Cytochalasin C

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  • Identifiers

    CAS number
    22144-76-9

    Molecular formula
    C30H37NO6

    SMILES
    C[C@H]1C/C=C\[C@H]2[C@@H](C(=C([C@@H]3[C@@]2([C@@H](/C=C\[C@@](C1=O)(C)O)OC(=O)C)C(=O)NC3CC4=CC=CC=C4)C)C)O

    Safety labels

    Acute Toxic
    Acute Toxic

    Health Hazard
    Health

  • Odor profile

    Fragrance
    Odorless 45.25%
    Spicy 25.68%
    Sweet 25.51%
    Caramellic 21.51%
    Nutty 20.85%
    Vanilla 20.8%
    Roasted 19.92%
    Burnt 19.48%
    Woody 19.18%
    Milky 16.78%

     

    Flavor
    Bitter 79.96%
    Minty 22.76%
    Cedarleaf 19.84%
    Lovage 19.44%
    Leaves 19.35%
    Fenugreek 19.2%
    Sweet-like 18.97%
    Basil 18.89%
    Orange flower 18.72%
    Ethyl benzoate 18.65%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.2

    pKa est.
    6.13 (neutral)

    Molecular weight
    507.6 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very slow

    Boiling point est.
    1117°C

    Flash point

    • 246.53 ˚C est.

  • Synonyms

    • Cytochalasin C
    • 22144-76-9
    • DTXSID101017588
    • RefChem:581434
    • DTXCID101475772
    • 244-803-6
    • 3-benzyl-6,12-dihydroxy-4,5,10,12-tetramethyl-1,11-dioxo-1H,2H,3H,6H,6aH,9H,10H,11H,12H,15H,15bH-cycloundeca(e)isoindol-15-yl acetate
    • EINECS 244-803-6
    • (3S-(3R*,3aS*,6R*,6aS*,7E,10R*,12S*,13E,15S*,15aS*))-15-(Acetyloxy)-3,3a,6,6a,9,10,12,15-octahydro-6,12-dihydroxy-4,5,10,12-tetramethyl-3-(phenylmethyl)-1H-cycloundec(d)isoindole-1,11(2H)-dione
    • 1H-cycloundec(d)isoindole-1,11(2H)-dione, 3-benzyl-3,3a,6,6a,9,10,12,15-octahydro-6,12,15-trihydroxy-4,5,10,12-tetramehtyl-, 15-acetate
    • (11)Cytochalasa-5,13,19-triene-1,17-dione, 21-(acetoxy)-7,18-dihydroxy-16,18-dimethyl-10-phenyl-, (7S,13E,16S,18R,19E,21R)-
    • (11)Cytochalasa-5,13,19-triene-1,17-dione, 21-(acetyloxy)-7,18-dihydroxy-16,18-dimethyl-10-phenyl-, (7S,13E,16S,18R,19E,21R)-
    • 1H-Cycloundec(d)isoindole-1,11(2H)-dione, 15-(acetyloxy)-3,3a,6,6a,9,10,12,15-octahydro-6,12-dihydroxy-4,5,10,12-tetramethyl-3-(phenylmethyl)-, (3S-(3R*,3aS*,6R*,6aS*,7E,10R*,12S*,13E,15S*,15aS*))-
    • 7(S),18-Dihydroxy-16(S),18(R)-dimethyl-10-phenyl(11)cytochalasa-5,13(E),19(E)-triene-1,17-dione 21(R)-acetate
    • (3aR,6S,6aR,7Z,10S,12R,13Z,15R,15aR)-3-Benzyl-6,12-dihydroxy-4,5,10,12-tetramethyl-1,11-dioxo-2,3,3a,6,6a,9,10,11,12,15-decahydro-1H-cycloundeca[d]isoindol-15-yl acetate
    • 22144-76-9

  • Applications

    Cytochalasin C (CAS 22144-76-9) is a natural fungal metabolite primarily used as a research tool to inhibit and study actin polymerization and the dynamics of the cytoskeleton in cells; in pharmaceutical/biotech research, it is used to analyze actin-dependent cell motility and morphology and as a biochemical reagent in in vitro assays for actin polymerization inhibition; it is also evaluated for potential therapeutic relevance in oncology to explore effects on cell migration and invasion; and it is commonly used as a probe in drug discovery and cytoskeletal targeting studies.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 117.14
    methanol 192.1
    isopropanol 66.74
    water 0.18
    ethyl acetate 56.58
    n-propanol 117.59
    acetone 120.5
    n-butanol 85.06
    acetonitrile 35.03
    DMF 370.32
    toluene 14.52
    isobutanol 52.6
    1,4-dioxane 118.53
    methyl acetate 69.25
    THF 298.84
    2-butanone 108.47
    n-pentanol 49.62
    sec-butanol 46.28
    n-hexane 0.78
    ethylene glycol 28.6
    NMP 355.99
    cyclohexane 0.94
    DMSO 285.1
    n-butyl acetate 26.16
    n-octanol 9.77
    chloroform 129.17
    n-propyl acetate 30.88
    acetic acid 314.08
    dichloromethane 91.52
    cyclohexanone 156.92
    propylene glycol 44.6
    isopropyl acetate 30.16
    DMAc 381.04
    2-ethoxyethanol 136.11
    isopentanol 40.13
    n-heptane 0.47
    ethyl formate 58.21
    1,2-dichloroethane 55.19
    n-hexanol 28.24
    2-methoxyethanol 276.13
    isobutyl acetate 17.89
    tetrachloromethane 13.11
    n-pentyl acetate 25.43
    transcutol 98.79
    n-heptanol 15.7
    ethylbenzene 5.86
    MIBK 30.06
    2-propoxyethanol 130.59
    tert-butanol 28.97
    MTBE 15.7
    2-butoxyethanol 64.69
    propionic acid 98.71
    o-xylene 7.32
    formic acid 156.92
    diethyl ether 35.37
    m-xylene 6.74
    p-xylene 7.31
    chlorobenzene 23.05
    dimethyl carbonate 66.55
    n-octane 0.27
    formamide 152.01
    cyclopentanone 227.9
    2-pentanone 78.82
    anisole 19.8
    cyclopentyl methyl ether 54.98
    gamma-butyrolactone 255.03
    1-methoxy-2-propanol 179.62
    pyridine 97.35
    3-pentanone 54.56
    furfural 152.77
    n-dodecane 0.22
    diethylene glycol 102.22
    diisopropyl ether 4.29
    tert-amyl alcohol 25.66
    acetylacetone 72.27
    n-hexadecane 0.25
    acetophenone 29.94
    methyl propionate 81.25
    isopentyl acetate 22.5
    trichloroethylene 127.37
    n-nonanol 10.51
    cyclohexanol 34.6
    benzyl alcohol 41.21
    2-ethylhexanol 10.26
    isooctanol 11.07
    dipropyl ether 12.1
    1,2-dichlorobenzene 20.34
    ethyl lactate 30.98
    propylene carbonate 86.5
    n-methylformamide 207.03
    2-pentanol 28.09
    n-pentane 0.89
    1-propoxy-2-propanol 59.14
    1-methoxy-2-propyl acetate 46.17
    2-(2-methoxypropoxy) propanol 35.87
    mesitylene 3.08
    ε-caprolactone 141.33
    p-cymene 3.24
    epichlorohydrin 226.78
    1,1,1-trichloroethane 38.01
    2-aminoethanol 79.25
    morpholine-4-carbaldehyde 303.11
    sulfolane 273.44
    2,2,4-trimethylpentane 0.47
    2-methyltetrahydrofuran 95.79
    n-hexyl acetate 26.89
    isooctane 0.26
    2-(2-butoxyethoxy)ethanol 50.34
    sec-butyl acetate 17.48
    tert-butyl acetate 22.36
    decalin 0.66
    glycerin 80.51
    diglyme 87.34
    acrylic acid 107.95
    isopropyl myristate 7.03
    n-butyric acid 133.71
    acetyl acetate 38.4
    di(2-ethylhexyl) phthalate 15.53
    ethyl propionate 27.9
    nitromethane 250.79
    1,2-diethoxyethane 26.85
    benzonitrile 28.86
    trioctyl phosphate 10.14
    1-bromopropane 27.84
    gamma-valerolactone 384.23
    n-decanol 6.39
    triethyl phosphate 12.01
    4-methyl-2-pentanol 11.85
    propionitrile 41.47
    vinylene carbonate 91.25
    1,1,2-trichlorotrifluoroethane 189.88
    DMS 29.77
    cumene 3.62
    2-octanol 7.82
    2-hexanone 39.65
    octyl acetate 12.97
    limonene 4.88
    1,2-dimethoxyethane 110.9
    ethyl orthosilicate 10.99
    tributyl phosphate 10.3
    diacetone alcohol 49.48
    N,N-dimethylaniline 15.33
    acrylonitrile 60.94
    aniline 38.74
    1,3-propanediol 126.77
    bromobenzene 18.07
    dibromomethane 53.59
    1,1,2,2-tetrachloroethane 99.71
    2-methyl-cyclohexyl acetate 19.4
    tetrabutyl urea 17.18
    diisobutyl methanol 4.4
    2-phenylethanol 34.24
    styrene 7.49
    dioctyl adipate 15.48
    dimethyl sulfate 102.35
    ethyl butyrate 18.29
    methyl lactate 76.8
    butyl lactate 30.03
    diethyl carbonate 13.06
    propanediol butyl ether 46.78
    triethyl orthoformate 14.91
    p-tert-butyltoluene 2.88
    methyl 4-tert-butylbenzoate 28.68
    morpholine 208.27
    tert-butylamine 8.63
    n-dodecanol 3.88
    dimethoxymethane 196.67
    ethylene carbonate 75.25
    cyrene 68.97
    2-ethoxyethyl acetate 46.68
    2-ethylhexyl acetate 16.94
    1,2,4-trichlorobenzene 30.62
    4-methylpyridine 78.37
    dibutyl ether 6.58
    2,6-dimethyl-4-heptanol 4.4
    DEF 100.32
    dimethyl isosorbide 57.08
    tetrachloroethylene 63.2
    eugenol 34.74
    triacetin 31.33
    span 80 33.6
    1,4-butanediol 49.73
    1,1-dichloroethane 53.02
    2-methyl-1-pentanol 28.55
    methyl formate 137.45
    2-methyl-1-butanol 43.98
    n-decane 0.46
    butyronitrile 38.26
    3,7-dimethyl-1-octanol 7.65
    1-chlorooctane 3.26
    1-chlorotetradecane 1.02
    n-nonane 0.37
    undecane 0.3
    tert-butylcyclohexane 0.48
    cyclooctane 0.3
    cyclopentanol 63.33
    tetrahydropyran 86.65
    tert-amyl methyl ether 15.06
    2,5,8-trioxanonane 51.7
    1-hexene 5.27
    2-isopropoxyethanol 64.08
    2,2,2-trifluoroethanol 89.07
    methyl butyrate 38.99

    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