Pentosalen

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    482-44-0

    Molecular formula
    C16H14O4

    SMILES
    CC(=CCOC1=C2C(=CC3=C1OC=C3)C=CC(=O)O2)C

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fruity 59.15%
    Sweet 36.84%
    Berry 33.42%
    Floral 32.6%
    Spicy 28.79%
    Caramellic 28.47%
    Powdery 25.11%
    Burnt 24.7%
    Woody 24.69%
    Dry 23.97%

    Scent© AI

  • Properties

    XLogP3-AA
    3.4

    pKa est.
    7.09 (neutral)

    Molecular weight
    270.28 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    441°C

    Melting point expt.

    • 102 °C

    Flash point est.
    203.29 ˚C

    Solubility expt.

    • Slightly soluble in water
    • Practically insoluble in cold water; very sparingly soluble in boiling water
    • Freely soluble in chloroform; soluble in benzene, alcohol, ether, petroleum ether, alkali hydroxides
    • Soluble in ethanol, ether, benzene, petroleum ether; very soluble in chloroform

  • Synonyms

    • IMPERATORIN
    • 482-44-0
    • Ammidin
    • Marmelosin
    • Pentosalen
    • 8-Isoamylenoxypsoralen
    • 8-Isopentenyloxypsoralene
    • Marmelide
    • NSC 402949
    • 9-(3-methylbut-2-enoxy)furo[3,2-g]chromen-7-one
    • 7H-Furo[3,2-g][1]benzopyran-7-one, 9-[(3-methyl-2-butenyl)oxy]-
    • CCRIS 4346
    • HSDB 3497
    • 9-(3-Methylbut-2-enyloxy)furo(3,2-g)chromen-7-one
    • EINECS 207-581-1
    • NSC-402949
    • CHEBI:5885
    • DTXSID8048737
    • UNII-K713N25C78
    • AI3-61725
    • MFCD00016881
    • 9-[(3-methyl-2-buten-1-yl)oxy]-7H-furo[3,2-g]chromen-7-one
    • K713N25C78
    • 9-((3-Methyl-2-butenyl)oxy)-7H-furo(3,2-g)(1)benzopyran-7-one
    • CHEMBL453805
    • DTXCID5028663
    • 9-((3-methylbut-2-en-1-yl)oxy)-7H-furo[3,2-g]chromen-7-one
    • 9-[(3-methylbut-2-en-1-yl)oxy]-7H-furo[3,2-g]chromen-7-one
    • 7H-Furo(3,2-g)(1)benzopyran-7-one, 9-((3-methyl-2-butenyl)oxy)-
    • 5-Benzofuranacrylic acid, 6-hydroxy-7-((3-methyl-2-butenyl)oxy)-, delta-lactone
    • 6-Hydroxy-7-(3-methyl-2-butenyloxy)-5-benzofuranacrylic acid omega-lactone
    • 9-[(3-METHYL-2-BUTEN-1-YL)OXY]-7H-FURO[3,2-G][1]BENZOPYRAN-7-ONE
    • 9-(3-Methylbut-2-enyloxy)furo[3,2-g]chromen-7-one
    • 9-(3-Methylbut-2-enyloxy)-7H-furo(3,2-g)chromen-7-one
    • NCGC00095209-01
    • MARMELOSIN (USP-RS)
    • MARMELOSIN [USP-RS]
    • 9-[(3-methyl-2-butenyl)oxy]-7H-furo[3,2-g]-1-benzopyran-7-one
    • CAS-482-44-0
    • Pentosalen [BAN]
    • 9-((3-methyl-2-butenyl)oxy)-7H-furo(3,2-g)-1-benzopyran-7-one
    • 9-((3-methylbut-2-en-1-yl)oxy)-7H-furo(3,2-g)chromen-7-one
    • 7H-Furo[3,2-g][1]benzopyran-7-one, 9-((3-methyl-2-butenyl)oxy)-
    • Pentasalen, BAN
    • 8-Prenyloxypsoralen
    • Imperatorin (Standard)
    • Spectrum_000755
    • SpecPlus_000755
    • IMPERATORIN [MI]
    • Spectrum2_000376
    • Spectrum3_000145
    • Spectrum4_001422
    • Spectrum5_000244
    • PENTOSALEN [HSDB]
    • PENTOSALEN [WHO-DD]
    • Oprea1_407817
    • SCHEMBL50437
    • BSPBio_001850
    • KBioGR_001864
    • KBioSS_001235
    • SPECTRUM102076
    • MLS000574838
    • DivK1c_006851
    • SPBio_000531
    • Marmelosin, analytical standard
    • MEGxp0_000089
    • ACon1_001117
    • HY-N0285R
    • KBio1_001795
    • KBio2_001235
    • KBio2_003803
    • KBio2_006371
    • KBio3_001050
    • HMS1922N22
    • HMS2218G08
    • HMS3261C08
    • HMS3354E04
    • HMS3885G06
    • BCP28280
    • HY-N0285
    • 8-(3-Methyl-2-butenyloxy)psoralen
    • Tox21_113179
    • Tox21_500413
    • BDBM50308719
    • CCG-38649
    • NSC402949
    • s3809
    • AKOS000277029
    • Tox21_113179_1
    • AC-8046
    • CS-5800
    • FI09972
    • Imperatorin, >=98% (HPLC), powder
    • LP00413
    • SDCCGMLS-0066373.P001
    • SDCCGSBI-0052715.P002
    • NCGC00095209-02
    • NCGC00095209-03
    • NCGC00095209-04
    • NCGC00095209-05
    • NCGC00095209-06
    • NCGC00095209-12
    • NCGC00169661-01
    • NCGC00169661-02
    • NCGC00261098-01
    • AS-71539
    • SMR000156241
    • DB-050234
    • WLN: T C566 DO LVOTJ BO2UY1&1
    • I0904
    • NS00031781
    • 7H-Furo[3, 9-[(3-methyl-2-butenyl)oxy]-
    • C09269
    • AH-357/03462038
    • SR-01000721772
    • Q1649534
    • SR-01000721772-2
    • 9-(3-Methyl-2-butenyloxy)-7-oxofuro[3,2-g]chromene
    • 9-(3-Methyl-but-2-enyloxy)-furo[3,2-g]chromen-7-one
    • Imperatorin, European Pharmacopoeia (EP) Reference Standard
    • 9-[(3-Methyl-2-butenyl)oxy]-7H-furo[3,2-g]chromen-7-one #
    • Imperatorin (Pentasalen,BAN; Marmelide, Ammidin; Marmelosin)
    • 9-[(3-methylbut-2-en-1-yl)oxy]-2H-furo[3,2-g]chromen-2-one
    • 9-[(3-Methylbut-2-enyl)oxy]-7H-furo[3,2-g][1]benzopyran-7-one
    • (9-[(3-methyl-2-buten-1-yl)oxy]-7H-furo[3,2-g][1]benzopyran-7-one)
    • 6-Hydroxy-7-(3-Methyl-2-Butenyloxy)-5-Benzofuranacrylic Acid Gamma-Lactone
    • 6-Hydroxy-7-(3-methyl-2butenyloxy)-5-benzofuranacrylic acid delta-lactone
    • 7H-Furo[3,2-g][1]benzopyran-7-one, 9-[(3-methyl-2-buten-1-yl)oxy]-

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 31.67
    methanol 24.45
    isopropanol 20.65
    water 0.01
    ethyl acetate 73.16
    n-propanol 29.67
    acetone 103.16
    n-butanol 31.49
    acetonitrile 53.35
    DMF 223.51
    toluene 56.58
    isobutanol 26.74
    1,4-dioxane 65.09
    methyl acetate 98.46
    THF 170.6
    2-butanone 124.43
    n-pentanol 27.59
    sec-butanol 34.92
    n-hexane 1.37
    ethylene glycol 10.0
    NMP 194.3
    cyclohexane 2.65
    DMSO 184.84
    n-butyl acetate 57.11
    n-octanol 12.29
    chloroform 267.23
    n-propyl acetate 56.06
    acetic acid 77.98
    dichloromethane 318.88
    cyclohexanone 133.56
    propylene glycol 17.43
    isopropyl acetate 47.63
    DMAc 302.86
    2-ethoxyethanol 67.21
    isopentanol 40.7
    n-heptane 1.49
    ethyl formate 43.7
    1,2-dichloroethane 197.39
    n-hexanol 29.21
    2-methoxyethanol 106.87
    isobutyl acetate 38.66
    tetrachloromethane 12.26
    n-pentyl acetate 35.61
    transcutol 308.8
    n-heptanol 15.82
    ethylbenzene 26.96
    MIBK 50.86
    2-propoxyethanol 79.39
    tert-butanol 31.44
    MTBE 36.97
    2-butoxyethanol 50.33
    propionic acid 53.19
    o-xylene 31.68
    formic acid 24.68
    diethyl ether 37.36
    m-xylene 31.64
    p-xylene 34.96
    chlorobenzene 73.8
    dimethyl carbonate 57.78
    n-octane 0.86
    formamide 61.73
    cyclopentanone 181.27
    2-pentanone 81.17
    anisole 62.13
    cyclopentyl methyl ether 69.55
    gamma-butyrolactone 176.97
    1-methoxy-2-propanol 77.37
    pyridine 160.05
    3-pentanone 72.54
    furfural 158.5
    n-dodecane 1.06
    diethylene glycol 65.4
    diisopropyl ether 11.75
    tert-amyl alcohol 45.54
    acetylacetone 94.57
    n-hexadecane 1.21
    acetophenone 75.88
    methyl propionate 86.45
    isopentyl acetate 57.95
    trichloroethylene 399.94
    n-nonanol 14.06
    cyclohexanol 39.27
    benzyl alcohol 66.83
    2-ethylhexanol 24.38
    isooctanol 16.06
    dipropyl ether 20.06
    1,2-dichlorobenzene 65.82
    ethyl lactate 42.29
    propylene carbonate 90.1
    n-methylformamide 71.73
    2-pentanol 25.55
    n-pentane 1.42
    1-propoxy-2-propanol 56.24
    1-methoxy-2-propyl acetate 78.63
    2-(2-methoxypropoxy) propanol 82.14
    mesitylene 14.59
    ε-caprolactone 109.43
    p-cymene 17.08
    epichlorohydrin 278.55
    1,1,1-trichloroethane 92.83
    2-aminoethanol 22.75
    morpholine-4-carbaldehyde 175.21
    sulfolane 195.2
    2,2,4-trimethylpentane 2.53
    2-methyltetrahydrofuran 103.2
    n-hexyl acetate 41.94
    isooctane 1.37
    2-(2-butoxyethoxy)ethanol 89.73
    sec-butyl acetate 42.03
    tert-butyl acetate 50.65
    decalin 3.03
    glycerin 34.76
    diglyme 164.45
    acrylic acid 63.48
    isopropyl myristate 19.16
    n-butyric acid 59.9
    acetyl acetate 50.37
    di(2-ethylhexyl) phthalate 29.95
    ethyl propionate 51.72
    nitromethane 163.58
    1,2-diethoxyethane 63.88
    benzonitrile 69.92
    trioctyl phosphate 18.1
    1-bromopropane 76.63
    gamma-valerolactone 190.35
    n-decanol 11.38
    triethyl phosphate 32.08
    4-methyl-2-pentanol 20.94
    propionitrile 48.23
    vinylene carbonate 88.58
    1,1,2-trichlorotrifluoroethane 173.48
    DMS 74.26
    cumene 17.68
    2-octanol 11.32
    2-hexanone 58.6
    octyl acetate 25.19
    limonene 21.95
    1,2-dimethoxyethane 104.84
    ethyl orthosilicate 29.48
    tributyl phosphate 24.84
    diacetone alcohol 74.24
    N,N-dimethylaniline 42.69
    acrylonitrile 81.8
    aniline 74.79
    1,3-propanediol 34.38
    bromobenzene 74.7
    dibromomethane 179.31
    1,1,2,2-tetrachloroethane 251.12
    2-methyl-cyclohexyl acetate 45.3
    tetrabutyl urea 32.74
    diisobutyl methanol 14.62
    2-phenylethanol 58.33
    styrene 35.44
    dioctyl adipate 36.93
    dimethyl sulfate 101.54
    ethyl butyrate 42.97
    methyl lactate 56.61
    butyl lactate 39.89
    diethyl carbonate 35.53
    propanediol butyl ether 45.7
    triethyl orthoformate 34.31
    p-tert-butyltoluene 14.65
    methyl 4-tert-butylbenzoate 55.12
    morpholine 105.63
    tert-butylamine 17.96
    n-dodecanol 9.25
    dimethoxymethane 110.3
    ethylene carbonate 64.3
    cyrene 74.0
    2-ethoxyethyl acetate 68.93
    2-ethylhexyl acetate 47.87
    1,2,4-trichlorobenzene 88.62
    4-methylpyridine 144.03
    dibutyl ether 18.45
    2,6-dimethyl-4-heptanol 14.62
    DEF 100.49
    dimethyl isosorbide 109.81
    tetrachloroethylene 130.79
    eugenol 59.48
    triacetin 63.34
    span 80 49.73
    1,4-butanediol 15.64
    1,1-dichloroethane 125.73
    2-methyl-1-pentanol 39.67
    methyl formate 60.55
    2-methyl-1-butanol 43.42
    n-decane 1.43
    butyronitrile 41.95
    3,7-dimethyl-1-octanol 20.34
    1-chlorooctane 9.23
    1-chlorotetradecane 4.7
    n-nonane 1.11
    undecane 1.22
    tert-butylcyclohexane 2.49
    cyclooctane 1.02
    cyclopentanol 38.93
    tetrahydropyran 69.2
    tert-amyl methyl ether 41.81
    2,5,8-trioxanonane 121.3
    1-hexene 11.49
    2-isopropoxyethanol 53.81
    2,2,2-trifluoroethanol 31.8
    methyl butyrate 66.71

    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
Parsley leaf (Germany), 1b (smooth leaf) 8000-68-8 Petroselinum crispum (Miller) A.W. Hill (P. sativum Hoffm.), fam. Apiaceae 0.25%
Parsley leaf (Germany), 1a (curly leaf) 8000-68-8 Petroselinum crispum (Miller) A.W. Hill (P. sativum Hoffm.), fam. Apiaceae 0.01%