Chalepensin

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  • Identifiers

    CAS number
    13164-03-9

    Molecular formula
    C16H14O3

    SMILES
    CC(C)(C=C)C1=CC2=C(C=C3C(=C2)C=CO3)OC1=O

    Safety labels

  • Odor profile

    Fragrance
    Herbal 43.78%
    Spicy 35.52%
    Woody 34.63%
    Fruity 33.37%
    Phenolic 32.83%
    Tobacco 29.82%
    Dry 29.29%
    Sweet 27.48%
    Mint 26.62%
    Leathery 26.44%

     

    Flavor
    Bitter 76.45%
    Cedarleaf 19.88%
    Herbal 19.55%
    Lovage 18.77%
    Parsley 18.71%
    Green pepper 18.49%
    Ripe apricot 18.47%
    Heather 18.42%
    Broom 18.35%
    Carrot 18.21%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    4.3

    pKa est.
    6.13 (neutral)

    Molecular weight
    254.28 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    483°C

    Flash point

    • 191.91 ˚C est.

  • Synonyms

    • Chalepensin
    • 13164-03-9
    • 3-(alpha,alpha-Dimethylallyl)psoralen
    • DTXSID90157153
    • TGU8MP93CA
    • 6-(1,1-Dimethyl-2-propenyl)-7H-furo(3,2-g)(1)benzopyran-7-one
    • 6-(1,1-dimethylallyl)furo[3,2-g]chromen-7-one
    • 6-(1,1-dimethylallyl)furo(3,2-g)chromen-7-one
    • RefChem:918370
    • DTXCID9079644
    • Xyloltenin
    • 6-(2-methylbut-3-en-2-yl)-7h-furo[3,2-g]chromen-7-one
    • 6-(2-methylbut-3-en-2-yl)furo[3,2-g]chromen-7-one
    • SMR000156206
    • FYCCCUNGXGKNJV-UHFFFAOYSA-N
    • 6-(1,1-Dimethylallyl)-7H-furo(3,2-g)(1)benzopyran-7-one
    • Chalepensin (Xylotenin)
    • Dimethyl allyl psoralene
    • 6-(1-1-Dimethyl-2-propenyl)-7H-furo(3,2-g)(1)benzopyran-7-one
    • MLS000574854
    • MLS000876991
    • CHEBI:3572
    • MEGxp0_000992
    • orb1682967
    • CHEMBL1333931
    • SCHEMBL15941545
    • ACon1_001036
    • HMS2202C08
    • HMS3352N04
    • 7H-Furo(3,2-g)(1)benzopyran-7-one, 6-(1,1-dimethylallyl)-
    • HY-N8382
    • 7H-Furo(3,2-g)(1)benzopyran-7-one, 6-(1,1-dimethyl-2-propenyl)-
    • MFCD01725706
    • AKOS040761478
    • NCGC00169737-01
    • DA-51814
    • CS-0143785
    • NS00094831
    • C09165
    • Psoralen, 3-(.alpha.,.alpha.-dimethylallyl)-
    • AK-693/21087006
    • BRD-K01892695-001-01-2
    • Q27106137
    • 6-(2-Methylbut-3-en-2-yl)-7H-furo[3,2-g][1]benzopyran-7-one
    • 6-(1,1-Dimethyl-2-propen-1-yl)-7H-furo[3,2-g][1]benzopyran-7-one
    • 7H-Furo[3,2-g][1]benzopyran-7-one, 6-(1,1-dimethyl-2-propen-1-yl)-
    • InChI=1/C16H14O3/c1-4-16(2,3)12-8-11-7-10-5-6-18-13(10)9-14(11)19-15(12)17/h4-9H,1H2,2-3H
    • 13164-03-9

  • Applications

    Chalepensin (CAS 13164-03-9) is a furanocoumarin found in certain Ruta species; in industry it is typically considered as a potential intermediate for organic synthesis and a precursor for functionalized derivatives; it may be evaluated as a fragrance/odorant component for perfumery and personal care formulations; it is also of interest as a bioactive lead for pharmaceutical or agrochemical research, and could be explored in research contexts as a natural product starting material; its use is subject to safety considerations and local regulations due to phototoxicity concerns and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 61.22
    methanol 53.92
    isopropanol 49.76
    water 0.01
    ethyl acetate 85.64
    n-propanol 67.15
    acetone 124.31
    n-butanol 62.5
    acetonitrile 33.46
    DMF 441.53
    toluene 84.81
    isobutanol 53.31
    1,4-dioxane 170.31
    methyl acetate 112.73
    THF 304.4
    2-butanone 181.59
    n-pentanol 45.51
    sec-butanol 63.39
    n-hexane 1.08
    ethylene glycol 10.24
    NMP 162.94
    cyclohexane 2.13
    DMSO 181.06
    n-butyl acetate 71.72
    n-octanol 14.82
    chloroform 172.04
    n-propyl acetate 70.81
    acetic acid 45.23
    dichloromethane 167.31
    cyclohexanone 161.55
    propylene glycol 24.2
    isopropyl acetate 65.97
    DMAc 412.32
    2-ethoxyethanol 110.36
    isopentanol 64.18
    n-heptane 1.02
    ethyl formate 41.13
    1,2-dichloroethane 144.28
    n-hexanol 48.32
    2-methoxyethanol 200.41
    isobutyl acetate 56.66
    tetrachloromethane 6.61
    n-pentyl acetate 42.87
    transcutol 372.44
    n-heptanol 22.96
    ethylbenzene 33.64
    MIBK 70.14
    2-propoxyethanol 145.66
    tert-butanol 70.22
    MTBE 64.82
    2-butoxyethanol 69.56
    propionic acid 45.87
    o-xylene 36.04
    formic acid 17.06
    diethyl ether 59.68
    m-xylene 43.31
    p-xylene 47.99
    chlorobenzene 69.66
    dimethyl carbonate 54.18
    n-octane 0.68
    formamide 54.0
    cyclopentanone 195.66
    2-pentanone 114.13
    anisole 88.82
    cyclopentyl methyl ether 93.16
    gamma-butyrolactone 156.21
    1-methoxy-2-propanol 154.72
    pyridine 205.23
    3-pentanone 89.98
    furfural 129.26
    n-dodecane 0.91
    diethylene glycol 99.39
    diisopropyl ether 15.98
    tert-amyl alcohol 71.54
    acetylacetone 115.5
    n-hexadecane 1.09
    acetophenone 77.42
    methyl propionate 95.84
    isopentyl acetate 77.12
    trichloroethylene 260.06
    n-nonanol 17.36
    cyclohexanol 52.73
    benzyl alcohol 80.2
    2-ethylhexanol 29.21
    isooctanol 22.76
    dipropyl ether 27.63
    1,2-dichlorobenzene 54.85
    ethyl lactate 37.73
    propylene carbonate 79.1
    n-methylformamide 104.91
    2-pentanol 39.41
    n-pentane 1.01
    1-propoxy-2-propanol 92.58
    1-methoxy-2-propyl acetate 104.32
    2-(2-methoxypropoxy) propanol 86.5
    mesitylene 18.31
    ε-caprolactone 120.32
    p-cymene 16.47
    epichlorohydrin 282.64
    1,1,1-trichloroethane 65.83
    2-aminoethanol 34.23
    morpholine-4-carbaldehyde 231.81
    sulfolane 157.29
    2,2,4-trimethylpentane 2.11
    2-methyltetrahydrofuran 144.23
    n-hexyl acetate 46.25
    isooctane 1.62
    2-(2-butoxyethoxy)ethanol 115.09
    sec-butyl acetate 57.38
    tert-butyl acetate 78.03
    decalin 2.68
    glycerin 40.85
    diglyme 195.13
    acrylic acid 40.82
    isopropyl myristate 21.63
    n-butyric acid 68.82
    acetyl acetate 42.82
    di(2-ethylhexyl) phthalate 27.93
    ethyl propionate 60.38
    nitromethane 109.57
    1,2-diethoxyethane 99.1
    benzonitrile 65.5
    trioctyl phosphate 17.41
    1-bromopropane 64.88
    gamma-valerolactone 267.47
    n-decanol 14.04
    triethyl phosphate 30.78
    4-methyl-2-pentanol 32.64
    propionitrile 53.6
    vinylene carbonate 78.6
    1,1,2-trichlorotrifluoroethane 111.29
    DMS 69.49
    cumene 19.99
    2-octanol 15.89
    2-hexanone 81.22
    octyl acetate 26.74
    limonene 20.28
    1,2-dimethoxyethane 186.69
    ethyl orthosilicate 30.34
    tributyl phosphate 23.25
    diacetone alcohol 112.98
    N,N-dimethylaniline 56.29
    acrylonitrile 74.66
    aniline 101.29
    1,3-propanediol 65.93
    bromobenzene 63.69
    dibromomethane 96.5
    1,1,2,2-tetrachloroethane 186.99
    2-methyl-cyclohexyl acetate 47.71
    tetrabutyl urea 33.05
    diisobutyl methanol 20.25
    2-phenylethanol 79.2
    styrene 40.29
    dioctyl adipate 32.87
    dimethyl sulfate 77.48
    ethyl butyrate 45.97
    methyl lactate 53.74
    butyl lactate 42.25
    diethyl carbonate 34.17
    propanediol butyl ether 55.04
    triethyl orthoformate 39.41
    p-tert-butyltoluene 16.02
    methyl 4-tert-butylbenzoate 55.47
    morpholine 246.31
    tert-butylamine 31.51
    n-dodecanol 10.95
    dimethoxymethane 206.33
    ethylene carbonate 64.01
    cyrene 74.23
    2-ethoxyethyl acetate 81.34
    2-ethylhexyl acetate 58.75
    1,2,4-trichlorobenzene 65.79
    4-methylpyridine 190.46
    dibutyl ether 23.18
    2,6-dimethyl-4-heptanol 20.25
    DEF 124.25
    dimethyl isosorbide 131.11
    tetrachloroethylene 85.62
    eugenol 67.11
    triacetin 56.4
    span 80 58.01
    1,4-butanediol 21.03
    1,1-dichloroethane 95.82
    2-methyl-1-pentanol 55.15
    methyl formate 64.12
    2-methyl-1-butanol 61.86
    n-decane 1.23
    butyronitrile 50.87
    3,7-dimethyl-1-octanol 25.19
    1-chlorooctane 8.61
    1-chlorotetradecane 4.88
    n-nonane 0.89
    undecane 1.05
    tert-butylcyclohexane 2.77
    cyclooctane 0.77
    cyclopentanol 50.31
    tetrahydropyran 137.35
    tert-amyl methyl ether 59.23
    2,5,8-trioxanonane 140.23
    1-hexene 12.51
    2-isopropoxyethanol 84.53
    2,2,2-trifluoroethanol 18.54
    methyl butyrate 79.49

    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