Megastigmatrienone D

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    13215-88-8

    Molecular formula
    C13H18O

    SMILES
    C/C=C/C=C\1/C(=CC(=O)CC1(C)C)C

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fruity 86.05%
    Woody 78.48%
    Sweet 78.27%
    Floral 64.7%
    Spicy 56.56%
    Tobacco 52.81%
    Berry 52.43%
    Tropical 41.7%
    Herbal 40.04%
    Orris 39.16%

    Scent© AI

  • Properties

    XLogP3-AA
    2.6

    Molecular weight
    190.28 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    287°C

    Flash point est.
    123.9 ˚C

    Solubility expt.

    • Practically insoluble or insoluble in water
    • Soluble (in ethanol)

  • Synonyms

    • Tabanone
    • 13215-88-8
    • Megastigmatrienone D
    • MEGASTIGMATRIENONE 4
    • 9XFN7T7VV5
    • 2-Cyclohexen-1-one, 4-(2-butenylidene)-3,5,5-trimethyl-, (E,E)-
    • DTXSID701045121
    • FEMA NO. 4663, (2E,4E)-
    • 5164-78-3
    • 3,5,5-Trimethyl-4-butenylidene-2-cyclohexen-1-one
    • EINECS 225-943-7
    • 2-CYCLOHEXEN-1-ONE, 4-(2E)-2-BUTEN-1-YLIDENE-3,5,5-TRIMETHYL-, (4E)-
    • 2-CYCLOHEXEN-1-ONE, 4-(2E)-2-BUTENYLIDENE-3,5,5-TRIMETHYL-, (4E)-
    • MFCD09751414
    • SCHEMBL756992
    • DTXCID90909311
    • (4E)-4-[(2E)-BUT-2-EN-1-YLIDENE]-3,5,5-TRIMETHYLCYCLOHEX-2-EN-1-ONE
    • Megastigmatrienone (mixed isomers)
    • AKOS006327931
    • s11013
    • (6Z,8E)-4,6,8-megastigmatrien-3-one
    • FT167655
    • HY-133185
    • Q27273350

  • Applications

    Megastigmatrienone D (CAS 13215-88-8) is applied as a high-impact aroma ingredient imparting bright tobacco, malty, maple/honey, dry-woody, and ripe-fruit nuances in tobacco flavors and in spirits like whisky/rum, as well as in beer, wine, tea, and other fermented beverages; in perfumery it serves as a warm, dry background note that adds depth, diffusion, and realism at trace dosage, synergizing with vanillin, ionones, damascenone, woods, and spice accords; in analytics it is used as a GC–MS/GC–O reference standard to quantify norisoprenoids and to track barrel aging, drying/fermentation processes, or raw-material fingerprinting; in sensory and R&D it helps round harshness/astringency and is employed to study biogenesis from carotenoids and yeast/bacterial transformations; typical use levels are very low (ppb to low ppm) due to its high odor potency.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 363.39
    methanol 447.84
    isopropanol 296.1
    water 0.43
    ethyl acetate 354.25
    n-propanol 334.77
    acetone 390.88
    n-butanol 354.07
    acetonitrile 485.06
    DMF 573.98
    toluene 461.27
    isobutanol 263.86
    1,4-dioxane 851.93
    methyl acetate 335.0
    THF 1308.47
    2-butanone 369.52
    n-pentanol 230.94
    sec-butanol 281.37
    n-hexane 162.79
    ethylene glycol 40.67
    NMP 587.56
    cyclohexane 278.08
    DMSO 243.81
    n-butyl acetate 343.57
    n-octanol 202.67
    chloroform 1222.03
    n-propyl acetate 204.99
    acetic acid 187.5
    dichloromethane 948.35
    cyclohexanone 706.68
    propylene glycol 76.93
    isopropyl acetate 219.83
    DMAc 362.6
    2-ethoxyethanol 166.03
    isopentanol 273.12
    n-heptane 117.99
    ethyl formate 243.7
    1,2-dichloroethane 498.08
    n-hexanol 479.46
    2-methoxyethanol 314.75
    isobutyl acetate 151.15
    tetrachloromethane 206.84
    n-pentyl acetate 197.34
    transcutol 533.4
    n-heptanol 187.8
    ethylbenzene 224.04
    MIBK 247.77
    2-propoxyethanol 415.02
    tert-butanol 348.15
    MTBE 333.41
    2-butoxyethanol 196.05
    propionic acid 200.86
    o-xylene 233.86
    formic acid 56.18
    diethyl ether 473.05
    m-xylene 333.2
    p-xylene 249.09
    chlorobenzene 406.84
    dimethyl carbonate 137.77
    n-octane 43.42
    formamide 79.98
    cyclopentanone 736.53
    2-pentanone 379.86
    anisole 296.82
    cyclopentyl methyl ether 638.72
    gamma-butyrolactone 709.77
    1-methoxy-2-propanol 287.78
    pyridine 561.77
    3-pentanone 290.45
    furfural 438.95
    n-dodecane 32.48
    diethylene glycol 206.21
    diisopropyl ether 152.41
    tert-amyl alcohol 271.91
    acetylacetone 281.56
    n-hexadecane 37.33
    acetophenone 226.95
    methyl propionate 280.59
    isopentyl acetate 288.11
    trichloroethylene 869.45
    n-nonanol 167.79
    cyclohexanol 416.98
    benzyl alcohol 226.14
    2-ethylhexanol 247.9
    isooctanol 143.66
    dipropyl ether 285.41
    1,2-dichlorobenzene 318.66
    ethyl lactate 112.99
    propylene carbonate 398.78
    n-methylformamide 239.51
    2-pentanol 250.15
    n-pentane 145.78
    1-propoxy-2-propanol 302.12
    1-methoxy-2-propyl acetate 283.98
    2-(2-methoxypropoxy) propanol 199.97
    mesitylene 195.9
    ε-caprolactone 522.39
    p-cymene 146.83
    epichlorohydrin 662.88
    1,1,1-trichloroethane 558.61
    2-aminoethanol 106.65
    morpholine-4-carbaldehyde 482.8
    sulfolane 549.02
    2,2,4-trimethylpentane 50.16
    2-methyltetrahydrofuran 838.98
    n-hexyl acetate 334.12
    isooctane 46.53
    2-(2-butoxyethoxy)ethanol 261.2
    sec-butyl acetate 155.35
    tert-butyl acetate 245.16
    decalin 92.66
    glycerin 87.57
    diglyme 396.64
    acrylic acid 151.69
    isopropyl myristate 132.65
    n-butyric acid 315.99
    acetyl acetate 202.51
    di(2-ethylhexyl) phthalate 122.98
    ethyl propionate 203.35
    nitromethane 305.91
    1,2-diethoxyethane 266.77
    benzonitrile 330.65
    trioctyl phosphate 95.26
    1-bromopropane 470.36
    gamma-valerolactone 692.57
    n-decanol 123.34
    triethyl phosphate 113.58
    4-methyl-2-pentanol 147.55
    propionitrile 407.8
    vinylene carbonate 356.79
    1,1,2-trichlorotrifluoroethane 299.7
    DMS 219.63
    cumene 150.5
    2-octanol 142.94
    2-hexanone 248.1
    octyl acetate 166.07
    limonene 213.93
    1,2-dimethoxyethane 392.01
    ethyl orthosilicate 115.12
    tributyl phosphate 110.26
    diacetone alcohol 247.67
    N,N-dimethylaniline 206.37
    acrylonitrile 369.14
    aniline 335.7
    1,3-propanediol 158.39
    bromobenzene 455.81
    dibromomethane 736.52
    1,1,2,2-tetrachloroethane 638.93
    2-methyl-cyclohexyl acetate 205.54
    tetrabutyl urea 143.48
    diisobutyl methanol 124.46
    2-phenylethanol 287.71
    styrene 240.57
    dioctyl adipate 161.85
    dimethyl sulfate 171.47
    ethyl butyrate 227.98
    methyl lactate 124.7
    butyl lactate 153.31
    diethyl carbonate 156.6
    propanediol butyl ether 190.78
    triethyl orthoformate 154.41
    p-tert-butyltoluene 147.91
    methyl 4-tert-butylbenzoate 216.86
    morpholine 867.05
    tert-butylamine 273.47
    n-dodecanol 95.9
    dimethoxymethane 439.29
    ethylene carbonate 307.11
    cyrene 196.08
    2-ethoxyethyl acetate 220.42
    2-ethylhexyl acetate 245.62
    1,2,4-trichlorobenzene 346.05
    4-methylpyridine 612.28
    dibutyl ether 217.76
    2,6-dimethyl-4-heptanol 124.46
    DEF 340.35
    dimethyl isosorbide 363.14
    tetrachloroethylene 408.9
    eugenol 197.11
    triacetin 216.12
    span 80 199.09
    1,4-butanediol 73.16
    1,1-dichloroethane 592.26
    2-methyl-1-pentanol 200.6
    methyl formate 212.38
    2-methyl-1-butanol 273.04
    n-decane 56.96
    butyronitrile 462.7
    3,7-dimethyl-1-octanol 177.74
    1-chlorooctane 170.67
    1-chlorotetradecane 70.63
    n-nonane 59.88
    undecane 42.09
    tert-butylcyclohexane 80.79
    cyclooctane 96.79
    cyclopentanol 412.79
    tetrahydropyran 1022.5
    tert-amyl methyl ether 259.79
    2,5,8-trioxanonane 279.52
    1-hexene 331.32
    2-isopropoxyethanol 138.48
    2,2,2-trifluoroethanol 68.91
    methyl butyrate 257.24

    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

Botanical

Name CAS Botanical Proportion
Catharanthus roseus leaf Catharanthus roseus (L.) G. Don, fam. Apocynaceae 0.2%
Tobacco, Yaka 8037-19-2 Nicotiana tabacum L., fam. Solanaceae 0.4%