Cytochalasin H

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  • Identifiers

    CAS number
    53760-19-3

    Molecular formula
    C30H39NO5

    SMILES
    C[C@H]1C/C=C/[C@H]2[C@@H](C(=C)[C@H]([C@@H]3[C@@]2([C@@H](/C=C/[C@](C1)(C)O)OC(=O)C)C(=O)N[C@H]3CC4=CC=CC=C4)C)O

    Safety labels

    Acute Toxic
    Acute Toxic

    Health Hazard
    Health

  • Odor profile

    Fragrance
    Odorless 45.08%
    Spicy 26.06%
    Floral 25.97%
    Woody 24.2%
    Mint 19.54%
    Herbal 18.76%
    Cooling 18.44%
    Green 18.33%
    Sweet 17.65%
    Nutty 16.77%

     

    Flavor
    Bitter 73.86%
    Minty 26.61%
    Fruity 25.31%
    Herbal 21.09%
    Floral 20.82%
    Cedarleaf 20.6%
    Lovage 19.23%
    Orange blossom 19.2%
    Mint 19.14%
    Sweet 19.09%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.4

    pKa est.
    6.06 (neutral)

    Molecular weight
    493.6 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    883°C

    Flash point

    • 242.6 ˚C est.

  • Synonyms

    • CYTOCHALASIN H
    • 53760-19-3
    • DTXSID801017589
    • RefChem:581435
    • DTXCID801475773
    • 3-benzyl-6,12-dihydroxy-4,10,12-trimethyl-5-methylidene-1-oxo-1H,2H,3H,4H,5H,6H,6aH,9H,10H,11H,12H,15H,15bH-cycloundeca(e)isoindol-15-yl acetate
    • Cytochalasin H (>90%)
    • [(1R,2R,3E,5R,7S,9E,11R,12S,14S,15R,16S)-16-Benzyl-5,12-dihydroxy-5,7,14-trimethyl-13-methylidene-18-oxo-17-azatricyclo[9.7.0.01,15]octadeca-3,9-dien-2-yl] acetate
    • Cytochalasin H?
    • Cytochalasin O; Kodocytochalasin 1; (3S,3aR,4S,6S,6aR,7E,10S,12R,13E,15R,15aR)-15-(acetyloxy)-2,3,3a,4,5,6,6a,9,10,11,12,15-dodecahydro-6,12-dihydroxy-4,10,12-trimethyl-5-methylene-3-(phenylmethyl)-1H-cycloundec[d]isoindol-1-one
    • CHEMBL5198460
    • CHEBI:216284
    • EX-A16365
    • AC-35363
    • HY-129325
    • CS-0104810
    • (benzyl-dihydroxy-trimethyl-methylene-oxo-[?]yl) acetate
    • Acetic acid 16-benzyl-5,12-dihydroxy-5,7,14-trimethyl-13-methylene-18-oxo-17-aza-tricyclo[9.7.0.01,15]octadeca-3,9-dien-2-yl ester
    • 53760-19-3

  • Applications

    Cytochalasin H (CAS 53760-19-3) is primarily used as a research tool to probe actin cytoskeleton dynamics in cell biology. In pharmaceutical and biomedical research, it serves as a cytoskeletal probe to inhibit actin polymerization in vitro and in cellular assays, supporting studies of cell shape, motility, endocytosis, and signal transduction. It is commonly used in cancer biology to investigate the role of actin dynamics in tumor cell migration and invasion. Additional applications include use in actin polymerization assays and imaging-based experiments to characterize cytoskeletal responses to inhibitors, and as a reference compound for evaluating cytoskeleton-targeting agents in basic-research workflows. Use is generally limited to laboratory research and subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 433.1
    methanol 504.17
    isopropanol 202.41
    water 0.54
    ethyl acetate 150.62
    n-propanol 375.58
    acetone 266.15
    n-butanol 287.99
    acetonitrile 95.01
    DMF 709.53
    toluene 43.29
    isobutanol 177.65
    1,4-dioxane 227.34
    methyl acetate 155.76
    THF 684.31
    2-butanone 260.52
    n-pentanol 150.19
    sec-butanol 173.66
    n-hexane 2.59
    ethylene glycol 84.22
    NMP 637.6
    cyclohexane 3.54
    DMSO 569.18
    n-butyl acetate 73.77
    n-octanol 29.83
    chloroform 345.03
    n-propyl acetate 78.92
    acetic acid 803.4
    dichloromethane 262.25
    cyclohexanone 331.02
    propylene glycol 147.96
    isopropyl acetate 84.03
    DMAc 671.13
    2-ethoxyethanol 291.78
    isopentanol 137.64
    n-heptane 1.66
    ethyl formate 172.26
    1,2-dichloroethane 166.13
    n-hexanol 87.22
    2-methoxyethanol 610.9
    isobutyl acetate 46.89
    tetrachloromethane 37.08
    n-pentyl acetate 68.51
    transcutol 283.92
    n-heptanol 46.04
    ethylbenzene 15.77
    MIBK 87.25
    2-propoxyethanol 283.08
    tert-butanol 87.61
    MTBE 50.08
    2-butoxyethanol 161.74
    propionic acid 254.84
    o-xylene 20.8
    formic acid 395.33
    diethyl ether 106.88
    m-xylene 21.52
    p-xylene 16.97
    chlorobenzene 68.38
    dimethyl carbonate 146.93
    n-octane 0.7
    formamide 389.58
    cyclopentanone 442.5
    2-pentanone 210.5
    anisole 53.42
    cyclopentyl methyl ether 152.99
    gamma-butyrolactone 505.02
    1-methoxy-2-propanol 391.84
    pyridine 224.73
    3-pentanone 142.7
    furfural 343.63
    n-dodecane 0.54
    diethylene glycol 202.18
    diisopropyl ether 13.03
    tert-amyl alcohol 84.96
    acetylacetone 157.73
    n-hexadecane 0.6
    acetophenone 73.79
    methyl propionate 195.46
    isopentyl acetate 61.82
    trichloroethylene 336.57
    n-nonanol 30.07
    cyclohexanol 126.09
    benzyl alcohol 98.07
    2-ethylhexanol 31.0
    isooctanol 30.97
    dipropyl ether 30.97
    1,2-dichlorobenzene 58.69
    ethyl lactate 78.04
    propylene carbonate 220.91
    n-methylformamide 463.42
    2-pentanol 111.0
    n-pentane 4.44
    1-propoxy-2-propanol 134.75
    1-methoxy-2-propyl acetate 116.95
    2-(2-methoxypropoxy) propanol 90.82
    mesitylene 9.43
    ε-caprolactone 316.32
    p-cymene 8.77
    epichlorohydrin 551.37
    1,1,1-trichloroethane 103.25
    2-aminoethanol 231.09
    morpholine-4-carbaldehyde 570.87
    sulfolane 533.94
    2,2,4-trimethylpentane 1.77
    2-methyltetrahydrofuran 265.49
    n-hexyl acetate 76.47
    isooctane 0.99
    2-(2-butoxyethoxy)ethanol 139.76
    sec-butyl acetate 48.19
    tert-butyl acetate 60.9
    decalin 1.97
    glycerin 227.08
    diglyme 224.31
    acrylic acid 278.21
    isopropyl myristate 19.07
    n-butyric acid 369.7
    acetyl acetate 85.5
    di(2-ethylhexyl) phthalate 38.49
    ethyl propionate 72.08
    nitromethane 548.53
    1,2-diethoxyethane 62.2
    benzonitrile 69.68
    trioctyl phosphate 27.14
    1-bromopropane 92.63
    gamma-valerolactone 710.53
    n-decanol 18.09
    triethyl phosphate 30.58
    4-methyl-2-pentanol 41.42
    propionitrile 109.46
    vinylene carbonate 233.72
    1,1,2-trichlorotrifluoroethane 443.99
    DMS 69.51
    cumene 10.09
    2-octanol 22.14
    2-hexanone 97.15
    octyl acetate 35.97
    limonene 13.93
    1,2-dimethoxyethane 233.25
    ethyl orthosilicate 27.81
    tributyl phosphate 29.38
    diacetone alcohol 127.4
    N,N-dimethylaniline 38.94
    acrylonitrile 142.57
    aniline 111.37
    1,3-propanediol 311.76
    bromobenzene 51.12
    dibromomethane 158.95
    1,1,2,2-tetrachloroethane 258.91
    2-methyl-cyclohexyl acetate 48.28
    tetrabutyl urea 42.26
    diisobutyl methanol 11.98
    2-phenylethanol 84.94
    styrene 20.19
    dioctyl adipate 40.67
    dimethyl sulfate 209.41
    ethyl butyrate 51.52
    methyl lactate 198.4
    butyl lactate 80.94
    diethyl carbonate 35.11
    propanediol butyl ether 124.22
    triethyl orthoformate 38.47
    p-tert-butyltoluene 7.87
    methyl 4-tert-butylbenzoate 74.77
    morpholine 448.56
    tert-butylamine 30.75
    n-dodecanol 10.55
    dimethoxymethane 409.04
    ethylene carbonate 195.34
    cyrene 140.3
    2-ethoxyethyl acetate 116.15
    2-ethylhexyl acetate 45.37
    1,2,4-trichlorobenzene 80.7
    4-methylpyridine 191.82
    dibutyl ether 18.0
    2,6-dimethyl-4-heptanol 11.98
    DEF 247.17
    dimethyl isosorbide 136.73
    tetrachloroethylene 169.02
    eugenol 87.08
    triacetin 76.49
    span 80 85.84
    1,4-butanediol 115.53
    1,1-dichloroethane 145.14
    2-methyl-1-pentanol 92.62
    methyl formate 300.39
    2-methyl-1-butanol 161.84
    n-decane 1.15
    butyronitrile 115.15
    3,7-dimethyl-1-octanol 22.39
    1-chlorooctane 9.96
    1-chlorotetradecane 2.81
    n-nonane 0.93
    undecane 0.74
    tert-butylcyclohexane 1.55
    cyclooctane 1.06
    cyclopentanol 189.89
    tetrahydropyran 227.75
    tert-amyl methyl ether 51.48
    2,5,8-trioxanonane 127.43
    1-hexene 17.84
    2-isopropoxyethanol 143.5
    2,2,2-trifluoroethanol 206.12
    methyl butyrate 107.3

    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