alpha-Turmerone

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  • Identifiers

    CAS number
    82508-15-4

    Molecular formula
    C15H22O

    SMILES
    CC1=CCC(C=C1)C(C)CC(=O)C=C(C)C

  • Odor profile

    Fruity 73.31%
    Floral 70.75%
    Sweet 55.16%
    Woody 53.48%
    Herbal 47.22%
    Rose 44.92%
    Citrus 38.52%
    Berry 37.68%
    Fresh 37.47%
    Mint 35.94%

    Scent© AI

  • Properties

    XLogP3-AA
    3.8

    Molecular weight
    218.33 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    293°C

    Flash point est.
    127.73 ˚C

  • Synonyms

    • alpha-Turmerone
    • 82508-15-4
    • Turmerone, alpha-
    • 2B9ZC6EB6Y
    • 2-Methyl-6-(4-methylcyclohexa-2,4-dien-1-yl)hept-2-en-4-one
    • .alpha.-Turmerone
    • UNII-2B9ZC6EB6Y
    • 2-Hepten-4-one, 2-methyl-6-(4-methyl-2,4-cyclohexadien-1-yl)-
    • (1'R,6S)-2-methyl-6-(4-methylcyclohexa-2,4-dienyl)hept-2-en-4-one
    • a-Turmerone
    • I+/--Turmerone
    • SCHEMBL3092052
    • XOCANRBEOZQNAQ-UHFFFAOYSA-N
    • DTXSID601318238
    • Q67879686
    • 2-Methyl-6-(4-methyl-2,4-cyclohexadien-1-yl)-2-hepten-4-ene, 9CI

  • Applications

    alpha-Turmerone (CAS 82508-15-4) is a major sesquiterpenoid of turmeric essential oil with broad applications: as a flavor and fragrance ingredient imparting warm, spicy, woody notes in perfumery, personal care and foods (subject to industry/regulatory limits); as a nature-derived preservative aid due to antioxidant, antibacterial and antifungal properties; in preclinical research it shows anti-inflammatory, antiproliferative and immunomodulatory activities and synergy with curcuminoids, thus used as a reference standard in pharmacognosy/phytochemistry, a tool for pharmacological screening, and a potential excipient to enhance stability/bioavailability in formulations; in agriculture and vector control, alpha-turmerone-rich preparations exhibit repellent and larvicidal effects and help protect stored commodities from pests, supporting biopesticide development; it is also employed as an analytical marker (GC-MS/LC-MS) to standardize turmeric oils and detect adulteration; note that regulatory status varies by jurisdiction and alpha-turmerone is mainly used for research, flavor/fragrance and cosmetic applications rather than as an approved drug active.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 578.23
    methanol 473.19
    isopropanol 515.23
    water 0.24
    ethyl acetate 510.92
    n-propanol 432.48
    acetone 547.25
    n-butanol 494.74
    acetonitrile 422.1
    DMF 435.0
    toluene 418.18
    isobutanol 345.69
    1,4-dioxane 1037.78
    methyl acetate 356.09
    THF 1247.19
    2-butanone 479.51
    n-pentanol 316.4
    sec-butanol 397.21
    n-hexane 139.12
    ethylene glycol 30.36
    NMP 374.06
    cyclohexane 223.08
    DMSO 293.76
    n-butyl acetate 485.77
    n-octanol 185.46
    chloroform 1341.33
    n-propyl acetate 283.6
    acetic acid 264.7
    dichloromethane 877.31
    cyclohexanone 700.13
    propylene glycol 97.62
    isopropyl acetate 333.38
    DMAc 381.7
    2-ethoxyethanol 253.68
    isopentanol 437.1
    n-heptane 79.72
    ethyl formate 238.71
    1,2-dichloroethane 555.75
    n-hexanol 548.45
    2-methoxyethanol 419.78
    isobutyl acetate 218.16
    tetrachloromethane 159.12
    n-pentyl acetate 234.88
    transcutol 1373.74
    n-heptanol 187.89
    ethylbenzene 205.49
    MIBK 300.77
    2-propoxyethanol 548.79
    tert-butanol 570.81
    MTBE 554.79
    2-butoxyethanol 275.11
    propionic acid 222.39
    o-xylene 220.64
    formic acid 50.95
    diethyl ether 655.78
    m-xylene 293.82
    p-xylene 251.18
    chlorobenzene 409.7
    dimethyl carbonate 107.02
    n-octane 29.78
    formamide 74.6
    cyclopentanone 614.17
    2-pentanone 457.54
    anisole 320.85
    cyclopentyl methyl ether 529.65
    gamma-butyrolactone 516.24
    1-methoxy-2-propanol 409.94
    pyridine 639.42
    3-pentanone 300.88
    furfural 437.96
    n-dodecane 21.84
    diethylene glycol 239.54
    diisopropyl ether 203.92
    tert-amyl alcohol 387.94
    acetylacetone 373.39
    n-hexadecane 25.72
    acetophenone 251.17
    methyl propionate 279.34
    isopentyl acetate 421.34
    trichloroethylene 994.8
    n-nonanol 166.32
    cyclohexanol 450.12
    benzyl alcohol 244.76
    2-ethylhexanol 271.51
    isooctanol 155.56
    dipropyl ether 339.53
    1,2-dichlorobenzene 321.45
    ethyl lactate 127.01
    propylene carbonate 349.36
    n-methylformamide 159.11
    2-pentanol 363.43
    n-pentane 107.93
    1-propoxy-2-propanol 453.27
    1-methoxy-2-propyl acetate 405.16
    2-(2-methoxypropoxy) propanol 297.16
    mesitylene 181.37
    ε-caprolactone 533.98
    p-cymene 134.7
    epichlorohydrin 722.63
    1,1,1-trichloroethane 608.11
    2-aminoethanol 114.16
    morpholine-4-carbaldehyde 482.98
    sulfolane 405.75
    2,2,4-trimethylpentane 47.59
    2-methyltetrahydrofuran 869.13
    n-hexyl acetate 363.66
    isooctane 45.13
    2-(2-butoxyethoxy)ethanol 427.08
    sec-butyl acetate 226.28
    tert-butyl acetate 349.12
    decalin 81.16
    glycerin 105.44
    diglyme 668.61
    acrylic acid 147.47
    isopropyl myristate 151.85
    n-butyric acid 452.69
    acetyl acetate 265.66
    di(2-ethylhexyl) phthalate 139.28
    ethyl propionate 235.59
    nitromethane 330.02
    1,2-diethoxyethane 518.77
    benzonitrile 353.74
    trioctyl phosphate 98.35
    1-bromopropane 456.24
    gamma-valerolactone 712.36
    n-decanol 124.0
    triethyl phosphate 125.81
    4-methyl-2-pentanol 215.79
    propionitrile 342.99
    vinylene carbonate 305.09
    1,1,2-trichlorotrifluoroethane 359.27
    DMS 232.44
    cumene 145.06
    2-octanol 134.27
    2-hexanone 331.88
    octyl acetate 185.77
    limonene 200.12
    1,2-dimethoxyethane 546.6
    ethyl orthosilicate 130.64
    tributyl phosphate 125.38
    diacetone alcohol 329.45
    N,N-dimethylaniline 205.01
    acrylonitrile 276.9
    aniline 372.97
    1,3-propanediol 224.63
    bromobenzene 429.62
    dibromomethane 667.88
    1,1,2,2-tetrachloroethane 828.95
    2-methyl-cyclohexyl acetate 243.37
    tetrabutyl urea 148.45
    diisobutyl methanol 158.09
    2-phenylethanol 322.88
    styrene 239.81
    dioctyl adipate 195.36
    dimethyl sulfate 120.72
    ethyl butyrate 286.5
    methyl lactate 118.01
    butyl lactate 185.73
    diethyl carbonate 189.24
    propanediol butyl ether 266.06
    triethyl orthoformate 207.84
    p-tert-butyltoluene 132.45
    methyl 4-tert-butylbenzoate 232.46
    morpholine 1105.48
    tert-butylamine 415.73
    n-dodecanol 97.17
    dimethoxymethane 386.29
    ethylene carbonate 273.04
    cyrene 214.4
    2-ethoxyethyl acetate 325.05
    2-ethylhexyl acetate 318.88
    1,2,4-trichlorobenzene 358.75
    4-methylpyridine 652.62
    dibutyl ether 270.2
    2,6-dimethyl-4-heptanol 158.09
    DEF 340.95
    dimethyl isosorbide 451.94
    tetrachloroethylene 471.78
    eugenol 222.6
    triacetin 291.87
    span 80 284.02
    1,4-butanediol 78.66
    1,1-dichloroethane 672.13
    2-methyl-1-pentanol 293.24
    methyl formate 124.49
    2-methyl-1-butanol 363.1
    n-decane 39.86
    butyronitrile 485.73
    3,7-dimethyl-1-octanol 210.04
    1-chlorooctane 146.12
    1-chlorotetradecane 59.94
    n-nonane 40.36
    undecane 28.18
    tert-butylcyclohexane 75.67
    cyclooctane 71.21
    cyclopentanol 329.42
    tetrahydropyran 1165.25
    tert-amyl methyl ether 333.45
    2,5,8-trioxanonane 427.1
    1-hexene 359.7
    2-isopropoxyethanol 214.71
    2,2,2-trifluoroethanol 68.44
    methyl butyrate 314.37

    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
Curcuma aromatica (India) 2a leaf Curcuma aromatica Salisb., fam. Zingiberaceae 2.5%
Curcuma aromatica (India) 2b rhizome Curcuma aromatica Salisb., fam. Zingiberaceae 6.7%
Curcuma xanthorrhiza (Malaysia) Curcuma xanthorrhiza Roxb., fam. Zingiberaceae 1.1%
Curcuma aeruginosa (Malaysia) 2 Curcuma aeruginosa Roxb., fam. Zingiberaceae 0.2%
Turmeric (Malaysia) 8024-37-1 Curcuma longa L. (C. domestica Val.), fam. Zingiberaceae 45.3%
Turmeric (Vietnam) 1 8024-37-1 Curcuma longa L. (C. domestica Val.), fam. Zingiberaceae 30.0%
Turmeric (Bhutan) 1a rhizome 8024-37-1 Curcuma longa L. (C. domestica Val.), fam. Zingiberaceae 30.1%
Turmeric (Bhutan) 1b leaf 8024-37-1 Curcuma longa L. (C. domestica Val.), fam. Zingiberaceae 0.3%
Turmeric 3 8024-37-1 Curcuma longa L. (C. domestica Val.), fam. Zingiberaceae 21.5%
Turmeric (India) 3 8024-37-1 Curcuma longa L. (C. domestica Val.), fam. Zingiberaceae 15.0%
Turmeric (India) 5a rhizome 8024-37-1 Curcuma longa L., cv. Roma (C. domestica Val.), fam. Zingiberaceae 11.1%
Turmeric (India) 5b leaf 8024-37-1 Curcuma longa L., cv. Roma (C. domestica Val.), fam. Zingiberaceae 0.6%
Turmeric (India) 6 8024-37-1 Curcuma longa L. (C. domestica Val.), fam. Zingiberaceae 1.3%
Turmeric (Reunion Island) 1a rhizome 8024-37-1 Curcuma longa L. (C. domestica Val.), fam. Zingiberaceae 21.4%