Auraptene

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    495-02-3

    Molecular formula
    C19H22O3

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

  • Odor profile

    Floral 65.12%
    Fruity 58.96%
    Sweet 48.65%
    Rose 35.08%
    Balsamic 32.67%
    Fresh 31.91%
    Spicy 31.04%
    Powdery 30.52%
    Citrus 28.38%
    Woody 28.19%

    Scent© AI

  • Properties

    XLogP3-AA
    5.3

    pKa est.
    8.7 (weak base)

    Molecular weight
    298.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    420°C

    Melting point expt.

    • 68 °C

    Flash point est.
    183.24 ˚C

  • Synonyms

    • Auraptene
    • Aurapten
    • 495-02-3
    • 7-Geranyloxycoumarin
    • Feronialactone
    • UNII-F79I1ZEL2E
    • CCRIS 8835
    • O-geranylumbelliferone
    • 7-[(2E)-3,7-dimethylocta-2,6-dienoxy]chromen-2-one
    • 7-O-geranylumbelliferone
    • (E)-7-((3,7-Dimethylocta-2,6-dien-1-yl)oxy)-2H-chromen-2-one
    • Coumarin, 7-(geranyloxy)-
    • F79I1ZEL2E
    • CHEBI:134355
    • DTXSID80897576
    • 7-{[(2E)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-2H-chromen-2-one
    • 2H-1-Benzopyran-2-one, 7-((3,7-dimethyl-2,6-octadienyl)oxy)-, (E)-
    • 7-[(3,7-Dimethyl-2,6-octadienyl)oxy]-(E)-Coumarin
    • Coumarin, 7-[(3,7-dimethyl-2,6-octadienyl)oxy]-, (E)-
    • 7-([(2E)-3,7-Dimethyl-2,6-octadienyl]oxy)-2H-chromen-2-one
    • 7-(3,7-Dimethyl-2,6-octadienyl)oxy-2H-1-benzopyran-2-one, 9CI
    • 2H-1-Benzopyran-2-one, 7-[[(2E)-3,7-dimethyl-2,6-octadien-1-yl]oxy]-
    • 7-{[(2E)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-2H-1-benzopyran-2-one
    • 2H-1-BENZOPYRAN-2-ONE, 7-(((2E)-3,7-DIMETHYL-2,6-OCTADIEN-1-YL)OXY)-
    • 7-(geranyloxy)coumarin
    • SR-01000758940
    • 7-((3,7-Dimethyl-2,6-octadienyl)oxy)-(e)-coumarin
    • 7-((2E)-3,7-dimethylocta-2,6-dienoxy)chromen-2-one
    • Coumarin, 7-((3,7-dimethyl-2,6-octadienyl)oxy)-, (E)-
    • 7-(((2E)-3,7-Dimethyl-2,6-octadienyl)oxy)-2H-chromen-2-one
    • 7-(((2E)-3,7-dimethylocta-2,6-dien-1-yl)oxy)-2H-chromen-2-one
    • 7-{[(2E)-3,7-dimethyl-2,6-octadienyl]oxy}-2H-chromen-2-one
    • 2H-1-Benzopyran-2-one, 7-[(3,7-dimethyl-2,6-octadienyl)oxy]-, (E)-
    • 7-(((2E)-3,7-dimethylocta-2,6-dien-1-yl)oxy)-2H-1-benzopyran-2-one
    • Auraptene (Standard)
    • UPCMLD-DP061
    • 7-(3,7-dimethylocta-2,6-dienoxy)-1-benzopyran-2-one
    • MLS001049098
    • SPECTRUM1505176
    • CHEMBL307341
    • MEGxp0_000091
    • SCHEMBL2535029
    • SCHEMBL2535034
    • Auraptene, >=98% (HPLC)
    • UPCMLD-DP061:001
    • ACon1_000071
    • CHEBI:93486
    • HY-N2388R
    • DTXCID501326923
    • HMS2270C13
    • HMS3886N14
    • NP344
    • 2H-2-one, 7-(((2E)-3,7-dimethyl-2,6-octadien-1-yl)oxy)-
    • BCP23751
    • HY-N2388
    • BDBM50361373
    • MFCD00075948
    • NSC711511
    • s9052
    • STL457597
    • AKOS015969736
    • CCG-208550
    • FG65887
    • NSC-711511
    • NCGC00096070-01
    • NCGC00096070-03
    • NCGC00096070-04
    • NCGC00096070-05
    • NCGC00096070-11
    • NCGC00168822-01
    • AC-34106
    • DA-71146
    • LS-14721
    • SMR000386931
    • A3147
    • CS-0022591
    • NS00094514
    • A871794
    • AK-693/42119005
    • Q3629783
    • SR-01000758940-3
    • SR-01000758940-4
    • 7-(3,7-Dimethyl-octa-2,6-dienyloxy)-chromen-2-one
    • BRD-K85013741-001-05-9
    • 7-([(2E)-3,7-Dimethyl-2,6-octadienyl]oxy)-2H-chromen-2-one #

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 52.08
    methanol 49.04
    isopropanol 31.4
    water 0.01
    ethyl acetate 60.46
    n-propanol 48.57
    acetone 55.91
    n-butanol 45.43
    acetonitrile 35.37
    DMF 52.87
    toluene 62.91
    isobutanol 33.42
    1,4-dioxane 180.01
    methyl acetate 64.13
    THF 289.65
    2-butanone 92.69
    n-pentanol 47.21
    sec-butanol 41.26
    n-hexane 1.52
    ethylene glycol 2.99
    NMP 43.33
    cyclohexane 3.65
    DMSO 108.53
    n-butyl acetate 43.4
    n-octanol 10.34
    chloroform 255.76
    n-propyl acetate 49.5
    acetic acid 52.67
    dichloromethane 285.63
    cyclohexanone 90.65
    propylene glycol 10.71
    isopropyl acetate 34.31
    DMAc 136.32
    2-ethoxyethanol 96.95
    isopentanol 42.66
    n-heptane 1.54
    ethyl formate 26.74
    1,2-dichloroethane 162.71
    n-hexanol 28.01
    2-methoxyethanol 107.8
    isobutyl acetate 38.74
    tetrachloromethane 9.07
    n-pentyl acetate 28.19
    transcutol 454.04
    n-heptanol 13.37
    ethylbenzene 23.17
    MIBK 35.82
    2-propoxyethanol 83.28
    tert-butanol 36.83
    MTBE 46.3
    2-butoxyethanol 45.85
    propionic acid 29.93
    o-xylene 22.6
    formic acid 12.03
    diethyl ether 64.06
    m-xylene 26.18
    p-xylene 30.91
    chlorobenzene 51.05
    dimethyl carbonate 17.4
    n-octane 0.7
    formamide 25.77
    cyclopentanone 77.38
    2-pentanone 51.79
    anisole 63.09
    cyclopentyl methyl ether 64.46
    gamma-butyrolactone 72.12
    1-methoxy-2-propanol 76.26
    pyridine 155.59
    3-pentanone 47.25
    furfural 82.3
    n-dodecane 0.79
    diethylene glycol 39.25
    diisopropyl ether 10.17
    tert-amyl alcohol 37.95
    acetylacetone 61.18
    n-hexadecane 0.92
    acetophenone 54.33
    methyl propionate 44.16
    isopentyl acetate 48.65
    trichloroethylene 251.15
    n-nonanol 12.64
    cyclohexanol 35.86
    benzyl alcohol 50.18
    2-ethylhexanol 18.78
    isooctanol 12.98
    dipropyl ether 28.33
    1,2-dichlorobenzene 40.6
    ethyl lactate 19.35
    propylene carbonate 37.62
    n-methylformamide 23.59
    2-pentanol 24.81
    n-pentane 1.11
    1-propoxy-2-propanol 53.11
    1-methoxy-2-propyl acetate 60.21
    2-(2-methoxypropoxy) propanol 67.98
    mesitylene 11.65
    ε-caprolactone 76.91
    p-cymene 12.12
    epichlorohydrin 224.67
    1,1,1-trichloroethane 61.15
    2-aminoethanol 16.12
    morpholine-4-carbaldehyde 95.14
    sulfolane 70.41
    2,2,4-trimethylpentane 1.52
    2-methyltetrahydrofuran 136.41
    n-hexyl acetate 33.9
    isooctane 0.88
    2-(2-butoxyethoxy)ethanol 94.88
    sec-butyl acetate 37.9
    tert-butyl acetate 36.6
    decalin 2.49
    glycerin 15.49
    diglyme 202.2
    acrylic acid 23.57
    isopropyl myristate 14.92
    n-butyric acid 51.34
    acetyl acetate 33.17
    di(2-ethylhexyl) phthalate 20.45
    ethyl propionate 35.85
    nitromethane 75.19
    1,2-diethoxyethane 119.94
    benzonitrile 42.84
    trioctyl phosphate 9.97
    1-bromopropane 66.07
    gamma-valerolactone 136.45
    n-decanol 9.22
    triethyl phosphate 22.53
    4-methyl-2-pentanol 15.14
    propionitrile 33.55
    vinylene carbonate 37.62
    1,1,2-trichlorotrifluoroethane 78.59
    DMS 35.14
    cumene 14.51
    2-octanol 7.9
    2-hexanone 57.0
    octyl acetate 19.16
    limonene 14.59
    1,2-dimethoxyethane 163.75
    ethyl orthosilicate 24.5
    tributyl phosphate 14.77
    diacetone alcohol 46.42
    N,N-dimethylaniline 37.92
    acrylonitrile 34.95
    aniline 58.52
    1,3-propanediol 37.8
    bromobenzene 52.85
    dibromomethane 143.76
    1,1,2,2-tetrachloroethane 193.04
    2-methyl-cyclohexyl acetate 41.79
    tetrabutyl urea 21.51
    diisobutyl methanol 11.71
    2-phenylethanol 44.98
    styrene 29.42
    dioctyl adipate 30.56
    dimethyl sulfate 22.35
    ethyl butyrate 37.16
    methyl lactate 17.65
    butyl lactate 24.28
    diethyl carbonate 26.35
    propanediol butyl ether 32.78
    triethyl orthoformate 35.8
    p-tert-butyltoluene 10.25
    methyl 4-tert-butylbenzoate 39.46
    morpholine 230.34
    tert-butylamine 17.79
    n-dodecanol 6.93
    dimethoxymethane 86.2
    ethylene carbonate 31.29
    cyrene 48.02
    2-ethoxyethyl acetate 64.6
    2-ethylhexyl acetate 39.0
    1,2,4-trichlorobenzene 54.65
    4-methylpyridine 114.0
    dibutyl ether 25.37
    2,6-dimethyl-4-heptanol 11.71
    DEF 54.15
    dimethyl isosorbide 110.05
    tetrachloroethylene 93.22
    eugenol 43.56
    triacetin 47.58
    span 80 43.24
    1,4-butanediol 14.64
    1,1-dichloroethane 94.29
    2-methyl-1-pentanol 47.99
    methyl formate 18.06
    2-methyl-1-butanol 39.96
    n-decane 1.34
    butyronitrile 38.46
    3,7-dimethyl-1-octanol 15.17
    1-chlorooctane 8.07
    1-chlorotetradecane 3.29
    n-nonane 1.03
    undecane 1.0
    tert-butylcyclohexane 2.25
    cyclooctane 0.95
    cyclopentanol 30.5
    tetrahydropyran 157.27
    tert-amyl methyl ether 33.63
    2,5,8-trioxanonane 139.89
    1-hexene 13.38
    2-isopropoxyethanol 65.1
    2,2,2-trifluoroethanol 10.61
    methyl butyrate 49.21

    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
Pummelo (Shaddock) (India) peel 84696-38-8 Citrus maxima (J. Burman) Merrill. (C. grandis (L.) Osbeck), fam. Rutaceae 0.01%