Isoelemicin

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    5273-85-8

    Molecular formula
    C12H16O3

    SMILES
    C/C=C/C1=CC(=C(C(=C1)OC)OC)OC

    Retention indicies (RI)

    • DB5: 1644.0

  • Odor profile

    Spicy 83.15%
    Floral 74.01%
    Sweet 53.86%
    Woody 51.09%
    Clove 47.2%
    Balsamic 42.45%
    Warm 38.75%
    Phenolic 36.73%
    Powdery 35.51%
    Vanilla 34.74%

    Scent© AI

  • Properties

    XLogP3-AA
    2.5

    Molecular weight
    208.25 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    298°C

    Flash point est.
    108.63 ˚C

  • Synonyms

    • Isoelemicin
    • 5273-85-8
    • trans-Isoelemicin
    • (E)-Isoelemicin
    • 487-12-7
    • 5-Propenyl-1,2,3-trimethoxy
    • NSC 16705
    • 1,2,3-trimethoxy-5-[(E)-prop-1-enyl]benzene
    • 9260LA114I
    • ISOELEMICIN, TRANS-
    • ISOELEMICIN, (E)-
    • Benzene, 1,2,3-trimethoxy-5-(1-propenyl)-, (E)-
    • AI3-36724
    • CHEBI:80837
    • Benzene, 1,2,3-trimethoxy-5-(1-propenyl)-
    • DTXSID801017541
    • 1,2,3-trimethoxy-5-[(1E)-prop-1-en-1-yl]benzene
    • 1,2,3-TRIMETHOXY-5-((1E)-1-PROPENYL)BENZENE
    • BENZENE, 1,2,3-TRIMETHOXY-5-(1E)-1-PROPEN-1-YL-
    • 1,2,3-Trimethoxy-5-[(1E)-1-propenyl]benzene
    • 1,2,3-trimethoxy-5-((1E)-prop-1-en-1-yl)benzene
    • (e)-isoelemicine
    • trans-Isoelemicine
    • 1,2,3-trimethoxy-5-(1-propenyl)benzene
    • NSC-16705
    • Benzene, 1,2,3-trimethoxy-5-propenyl-, (E)-
    • SCHEMBL68067
    • CHEMBL121548
    • SCHEMBL8350155
    • UNII-9260LA114I
    • DTXCID10909313
    • 1,2,3-Trimethoxy-5-(1E)-1-propen-1-ylbenzene; (E)-Isoelemicin; 1,2,3-Trimethoxy-5-((E)-prop-1-enyl)benzene; 1,2,3-Trimethoxy-5-[(1E)-1-propenyl]benzene
    • NSC16705
    • AKOS032948345
    • FS-9419
    • 1,2,3-Trimethoxy-5-(1-propenyl)-Benzene
    • CS-0024363
    • NS00125110
    • C16975
    • 1,2,3-Trimethoxy-5-(1-propenyl)-(E)-Benzene
    • Benzene, 1,2,3-trimethoxy-5-(1-propen-1-yl)-
    • Q27149878

  • Applications

    Isoelemicin (CAS 5273-85-8) is a rare trimethoxy allylbenzene used mainly in research and testing: as a reference standard for developing and validating GC–MS/LC–MS methods for essential oils and flavor materials; as a phytochemical marker for species authentication, provenance tracing, adulteration detection, and chemical profiling in quality control of botanicals, foods, and cosmetics; in sensory and aroma research to assess the contribution of the 3,4,5-trimethoxybenzene scaffold to sweet–warm–balsamic notes and to optimize trace-level fragrance formulations; as a synthetic intermediate/entry point to derivative libraries in medicinal and natural products chemistry (no preparation guidance provided), and for in vitro metabolism studies and phase I/II enzyme interaction assays; in toxicology, stability studies, and photo/oxidative degradation work to define storage conditions; and in education for allyl–propenyl isomerism demonstrations and instrument calibration—intended for research use only with appropriate chemical safety and regulatory compliance.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 485.12
    methanol 436.24
    isopropanol 359.19
    water 1.82
    ethyl acetate 1078.17
    n-propanol 433.84
    acetone 1474.23
    n-butanol 382.36
    acetonitrile 1208.06
    DMF 1512.05
    toluene 334.49
    isobutanol 316.81
    1,4-dioxane 1681.66
    methyl acetate 1232.81
    THF 1637.42
    2-butanone 845.32
    n-pentanol 262.29
    sec-butanol 351.78
    n-hexane 65.81
    ethylene glycol 356.4
    NMP 1109.99
    cyclohexane 284.16
    DMSO 1298.6
    n-butyl acetate 492.21
    n-octanol 164.96
    chloroform 3358.48
    n-propyl acetate 533.09
    acetic acid 1256.58
    dichloromethane 3563.22
    cyclohexanone 1353.33
    propylene glycol 275.15
    isopropyl acetate 454.07
    DMAc 772.33
    2-ethoxyethanol 666.3
    isopentanol 290.7
    n-heptane 68.32
    ethyl formate 962.21
    1,2-dichloroethane 2402.84
    n-hexanol 302.63
    2-methoxyethanol 1141.3
    isobutyl acetate 267.53
    tetrachloromethane 778.48
    n-pentyl acetate 311.05
    transcutol 677.13
    n-heptanol 175.85
    ethylbenzene 191.65
    MIBK 314.8
    2-propoxyethanol 558.11
    tert-butanol 483.56
    MTBE 446.61
    2-butoxyethanol 315.94
    propionic acid 766.34
    o-xylene 226.0
    formic acid 397.69
    diethyl ether 691.29
    m-xylene 219.4
    p-xylene 248.14
    chlorobenzene 838.7
    dimethyl carbonate 622.53
    n-octane 38.45
    formamide 767.7
    cyclopentanone 1703.26
    2-pentanone 674.73
    anisole 429.74
    cyclopentyl methyl ether 729.1
    gamma-butyrolactone 2269.1
    1-methoxy-2-propanol 650.24
    pyridine 1301.83
    3-pentanone 601.32
    furfural 1663.85
    n-dodecane 29.68
    diethylene glycol 578.95
    diisopropyl ether 177.51
    tert-amyl alcohol 373.39
    acetylacetone 901.24
    n-hexadecane 34.62
    acetophenone 423.87
    methyl propionate 906.62
    isopentyl acetate 363.99
    trichloroethylene 4134.3
    n-nonanol 145.1
    cyclohexanol 581.3
    benzyl alcohol 402.81
    2-ethylhexanol 203.54
    isooctanol 141.21
    dipropyl ether 261.55
    1,2-dichlorobenzene 782.6
    ethyl lactate 289.43
    propylene carbonate 1253.58
    n-methylformamide 1015.91
    2-pentanol 259.36
    n-pentane 77.13
    1-propoxy-2-propanol 342.03
    1-methoxy-2-propyl acetate 422.58
    2-(2-methoxypropoxy) propanol 206.5
    mesitylene 155.71
    ε-caprolactone 1080.58
    p-cymene 142.61
    epichlorohydrin 2244.21
    1,1,1-trichloroethane 2174.17
    2-aminoethanol 373.86
    morpholine-4-carbaldehyde 1086.34
    sulfolane 1982.52
    2,2,4-trimethylpentane 48.54
    2-methyltetrahydrofuran 1104.06
    n-hexyl acetate 390.29
    isooctane 36.06
    2-(2-butoxyethoxy)ethanol 295.05
    sec-butyl acetate 275.16
    tert-butyl acetate 420.03
    decalin 97.78
    glycerin 431.16
    diglyme 728.89
    acrylic acid 859.25
    isopropyl myristate 148.52
    n-butyric acid 866.08
    acetyl acetate 838.39
    di(2-ethylhexyl) phthalate 143.37
    ethyl propionate 488.75
    nitromethane 2353.17
    1,2-diethoxyethane 357.55
    benzonitrile 583.83
    trioctyl phosphate 126.33
    1-bromopropane 840.71
    gamma-valerolactone 1588.41
    n-decanol 113.98
    triethyl phosphate 218.16
    4-methyl-2-pentanol 135.32
    propionitrile 678.08
    vinylene carbonate 1182.1
    1,1,2-trichlorotrifluoroethane 1637.81
    DMS 471.86
    cumene 135.3
    2-octanol 126.8
    2-hexanone 389.45
    octyl acetate 204.44
    limonene 208.21
    1,2-dimethoxyethane 1015.68
    ethyl orthosilicate 198.62
    tributyl phosphate 149.52
    diacetone alcohol 423.43
    N,N-dimethylaniline 246.57
    acrylonitrile 1019.86
    aniline 524.9
    1,3-propanediol 546.98
    bromobenzene 862.86
    dibromomethane 2154.44
    1,1,2,2-tetrachloroethane 2934.61
    2-methyl-cyclohexyl acetate 282.6
    tetrabutyl urea 180.24
    diisobutyl methanol 121.75
    2-phenylethanol 337.14
    styrene 285.29
    dioctyl adipate 229.09
    dimethyl sulfate 822.77
    ethyl butyrate 376.38
    methyl lactate 436.79
    butyl lactate 216.53
    diethyl carbonate 330.41
    propanediol butyl ether 238.55
    triethyl orthoformate 267.32
    p-tert-butyltoluene 133.97
    methyl 4-tert-butylbenzoate 299.34
    morpholine 1533.79
    tert-butylamine 281.41
    n-dodecanol 93.04
    dimethoxymethane 1077.13
    ethylene carbonate 1033.79
    cyrene 344.32
    2-ethoxyethyl acetate 395.76
    2-ethylhexyl acetate 309.18
    1,2,4-trichlorobenzene 877.7
    4-methylpyridine 857.64
    dibutyl ether 199.13
    2,6-dimethyl-4-heptanol 121.75
    DEF 741.98
    dimethyl isosorbide 447.99
    tetrachloroethylene 2139.05
    eugenol 269.68
    triacetin 368.26
    span 80 210.62
    1,4-butanediol 255.59
    1,1-dichloroethane 1837.16
    2-methyl-1-pentanol 215.78
    methyl formate 1192.62
    2-methyl-1-butanol 297.96
    n-decane 46.67
    butyronitrile 644.58
    3,7-dimethyl-1-octanol 141.34
    1-chlorooctane 170.23
    1-chlorotetradecane 77.39
    n-nonane 48.05
    undecane 36.17
    tert-butylcyclohexane 71.56
    cyclooctane 92.15
    cyclopentanol 690.4
    tetrahydropyran 1263.74
    tert-amyl methyl ether 330.69
    2,5,8-trioxanonane 407.43
    1-hexene 173.08
    2-isopropoxyethanol 375.19
    2,2,2-trifluoroethanol 616.47
    methyl butyrate 634.56

    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
Cymbopogon microstachys Cymbopogon microstachys (Hook. f.) S. Soenarko, fam. Poaceae (Gramineae) 11.0%
Nutmeg (India) 2 8008-45-5 Myristica fragrans Houtt., fam. Myristicaceae 0.1%
Tarragon (USA) 1 8016-88-4 Artemisia dracunculus L. (French type), fam. Asteraceae (Compositae) 0.02%
Tarragon (USA) 2 8016-88-4 Artemisia dracunculus L. (French type), fam. Asteraceae (Compositae) 0.02%
Tarragon (USA) 3 8016-88-4 Artemisia dracunculus L. (Russian type), fam. Asteraceae (Compositae) 17.48%
Tarragon (USA) 4 8016-88-4 Artemisia dracunculus L. (Russian type), fam. Asteraceae (Compositae) 0.26%
Tarragon (USA) 6 8016-88-4 Artemisia dracunculus L. (French type), fam. Asteraceae (Compositae) 0.15%
Thapsia garganica root Thapsia garganica L., fam. Apiaceae (Umbelliferae) 0.01%
Laurel leaf (Turkey) 4 8006-78-8 Laurus nobilis L., fam. Lauraceae 0.3%