Isoshyobunone

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    21698-46-4

    Molecular formula
    C15H24O

    SMILES
    CC(C)[C@@H]1CC[C@@](C(=C(C)C)C1=O)(C)C=C

  • Odor profile

    Herbal 84.39%
    Mint 71.78%
    Woody 61.45%
    Camphoreous 59.72%
    Spicy 52.34%
    Fresh 50.51%
    Cooling 45.02%
    Citrus 44.98%
    Sweet 41.6%
    Pine 40.44%

    Scent© AI

  • Properties

    XLogP3-AA
    4.9

    Molecular weight
    220.35 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    265°C

    Flash point est.
    120.38 ˚C

  • Synonyms

    • Isoshyobunone
    • (-)-Isoshyobunone
    • CHEBI:68150
    • (3S,6S)-3-ethenyl-3-methyl-6-propan-2-yl-2-propan-2-ylidenecyclohexan-1-one
    • 21698-46-4
    • CHEMBL1814554
    • YMIHAYABXZORPU-SWLSCSKDSA-N
    • DTXSID001317632
    • Q27136640
    • p-Menthan-3-one, 2-isopropylidene-1-vinyl-, (1S,4S)-
    • (3S,6S)-6-Isopropyl-3-methyl-2-(propan-2-ylidene)-3-vinylcyclohexanone
    • Cyclohexanone, 3-ethenyl-3-methyl-6-(1-methylethyl)-2-(1-methylethylidene)-, (3S,6S)-
    • Cyclohexanone, 3-ethenyl-3-methyl-6-(1-methylethyl)-2-(1-methylethylidene)-, (3S-trans)-

  • Applications

    Isoshyobunone (CAS 21698-46-4) is a sesquiterpene ketone found in essential oils of Acorus species, applied mainly as: a perfumery ingredient with warm woody–herbal, slightly amber nuances and good substantivity for boosting, modulating, and fixing accords in fine fragrances, personal-care and home-care scents; a reference standard in analytical chemistry for GC–MS/LC method development, essential-oil fingerprinting, and authentication of Acorus-containing botanicals and oils; a model odorant in sensory testing and structure–odor relationship studies; a target in in-vitro bioactivity screening (e.g., antimicrobial, antioxidant, anti-inflammatory) and plant–insect interaction assays involving plant volatiles; and a scaffold for the synthesis and derivatization of sesquiterpene aroma chemicals in R&D, not intended for therapeutic use or direct consumption.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1170.43
    methanol 1125.24
    isopropanol 1454.23
    water 0.92
    ethyl acetate 837.45
    n-propanol 1197.56
    acetone 1121.98
    n-butanol 1261.23
    acetonitrile 1179.58
    DMF 1412.86
    toluene 1435.32
    isobutanol 1072.64
    1,4-dioxane 2183.55
    methyl acetate 820.62
    THF 3673.13
    2-butanone 1080.11
    n-pentanol 816.3
    sec-butanol 1222.13
    n-hexane 344.51
    ethylene glycol 87.27
    NMP 1289.81
    cyclohexane 762.77
    DMSO 493.37
    n-butyl acetate 916.19
    n-octanol 554.54
    chloroform 4263.29
    n-propyl acetate 514.65
    acetic acid 605.48
    dichloromethane 2791.58
    cyclohexanone 2193.83
    propylene glycol 189.19
    isopropyl acetate 584.49
    DMAc 753.41
    2-ethoxyethanol 443.58
    isopentanol 1011.87
    n-heptane 234.65
    ethyl formate 677.52
    1,2-dichloroethane 1498.4
    n-hexanol 1249.81
    2-methoxyethanol 798.98
    isobutyl acetate 391.72
    tetrachloromethane 797.69
    n-pentyl acetate 637.0
    transcutol 865.07
    n-heptanol 553.19
    ethylbenzene 580.23
    MIBK 629.78
    2-propoxyethanol 931.94
    tert-butanol 1234.93
    MTBE 1058.12
    2-butoxyethanol 510.78
    propionic acid 564.53
    o-xylene 628.31
    formic acid 139.08
    diethyl ether 1345.37
    m-xylene 896.47
    p-xylene 715.23
    chlorobenzene 1403.87
    dimethyl carbonate 263.63
    n-octane 98.68
    formamide 218.31
    cyclopentanone 2097.57
    2-pentanone 989.21
    anisole 644.35
    cyclopentyl methyl ether 1492.07
    gamma-butyrolactone 1829.05
    1-methoxy-2-propanol 787.47
    pyridine 2092.7
    3-pentanone 682.45
    furfural 1137.33
    n-dodecane 65.5
    diethylene glycol 396.45
    diisopropyl ether 395.9
    tert-amyl alcohol 930.96
    acetylacetone 702.07
    n-hexadecane 78.25
    acetophenone 525.57
    methyl propionate 608.67
    isopentyl acetate 815.0
    trichloroethylene 2901.06
    n-nonanol 440.61
    cyclohexanol 1564.45
    benzyl alcohol 596.28
    2-ethylhexanol 670.63
    isooctanol 438.83
    dipropyl ether 596.31
    1,2-dichlorobenzene 918.31
    ethyl lactate 208.51
    propylene carbonate 1019.65
    n-methylformamide 658.01
    2-pentanol 924.23
    n-pentane 383.32
    1-propoxy-2-propanol 715.62
    1-methoxy-2-propyl acetate 600.41
    2-(2-methoxypropoxy) propanol 348.65
    mesitylene 502.47
    ε-caprolactone 1487.95
    p-cymene 368.63
    epichlorohydrin 1919.36
    1,1,1-trichloroethane 1849.29
    2-aminoethanol 287.31
    morpholine-4-carbaldehyde 1016.25
    sulfolane 1174.1
    2,2,4-trimethylpentane 132.35
    2-methyltetrahydrofuran 2490.78
    n-hexyl acetate 868.06
    isooctane 115.55
    2-(2-butoxyethoxy)ethanol 473.19
    sec-butyl acetate 364.55
    tert-butyl acetate 584.81
    decalin 204.3
    glycerin 189.34
    diglyme 739.69
    acrylic acid 422.62
    isopropyl myristate 293.03
    n-butyric acid 1035.69
    acetyl acetate 435.64
    di(2-ethylhexyl) phthalate 259.03
    ethyl propionate 422.1
    nitromethane 788.64
    1,2-diethoxyethane 597.11
    benzonitrile 995.9
    trioctyl phosphate 212.03
    1-bromopropane 1442.16
    gamma-valerolactone 1896.38
    n-decanol 304.27
    triethyl phosphate 212.58
    4-methyl-2-pentanol 486.89
    propionitrile 1244.71
    vinylene carbonate 919.7
    1,1,2-trichlorotrifluoroethane 750.54
    DMS 427.89
    cumene 356.01
    2-octanol 465.05
    2-hexanone 654.5
    octyl acetate 375.42
    limonene 514.78
    1,2-dimethoxyethane 897.89
    ethyl orthosilicate 218.65
    tributyl phosphate 229.04
    diacetone alcohol 557.3
    N,N-dimethylaniline 424.78
    acrylonitrile 1092.41
    aniline 1023.12
    1,3-propanediol 510.96
    bromobenzene 1510.35
    dibromomethane 2217.02
    1,1,2,2-tetrachloroethane 2043.58
    2-methyl-cyclohexyl acetate 436.78
    tetrabutyl urea 299.98
    diisobutyl methanol 308.04
    2-phenylethanol 747.96
    styrene 665.56
    dioctyl adipate 339.85
    dimethyl sulfate 314.23
    ethyl butyrate 482.11
    methyl lactate 245.54
    butyl lactate 394.29
    diethyl carbonate 302.51
    propanediol butyl ether 457.27
    triethyl orthoformate 337.96
    p-tert-butyltoluene 364.79
    methyl 4-tert-butylbenzoate 470.91
    morpholine 2449.12
    tert-butylamine 963.32
    n-dodecanol 218.06
    dimethoxymethane 874.14
    ethylene carbonate 811.18
    cyrene 373.53
    2-ethoxyethyl acetate 550.93
    2-ethylhexyl acetate 658.86
    1,2,4-trichlorobenzene 969.77
    4-methylpyridine 2161.14
    dibutyl ether 512.01
    2,6-dimethyl-4-heptanol 308.04
    DEF 801.56
    dimethyl isosorbide 690.64
    tetrachloroethylene 1380.34
    eugenol 412.66
    triacetin 415.85
    span 80 402.46
    1,4-butanediol 216.96
    1,1-dichloroethane 2071.21
    2-methyl-1-pentanol 681.81
    methyl formate 552.8
    2-methyl-1-butanol 1010.68
    n-decane 125.66
    butyronitrile 1559.3
    3,7-dimethyl-1-octanol 434.85
    1-chlorooctane 437.79
    1-chlorotetradecane 150.23
    n-nonane 135.25
    undecane 88.1
    tert-butylcyclohexane 170.74
    cyclooctane 228.8
    cyclopentanol 1455.28
    tetrahydropyran 3291.55
    tert-amyl methyl ether 670.03
    2,5,8-trioxanonane 486.81
    1-hexene 798.53
    2-isopropoxyethanol 365.44
    2,2,2-trifluoroethanol 192.87
    methyl butyrate 588.48

    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
Calamus (Italy) root 8015-79-0 Acorus calamus L., fam. Araceae 6.25%
Calamus (China) 1a leaf 8015-79-0 Acorus calamus L., fam. Araceae 0.64%
Calamus (China) 1b rhizome 8015-79-0 Acorus calamus L., fam. Araceae 0.08%
Calamus (Canada) root 8015-79-0 Acorus calamus L., fam. Araceae 9.9%
Calamus (Turkey) Acorus calamus L., fam. Araceae 13.0%