Osthol

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    484-12-8

    Molecular formula
    C15H16O3

    SMILES
    CC(=CCC1=C(C=CC2=C1OC(=O)C=C2)OC)C

    Retention indicies (RI)

    • DB5: 2138.0
    • Carbowax: 2923.0

  • Odor profile

    Fragrance
    Herbal 56.67%
    Spicy 48.99%
    Sweet 37.29%
    Woody 34.0%
    Phenolic 33.67%
    Tobacco 29.66%
    Mint 29.42%
    Warm 28.61%
    Fruity 28.55%
    Dry 28.55%

     

    Flavor
    Bitter 61.24%
    Herbal 28.66%
    Woody 25.23%
    Spice 24.87%
    Spicy 22.72%
    Minty 20.64%
    Parsley 20.63%
    Lovage 20.34%
    Cedarleaf 19.18%
    Heather 18.97%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.8

    pKa est.
    8.14 (weak base)

    Molecular weight
    244.28 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    393°C

    Melting point expt.

    • 83-84 °C

    Flash point

    • 160.6 ˚C est.

    Solubility expt.

    • In water, 12.0 mg/L at 30 °C
    • Practically insoluble in water
    • Soluble in aqueous alkalies, alcohol, chloroform, acetone, boiling petroleum ether

  • Synonyms

    • Osthole
    • Osthol
    • 484-12-8
    • Ostole
    • Ostol
    • 7-methoxy-8-(3-methylbut-2-en-1-yl)-2H-chromen-2-one
    • 2H-1-Benzopyran-2-one, 7-methoxy-8-(3-methyl-2-butenyl)-
    • 7-Methoxy-8-isopentenylcoumarin
    • 7-methoxy-8-(3-methylbut-2-enyl)chromen-2-one
    • 8-(3-Methyl-2-butenyl)herniarin
    • 7-methoxy-8-(3-methyl-2-buten-1-yl)-2H-chromen-2-one
    • 7-methoxy-8-(3-methyl-2-butenyl)coumarin
    • NSC 31868
    • UNII-XH1TI1759C
    • Coumarin, 7-methoxy-8-(3-methyl-2-butenyl)-
    • XH1TI1759C
    • 7-METHOXY-8-(3-METHYL-2-BUTENYL)-COUMARIN
    • MFCD00076049
    • NSC-31868
    • CHEMBL52229
    • CHEBI:69832
    • HSDB 8479
    • NSC31868
    • 7-methoxy-8-(3-methyl-2-butenyl)-2h-1-benzopyran-2-one
    • 7-METHOXY-8-(3-METHYLBUT-2-ENYL)-2-CHROMENONE
    • SMR000156202
    • Osthole (Osthol)
    • A0O
    • 7-Methoxy-8-(3-methyl-but-2-enyl)-chromen-2-one
    • Osthole (Standard)
    • Spectrum_001542
    • SpecPlus_000946
    • OSTHOLE [MI]
    • 7-methoxy-8-(3-methylpent-2-enyl)coumarin
    • Spectrum2_000723
    • Spectrum3_001645
    • Spectrum4_001687
    • Spectrum5_000334
    • Osthole, analytical standard
    • Oprea1_642606
    • Oprea1_873803
    • SCHEMBL50436
    • BSPBio_003369
    • KBioGR_001954
    • KBioSS_002022
    • MLS000574904
    • MLS001048988
    • MLS006011425
    • DivK1c_007042
    • SPECTRUM1504165
    • SPBio_000646
    • MEGxp0_000155
    • ACon1_002155
    • GTPL10302
    • HY-N0054R
    • KBio1_001986
    • KBio2_002022
    • KBio2_004590
    • KBio2_007158
    • KBio3_002589
    • DTXSID20197507
    • HMS2267O21
    • HMS3656A07
    • BCP10832
    • HY-N0054
    • BBL013019
    • BDBM50240512
    • CCG-40172
    • s2337
    • STK396321
    • AKOS000277663
    • AC-8041
    • DS-0881
    • FO09975
    • SDCCGMLS-0066780.P001
    • NCGC00095694-01
    • NCGC00095694-02
    • NCGC00095694-03
    • NCGC00095694-05
    • NCGC00095694-06
    • WLN: T66 BOVJ IO1 J2UY1&1
    • NS00031794
    • O0426
    • SW219438-1
    • C09280
    • AM-721/20651007
    • Osthole, primary pharmaceutical reference standard
    • SR-01000721624
    • Q4338679
    • SR-01000721624-4
    • BRD-K78294846-001-03-3
    • BRD-K78294846-001-12-4
    • 7-Methoxy-8-(3-methyl-2-butenyl)-2H-chromen-2-one #
    • Osthole, European Pharmacopoeia (EP) Reference Standard
    • 7-Methoxy-8-(3-methyl-2-buten-1-yl)-2H-1-benzopyran-2-one
    • 7-Methoxy-8-(3-methyl-2-butenyl)coumarin;7-Methoxy-8-isopentenylcoumarin;Osthol
    • 1440642-68-1
    • InChI=1/C15H16O3/c1-10(2)4-7-12-13(17-3)8-5-11-6-9-14(16)18-15(11)12/h4-6,8-9H,7H2,1-3H

  • Applications

    Osthol (CAS 484-12-8) is primarily used as a chemical intermediate and building block in the synthesis of coumarin derivatives, enabling exploration of structure-activity relationships in medicinal chemistry. It is also studied as a natural product with potential bioactivity, serving in pharmaceutical research as a lead compound or reference material for pharmacology. In cosmetic and personal-care contexts, osthol may be evaluated for formulation research as a bioactive constituent or fragrance-related ingredient. It is sometimes considered in agricultural research as a lead candidate for development of botanical biocides or crop-protection agents. Additionally, osthol is used in academic and industrial chemistry as a reference standard and for analytical method development in natural product research.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 42.75
    methanol 41.73
    isopropanol 26.24
    water 0.02
    ethyl acetate 99.45
    n-propanol 38.37
    acetone 106.54
    n-butanol 38.17
    acetonitrile 54.26
    DMF 378.13
    toluene 77.86
    isobutanol 32.09
    1,4-dioxane 200.9
    methyl acetate 118.4
    THF 320.07
    2-butanone 115.04
    n-pentanol 27.68
    sec-butanol 28.15
    n-hexane 1.09
    ethylene glycol 11.82
    NMP 305.39
    cyclohexane 2.83
    DMSO 146.62
    n-butyl acetate 63.42
    n-octanol 8.34
    chloroform 349.42
    n-propyl acetate 60.81
    acetic acid 86.98
    dichloromethane 404.99
    cyclohexanone 175.51
    propylene glycol 15.45
    isopropyl acetate 59.72
    DMAc 417.97
    2-ethoxyethanol 79.32
    isopentanol 45.27
    n-heptane 0.86
    ethyl formate 47.67
    1,2-dichloroethane 309.09
    n-hexanol 28.59
    2-methoxyethanol 158.52
    isobutyl acetate 46.04
    tetrachloromethane 15.17
    n-pentyl acetate 33.78
    transcutol 396.8
    n-heptanol 13.65
    ethylbenzene 29.84
    MIBK 58.77
    2-propoxyethanol 100.11
    tert-butanol 43.63
    MTBE 61.06
    2-butoxyethanol 48.96
    propionic acid 50.84
    o-xylene 38.06
    formic acid 28.23
    diethyl ether 65.1
    m-xylene 41.77
    p-xylene 40.81
    chlorobenzene 102.81
    dimethyl carbonate 72.61
    n-octane 0.47
    formamide 69.22
    cyclopentanone 235.12
    2-pentanone 87.4
    anisole 88.62
    cyclopentyl methyl ether 123.18
    gamma-butyrolactone 246.03
    1-methoxy-2-propanol 97.37
    pyridine 257.04
    3-pentanone 79.36
    furfural 240.93
    n-dodecane 0.54
    diethylene glycol 80.47
    diisopropyl ether 14.44
    tert-amyl alcohol 40.66
    acetylacetone 137.08
    n-hexadecane 0.66
    acetophenone 86.49
    methyl propionate 106.94
    isopentyl acetate 70.17
    trichloroethylene 591.54
    n-nonanol 9.56
    cyclohexanol 44.68
    benzyl alcohol 72.44
    2-ethylhexanol 20.54
    isooctanol 13.62
    dipropyl ether 23.68
    1,2-dichlorobenzene 92.75
    ethyl lactate 30.15
    propylene carbonate 113.86
    n-methylformamide 98.46
    2-pentanol 21.51
    n-pentane 0.97
    1-propoxy-2-propanol 54.2
    1-methoxy-2-propyl acetate 94.13
    2-(2-methoxypropoxy) propanol 70.09
    mesitylene 17.66
    ε-caprolactone 156.67
    p-cymene 15.9
    epichlorohydrin 471.55
    1,1,1-trichloroethane 126.47
    2-aminoethanol 27.88
    morpholine-4-carbaldehyde 330.0
    sulfolane 244.29
    2,2,4-trimethylpentane 1.95
    2-methyltetrahydrofuran 183.61
    n-hexyl acetate 42.97
    isooctane 1.1
    2-(2-butoxyethoxy)ethanol 87.49
    sec-butyl acetate 47.19
    tert-butyl acetate 69.66
    decalin 3.07
    glycerin 33.55
    diglyme 213.62
    acrylic acid 59.71
    isopropyl myristate 17.66
    n-butyric acid 72.51
    acetyl acetate 72.78
    di(2-ethylhexyl) phthalate 27.52
    ethyl propionate 59.32
    nitromethane 207.63
    1,2-diethoxyethane 84.29
    benzonitrile 76.97
    trioctyl phosphate 13.91
    1-bromopropane 85.6
    gamma-valerolactone 346.2
    n-decanol 7.23
    triethyl phosphate 32.43
    4-methyl-2-pentanol 17.63
    propionitrile 52.49
    vinylene carbonate 120.54
    1,1,2-trichlorotrifluoroethane 215.26
    DMS 86.15
    cumene 18.34
    2-octanol 7.74
    2-hexanone 58.19
    octyl acetate 22.07
    limonene 20.63
    1,2-dimethoxyethane 175.89
    ethyl orthosilicate 30.95
    tributyl phosphate 21.03
    diacetone alcohol 82.41
    N,N-dimethylaniline 56.47
    acrylonitrile 84.97
    aniline 105.09
    1,3-propanediol 49.34
    bromobenzene 104.51
    dibromomethane 202.97
    1,1,2,2-tetrachloroethane 390.27
    2-methyl-cyclohexyl acetate 52.47
    tetrabutyl urea 28.39
    diisobutyl methanol 13.37
    2-phenylethanol 63.43
    styrene 40.73
    dioctyl adipate 36.51
    dimethyl sulfate 113.29
    ethyl butyrate 48.72
    methyl lactate 47.02
    butyl lactate 31.38
    diethyl carbonate 39.32
    propanediol butyl ether 35.93
    triethyl orthoformate 39.29
    p-tert-butyltoluene 15.23
    methyl 4-tert-butylbenzoate 57.28
    morpholine 281.01
    tert-butylamine 22.32
    n-dodecanol 5.72
    dimethoxymethane 209.95
    ethylene carbonate 91.23
    cyrene 80.72
    2-ethoxyethyl acetate 77.5
    2-ethylhexyl acetate 55.9
    1,2,4-trichlorobenzene 119.27
    4-methylpyridine 235.13
    dibutyl ether 17.63
    2,6-dimethyl-4-heptanol 13.37
    DEF 161.66
    dimethyl isosorbide 140.78
    tetrachloroethylene 195.17
    eugenol 61.38
    triacetin 65.18
    span 80 46.55
    1,4-butanediol 14.95
    1,1-dichloroethane 166.97
    2-methyl-1-pentanol 38.35
    methyl formate 77.85
    2-methyl-1-butanol 41.6
    n-decane 0.79
    butyronitrile 51.67
    3,7-dimethyl-1-octanol 14.7
    1-chlorooctane 6.63
    1-chlorotetradecane 3.16
    n-nonane 0.61
    undecane 0.64
    tert-butylcyclohexane 2.71
    cyclooctane 0.85
    cyclopentanol 48.81
    tetrahydropyran 142.42
    tert-amyl methyl ether 50.6
    2,5,8-trioxanonane 139.93
    1-hexene 9.85
    2-isopropoxyethanol 58.39
    2,2,2-trifluoroethanol 33.95
    methyl butyrate 76.76

    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
Orange, bitter (Spain) 1 72968-50-4 Citrus aurantium L., ssp. amara Engl., fam. Rutaceae 0.2%
Orange, bitter (Spain) 2 72968-50-4 Citrus aurantium L., ssp. amara Engl., fam. Rutaceae 0.1%
Angelica root (Finland) 4 8015-64-3 Angelica archangelica L. var. archangelica, fam. Apiaceae (Umbelliferae) 6.75%
Angelica root (Finland) 3 8015-64-3 Angelica archangelica L. var. sativa, fam. Apiaceae (Umbelliferae) 8.45%
Angelica root (Brazil) 1a hydrodistilled 8015-64-3 Angelica archangelica L., fam. Apiaceae (Umbelliferae) 1.0%
Pummelo (Shaddock) (India) peel 84696-38-8 Citrus maxima (J. Burman) Merrill. (C. grandis (L.) Osbeck), fam. Rutaceae 0.01%
Zosima absinthifolia fruit Zosima absinthifolia (Vent.) Link, fam. Apiaceae (Umbelliferae) 1.5%
Angelica root (Brazil) 1b CO2 extract 8015-64-3 Angelica archangelica L., fam. Apiaceae (Umbelliferae) 4.3%