(+)-(S)-ar-Turmerone

  • Identifiers

    CAS number
    532-65-0

    Molecular formula
    C15H20O

    SMILES
    CC1=CC=C(C=C1)[C@@H](C)CC(=O)C=C(C)C

    Safety labels

    Irritant
    Irritant

    Environmental Hazard
    Environmental

    Retention indicies (RI)

    • DB5: 1664.5
  • Odor profile

    Floral 76.22%
    Fruity 59.94%
    Sweet 56.56%
    Rose 49.43%
    Woody 47.05%
    Green 46.75%
    Herbal 44.47%
    Honey 34.11%
    Dry 32.55%
    Berry 32.18%

    Scent© AI

  • Properties

    XLogP3-AA
    4.0

    Molecular weight
    216.32 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    291°C

    Flash point est.
    125.22 ˚C

  • Synonyms

    • ar-Turmerone
    • 532-65-0
    • (+)-(S)-ar-turmerone
    • (+)-ar-Turmerone
    • (6S)-2-methyl-6-(4-methylphenyl)hept-2-en-4-one
    • CHEBI:70159
    • 2-Hepten-4-one, 2-methyl-6-(4-methylphenyl)-, (6S)-
    • CHEMBL1668333
    • 1944T899NO
    • 2-Hepten-4-one, 2-methyl-6-(4-methylphenyl)-, (S)-
    • MFCD09031381
    • Turmerone, AR-
    • ar-(+)-Turmerone
    • UNII-1944T899NO
    • (+)-Turmerone
    • ar-Turmerone (Standard)
    • AR-TURMERONE [MI]
    • SCHEMBL376916
    • (6S)-2-Methyl-6-(4-methylphenyl)-2-hepten-4-one
    • HY-N6703R
    • DTXSID60201258
    • HY-N6703
    • BDBM50335905
    • MSK001598
    • (S)-ar-Turmerone, analytical standard
    • AKOS015965498
    • AC-20332
    • BT162701
    • DA-61230
    • CS-0069722
    • (S)-2-Methyl-6-(p-tolyl)hept-2-en-4-one
    • E80186
    • Q27138500
    • 664-010-2
    • ar-Turmerone(+)-ar-Turmerone; (6S)-2-methyl-6-(4-methylphenyl)hept-2-en-4-one; (S)-ar-Turmerone
  • Applications

    (+)-(S)-ar-Turmerone (CAS 532-65-0) is a key sesquiterpene ketone from turmeric (Curcuma longa) essential oil applied broadly in: drug discovery and pharmacology as a scaffold exhibiting anti-inflammatory activity (e.g., dampening NF-κB/COX-2 signaling), antioxidant, antimicrobial/antifungal, neuroactive effects (promoting neural stem cell proliferation/differentiation and neuroprotection, supporting research avenues in brain injury and neurodegeneration), and in vitro anticancer activity; bio‑agriculture as a natural repellent, larvicide, and insecticide (e.g., against mosquitoes and crop pests); cosmetics and fragrances as a warm-woody aroma component that can support soothing/antioxidant formulations; foods and beverages (where permitted) as a turmeric-derived natural flavor; analytical chemistry as a reference standard for GC/MS or LC identification/quantification, authenticity testing, chemical fingerprinting, and quality control of turmeric oils; formulation science as a lipophilic model active for nanoemulsions, cyclodextrin inclusion, and liposomes to improve solubility and bioavailability; and, specifically, the (+)-(S) enantiomer enables studies of stereoselectivity, enantio‑pharmacokinetics, and configuration‑dependent receptor interactions.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1184.49
    methanol 1045.66
    isopropanol 959.22
    water 0.44
    ethyl acetate 1193.08
    n-propanol 920.18
    acetone 1322.82
    n-butanol 982.1
    acetonitrile 1321.09
    DMF 1088.29
    toluene 673.63
    isobutanol 712.8
    1,4-dioxane 2398.85
    methyl acetate 865.37
    THF 2291.63
    2-butanone 1020.57
    n-pentanol 644.47
    sec-butanol 754.44
    n-hexane 346.13
    ethylene glycol 66.59
    NMP 788.93
    cyclohexane 411.31
    DMSO 586.4
    n-butyl acetate 970.23
    n-octanol 313.78
    chloroform 2648.68
    n-propyl acetate 603.07
    acetic acid 551.77
    dichloromethane 1916.35
    cyclohexanone 1539.17
    propylene glycol 191.2
    isopropyl acetate 668.62
    DMAc 811.19
    2-ethoxyethanol 522.62
    isopentanol 797.26
    n-heptane 173.46
    ethyl formate 552.59
    1,2-dichloroethane 1282.27
    n-hexanol 1009.77
    2-methoxyethanol 882.79
    isobutyl acetate 409.35
    tetrachloromethane 284.04
    n-pentyl acetate 405.29
    transcutol 2080.19
    n-heptanol 311.89
    ethylbenzene 376.71
    MIBK 568.4
    2-propoxyethanol 1030.77
    tert-butanol 1023.81
    MTBE 1146.06
    2-butoxyethanol 453.57
    propionic acid 458.9
    o-xylene 345.91
    formic acid 102.73
    diethyl ether 1604.19
    m-xylene 445.28
    p-xylene 460.85
    chlorobenzene 734.59
    dimethyl carbonate 269.31
    n-octane 60.21
    formamide 174.84
    cyclopentanone 1261.32
    2-pentanone 991.98
    anisole 611.63
    cyclopentyl methyl ether 1073.71
    gamma-butyrolactone 1107.05
    1-methoxy-2-propanol 748.62
    pyridine 1266.98
    3-pentanone 689.73
    furfural 857.21
    n-dodecane 40.94
    diethylene glycol 430.87
    diisopropyl ether 410.34
    tert-amyl alcohol 712.31
    acetylacetone 781.18
    n-hexadecane 48.87
    acetophenone 465.02
    methyl propionate 685.88
    isopentyl acetate 767.82
    trichloroethylene 2060.4
    n-nonanol 272.12
    cyclohexanol 854.66
    benzyl alcohol 444.41
    2-ethylhexanol 490.83
    isooctanol 253.02
    dipropyl ether 765.03
    1,2-dichlorobenzene 583.42
    ethyl lactate 220.6
    propylene carbonate 728.01
    n-methylformamide 415.59
    2-pentanol 699.66
    n-pentane 212.24
    1-propoxy-2-propanol 772.61
    1-methoxy-2-propyl acetate 692.57
    2-(2-methoxypropoxy) propanol 437.37
    mesitylene 268.85
    ε-caprolactone 1059.52
    p-cymene 208.94
    epichlorohydrin 1479.9
    1,1,1-trichloroethane 1231.82
    2-aminoethanol 242.35
    morpholine-4-carbaldehyde 1031.08
    sulfolane 834.3
    2,2,4-trimethylpentane 79.01
    2-methyltetrahydrofuran 1637.03
    n-hexyl acetate 633.56
    isooctane 68.96
    2-(2-butoxyethoxy)ethanol 646.84
    sec-butyl acetate 424.09
    tert-butyl acetate 629.0
    decalin 149.91
    glycerin 181.53
    diglyme 1151.29
    acrylic acid 294.57
    isopropyl myristate 248.69
    n-butyric acid 906.98
    acetyl acetate 545.43
    di(2-ethylhexyl) phthalate 204.37
    ethyl propionate 494.2
    nitromethane 812.09
    1,2-diethoxyethane 942.32
    benzonitrile 619.11
    trioctyl phosphate 148.2
    1-bromopropane 966.22
    gamma-valerolactone 1498.77
    n-decanol 200.87
    triethyl phosphate 213.65
    4-methyl-2-pentanol 349.36
    propionitrile 862.85
    vinylene carbonate 643.47
    1,1,2-trichlorotrifluoroethane 669.04
    DMS 423.62
    cumene 246.99
    2-octanol 228.59
    2-hexanone 691.45
    octyl acetate 309.29
    limonene 332.94
    1,2-dimethoxyethane 1216.6
    ethyl orthosilicate 219.28
    tributyl phosphate 204.1
    diacetone alcohol 560.9
    N,N-dimethylaniline 378.96
    acrylonitrile 708.7
    aniline 682.08
    1,3-propanediol 431.92
    bromobenzene 755.36
    dibromomethane 1395.41
    1,1,2,2-tetrachloroethane 1736.87
    2-methyl-cyclohexyl acetate 409.76
    tetrabutyl urea 239.0
    diisobutyl methanol 244.12
    2-phenylethanol 528.89
    styrene 435.5
    dioctyl adipate 324.32
    dimethyl sulfate 277.79
    ethyl butyrate 585.06
    methyl lactate 224.66
    butyl lactate 291.09
    diethyl carbonate 356.14
    propanediol butyl ether 375.97
    triethyl orthoformate 370.1
    p-tert-butyltoluene 197.28
    methyl 4-tert-butylbenzoate 360.01
    morpholine 2426.11
    tert-butylamine 748.54
    n-dodecanol 156.63
    dimethoxymethane 906.47
    ethylene carbonate 616.95
    cyrene 336.98
    2-ethoxyethyl acetate 546.42
    2-ethylhexyl acetate 583.36
    1,2,4-trichlorobenzene 626.53
    4-methylpyridine 1254.15
    dibutyl ether 568.2
    2,6-dimethyl-4-heptanol 244.12
    DEF 844.43
    dimethyl isosorbide 697.24
    tetrachloroethylene 975.96
    eugenol 339.33
    triacetin 454.05
    span 80 403.75
    1,4-butanediol 166.39
    1,1-dichloroethane 1424.08
    2-methyl-1-pentanol 551.82
    methyl formate 330.58
    2-methyl-1-butanol 707.58
    n-decane 78.55
    butyronitrile 1114.97
    3,7-dimethyl-1-octanol 334.41
    1-chlorooctane 283.69
    1-chlorotetradecane 104.82
    n-nonane 84.44
    undecane 54.59
    tert-butylcyclohexane 140.75
    cyclooctane 121.14
    cyclopentanol 625.45
    tetrahydropyran 2366.4
    tert-amyl methyl ether 653.44
    2,5,8-trioxanonane 703.41
    1-hexene 888.96
    2-isopropoxyethanol 402.5
    2,2,2-trifluoroethanol 143.92
    methyl butyrate 673.36

    Scent© AI

1 of 4
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
Name CAS Botanical Proportion
Turmeric 1 8024-37-1 Curcuma longa L. (C. domestica Val.), fam. Zingiberaceae 12.0%
Turmeric (India) 1 8024-37-1 Curcuma longa L. (C. domestica Val.), fam. Zingiberaceae 23.6%
Curcuma xanthorrhiza (Indonesia) Curcuma xanthorrhiza Roxb., fam. Zingiberaceae 0.6%
Turmeric (Indonesia) 8024-37-1 Curcuma longa L. (C. domestica Val.), fam. Zingiberaceae 24.7%
Turmeric 2 8024-37-1 Curcuma longa L. (C. domestica Val.), fam. Zingiberaceae 27.5%
Curcuma aromatica (Indonesia) Curcuma aromatica Salisb., fam. Zingiberaceae 0.01%
Pelargonium reniforme Pelargonium reniforme Curt., fam. Geraniaceae 0.3%
Curcuma aromatica (India) 2a leaf Curcuma aromatica Salisb., fam. Zingiberaceae 13.2%
Curcuma xanthorrhiza (Malaysia) Curcuma xanthorrhiza Roxb., fam. Zingiberaceae 0.8%
Turmeric (Malaysia) 8024-37-1 Curcuma longa L. (C. domestica Val.), fam. Zingiberaceae 1.3%
Turmeric (Vietnam) 1 8024-37-1 Curcuma longa L. (C. domestica Val.), fam. Zingiberaceae 10.0%
Turmeric (China) 1a rhizome 8024-37-1 Curcuma longa L. (C. domestica Val.), fam. Zingiberaceae 18.38%
Turmeric (China) 1b tuber 8024-37-1 Curcuma longa L. (C. domestica Val.), fam. Zingiberaceae 14.44%
Turmeric (India) 2 8024-37-1 Curcuma longa L. (C. domestica Val.), fam. Zingiberaceae 18.38%
Turmeric (China) 2 8024-37-1 Curcuma longa L. (C. domestica Val.), fam. Zingiberaceae 24.7%
Turmeric (China) 3 8024-37-1 Curcuma longa L. (C. domestica Val.), fam. Zingiberaceae 6.38%
Turmeric (Bhutan) 1a rhizome 8024-37-1 Curcuma longa L. (C. domestica Val.), fam. Zingiberaceae 16.7%
Turmeric (Bhutan) 1b leaf 8024-37-1 Curcuma longa L. (C. domestica Val.), fam. Zingiberaceae 0.1%
Turmeric 3 8024-37-1 Curcuma longa L. (C. domestica Val.), fam. Zingiberaceae 8.85%
Turmeric (India) 4 8024-37-1 Curcuma longa L. (C. domestica Val.), fam. Zingiberaceae 62.0%
Turmeric 4 8024-37-1 Curcuma longa L. (C. domestica Val.), fam. Zingiberaceae 42.0%
Turmeric (India) 5a rhizome 8024-37-1 Curcuma longa L., cv. Roma (C. domestica Val.), fam. Zingiberaceae 7.0%
Turmeric (India) 5b leaf 8024-37-1 Curcuma longa L., cv. Roma (C. domestica Val.), fam. Zingiberaceae 0.5%
Turmeric (India) 6 8024-37-1 Curcuma longa L. (C. domestica Val.), fam. Zingiberaceae 0.3%
Kohlrabi, green (seed) Brassica oleraceae var. gongylodes, fam. Brassicaceae (Cruciferae) 0.1%
Turmeric (Reunion Island) 1a rhizome 8024-37-1 Curcuma longa L. (C. domestica Val.), fam. Zingiberaceae 7.7%