(-)-beta-Curcumene

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  • Identifiers

    CAS number
    28976-67-2

    Molecular formula
    C15H24

    SMILES
    CC1=CCC(=CC1)[C@H](C)CCC=C(C)C

    Retention indicies (RI)

    • DB5: 1520.0
    • Carbowax: 1728.0

  • Odor profile

    Woody 69.2%
    Sweet 56.03%
    Floral 54.67%
    Herbal 52.11%
    Citrus 51.61%
    Balsamic 51.05%
    Spicy 50.42%
    Tropical 48.97%
    Fruity 45.71%
    Fresh 44.51%

    Scent© AI

  • Properties

    XLogP3-AA
    4.7

    pKa est.
    10.13 (weak base)

    Molecular weight
    204.35 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    260°C

    Flash point est.
    104.97 ˚C

  • Synonyms

    • (-)-beta-curcumene
    • 28976-67-2
    • beta-Curcumene
    • 1-methyl-4-[(2R)-6-methylhept-5-en-2-yl]cyclohexa-1,4-diene
    • CHEBI:62760
    • (R)-1-Methyl-4-(6-methylhept-5-en-2-yl)cyclohexa-1,4-diene
    • (-)-1-[(1R)-1,5-Dimethyl-4-hexenyl]-4-methyl-1,4-cyclohexadiene
    • 1-methyl-4-((2R)-6-methylhept-5-en-2-yl)cyclohexa-1,4-diene
    • 1,4-Cyclohexadiene, 1-(1,5-dimethyl-4-hexenyl)-4-methyl-, (R)-
    • DTXSID30905039
    • JXZQZARENYGJMK-CQSZACIVSA-N
    • FC146396
    • Q27132151

  • Applications

    (-)-β-Curcumene (CAS 28976-67-2) is an optically active sesquiterpene found in turmeric essential oil and other Zingiberaceae species, characterized by warm spicy, woody, slightly herbal notes; in fragrance and flavor applications it deepens turmeric–ginger, spice, and dry-wood accords and supports “natural” labeling when sourced from essential oils; in biomedical research it is investigated in vitro for antioxidant, anti-inflammatory, antibacterial and antifungal potential, as well as selective cytotoxicity toward certain cancer cell lines (not an approved drug), with nanoemulsions or microencapsulation explored to enhance solubility and stability; in agriculture it is studied as a botanical insect repellent or behavioral modulator within integrated pest management; analytically, it serves as a GC–MS reference standard and authenticity/quality marker for turmeric oils and for profiling enantiomeric ratios in chemotaxonomy; in synthesis, its hydrophobic terpene scaffold is a convenient feedstock for oxidized fragrance intermediates; recommended handling includes storage under inert gas in amber vials at cool temperatures to minimize oxidation and aroma loss.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 175.06
    methanol 62.71
    isopropanol 169.97
    water 0.01
    ethyl acetate 730.73
    n-propanol 181.71
    acetone 258.65
    n-butanol 289.11
    acetonitrile 119.39
    DMF 98.24
    toluene 937.98
    isobutanol 139.77
    1,4-dioxane 1077.04
    methyl acetate 290.13
    THF 1443.94
    2-butanone 433.67
    n-pentanol 199.81
    sec-butanol 228.23
    n-hexane 627.29
    ethylene glycol 4.65
    NMP 144.99
    cyclohexane 763.73
    DMSO 105.85
    n-butyl acetate 1340.44
    n-octanol 178.93
    chloroform 862.39
    n-propyl acetate 393.59
    acetic acid 50.2
    dichloromethane 689.82
    cyclohexanone 599.39
    propylene glycol 19.36
    isopropyl acetate 601.33
    DMAc 202.86
    2-ethoxyethanol 163.44
    isopentanol 305.47
    n-heptane 687.32
    ethyl formate 113.5
    1,2-dichloroethane 523.62
    n-hexanol 575.25
    2-methoxyethanol 180.09
    isobutyl acetate 330.62
    tetrachloromethane 190.31
    n-pentyl acetate 383.36
    transcutol 1590.7
    n-heptanol 193.19
    ethylbenzene 460.06
    MIBK 425.6
    2-propoxyethanol 477.9
    tert-butanol 303.76
    MTBE 1200.72
    2-butoxyethanol 222.52
    propionic acid 63.01
    o-xylene 427.51
    formic acid 5.4
    diethyl ether 1581.8
    m-xylene 549.66
    p-xylene 435.83
    chlorobenzene 367.72
    dimethyl carbonate 62.08
    n-octane 155.42
    formamide 10.2
    cyclopentanone 411.1
    2-pentanone 535.56
    anisole 539.97
    cyclopentyl methyl ether 899.68
    gamma-butyrolactone 241.49
    1-methoxy-2-propanol 212.88
    pyridine 650.69
    3-pentanone 461.82
    furfural 192.96
    n-dodecane 72.56
    diethylene glycol 105.3
    diisopropyl ether 717.13
    tert-amyl alcohol 327.45
    acetylacetone 386.84
    n-hexadecane 87.52
    acetophenone 287.78
    methyl propionate 291.44
    isopentyl acetate 1156.1
    trichloroethylene 699.29
    n-nonanol 193.6
    cyclohexanol 321.03
    benzyl alcohol 149.7
    2-ethylhexanol 627.89
    isooctanol 183.03
    dipropyl ether 2053.58
    1,2-dichlorobenzene 311.66
    ethyl lactate 74.18
    propylene carbonate 185.36
    n-methylformamide 30.92
    2-pentanol 300.52
    n-pentane 414.46
    1-propoxy-2-propanol 588.34
    1-methoxy-2-propyl acetate 834.52
    2-(2-methoxypropoxy) propanol 367.23
    mesitylene 372.76
    ε-caprolactone 481.92
    p-cymene 390.15
    epichlorohydrin 509.49
    1,1,1-trichloroethane 639.51
    2-aminoethanol 20.53
    morpholine-4-carbaldehyde 274.5
    sulfolane 213.74
    2,2,4-trimethylpentane 176.87
    2-methyltetrahydrofuran 1299.13
    n-hexyl acetate 538.5
    isooctane 158.21
    2-(2-butoxyethoxy)ethanol 448.6
    sec-butyl acetate 438.09
    tert-butyl acetate 744.87
    decalin 291.04
    glycerin 21.07
    diglyme 918.98
    acrylic acid 30.07
    isopropyl myristate 310.66
    n-butyric acid 223.6
    acetyl acetate 300.7
    di(2-ethylhexyl) phthalate 179.42
    ethyl propionate 375.58
    nitromethane 81.62
    1,2-diethoxyethane 1924.36
    benzonitrile 207.12
    trioctyl phosphate 110.05
    1-bromopropane 816.33
    gamma-valerolactone 408.99
    n-decanol 149.33
    triethyl phosphate 244.88
    4-methyl-2-pentanol 216.98
    propionitrile 190.82
    vinylene carbonate 133.16
    1,1,2-trichlorotrifluoroethane 154.91
    DMS 242.53
    cumene 304.51
    2-octanol 144.16
    2-hexanone 457.02
    octyl acetate 302.93
    limonene 691.36
    1,2-dimethoxyethane 631.59
    ethyl orthosilicate 310.84
    tributyl phosphate 159.09
    diacetone alcohol 332.89
    N,N-dimethylaniline 347.87
    acrylonitrile 105.6
    aniline 311.2
    1,3-propanediol 65.06
    bromobenzene 527.43
    dibromomethane 620.61
    1,1,2,2-tetrachloroethane 663.57
    2-methyl-cyclohexyl acetate 567.21
    tetrabutyl urea 199.09
    diisobutyl methanol 363.54
    2-phenylethanol 327.64
    styrene 467.62
    dioctyl adipate 349.29
    dimethyl sulfate 62.42
    ethyl butyrate 949.9
    methyl lactate 53.53
    butyl lactate 146.61
    diethyl carbonate 421.76
    propanediol butyl ether 126.26
    triethyl orthoformate 649.45
    p-tert-butyltoluene 406.59
    methyl 4-tert-butylbenzoate 318.59
    morpholine 987.65
    tert-butylamine 345.66
    n-dodecanol 126.62
    dimethoxymethane 293.16
    ethylene carbonate 144.93
    cyrene 146.32
    2-ethoxyethyl acetate 508.87
    2-ethylhexyl acetate 1090.82
    1,2,4-trichlorobenzene 348.56
    4-methylpyridine 634.53
    dibutyl ether 1032.42
    2,6-dimethyl-4-heptanol 363.54
    DEF 406.94
    dimethyl isosorbide 644.34
    tetrachloroethylene 364.87
    eugenol 198.0
    triacetin 326.95
    span 80 281.07
    1,4-butanediol 19.15
    1,1-dichloroethane 515.75
    2-methyl-1-pentanol 270.42
    methyl formate 23.79
    2-methyl-1-butanol 265.6
    n-decane 144.73
    butyronitrile 327.27
    3,7-dimethyl-1-octanol 282.82
    1-chlorooctane 350.36
    1-chlorotetradecane 147.42
    n-nonane 160.63
    undecane 95.72
    tert-butylcyclohexane 264.18
    cyclooctane 375.64
    cyclopentanol 166.75
    tetrahydropyran 1782.01
    tert-amyl methyl ether 902.17
    2,5,8-trioxanonane 624.58
    1-hexene 999.5
    2-isopropoxyethanol 174.24
    2,2,2-trifluoroethanol 10.49
    methyl butyrate 384.84

    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
Ayou Aydendron barbeyana Mez. (Nectandra globosa Mez.), fam. Lauraceae 1.25%
Cedrela odorata Cedrela odorata L., fam. Meliaceae 6.8%
Sideritis granatensis Sideritis granatensis (Pau) Rivas-Goday, fam. Lamiaceae (Labiatae) 0.3%
Populus deltoides Populus deltoides Bartr. (P. deltoides Marsh.), fam. Salicaceae 4.0%
Sandalwood, indian (India) 2 8006-87-9 Santalum album L., fam. Santalaceae 0.13%
Wormwood (Mugwort) (Italy) 1 8008-93-3 Artemisia absinthium L., fam. Asteraceae (Compositae) 0.5%
Erigeron canadensis Erigeron canadensis L. (Conyza canadensis (L.) Cronquist), fam. Asteraceae 0.01%
Curcuma xanthorrhiza (Indonesia) Curcuma xanthorrhiza Roxb., fam. Zingiberaceae 2.1%
Turmeric (Indonesia) 8024-37-1 Curcuma longa L. (C. domestica Val.), fam. Zingiberaceae 2.5%
Turmeric 2 8024-37-1 Curcuma longa L. (C. domestica Val.), fam. Zingiberaceae 5.6%
Curcuma aromatica (Indonesia) Curcuma aromatica Salisb., fam. Zingiberaceae 25.5%
Phoebe 2 Phoebe porsa Mez. (syn. Oreodaphne prosa Nees & Mart.), fam. Lauraceae 2.25%
Thymus funkii Thymus funkii Cosson, fam. Lamiaceae (Labiatae) 0.1%
Curcuma xanthorrhiza (Malaysia) Curcuma xanthorrhiza Roxb., fam. Zingiberaceae 1.4%
Curcuma aeruginosa (Malaysia) 2 Curcuma aeruginosa Roxb., fam. Zingiberaceae 0.3%
Turmeric (China) 2 8024-37-1 Curcuma longa L. (C. domestica Val.), fam. Zingiberaceae 2.5%
Turmeric 3 8024-37-1 Curcuma longa L. (C. domestica Val.), fam. Zingiberaceae 2.1%
Turmeric (India) 3 8024-37-1 Curcuma longa L. (C. domestica Val.), fam. Zingiberaceae 5.0%
Sandalwood, queenslandian (Australia) Santalum lanceolatum L., fam. Santalaceae 1.0%
Turmeric (India) 5a rhizome 8024-37-1 Curcuma longa L., cv. Roma (C. domestica Val.), fam. Zingiberaceae 4.2%
Lantana camara (India) 1a leaf 90046-17-6 Lantana camara L., fam. Verbenaceae 0.1%
Lantana camara (India) 1b flower 90046-17-6 Lantana camara L., fam. Verbenaceae 0.9%
Pepper, black (Sao Tome) 8006-82-4 Piper nigrum L., fam. Piperaceae 0.1%
Sideritis raeseri (Greece) Sideritis raeseri Boiss.et Heldr.ssp.attica (Heldr.) Pap.et Kok, Lamiaceae 0.01%