Diacetoxyscirpenol

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  • Identifiers

    CAS number
    2270-40-8

    Molecular formula
    C19H26O7

    SMILES
    CC1=C[C@@H]2[C@](CC1)([C@]3([C@@H]([C@H]([C@H]([C@@]34CO4)O2)O)OC(=O)C)C)COC(=O)C

    Safety labels

    Acute Toxic
    Acute Toxic

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 48.98%
    Floral 29.94%
    Woody 22.92%
    Fresh 21.85%
    Mint 21.61%
    Sweet 20.51%
    Fruity 18.35%
    Cooling 17.9%
    Jasmin 16.59%
    Herbal 16.33%

     

    Flavor
    Bitter 78.23%
    Fruity 35.63%
    Fatty 22.99%
    Sweet-like 21.94%
    Cedarleaf 21.31%
    Old wood 20.87%
    Ripe apricot 20.85%
    Toffee 20.78%
    Red fruit 20.33%
    Mildew 20.25%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.2

    pKa est.
    5.03 (weak acid)

    Molecular weight
    366.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    397°C

    Melting point expt.

    • 161-162 °C

    Flash point

    • 203.93 ˚C est.

  • Synonyms

    • Diacetoxyscirpenol
    • Anguidine
    • 2270-40-8
    • Diazetoxyskirpenol [German]
    • NSC 141537
    • CCRIS 3536
    • Diazetoxyskirpenol
    • HSDB 7244
    • EINECS 218-873-3
    • UNII-UYL28I099N
    • DTXSID80891791
    • 12,13-Epoxytrichothec-9-ene-3alpha,4beta,15-triol 4,15-diacetate
    • Scirpenetriol 4,15-diacetate
    • ANG 66
    • Scirp-9-ene-3alpha,4beta,15-triol, 4,15-diacetate
    • NSC-177378
    • 4beta,15-Diacetoxy-3alpha-hydroxy-12,13-epoxytrichothec-9-ene
    • 3-alpha-Hydroxy-4-beta,15-diacetoxy-12,13-epoxytrichothec-9-ene
    • Trichothec-9-ene, 12,13-epoxy-4beta,15-diazetoxy-3alpha-hydroxy-
    • [(1S,2R,7R,9R,10R,11S,12S)-11-acetyloxy-10-hydroxy-1,5-dimethylspiro[8-oxatricyclo[7.2.1.02,7]dodec-5-ene-12,2'-oxirane]-2-yl]methyl acetate
    • Trichothec-9-3n3-3,4,15-triol, 12,13-epoxy-, 4,15-diacetate, (3alpha,4beta)-
    • NSC141537
    • ((1S,2R,7R,9R,10R,11S,12S)-11-acetyloxy-10-hydroxy-1,5-dimethylspiro(8-oxatricyclo(7.2.1.02,7)dodec-5-ene-12,2'-oxirane)-2-yl)methyl acetate
    • 11'-(acetyloxy)-10'-hydroxy-1',5'-dimethyl-8'-oxaspiro(oxirane-2,12'-tricyclo(7.2.1.02,7)dodecan)-5'-en-2'-ylmethyl acetate
    • 11'-(acetyloxy)-10'-hydroxy-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.02,7]dodecan]-5'-en-2'-ylmethyl acetate
    • 4alpha-hydroxy-12,13-epoxytrichothec-9-ene
    • 4,15Diacetoxyscirpenol
    • 4,15DiOacetylscirpenol
    • 4,15Diacetoxyscirpen3ol
    • RefChem:132551
    • 4,15Diacetoxyscirp9en3ol
    • Scirp-9-ene-3.alpha.,4.beta.,15-triol, 4,15-diacetate
    • Scirpenetriol 4,15diacetate
    • 4.beta.,15-Diacetoxy-3.alpha.-hydroxy-12,13-epoxytrichothec-9-ene
    • Trichothec-9-ene, 12,13-epoxy-4-.beta.,15-diacetoxy-3-.alpha.-hydroxy-
    • Trichothec-9-ene, 12,13-epoxy-4.beta.,15-diazetoxy-3.alpha.-hydroxy-
    • DTXCID901031029
    • ((1S,2R,7R,9R,10R,11S,12R)-11-acetyloxy-10-hydroxy-1,5-dimethylspiro(8-oxatricyclo(7.2.1.02,7)dodec-5-ene-12,2'-oxirane)-2-yl)methyl acetate
    • (11-acetyloxy-10-hydroxy-1,5-dimethylspiro(8-oxatricyclo(7.2.1.02,7)dodec-5-ene-12,2'-oxirane)-2-yl)methyl acetate
    • (11-acetyloxy-10-hydroxy-1,5-dimethylspiro[8-oxatricyclo[7.2.1.02,7]dodec-5-ene-12,2'-oxirane]-2-yl)methyl acetate
    • [(1S,2R,7R,9R,10R,11S,12R)-11-acetyloxy-10-hydroxy-1,5-dimethylspiro[8-oxatricyclo[7.2.1.02,7]dodec-5-ene-12,2'-oxirane]-2-yl]methyl acetate
    • Spiro(2,5-methano-1-benzoxepin-10,2'-oxirane)-5a(6H)-methanol, 2,3,4,5,7,9a-hexahydro-3,4-dihydroxy-5,8-dimethyl-, 4,5a-diacetate
    • UN3462
    • trichothec-9-ene-3alpha, 4beta, 15-triol, 12,13-epoxy-, 4,15-diacetate
    • Scirp9ene3alpha,4beta,15triol, 4,15diacetate
    • 3alphaHydroxy4beta,15diacetoxy12,13epoxytrichothec9ene
    • 4beta,15Diacetoxy3alphahydroxy12,13epoxytrichothec9ene
    • Trichothec9ene3,4,15triol, 12,13epoxy, 4,15diacetate
    • Trichothec9ene, 12,13epoxy4beta,15diazetoxy3alphahydroxy
    • 3Alpha,4Beta, 15-triol, 12, 13-epoxy-,4, 15-diacetate
    • 3Alpha,4Beta, 15-triol, 12, 13-epoxy-,4, 15-diacetate (8CI)
    • 4Beta, 15-diacetoxy-3alpha-hydroxy-12, 13-epoxytrichothec-9-ene
    • Trichothec-9-ene-3,4, 15-triol, 12,13-epoxy-, 4,15-diacetate
    • Trichothec-9-ene-3,4,15-triol, 12,13-epoxy-, 4, 15-diacetate
    • Trichothec-9-ene, 12,13-epoxy-4-beta,15-diacetoxy-3-alpha-hydroxy-
    • Trichothec-9-ene-3, 4, 15-triol, 12, 13-epoxy-, 4, 15-diacetate (3alpha, 4beta)-
    • Trichothec-9-ene-3, 4,15-triol, 12,13-epoxy-, 4,15-diacetate, (3alpha,4beta)-
    • Trichothec-9-ene-3,4, 15-triol, 12,13-epoxy-, 4,15-diacetate, (3alpha,4beta)-
    • Trichothec-9-ene-3, 4, 15-triol, 12, 13-epoxy-, 4, 15-diacetate (3alpha, 4beta)-(9CI)
    • Trichothec-9-ene-3, 4,15-triol, 12,13-epoxy-, 4,15-diacetate, (3.alpha.,4.beta.)-(9CI)
    • Trichothec-9-ene-3,4, 15-triol, 12,13-epoxy-, 4,15-diacetate, (3.alpha.,4.beta.)-(9CI)
    • AUGQEEXBDZWUJY-UHFFFAOYSA-N
    • NSC177378
    • Anguidin
    • 4,15-Diacetoxyscirpen-3-ol
    • 4,15-Di-O-acetylscirpenol
    • MLS000863617
    • UYL28I099N
    • 4,15-Diacetoxyscirp-9-en-3-ol
    • NSC-141537
    • SMR000440757
    • MM 4462
    • Trichothec-9-ene-3.alpha.,4.beta.,15-triol, 12,13-epoxy-, 4,15-diacetate
    • CHEMBL433680
    • MEGxm0_000187
    • SCHEMBL10994355
    • ACon0_000396
    • ACon1_002033
    • BDBM68181
    • MSK7223
    • cid_15571694
    • HMS2269N24
    • HY-N6692
    • MSK7223-100A
    • NCGC00179895-01
    • CS-0081332
    • NS00018335
    • C09662
    • BRD-K51321215-001-01-2
    • Diacetoxyscirpenol solution in Acetonitrile, 100ug/mL
    • 3-Hydroxy-3alpha,4beta-12,13-epoxytrichothec-9-ene-4,15-diyl diacetate
    • Trichothec-9-ene-3alpha,4beta,15-triol, 12,13-epoxy-, 4,15-diacetate
    • 109547-11-7
    • Trichothec-9-ene-3,4,15-triol, 12,13-epoxy-, 4,15-diacetate, (3.alpha.,4.beta.,12.alpha.)-
    • 2270-40-8

  • Applications

    Diacetoxyscirpenol (CAS 2270-40-8) is a trichothecene mycotoxin primarily encountered as a food-contaminant concern; in practical contexts, it is often used as an analytical reference and a research compound for toxicology and mechanism-of-action studies. Laboratories employ it to develop and validate LC-MS/MS and immunoassay methods for mycotoxin monitoring; it is used in academic investigations to understand ribosome inactivation and protein synthesis inhibition. It informs risk assessment and regulatory surveillance by providing material for method development, proficiency testing, and cross-method comparisons. It may also be used in controlled studies to evaluate decontamination or detoxification approaches. Use is strictly governed by safety and regulatory guidelines.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 15.55
    methanol 44.72
    isopropanol 10.12
    water 0.25
    ethyl acetate 54.51
    n-propanol 14.54
    acetone 117.46
    n-butanol 10.45
    acetonitrile 77.59
    DMF 240.74
    toluene 15.07
    isobutanol 9.96
    1,4-dioxane 102.25
    methyl acetate 66.59
    THF 154.16
    2-butanone 72.45
    n-pentanol 10.76
    sec-butanol 7.12
    n-hexane 0.29
    ethylene glycol 14.88
    NMP 250.52
    cyclohexane 1.09
    DMSO 257.98
    n-butyl acetate 27.22
    n-octanol 6.26
    chloroform 144.15
    n-propyl acetate 35.5
    acetic acid 126.83
    dichloromethane 123.36
    cyclohexanone 111.21
    propylene glycol 9.9
    isopropyl acetate 34.96
    DMAc 240.67
    2-ethoxyethanol 53.82
    isopentanol 10.71
    n-heptane 0.35
    ethyl formate 41.29
    1,2-dichloroethane 60.83
    n-hexanol 11.96
    2-methoxyethanol 85.37
    isobutyl acetate 22.93
    tetrachloromethane 10.09
    n-pentyl acetate 20.68
    transcutol 64.38
    n-heptanol 9.06
    ethylbenzene 7.21
    MIBK 28.96
    2-propoxyethanol 68.09
    tert-butanol 11.71
    MTBE 8.3
    2-butoxyethanol 36.65
    propionic acid 44.56
    o-xylene 9.22
    formic acid 85.91
    diethyl ether 15.74
    m-xylene 8.6
    p-xylene 12.18
    chlorobenzene 29.11
    dimethyl carbonate 61.94
    n-octane 0.17
    formamide 132.75
    cyclopentanone 169.27
    2-pentanone 49.61
    anisole 27.42
    cyclopentyl methyl ether 32.61
    gamma-butyrolactone 198.24
    1-methoxy-2-propanol 58.91
    pyridine 99.18
    3-pentanone 46.7
    furfural 154.3
    n-dodecane 0.22
    diethylene glycol 69.09
    diisopropyl ether 4.04
    tert-amyl alcohol 8.46
    acetylacetone 98.77
    n-hexadecane 0.27
    acetophenone 46.73
    methyl propionate 62.66
    isopentyl acetate 25.25
    trichloroethylene 166.4
    n-nonanol 7.3
    cyclohexanol 13.9
    benzyl alcohol 32.68
    2-ethylhexanol 8.18
    isooctanol 7.85
    dipropyl ether 9.21
    1,2-dichlorobenzene 28.81
    ethyl lactate 31.38
    propylene carbonate 84.01
    n-methylformamide 111.52
    2-pentanol 5.47
    n-pentane 0.27
    1-propoxy-2-propanol 34.34
    1-methoxy-2-propyl acetate 51.25
    2-(2-methoxypropoxy) propanol 38.74
    mesitylene 4.88
    ε-caprolactone 94.37
    p-cymene 5.2
    epichlorohydrin 155.47
    1,1,1-trichloroethane 38.0
    2-aminoethanol 20.35
    morpholine-4-carbaldehyde 206.77
    sulfolane 212.74
    2,2,4-trimethylpentane 0.26
    2-methyltetrahydrofuran 52.91
    n-hexyl acetate 23.37
    isooctane 0.21
    2-(2-butoxyethoxy)ethanol 40.05
    sec-butyl acetate 22.68
    tert-butyl acetate 29.35
    decalin 0.78
    glycerin 33.71
    diglyme 82.45
    acrylic acid 62.55
    isopropyl myristate 9.87
    n-butyric acid 45.78
    acetyl acetate 66.01
    di(2-ethylhexyl) phthalate 18.5
    ethyl propionate 35.98
    nitromethane 307.62
    1,2-diethoxyethane 20.99
    benzonitrile 44.66
    trioctyl phosphate 11.71
    1-bromopropane 14.23
    gamma-valerolactone 228.57
    n-decanol 5.0
    triethyl phosphate 19.01
    4-methyl-2-pentanol 5.81
    propionitrile 39.26
    vinylene carbonate 97.7
    1,1,2-trichlorotrifluoroethane 134.25
    DMS 39.72
    cumene 4.81
    2-octanol 4.22
    2-hexanone 34.37
    octyl acetate 14.19
    limonene 6.46
    1,2-dimethoxyethane 86.25
    ethyl orthosilicate 15.5
    tributyl phosphate 12.73
    diacetone alcohol 41.31
    N,N-dimethylaniline 18.87
    acrylonitrile 74.5
    aniline 28.14
    1,3-propanediol 27.33
    bromobenzene 25.83
    dibromomethane 58.18
    1,1,2,2-tetrachloroethane 95.29
    2-methyl-cyclohexyl acetate 27.55
    tetrabutyl urea 20.81
    diisobutyl methanol 4.63
    2-phenylethanol 32.67
    styrene 9.32
    dioctyl adipate 21.67
    dimethyl sulfate 118.54
    ethyl butyrate 24.62
    methyl lactate 54.0
    butyl lactate 22.39
    diethyl carbonate 22.19
    propanediol butyl ether 24.35
    triethyl orthoformate 19.31
    p-tert-butyltoluene 4.62
    methyl 4-tert-butylbenzoate 34.44
    morpholine 100.15
    tert-butylamine 3.85
    n-dodecanol 3.48
    dimethoxymethane 114.87
    ethylene carbonate 77.27
    cyrene 72.9
    2-ethoxyethyl acetate 39.77
    2-ethylhexyl acetate 20.12
    1,2,4-trichlorobenzene 42.97
    4-methylpyridine 72.39
    dibutyl ether 4.92
    2,6-dimethyl-4-heptanol 4.63
    DEF 70.63
    dimethyl isosorbide 73.88
    tetrachloroethylene 66.51
    eugenol 37.63
    triacetin 41.43
    span 80 27.86
    1,4-butanediol 14.28
    1,1-dichloroethane 40.41
    2-methyl-1-pentanol 10.51
    methyl formate 98.45
    2-methyl-1-butanol 8.86
    n-decane 0.37
    butyronitrile 27.96
    3,7-dimethyl-1-octanol 6.73
    1-chlorooctane 2.54
    1-chlorotetradecane 1.19
    n-nonane 0.25
    undecane 0.27
    tert-butylcyclohexane 0.5
    cyclooctane 0.38
    cyclopentanol 23.26
    tetrahydropyran 45.52
    tert-amyl methyl ether 8.19
    2,5,8-trioxanonane 61.69
    1-hexene 1.83
    2-isopropoxyethanol 35.11
    2,2,2-trifluoroethanol 60.35
    methyl butyrate 43.44

    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