Umbelliprenin

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  • Identifiers

    CAS number
    23838-17-7

    Molecular formula
    C24H30O3

    SMILES
    CC(=CCC/C(=C/CC/C(=C/COC1=CC2=C(C=C1)C=CC(=O)O2)/C)/C)C

    Safety labels

  • Odor profile

    Fragrance
    Floral 72.96%
    Fruity 57.77%
    Sweet 47.02%
    Rose 41.49%
    Balsamic 38.63%
    Waxy 36.2%
    Fresh 35.06%
    Powdery 32.87%
    Tropical 30.48%
    Citrus 28.6%

     

    Flavor
    Herbal 32.86%
    Floral 32.36%
    Balsam 32.02%
    Bitter 30.84%
    Woody 30.03%
    Spicy 29.6%
    Spice 25.41%
    Fresh 24.41%
    Green 23.76%
    Waxy 23.59%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    7.1

    pKa est.
    8.87 (weak base)

    Molecular weight
    366.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    480°C

    Flash point

    • 205.83 ˚C est.

  • Synonyms

    • Umbelliprenin
    • 23838-17-7
    • 7-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienoxy]chromen-2-one
    • MSD8N8A1LQ
    • DTXSID901317603
    • (E,E)-7-((3,7,11-Trimethyl-2,6,10-dodecatrienyl)oxy)-2H-1-benzopyran-2-one
    • 7-((2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienoxy)chromen-2-one
    • RefChem:933787
    • DTXCID801747409
    • 7-(((2E,6Z)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl)oxy)-2H-chromen-2-one
    • 532-16-1
    • 30413-87-7
    • UNII-MSD8N8A1LQ
    • 7-[[(2E,6E)-3,7,11-Trimethyl-2,6,10-dodecatrienyl]oxy]-2H-1-benzopyran-2-one
    • CHEMBL156127
    • angelin
    • umbelliprenine
    • 7-(((2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl)oxy)-2H-chromen-2-one
    • 7-{[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]oxy}-2H-chromen-2-one
    • 7-Farnesyloxycoumarin
    • MLS002472936
    • orb1296973
    • SCHEMBL18265478
    • CHEBI:172086
    • HMS2205K17
    • BDBM50143435
    • AKOS040763680
    • EBC-615742
    • HY-127029A
    • NCGC00247456-01
    • DA-60550
    • SMR001397045
    • TS-10166
    • XU163805
    • CS-0897267
    • Q27284214
    • Coumarin, 7-((3,7,22-trimethyl-2,6,10-dodecatrienyl)oxy)-
    • 7-((((2Z,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl)oxy)coumarin
    • 7-((2E,6E)-3,7,11-Trimethyl-dodeca-2,6,10-trienyloxy)-chromen-2-one
    • 7-{[(2E,6E)-3,7,11-Trimethyldodeca-2,6,10-trien-1-yl]oxy}-2H-1-benzopyran-2-one
    • 2H-1-BENZOPYRAN-2-ONE, 7-(((2E,6E)-3,7,11-TRIMETHYL-2,6,10-DODECATRIEN-1-YL)OXY)-
    • 30413-87-7

  • Applications

    Umbelliprenin is a natural prenylated coumarin that is typically explored for real-world applications across several sectors, notably as an aroma component in perfumery and cosmetics/personal care; it is also studied in pharmaceutical and biochemical research for potential biological activity and as a precursor for the synthesis of further coumarin derivatives; in agricultural and agrochemical research it is evaluated for bioactivity relevant to crop protection; and it serves as an intermediate in organic synthesis for developing more complex compounds.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 17.89
    methanol 16.09
    isopropanol 9.47
    water 0.01
    ethyl acetate 26.92
    n-propanol 19.3
    acetone 24.81
    n-butanol 20.74
    acetonitrile 9.38
    DMF 20.34
    toluene 33.81
    isobutanol 14.16
    1,4-dioxane 75.28
    methyl acetate 24.72
    THF 169.75
    2-butanone 46.95
    n-pentanol 25.39
    sec-butanol 18.28
    n-hexane 2.22
    ethylene glycol 0.48
    NMP 26.84
    cyclohexane 3.53
    DMSO 35.05
    n-butyl acetate 23.83
    n-octanol 6.97
    chloroform 159.02
    n-propyl acetate 28.93
    acetic acid 20.86
    dichloromethane 186.85
    cyclohexanone 56.56
    propylene glycol 2.11
    isopropyl acetate 18.14
    DMAc 76.57
    2-ethoxyethanol 44.05
    isopentanol 20.54
    n-heptane 1.77
    ethyl formate 12.36
    1,2-dichloroethane 86.71
    n-hexanol 13.97
    2-methoxyethanol 32.98
    isobutyl acetate 22.64
    tetrachloromethane 8.99
    n-pentyl acetate 23.64
    transcutol 200.34
    n-heptanol 9.65
    ethylbenzene 16.07
    MIBK 20.19
    2-propoxyethanol 37.94
    tert-butanol 12.64
    MTBE 27.6
    2-butoxyethanol 30.63
    propionic acid 12.71
    o-xylene 14.09
    formic acid 4.28
    diethyl ether 34.63
    m-xylene 15.79
    p-xylene 20.46
    chlorobenzene 29.32
    dimethyl carbonate 7.47
    n-octane 0.7
    formamide 8.09
    cyclopentanone 43.9
    2-pentanone 28.61
    anisole 37.6
    cyclopentyl methyl ether 37.87
    gamma-butyrolactone 37.67
    1-methoxy-2-propanol 25.81
    pyridine 75.42
    3-pentanone 27.72
    furfural 38.14
    n-dodecane 0.55
    diethylene glycol 10.21
    diisopropyl ether 6.16
    tert-amyl alcohol 20.09
    acetylacetone 29.1
    n-hexadecane 0.64
    acetophenone 31.2
    methyl propionate 20.12
    isopentyl acetate 28.7
    trichloroethylene 149.81
    n-nonanol 8.63
    cyclohexanol 17.32
    benzyl alcohol 24.82
    2-ethylhexanol 11.8
    isooctanol 9.92
    dipropyl ether 20.95
    1,2-dichlorobenzene 26.36
    ethyl lactate 9.3
    propylene carbonate 18.69
    n-methylformamide 9.21
    2-pentanol 11.26
    n-pentane 1.46
    1-propoxy-2-propanol 26.99
    1-methoxy-2-propyl acetate 31.57
    2-(2-methoxypropoxy) propanol 37.67
    mesitylene 7.25
    ε-caprolactone 46.64
    p-cymene 7.86
    epichlorohydrin 118.66
    1,1,1-trichloroethane 39.52
    2-aminoethanol 3.76
    morpholine-4-carbaldehyde 43.49
    sulfolane 37.75
    2,2,4-trimethylpentane 1.38
    2-methyltetrahydrofuran 81.69
    n-hexyl acetate 24.26
    isooctane 0.66
    2-(2-butoxyethoxy)ethanol 50.81
    sec-butyl acetate 23.81
    tert-butyl acetate 22.54
    decalin 2.24
    glycerin 3.29
    diglyme 119.02
    acrylic acid 9.17
    isopropyl myristate 9.68
    n-butyric acid 25.86
    acetyl acetate 14.79
    di(2-ethylhexyl) phthalate 12.51
    ethyl propionate 20.4
    nitromethane 29.81
    1,2-diethoxyethane 69.41
    benzonitrile 17.51
    trioctyl phosphate 6.13
    1-bromopropane 45.7
    gamma-valerolactone 79.15
    n-decanol 5.66
    triethyl phosphate 13.65
    4-methyl-2-pentanol 8.23
    propionitrile 11.77
    vinylene carbonate 18.6
    1,1,2-trichlorotrifluoroethane 39.98
    DMS 15.93
    cumene 10.29
    2-octanol 5.57
    2-hexanone 37.71
    octyl acetate 12.2
    limonene 9.56
    1,2-dimethoxyethane 87.04
    ethyl orthosilicate 17.12
    tributyl phosphate 8.28
    diacetone alcohol 22.28
    N,N-dimethylaniline 24.05
    acrylonitrile 11.27
    aniline 26.36
    1,3-propanediol 9.85
    bromobenzene 32.66
    dibromomethane 94.47
    1,1,2,2-tetrachloroethane 119.77
    2-methyl-cyclohexyl acetate 29.44
    tetrabutyl urea 12.99
    diisobutyl methanol 7.01
    2-phenylethanol 24.2
    styrene 18.1
    dioctyl adipate 19.85
    dimethyl sulfate 10.41
    ethyl butyrate 23.1
    methyl lactate 6.49
    butyl lactate 15.75
    diethyl carbonate 14.18
    propanediol butyl ether 16.12
    triethyl orthoformate 25.14
    p-tert-butyltoluene 6.8
    methyl 4-tert-butylbenzoate 27.42
    morpholine 96.29
    tert-butylamine 7.38
    n-dodecanol 3.91
    dimethoxymethane 34.82
    ethylene carbonate 15.72
    cyrene 28.58
    2-ethoxyethyl acetate 44.5
    2-ethylhexyl acetate 24.63
    1,2,4-trichlorobenzene 34.75
    4-methylpyridine 55.78
    dibutyl ether 17.47
    2,6-dimethyl-4-heptanol 7.01
    DEF 29.67
    dimethyl isosorbide 69.32
    tetrachloroethylene 62.08
    eugenol 27.51
    triacetin 29.44
    span 80 26.03
    1,4-butanediol 4.5
    1,1-dichloroethane 49.36
    2-methyl-1-pentanol 30.69
    methyl formate 6.66
    2-methyl-1-butanol 21.39
    n-decane 1.17
    butyronitrile 16.22
    3,7-dimethyl-1-octanol 8.88
    1-chlorooctane 6.28
    1-chlorotetradecane 2.16
    n-nonane 0.94
    undecane 0.75
    tert-butylcyclohexane 1.94
    cyclooctane 1.0
    cyclopentanol 14.34
    tetrahydropyran 88.36
    tert-amyl methyl ether 23.92
    2,5,8-trioxanonane 76.42
    1-hexene 12.35
    2-isopropoxyethanol 34.71
    2,2,2-trifluoroethanol 4.59
    methyl butyrate 28.4

    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