Curcumenol

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    19431-84-6

    Molecular formula
    C15H22O2

    SMILES
    C[C@H]1CC[C@@H]2[C@]13CC(=C(C)C)[C@](O3)(C=C2C)O

    Retention indicies (RI)

    • DB5: 1726.0

  • Odor profile

    Fresh 46.63%
    Mint 38.76%
    Herbal 37.72%
    Spicy 37.06%
    Woody 33.76%
    Fatty 28.97%
    Citrus 25.62%
    Sweet 25.32%
    Clean 24.11%
    Cooling 23.86%

    Scent© AI

  • Properties

    XLogP3-AA
    2.2

    Molecular weight
    234.33 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very slow

    Boiling point est.
    350°C

    Flash point est.
    153.53 ˚C

  • Synonyms

    • Curcumenol
    • 19431-84-6
    • (+)-Curcumenol
    • BRN 3094585
    • 6H-3a,6-Epoxyazulen-6-ol, 1,2,3,4,5,8a-hexahydro-3,8-dimethyl-5-(1-methylethylidene)-, (3S-(3-alpha,3a-alpha,6-alpha,8a-beta))-
    • 5-beta-Guiaia-7(11),9-dien-8-alpha-ol, 5,8-epoxy-
    • 6H-3a,6-Epoxyazulen-6-ol,1,2,3,4,5,8a-hexahydro-3,8-dimethyl-5-(1-methylethylidene)-, (3S,3aS,6R,8aS)-
    • DTXSID0058011
    • (1S,2S,5S,8R)-2,6-Dimethyl-9-propan-2-ylidene-11-oxatricyclo[6.2.1.01,5]undec-6-en-8-ol
    • 3,8-Dimethyl-5-(1-methylethylidene)-,(3S,3aS,6R,8aS)-
    • (1S,2S,5S,8R)-2,6-dimethyl-9-propan-2-ylidene-11-oxatricyclo(6.2.1.01,5)undec-6-en-8-ol
    • 9-isopropylidene-2,6-dimethyl-11-oxatricyclo(6.2.1.0^1,5^)undec-6-en-8-ol
    • 9-isopropylidene-2,6-dimethyl-11-oxatricyclo[6.2.1.0^1,5^]undec-6-en-8-ol
    • 5,8-Epoxy-9-dien-8-.alpha.-ol-5-.beta.-guiaia-7(11)
    • DTXCID9031779
    • 2,6-dimethyl-9-(propan-2-ylidene)-11-oxatricyclo(6.2.1.0^(1,5))undec-6-en-8-ol
    • 2,6-dimethyl-9-(propan-2-ylidene)-11-oxatricyclo[6.2.1.0^{1,5}]undec-6-en-8-ol
    • HMS3885G10
    • HY-N2259
    • MSK161454
    • s3874
    • AKOS030529143
    • CCG-266822
    • AC-34181
    • AS-76068
    • CS-0019588
    • 5,8-Epoxy-9-dien-8-alpha-ol-5-beta-guiaia-7(11)
    • (1S,2S,5S,8R)-2,6-DIMETHYL-9-(PROPAN-2-YLIDENE)-11-OXATRICYCLO[6.2.1.0(1),?]UNDEC-6-EN-8-OL
    • Curcumenol6H-3a,6-Epoxyazulen-6-ol, 1,2,3,4,5,8a-hexahydro-3,8-dimethyl-5-(1-methylethylidene)-, (3S-(3-alpha,3a-alpha,6-alpha,8a-beta))-; 6H-3a,6-Epoxyazulen-6-ol,1,2,3,4,5,8a-hexahydro-3,8-dimethyl-5-(1-methylethylidene)-, (3S,3aS,6R,8aS)-; (1S,2S,5S,8R)-2,6-Dimethyl-9-propan-2-ylidene-11-oxatricyclo[6.2.1.01,5]undec-6-en-8-ol

  • Applications

    Curcumenol (CAS 19431-84-6) is a sesquiterpenoid isolated from Curcuma species, used mainly in pharmacognosy and pharmacology research: as a reference standard for qualitative/quantitative analysis of turmeric extracts by HPLC/LC–MS and for quality control, as a lead scaffold in medicinal chemistry and activity screening; it has been evaluated preclinically for anti-inflammatory and antioxidant effects, pro-apoptotic activity against tumor cells, hepatoprotective and neuroprotective actions, antimicrobial and anti-fibrotic potential; it is also employed in formulation studies (nanoencapsulation, delivery systems) to improve solubility and bioavailability, and in mechanistic and safety/toxicology studies, though its use remains exploratory and it is not a substitute for approved medicines.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 28.21
    methanol 30.08
    isopropanol 36.07
    water 0.26
    ethyl acetate 40.55
    n-propanol 37.98
    acetone 46.9
    n-butanol 39.88
    acetonitrile 22.79
    DMF 85.52
    toluene 89.36
    isobutanol 36.15
    1,4-dioxane 101.67
    methyl acetate 47.8
    THF 173.7
    2-butanone 73.06
    n-pentanol 36.81
    sec-butanol 37.87
    n-hexane 3.57
    ethylene glycol 7.31
    NMP 126.34
    cyclohexane 9.43
    DMSO 43.15
    n-butyl acetate 62.72
    n-octanol 42.98
    chloroform 206.74
    n-propyl acetate 45.71
    acetic acid 28.35
    dichloromethane 121.0
    cyclohexanone 130.0
    propylene glycol 14.07
    isopropyl acetate 38.69
    DMAc 96.73
    2-ethoxyethanol 41.21
    isopentanol 39.49
    n-heptane 4.64
    ethyl formate 33.98
    1,2-dichloroethane 58.1
    n-hexanol 58.46
    2-methoxyethanol 52.45
    isobutyl acetate 48.11
    tetrachloromethane 30.78
    n-pentyl acetate 67.67
    transcutol 72.9
    n-heptanol 43.2
    ethylbenzene 51.0
    MIBK 47.74
    2-propoxyethanol 83.54
    tert-butanol 36.39
    MTBE 33.36
    2-butoxyethanol 61.61
    propionic acid 34.74
    o-xylene 55.72
    formic acid 8.91
    diethyl ether 28.94
    m-xylene 62.31
    p-xylene 71.07
    chlorobenzene 90.76
    dimethyl carbonate 26.12
    n-octane 3.54
    formamide 14.65
    cyclopentanone 142.78
    2-pentanone 53.93
    anisole 70.18
    cyclopentyl methyl ether 65.76
    gamma-butyrolactone 121.54
    1-methoxy-2-propanol 56.17
    pyridine 136.65
    3-pentanone 47.0
    furfural 115.2
    n-dodecane 5.06
    diethylene glycol 52.76
    diisopropyl ether 15.66
    tert-amyl alcohol 36.11
    acetylacetone 60.1
    n-hexadecane 5.97
    acetophenone 78.48
    methyl propionate 42.79
    isopentyl acetate 69.05
    trichloroethylene 138.75
    n-nonanol 42.64
    cyclohexanol 54.13
    benzyl alcohol 69.16
    2-ethylhexanol 43.83
    isooctanol 37.98
    dipropyl ether 27.95
    1,2-dichlorobenzene 80.35
    ethyl lactate 32.56
    propylene carbonate 72.89
    n-methylformamide 32.17
    2-pentanol 30.0
    n-pentane 3.99
    1-propoxy-2-propanol 63.98
    1-methoxy-2-propyl acetate 69.57
    2-(2-methoxypropoxy) propanol 66.49
    mesitylene 37.42
    ε-caprolactone 109.06
    p-cymene 38.24
    epichlorohydrin 112.39
    1,1,1-trichloroethane 76.94
    2-aminoethanol 17.75
    morpholine-4-carbaldehyde 117.62
    sulfolane 110.77
    2,2,4-trimethylpentane 4.37
    2-methyltetrahydrofuran 105.83
    n-hexyl acetate 87.43
    isooctane 4.09
    2-(2-butoxyethoxy)ethanol 70.9
    sec-butyl acetate 40.44
    tert-butyl acetate 41.44
    decalin 9.1
    glycerin 20.09
    diglyme 98.26
    acrylic acid 31.32
    isopropyl myristate 42.65
    n-butyric acid 49.09
    acetyl acetate 36.53
    di(2-ethylhexyl) phthalate 54.67
    ethyl propionate 40.55
    nitromethane 40.66
    1,2-diethoxyethane 42.94
    benzonitrile 83.92
    trioctyl phosphate 41.26
    1-bromopropane 43.66
    gamma-valerolactone 153.37
    n-decanol 33.77
    triethyl phosphate 34.54
    4-methyl-2-pentanol 26.58
    propionitrile 36.38
    vinylene carbonate 78.72
    1,1,2-trichlorotrifluoroethane 74.81
    DMS 62.3
    cumene 37.49
    2-octanol 35.86
    2-hexanone 55.23
    octyl acetate 53.58
    limonene 42.71
    1,2-dimethoxyethane 68.13
    ethyl orthosilicate 32.85
    tributyl phosphate 40.61
    diacetone alcohol 51.09
    N,N-dimethylaniline 57.08
    acrylonitrile 43.48
    aniline 69.29
    1,3-propanediol 29.37
    bromobenzene 99.71
    dibromomethane 82.21
    1,1,2,2-tetrachloroethane 109.23
    2-methyl-cyclohexyl acetate 68.11
    tetrabutyl urea 55.85
    diisobutyl methanol 25.84
    2-phenylethanol 91.87
    styrene 53.97
    dioctyl adipate 55.56
    dimethyl sulfate 37.83
    ethyl butyrate 46.26
    methyl lactate 29.46
    butyl lactate 56.1
    diethyl carbonate 34.83
    propanediol butyl ether 52.65
    triethyl orthoformate 40.23
    p-tert-butyltoluene 34.93
    methyl 4-tert-butylbenzoate 78.34
    morpholine 96.99
    tert-butylamine 24.14
    n-dodecanol 26.43
    dimethoxymethane 56.29
    ethylene carbonate 63.22
    cyrene 79.9
    2-ethoxyethyl acetate 73.67
    2-ethylhexyl acetate 62.4
    1,2,4-trichlorobenzene 101.79
    4-methylpyridine 130.99
    dibutyl ether 29.62
    2,6-dimethyl-4-heptanol 25.84
    DEF 54.31
    dimethyl isosorbide 115.44
    tetrachloroethylene 73.85
    eugenol 81.47
    triacetin 72.72
    span 80 69.95
    1,4-butanediol 17.89
    1,1-dichloroethane 65.0
    2-methyl-1-pentanol 41.75
    methyl formate 29.16
    2-methyl-1-butanol 40.47
    n-decane 7.46
    butyronitrile 40.02
    3,7-dimethyl-1-octanol 42.34
    1-chlorooctane 28.44
    1-chlorotetradecane 14.85
    n-nonane 5.97
    undecane 6.02
    tert-butylcyclohexane 8.31
    cyclooctane 4.45
    cyclopentanol 58.83
    tetrahydropyran 91.82
    tert-amyl methyl ether 30.48
    2,5,8-trioxanonane 82.97
    1-hexene 16.93
    2-isopropoxyethanol 41.39
    2,2,2-trifluoroethanol 16.2
    methyl butyrate 52.73

    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 aeruginosa (Indonesia) Curcuma aeruginosa Roxb., fam. Zingiberaceae 9.9%
Curcuma heyneana (Indonesia) Curcuma heyneana Val., fam. Zingiberaceae 8.6%
Ginger (Taiwan) 8007-08-7 Zingiber officinale Roscoe, fam. Zingiberaceae 0.2%
Curcuma aeruginosa (Malaysia) 1 Curcuma aeruginosa Roxb., fam. Zingiberaceae 5.6%
Curcuma aromatica (India) 2a leaf Curcuma aromatica Salisb., fam. Zingiberaceae 0.05%
Turmeric (India) 2 8024-37-1 Curcuma longa L. (C. domestica Val.), fam. Zingiberaceae 2.13%