Curcumanolide A

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    97550-04-4

    Molecular formula
    C15H22O2

    SMILES
    CC1CCC(C12CC(=C(C)C)C(=O)O2)C(=C)C

  • Odor profile

    Herbal 67.95%
    Mint 66.6%
    Spicy 49.06%
    Woody 46.49%
    Fresh 45.53%
    Sweet 39.77%
    Citrus 39.47%
    Camphoreous 39.42%
    Tobacco 33.97%
    Cooling 32.88%

    Scent© AI

  • Properties

    XLogP3-AA
    4.3

    Molecular weight
    234.33 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    357°C

    Flash point est.
    111.79 ˚C

  • Synonyms

    • Curcumanolide A
    • 6-methyl-3-propan-2-ylidene-9-prop-1-en-2-yl-1-oxaspiro[4.4]nonan-2-one
    • 97550-04-4
    • CHEBI:196145
    • Q67879814

  • Applications

    Curcumanolide A (CAS 97550-04-4) is a sesquiterpene lactone isolated from Curcuma species; in research it is used as an analytical reference and LC–MS/HPLC marker for quality control and standardization of turmeric-derived botanicals/extracts, as a chemical marker for fingerprinting, as a lead scaffold for bioactivity screening (reported/under investigation for anti-inflammatory, antioxidant, anticancer, immunomodulatory, and antimicrobial potential) in vitro and in vivo, to probe mechanisms on pathways related to inflammation, oxidative stress, and apoptosis and to build structure–activity relationships, in semisynthetic derivatization and early ADME/tox profiling, and in formulation studies (nanocarriers, liposomes) to enhance solubility and bioavailability; it is also employed in pharmacognosy for quantitation, chemical profiling, metabolomics, and provenance tracing; no approved therapeutic indications exist, so current use is limited to research, preclinical work, and experimental development.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1174.07
    methanol 1145.27
    isopropanol 2104.05
    water 1.33
    ethyl acetate 954.93
    n-propanol 1511.49
    acetone 1250.64
    n-butanol 1740.46
    acetonitrile 674.91
    DMF 1529.33
    toluene 1381.05
    isobutanol 1608.3
    1,4-dioxane 2210.33
    methyl acetate 906.39
    THF 3329.07
    2-butanone 1485.91
    n-pentanol 904.36
    sec-butanol 1756.18
    n-hexane 69.9
    ethylene glycol 101.6
    NMP 1032.97
    cyclohexane 226.84
    DMSO 463.0
    n-butyl acetate 832.53
    n-octanol 433.0
    chloroform 4050.16
    n-propyl acetate 605.35
    acetic acid 650.96
    dichloromethane 2559.36
    cyclohexanone 2156.18
    propylene glycol 266.77
    isopropyl acetate 893.6
    DMAc 1066.85
    2-ethoxyethanol 653.13
    isopentanol 1637.64
    n-heptane 40.12
    ethyl formate 713.79
    1,2-dichloroethane 1362.74
    n-hexanol 1093.6
    2-methoxyethanol 1155.35
    isobutyl acetate 551.29
    tetrachloromethane 518.26
    n-pentyl acetate 622.52
    transcutol 1269.52
    n-heptanol 449.91
    ethylbenzene 579.79
    MIBK 843.34
    2-propoxyethanol 1162.7
    tert-butanol 1810.74
    MTBE 1345.51
    2-butoxyethanol 662.78
    propionic acid 575.78
    o-xylene 620.18
    formic acid 174.73
    diethyl ether 1004.91
    m-xylene 847.39
    p-xylene 843.39
    chlorobenzene 1315.59
    dimethyl carbonate 328.59
    n-octane 26.13
    formamide 268.55
    cyclopentanone 1973.66
    2-pentanone 1214.17
    anisole 818.14
    cyclopentyl methyl ether 1189.83
    gamma-butyrolactone 1599.99
    1-methoxy-2-propanol 1210.52
    pyridine 2060.98
    3-pentanone 752.58
    furfural 1263.32
    n-dodecane 29.34
    diethylene glycol 556.04
    diisopropyl ether 343.02
    tert-amyl alcohol 1328.2
    acetylacetone 925.33
    n-hexadecane 35.2
    acetophenone 703.4
    methyl propionate 675.53
    isopentyl acetate 946.09
    trichloroethylene 2806.45
    n-nonanol 376.68
    cyclohexanol 1537.28
    benzyl alcohol 766.93
    2-ethylhexanol 499.17
    isooctanol 397.72
    dipropyl ether 319.77
    1,2-dichlorobenzene 960.21
    ethyl lactate 254.59
    propylene carbonate 1037.64
    n-methylformamide 629.03
    2-pentanol 1280.74
    n-pentane 106.83
    1-propoxy-2-propanol 794.48
    1-methoxy-2-propyl acetate 731.75
    2-(2-methoxypropoxy) propanol 485.12
    mesitylene 469.77
    ε-caprolactone 1494.96
    p-cymene 265.27
    epichlorohydrin 1956.98
    1,1,1-trichloroethane 1600.31
    2-aminoethanol 354.07
    morpholine-4-carbaldehyde 1233.74
    sulfolane 1030.97
    2,2,4-trimethylpentane 77.49
    2-methyltetrahydrofuran 2057.18
    n-hexyl acetate 859.88
    isooctane 71.06
    2-(2-butoxyethoxy)ethanol 669.8
    sec-butyl acetate 532.19
    tert-butyl acetate 829.09
    decalin 103.55
    glycerin 274.7
    diglyme 1017.26
    acrylic acid 424.42
    isopropyl myristate 293.31
    n-butyric acid 1230.14
    acetyl acetate 615.24
    di(2-ethylhexyl) phthalate 297.79
    ethyl propionate 486.55
    nitromethane 787.9
    1,2-diethoxyethane 632.38
    benzonitrile 1096.09
    trioctyl phosphate 202.87
    1-bromopropane 1066.73
    gamma-valerolactone 2041.34
    n-decanol 262.52
    triethyl phosphate 205.1
    4-methyl-2-pentanol 739.34
    propionitrile 991.92
    vinylene carbonate 975.08
    1,1,2-trichlorotrifluoroethane 849.0
    DMS 525.23
    cumene 340.86
    2-octanol 387.01
    2-hexanone 757.11
    octyl acetate 371.75
    limonene 326.79
    1,2-dimethoxyethane 1195.35
    ethyl orthosilicate 213.95
    tributyl phosphate 238.47
    diacetone alcohol 771.13
    N,N-dimethylaniline 487.03
    acrylonitrile 895.19
    aniline 1188.2
    1,3-propanediol 781.54
    bromobenzene 1435.27
    dibromomethane 1761.51
    1,1,2,2-tetrachloroethane 2206.69
    2-methyl-cyclohexyl acetate 448.52
    tetrabutyl urea 283.94
    diisobutyl methanol 270.01
    2-phenylethanol 883.25
    styrene 685.8
    dioctyl adipate 345.42
    dimethyl sulfate 347.52
    ethyl butyrate 471.27
    methyl lactate 325.06
    butyl lactate 414.76
    diethyl carbonate 315.02
    propanediol butyl ether 540.06
    triethyl orthoformate 327.02
    p-tert-butyltoluene 266.96
    methyl 4-tert-butylbenzoate 524.36
    morpholine 2477.28
    tert-butylamine 1081.05
    n-dodecanol 186.42
    dimethoxymethane 1019.32
    ethylene carbonate 872.27
    cyrene 464.95
    2-ethoxyethyl acetate 657.18
    2-ethylhexyl acetate 690.28
    1,2,4-trichlorobenzene 1056.7
    4-methylpyridine 2293.35
    dibutyl ether 363.39
    2,6-dimethyl-4-heptanol 270.01
    DEF 874.42
    dimethyl isosorbide 813.65
    tetrachloroethylene 1332.72
    eugenol 526.94
    triacetin 485.67
    span 80 480.5
    1,4-butanediol 282.72
    1,1-dichloroethane 1993.9
    2-methyl-1-pentanol 884.0
    methyl formate 520.76
    2-methyl-1-butanol 1489.54
    n-decane 48.65
    butyronitrile 1346.4
    3,7-dimethyl-1-octanol 423.15
    1-chlorooctane 243.32
    1-chlorotetradecane 101.15
    n-nonane 41.42
    undecane 36.45
    tert-butylcyclohexane 94.69
    cyclooctane 57.99
    cyclopentanol 1475.18
    tetrahydropyran 2708.63
    tert-amyl methyl ether 764.06
    2,5,8-trioxanonane 628.28
    1-hexene 356.81
    2-isopropoxyethanol 568.62
    2,2,2-trifluoroethanol 248.32
    methyl butyrate 703.52

    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 5.7%
Curcuma heyneana (Indonesia) Curcuma heyneana Val., fam. Zingiberaceae 6.55%