29.98
    n-methylformamide 24.51
    2-pentanol 18.74
    n-pentane 1.48
    1-propoxy-2-propanol 48.28
    1-methoxy-2-propyl acetate 45.51
    2-(2-methoxypropoxy) propanol 42.79
    mesitylene 9.76
    ε-caprolactone 62.53
    p-cymene 8.63
    epichlorohydrin 72.79
    1,1,1-trichloroethane 32.41
    2-aminoethanol 12.01
    morpholine-4-carbaldehyde 71.18
    sulfolane 46.6
    2,2,4-trimethylpentane 1.01
    2-methyltetrahydrofuran 32.58
    n-hexyl acetate 38.15
    isooctane 0.76
    2-(2-butoxyethoxy)ethanol 60.83
    sec-butyl acetate 18.58
    tert-butyl acetate 21.09
    decalin 1.6
    glycerin 11.25
    diglyme 89.67
    acrylic acid 23.86
    isopropyl myristate 13.63
    n-butyric acid 55.51
    acetyl acetate 21.96
    di(2-ethylhexyl) phthalate 24.58
    ethyl propionate 21.95
    nitromethane 36.72
    1,2-diethoxyethane 31.01
    benzonitrile 30.66
    trioctyl phosphate 15.66
    1-bromopropane 23.55
    gamma-valerolactone 110.61
    n-decanol 10.66
    triethyl phosphate 13.99
    4-methyl-2-pentanol 13.78
    propionitrile 21.0
    vinylene carbonate 41.47
    1,1,2-trichlorotrifluoroethane 62.37
    DMS 25.23
    cumene 9.59
    2-octanol 11.87
    2-hexanone 26.74
    octyl acetate 19.45
    limonene 9.33
    1,2-dimethoxyethane 45.41
    ethyl orthosilicate 15.2
    tributyl phosphate 15.03
    diacetone alcohol 28.58
    N,N-dimethylaniline 18.71
    acrylonitrile 23.76
    aniline 38.43
    1,3-propanediol 26.05
    bromobenzene 39.27
    dibromomethane 50.43
    1,1,2,2-tetrachloroethane 66.12
    2-methyl-cyclohexyl acetate 25.69
    tetrabutyl urea 20.05
    diisobutyl methanol 8.12
    2-phenylethanol 42.39
    styrene 16.12
    dioctyl adipate 23.08
    dimethyl sulfate 24.11
    ethyl butyrate 21.38
    methyl lactate 23.3
    butyl lactate 33.95
    diethyl carbonate 14.91
    propanediol butyl ether 35.54
    triethyl orthoformate 21.43
    p-tert-butyltoluene 7.44
    methyl 4-tert-butylbenzoate 40.83
    morpholine 56.18
    tert-butylamine 5.53
    n-dodecanol 6.59
    dimethoxymethane 39.9
    ethylene carbonate 35.49
    cyrene 45.26
    2-ethoxyethyl acetate 53.87
    2-ethylhexyl acetate 25.1
    1,2,4-trichlorobenzene 46.0
    4-methylpyridine 56.47
    dibutyl ether 11.04
    2,6-dimethyl-4-heptanol 8.12
    DEF 37.03
    dimethyl isosorbide 57.5
    tetrachloroethylene 53.19
    eugenol 46.15
    triacetin 39.19
    span 80 37.62
    1,4-butanediol 12.92
    1,1-dichloroethane 31.06
    2-methyl-1-pentanol 28.23
    methyl formate 14.44
    2-methyl-1-butanol 29.48
    n-decane 1.12
    butyronitrile 22.07
    3,7-dimethyl-1-octanol 13.81
    1-chlorooctane 6.44
    1-chlorotetradecane 2.21
    n-nonane 0.82
    undecane 0.72
    tert-butylcyclohexane 1.27
    cyclooctane 0.87
    cyclopentanol 16.76
    tetrahydropyran 37.2
    tert-amyl methyl ether 12.72
    2,5,8-trioxanonane 55.95
    1-hexene 6.43
    2-isopropoxyethanol 37.16
    2,2,2-trifluoroethanol 15.21
    methyl butyrate 25.12

    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