Isomyristicin

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  • Identifiers

    CAS number
    18312-21-5

    Molecular formula
    C11H12O3

    SMILES
    C/C=C/C1=CC2=C(C(=C1)OC)OCO2

  • Odor profile

    Spicy 85.3%
    Floral 58.55%
    Sweet 57.16%
    Woody 47.17%
    Clove 45.09%
    Warm 42.18%
    Balsamic 41.84%
    Powdery 33.43%
    Phenolic 31.02%
    Vanilla 27.8%

    Scent© AI

  • Properties

    XLogP3-AA
    2.7

    Molecular weight
    192.21 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    279°C

    Melting point expt.

    • 44 - 45 °C

    Flash point est.
    116.72 ˚C

  • Synonyms

    • Isomyristicin
    • Trans-isomyristicin
    • 18312-21-5
    • 4-methoxy-6-[(E)-prop-1-enyl]-1,3-benzodioxole
    • (E)-Isomyristicin
    • 487-62-7
    • 1,3-Benzodioxole, 4-methoxy-6-(1-propen-1-yl)-
    • 4-methoxy-6-[(1E)-prop-1-en-1-yl]-2H-1,3-benzodioxole
    • EINECS 242-198-3
    • (E)-4-methoxy-6-(prop-1-en-1-yl)benzo[d][1,3]dioxole
    • (E)-4-Methoxy-6-(propen-1-yl)-1,3-benzodioxole
    • CHEMBL1642213
    • CHEBI:173923
    • DTXSID901317803
    • GLXC-15466
    • STK693386
    • AKOS005605020
    • FI70266
    • Propantheline bromide (JP15/USP/INN)
    • Propantheline bromide [USAN:INN:BAN:JAN]
    • CS-0328462
    • NS00052001
    • 4-Methoxy-6-(1-propenyl)-1,3-benzodioxole, 9CI
    • 1-Methoxy-2,3-methylenedioxy-5-(1-propenyl)benzene
    • Q67880222
    • (E)-1-Methoxy-5-propenyl-2,3-(methylenedioxy)benzene
    • 4-methoxy-6-[(1E)-prop-1-en-1-yl]-1,3-benzodioxole
    • Z2106609031

  • Applications

    Isomyristicin (CAS 18312-21-5) is an alkenylbenzene phenylpropene found naturally in certain spice essential oils (e.g., nutmeg, parsley) and, in R&D practice, is commonly employed as an analytical standard for GC–MS/LC–MS identification and quantitation, method validation and traceability, authenticity assessment and adulteration detection in essential oils, spices, and foods; as a reference substrate/synthetic intermediate in organic and medicinal chemistry to build libraries of alkenylbenzene derivatives, probe structure–activity relationships, and serve as a model for oxidation, isomerization, and P450-mediated metabolism in pharmacokinetic/toxicology studies; it has been investigated for antioxidant and anti-inflammatory properties and for effects on metabolic enzymes (e.g., CYP, MAO) in vitro, as well as for applications in phytochemistry and chemotaxonomy; it is also useful for training in chromatography–mass spectrometry, stability studies, and aroma library development, with careful attention to safety, toxicity, and regulatory compliance.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 118.04
    methanol 137.05
    isopropanol 88.29
    water 0.85
    ethyl acetate 199.41
    n-propanol 103.25
    acetone 276.1
    n-butanol 99.43
    acetonitrile 206.58
    DMF 397.03
    toluene 71.06
    isobutanol 79.71
    1,4-dioxane 360.48
    methyl acetate 226.12
    THF 374.52
    2-butanone 165.23
    n-pentanol 74.32
    sec-butanol 83.07
    n-hexane 6.22
    ethylene glycol 138.12
    NMP 292.56
    cyclohexane 21.68
    DMSO 394.01
    n-butyl acetate 103.27
    n-octanol 52.57
    chloroform 602.91
    n-propyl acetate 116.08
    acetic acid 279.4
    dichloromethane 568.49
    cyclohexanone 230.68
    propylene glycol 102.53
    isopropyl acetate 114.15
    DMAc 246.17
    2-ethoxyethanol 201.05
    isopentanol 92.61
    n-heptane 8.05
    ethyl formate 157.8
    1,2-dichloroethane 419.75
    n-hexanol 83.08
    2-methoxyethanol 367.2
    isobutyl acetate 82.92
    tetrachloromethane 89.08
    n-pentyl acetate 72.87
    transcutol 415.97
    n-heptanol 50.24
    ethylbenzene 46.55
    MIBK 97.55
    2-propoxyethanol 184.16
    tert-butanol 139.97
    MTBE 102.57
    2-butoxyethanol 113.91
    propionic acid 149.35
    o-xylene 58.37
    formic acid 128.82
    diethyl ether 121.47
    m-xylene 61.12
    p-xylene 62.67
    chlorobenzene 167.69
    dimethyl carbonate 157.86
    n-octane 5.7
    formamide 213.4
    cyclopentanone 313.43
    2-pentanone 134.7
    anisole 138.11
    cyclopentyl methyl ether 152.41
    gamma-butyrolactone 369.95
    1-methoxy-2-propanol 220.93
    pyridine 246.64
    3-pentanone 115.83
    furfural 355.41
    n-dodecane 7.79
    diethylene glycol 263.46
    diisopropyl ether 39.91
    tert-amyl alcohol 105.77
    acetylacetone 215.78
    n-hexadecane 8.88
    acetophenone 130.05
    methyl propionate 176.24
    isopentyl acetate 99.36
    trichloroethylene 676.01
    n-nonanol 48.61
    cyclohexanol 118.27
    benzyl alcohol 121.9
    2-ethylhexanol 56.82
    isooctanol 45.76
    dipropyl ether 52.81
    1,2-dichlorobenzene 163.72
    ethyl lactate 93.77
    propylene carbonate 214.8
    n-methylformamide 219.43
    2-pentanol 66.31
    n-pentane 7.47
    1-propoxy-2-propanol 110.9
    1-methoxy-2-propyl acetate 124.02
    2-(2-methoxypropoxy) propanol 129.12
    mesitylene 43.76
    ε-caprolactone 200.24
    p-cymene 39.43
    epichlorohydrin 461.83
    1,1,1-trichloroethane 306.53
    2-aminoethanol 129.53
    morpholine-4-carbaldehyde 306.19
    sulfolane 390.12
    2,2,4-trimethylpentane 8.92
    2-methyltetrahydrofuran 215.98
    n-hexyl acetate 106.34
    isooctane 7.7
    2-(2-butoxyethoxy)ethanol 158.48
    sec-butyl acetate 81.41
    tert-butyl acetate 121.67
    decalin 14.96
    glycerin 212.23
    diglyme 303.52
    acrylic acid 187.52
    isopropyl myristate 52.19
    n-butyric acid 178.82
    acetyl acetate 169.07
    di(2-ethylhexyl) phthalate 62.53
    ethyl propionate 108.27
    nitromethane 457.31
    1,2-diethoxyethane 115.73
    benzonitrile 148.28
    trioctyl phosphate 46.14
    1-bromopropane 141.41
    gamma-valerolactone 338.18
    n-decanol 40.23
    triethyl phosphate 67.96
    4-methyl-2-pentanol 51.2
    propionitrile 146.12
    vinylene carbonate 234.53
    1,1,2-trichlorotrifluoroethane 358.36
    DMS 140.93
    cumene 38.71
    2-octanol 35.21
    2-hexanone 97.92
    octyl acetate 64.61
    limonene 49.38
    1,2-dimethoxyethane 280.92
    ethyl orthosilicate 62.5
    tributyl phosphate 56.1
    diacetone alcohol 147.11
    N,N-dimethylaniline 86.96
    acrylonitrile 223.93
    aniline 134.98
    1,3-propanediol 181.87
    bromobenzene 177.39
    dibromomethane 339.9
    1,1,2,2-tetrachloroethane 497.91
    2-methyl-cyclohexyl acetate 89.25
    tetrabutyl urea 67.46
    diisobutyl methanol 41.18
    2-phenylethanol 108.76
    styrene 62.35
    dioctyl adipate 79.65
    dimethyl sulfate 225.2
    ethyl butyrate 83.94
    methyl lactate 146.26
    butyl lactate 72.2
    diethyl carbonate 81.65
    propanediol butyl ether 108.18
    triethyl orthoformate 73.12
    p-tert-butyltoluene 39.06
    methyl 4-tert-butylbenzoate 108.74
    morpholine 317.95
    tert-butylamine 78.37
    n-dodecanol 34.47
    dimethoxymethane 298.69
    ethylene carbonate 194.95
    cyrene 145.18
    2-ethoxyethyl acetate 117.35
    2-ethylhexyl acetate 81.7
    1,2,4-trichlorobenzene 193.33
    4-methylpyridine 184.45
    dibutyl ether 54.59
    2,6-dimethyl-4-heptanol 41.18
    DEF 157.64
    dimethyl isosorbide 185.42
    tetrachloroethylene 330.7
    eugenol 116.95
    triacetin 127.53
    span 80 94.62
    1,4-butanediol 86.97
    1,1-dichloroethane 297.22
    2-methyl-1-pentanol 75.12
    methyl formate 241.43
    2-methyl-1-butanol 85.49
    n-decane 10.13
    butyronitrile 125.39
    3,7-dimethyl-1-octanol 57.0
    1-chlorooctane 43.09
    1-chlorotetradecane 23.51
    n-nonane 8.94
    undecane 8.74
    tert-butylcyclohexane 12.57
    cyclooctane 8.32
    cyclopentanol 126.4
    tetrahydropyran 216.24
    tert-amyl methyl ether 81.6
    2,5,8-trioxanonane 212.42
    1-hexene 25.1
    2-isopropoxyethanol 134.35
    2,2,2-trifluoroethanol 158.17
    methyl butyrate 132.04

    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
Nutmeg (India) 2 8008-45-5 Myristica fragrans Houtt., fam. Myristicaceae 0.1%
Nutmeg (Indonesia) 1 8008-45-5 Myristica fragrans Houtt., fam. Myristicaceae 0.14%
Parsley 1c seed 8000-68-8 Petroselinum crispum (Miller) A.W. Hill (P. sativum Hoffm.), fam. Apiaceae 2.42%
Parsley leaf (Germany), 1b (smooth leaf) 8000-68-8 Petroselinum crispum (Miller) A.W. Hill (P. sativum Hoffm.), fam. Apiaceae 6.2%
Parsley leaf (Germany), 1a (curly leaf) 8000-68-8 Petroselinum crispum (Miller) A.W. Hill (P. sativum Hoffm.), fam. Apiaceae 0.06%
Fennel, bitter, seedling (France) 8006-84-6 Foeniculum vulgare Miller, var. vulgare DC, fam. Apiaceae (Umbelliferae) 0.5%
Orthodon dianthera (Vietnam) Orthodon dianthera Maxim. (Mosla dianthera Maxim.), fam. Lamiaceae 0.3%