Cantharidin

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  • Identifiers

    CAS number
    56-25-7

    Molecular formula
    C10H12O4

    SMILES
    C[C@@]12[C@H]3CC[C@@H]([C@@]1(C(=O)OC2=O)C)O3

    Safety labels

    Acute Toxic
    Acute Toxic

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Sweet 48.77%
    Nutty 35.58%
    Coumarinic 32.72%
    Caramellic 31.77%
    Burnt 31.12%
    Tobacco 30.59%
    Spicy 30.34%
    Woody 30.33%
    Coconut 29.36%
    Lactonic 28.05%

     

    Flavor
    Bitter 84.53%
    Cedarleaf 21.71%
    Ripe apricot 20.88%
    Fenugreek 20.82%
    Cotton candy 20.81%
    Red fruit 20.79%
    Seedy 20.4%
    Extremely sweet 20.35%
    Sweet-like 20.23%
    Parsley 20.1%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.6

    pKa est.
    6.35 (neutral)

    Molecular weight
    196.2 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Melting point expt.

    • 424 °F (EPA, 1998)
    • 218 °C

    Boiling point

    • Sublimes at 230 °F (EPA, 1998)
    • Sublimes @ 84 °C

    Flash point

    • 140.81 ˚C est.

    Solubility expt.

    • Insol in cold water; somewhat sol in hot water; 1 g dissolves in 40 ml acetone, 65 ml chloroform; 1 g dissolves in 560 ml ether, 150 ml ethyl acetate; sol in oils.
    • SOL IN CONCN SULFURIC ACID, ACETIC ACID
    • SLIGHTLY SOL IN BENZENE, ALCOHOL
    • In water, 31 mg/l @ 20 °C.

  • Synonyms

    • cantharidin
    • 56-25-7
    • Cantharone
    • CANTHARIDINE
    • Cantharides camphor
    • Kantaridin
    • Kantharidin
    • Cantaridina
    • Cantharidinum
    • (3ar,4s,7r,7as)-3a,7a-dimethylhexahydro-4,7-epoxy-2-benzofuran-1,3-dione
    • 1,2-Dimethyl-3,6-epoxyperhydrophthalic anhydride
    • exo-1,2-cis-Dimethyl-3,6-epoxyhexahydrophthalic anhydride
    • IGL471WQ8P
    • NSC-61805
    • YCANTH
    • 2,3-Dimethyl-7-oxabicyclo(2.2.1)heptane-2,3-dicarboxylic anhydride
    • CHEBI:64213
    • 7-Oxabicyclo(2.2.1)heptane-2,3-dicarboxylic anhydride, 2,3-dimethyl-
    • Hexahydro-3aalpha,7aalpha-dimethyl-4beta,7beta-epoxyisobenzofuran-1,3-dione
    • (1S,2R,6S,7R)-2,6-dimethyl-4,10-dioxatricyclo(5.2.1.02,6)decane-3,5-dione
    • (1S,2R,6S,7R)-2,6-dimethyl-4,10-dioxatricyclo[5.2.1.02,6]decane-3,5-dione
    • RefChem:123249
    • CANTHARIDIN 0.7%
    • DTXCID601764425
    • 200-263-3
    • 4,7-Epoxyisobenzofuran-1,3-dione, hexahydro-3a,7a-dimethyl-, (3aalpha,4beta,7beta,7aalpha)-
    • DTXSID7041752
    • Cantharidin [USAN]
    • NSC61805
    • 4,7-Epoxyisobenzofuran-1,3-dione, hexahydro-3a,7a-dimethyl-, (3aR,4S,7R,7aS)-rel-
    • MFCD00134968
    • CHEMBL48449
    • CAN [Alkaloid]
    • NSC 61805
    • 7a-Dimethylhexahydro-3a,4,7-epoxyisobenzofuran
    • Kantharidin [German]
    • Caswell No. 157
    • 3a,7a-Dimethylhexahydro-4,7-epoxyisobenzofuran-1,3-dione
    • CCRIS 635
    • HSDB 2181
    • AI3-04021
    • EINECS 200-263-3
    • UNII-IGL471WQ8P
    • EPA Pesticide Chemical Code 013101
    • BRN 0085302
    • CAS-56-25-7
    • NCGC00016247-01
    • Ycanth (TN)
    • CANTHARIDIN [MI]
    • Prestwick3_000885
    • CANTHARIDIN [INN]
    • Cantharidin (JAN/USAN)
    • CANTHARIDIN [IARC]
    • (1R,2S,3R,6S)-1,2-Dimethyl-3,6-epoxycyclohexane-1,2-dicarboxylic anhydride
    • 2,3-dicarboxylic anhydride
    • CANTHARIDIN [VANDF]
    • CANTHARIDINE [HSDB]
    • NCIMech_000301
    • CANTHARIDIN [MART.]
    • CANTHARIDINUM [HPUS]
    • BSPBio_000670
    • CANTHARIDIN [WHO-DD]
    • 4,7-Epoxyisobenzofuran-1,3-dione, hexahydro-3a,7a-dimethyl-, (3a-alpha,4-beta,7-beta,7a-alpha)
    • 5-19-05-00051 (Beilstein Handbook Reference)
    • orb421994
    • SCHEMBL152262
    • BPBio1_000738
    • orb2893612
    • SCHEMBL31628232
    • cid_6708701
    • GTPL13081
    • HMS2097B12
    • HMS3412J13
    • HMS3676J13
    • 1,6-epoxyperhydrophthalic anhydride
    • 4,7-Epoxyisobenzofuran-1,3-dione, hexahydro-3a,7a-dimethyl-, (3a.alpha.,4.beta.,7.beta.,7a.alpha.)-
    • HY-N0209
    • MSK40063
    • BDBM50090505
    • CCG-35382
    • CCG-36082
    • EBC-26179
    • WHO 11470
    • AKOS015895930
    • AC-7967
    • CS-4979
    • DB12328
    • FC29633
    • (1R,2S,6R,7S)-2,6-dimethyl-4,10-dioxatricyclo[5.2.1.02,6]decane-3,5-dione
    • 4,3-dione, hexahydro-3a,7a-dimethyl-
    • exo-1,6-epoxyhexahydrophthalic anhydride
    • NCGC00025212-02
    • NCGC00025212-03
    • NCGC00025212-04
    • NCGC00025212-05
    • NCGC00025212-31
    • AS-18735
    • NCI60_005413
    • VP-102 drug/device delivering cantharidin
    • WLN: T C555 A AO DVOVTJ C1 G1
    • AB00513946
    • Hexahydro-3a,7-epoxyisobenzofuran-1,3-dione
    • D11745
    • 7-Oxabicyclo[2.2.1]heptane-2, 2,3-dimethyl-
    • 134C968
    • EN300-24727854
    • Q410884
    • SR-01000597585
    • SR-01000597585-1
    • BRD-K80684056-001-01-0
    • BRD-K80684056-001-04-4
    • BRD-K80684056-001-05-1
    • BRD-K80684056-001-06-9
    • Ycanth (0.7% solution, single-use topical applicator)
    • Hexahydro-3a,7a-dimethyl-4,7-epoxyisobenzo-furan-1,3-dione
    • (3aR,4S,7R,7aS)-3a,7a-dimethylhexahydro-4,7-epoxyisobenzofuran-1,3-dione
    • (1R,2S,6R,7S)-2,6-Dimethyl-4,10-dioxa-tricyclo[5.2.1.0*2,6*]decane-3,5-dione
    • (1R,2S,6R,7S)-2,6-dimethyl-4,10-dioxatricyclo[5.2.1.0,2,6]decane-3,5-dione
    • (1R,5S,6R,9S)-rel-1,5-Dimethyl-3,10-dioxatricyclo[3.2.1.01,5]decane-2,4-dione
    • (1R,7S)-2,6-Dimethyl-4,10-dioxa-tricyclo[5.2.1.0*2,6*]decane-3,5-dione
    • (1S,2R,6S,7R)-2,6-Dimethyl-4,10-dioxa-tricyclo[5.2.1.0*2,6*]decane-3,5-dione
    • (1S,3S,4R,7R)-2,6-dimethyl-4,10-dioxa-tricyclo[5.2.1.0-2,6]decane-3,5-dione
    • 4,3-dione, hexahydro-3a,7a-dimethyl-, (3a.alpha.,4.beta.,7.beta.,7a.alpha.)-
    • HEXAHYDRO-3A.ALPHA.,7A.ALPHA.-DIMETHYL-4.BETA.,7.BETA.-EPOXYISOBENZOFURAN-1,3-DIONE
    • 56-25-7

  • Applications

    Cantharidin (CAS 56-25-7) is a potent vesicant used in dermatology for controlled blistering in topical preparations to treat warts and other skin lesions; in scientific research, it acts as an inhibitor of protein phosphatases PP1 and PP2A to study cellular signaling pathways; in some traditional medicine practices, cantharidin-containing topical formulations are used under strict regulatory control; its use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 30.93
    methanol 58.69
    isopropanol 33.35
    water 2.93
    ethyl acetate 132.77
    n-propanol 28.77
    acetone 231.41
    n-butanol 27.77
    acetonitrile 149.27
    DMF 458.63
    toluene 96.79
    isobutanol 24.01
    1,4-dioxane 320.65
    methyl acetate 156.95
    THF 367.74
    2-butanone 131.05
    n-pentanol 21.08
    sec-butanol 26.04
    n-hexane 1.97
    ethylene glycol 25.08
    NMP 353.11
    cyclohexane 5.42
    DMSO 324.96
    n-butyl acetate 59.26
    n-octanol 15.17
    chloroform 455.55
    n-propyl acetate 69.43
    acetic acid 101.46
    dichloromethane 358.84
    cyclohexanone 204.28
    propylene glycol 16.71
    isopropyl acetate 99.56
    DMAc 272.84
    2-ethoxyethanol 84.59
    isopentanol 34.29
    n-heptane 2.08
    ethyl formate 87.79
    1,2-dichloroethane 208.11
    n-hexanol 28.91
    2-methoxyethanol 166.2
    isobutyl acetate 46.42
    tetrachloromethane 58.36
    n-pentyl acetate 43.76
    transcutol 198.48
    n-heptanol 18.71
    ethylbenzene 38.52
    MIBK 88.09
    2-propoxyethanol 122.73
    tert-butanol 55.91
    MTBE 49.14
    2-butoxyethanol 64.94
    propionic acid 65.99
    o-xylene 60.55
    formic acid 92.91
    diethyl ether 58.83
    m-xylene 71.63
    p-xylene 67.75
    chlorobenzene 168.67
    dimethyl carbonate 158.59
    n-octane 1.19
    formamide 223.85
    cyclopentanone 318.47
    2-pentanone 111.54
    anisole 122.0
    cyclopentyl methyl ether 117.22
    gamma-butyrolactone 433.57
    1-methoxy-2-propanol 131.54
    pyridine 250.93
    3-pentanone 101.44
    furfural 438.74
    n-dodecane 1.46
    diethylene glycol 133.8
    diisopropyl ether 26.71
    tert-amyl alcohol 35.45
    acetylacetone 268.0
    n-hexadecane 1.84
    acetophenone 135.33
    methyl propionate 133.09
    isopentyl acetate 58.59
    trichloroethylene 591.87
    n-nonanol 17.09
    cyclohexanol 42.85
    benzyl alcohol 78.84
    2-ethylhexanol 19.89
    isooctanol 17.68
    dipropyl ether 27.66
    1,2-dichlorobenzene 175.71
    ethyl lactate 51.5
    propylene carbonate 194.69
    n-methylformamide 211.33
    2-pentanol 24.33
    n-pentane 2.28
    1-propoxy-2-propanol 69.41
    1-methoxy-2-propyl acetate 115.17
    2-(2-methoxypropoxy) propanol 80.48
    mesitylene 45.58
    ε-caprolactone 171.72
    p-cymene 25.0
    epichlorohydrin 424.66
    1,1,1-trichloroethane 241.99
    2-aminoethanol 31.55
    morpholine-4-carbaldehyde 425.92
    sulfolane 421.37
    2,2,4-trimethylpentane 2.38
    2-methyltetrahydrofuran 150.22
    n-hexyl acetate 60.15
    isooctane 2.76
    2-(2-butoxyethoxy)ethanol 88.05
    sec-butyl acetate 54.29
    tert-butyl acetate 116.55
    decalin 5.41
    glycerin 57.23
    diglyme 221.19
    acrylic acid 94.51
    isopropyl myristate 32.38
    n-butyric acid 80.47
    acetyl acetate 171.97
    di(2-ethylhexyl) phthalate 37.44
    ethyl propionate 78.64
    nitromethane 521.74
    1,2-diethoxyethane 63.36
    benzonitrile 142.48
    trioctyl phosphate 24.32
    1-bromopropane 55.13
    gamma-valerolactone 445.7
    n-decanol 13.32
    triethyl phosphate 44.78
    4-methyl-2-pentanol 24.58
    propionitrile 85.48
    vinylene carbonate 229.22
    1,1,2-trichlorotrifluoroethane 274.72
    DMS 112.33
    cumene 28.39
    2-octanol 12.4
    2-hexanone 67.46
    octyl acetate 36.61
    limonene 26.97
    1,2-dimethoxyethane 208.2
    ethyl orthosilicate 38.39
    tributyl phosphate 31.25
    diacetone alcohol 115.09
    N,N-dimethylaniline 74.45
    acrylonitrile 169.72
    aniline 105.02
    1,3-propanediol 55.24
    bromobenzene 186.0
    dibromomethane 176.24
    1,1,2,2-tetrachloroethane 353.57
    2-methyl-cyclohexyl acetate 57.73
    tetrabutyl urea 44.17
    diisobutyl methanol 19.47
    2-phenylethanol 79.56
    styrene 51.85
    dioctyl adipate 46.8
    dimethyl sulfate 298.69
    ethyl butyrate 55.35
    methyl lactate 93.61
    butyl lactate 40.27
    diethyl carbonate 52.35
    propanediol butyl ether 43.26
    triethyl orthoformate 47.87
    p-tert-butyltoluene 24.97
    methyl 4-tert-butylbenzoate 101.16
    morpholine 226.01
    tert-butylamine 27.92
    n-dodecanol 10.59
    dimethoxymethane 292.7
    ethylene carbonate 170.86
    cyrene 116.08
    2-ethoxyethyl acetate 82.57
    2-ethylhexyl acetate 45.38
    1,2,4-trichlorobenzene 189.64
    4-methylpyridine 228.57
    dibutyl ether 20.57
    2,6-dimethyl-4-heptanol 19.47
    DEF 136.17
    dimethyl isosorbide 183.36
    tetrachloroethylene 229.44
    eugenol 94.98
    triacetin 94.16
    span 80 55.05
    1,4-butanediol 21.3
    1,1-dichloroethane 189.37
    2-methyl-1-pentanol 25.15
    methyl formate 229.44
    2-methyl-1-butanol 25.45
    n-decane 2.19
    butyronitrile 66.84
    3,7-dimethyl-1-octanol 22.04
    1-chlorooctane 11.96
    1-chlorotetradecane 6.74
    n-nonane 1.65
    undecane 1.74
    tert-butylcyclohexane 4.26
    cyclooctane 2.63
    cyclopentanol 63.33
    tetrahydropyran 116.24
    tert-amyl methyl ether 39.54
    2,5,8-trioxanonane 152.81
    1-hexene 8.55
    2-isopropoxyethanol 64.17
    2,2,2-trifluoroethanol 125.0
    methyl butyrate 90.16

    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