7-Methoxycoumarin

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  • Identifiers

    CAS number
    531-59-9

    Molecular formula
    C10H8O3

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

  • Odor profile

    Sweet 87.46%
    Coumarinic 55.59%
    Vanilla 49.47%
    Powdery 45.72%
    Phenolic 43.05%
    Nutty 42.96%
    Hay 42.55%
    Coconut 41.41%
    Balsamic 40.93%
    Creamy 38.22%

    Scent© AI

  • Properties

    XLogP3-AA
    1.9

    Molecular weight
    176.17 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Melting point expt.

    • 117 - 118 °C

    Boiling point

    • 334.00 to 335.00 °C. @ 760.00 mm Hg

    Flash point est.
    138.97 ˚C

    Solubility expt.

    • 0.133 mg/mL

  • Synonyms

    • 7-Methoxycoumarin
    • Herniarin
    • 531-59-9
    • 7-Methoxy-2H-chromen-2-one
    • Ayapanin
    • Methylumbelliferone
    • Herniarine
    • 7-methoxychromen-2-one
    • 7-Methoxy-2H-1-benzopyran-2-one
    • Coumarin, 7-methoxy-
    • 2H-1-BENZOPYRAN-2-ONE, 7-METHOXY-
    • METHOXYCOURMARIN, 7-
    • Methyl umbelliferyl ether
    • NSC 404559
    • 7-methoxy-chromen-2-one
    • 7-(methyloxy)-2H-chromen-2-one
    • EINECS 208-513-3
    • UNII-DGK72G008A
    • 7-methoxy-coumarin
    • MFCD00006876
    • 7-Methoxy Coumarin
    • BRN 0141728
    • CHEBI:5679
    • DGK72G008A
    • NSC-404559
    • METHOXYCOUMARIN, 7-
    • CHEMBL49732
    • 5-18-01-00387 (Beilstein Handbook Reference)
    • 7-Methoxycoumarin;Methyl umbelliferyl ether
    • 7-Methyl ether derivative of Umbelliferone
    • 7-Methoxycoumarin, >=98%
    • SMR000156201
    • Herniarin (6CI)
    • Umbelliferone methyl ether
    • Herniarin (standard)
    • Spectrum_000392
    • SpecPlus_000322
    • Spectrum2_000398
    • Spectrum3_000263
    • Spectrum4_001558
    • Spectrum5_000156
    • 7-METHOXYCOURMARIN
    • Umbelliferone, methyl ether
    • SCHEMBL61221
    • BSPBio_001706
    • KBioGR_002056
    • KBioSS_000872
    • SPECTRUM210874
    • MLS000563125
    • MLS000574914
    • DivK1c_006418
    • SPBio_000615
    • 7-methoxy-1-benzopyran-2-one
    • Coumarin, 7-methoxy- (8CI)
    • MEGxp0_000150
    • DTXSID5060196
    • ACon1_002037
    • HY-N1366A
    • KBio1_001362
    • KBio2_000872
    • KBio2_003440
    • KBio2_006008
    • KBio3_001206
    • 7-Methoxy-2H-chromen-2-one #
    • HMS2271N13
    • Herniarin;Methyl umbelliferyl ether
    • HY-N1366
    • BDBM50303499
    • CCG-38669
    • NSC404559
    • STK374268
    • ZB1865
    • 7-Methoxycoumarin, analytical standard
    • AKOS000277129
    • FM52331
    • SDCCGMLS-0066524.P001
    • NCGC00095528-01
    • NCGC00095528-02
    • NCGC00095528-03
    • NCGC00095528-05
    • NCGC00179069-01
    • NCGC00179069-02
    • 7-Methoxy-2H-1-benzopyran-2-one, 9CI
    • AC-34354
    • AS-58718
    • SY048641
    • CS-0016775
    • M1723
    • NS00022307
    • S5163
    • C09268
    • EN300-399800
    • 7-Methoxycoumarin 100 microg/mL in Acetonitrile
    • A829418
    • SR-01000712094
    • 7-METHOXYCOUMARIN (CONSTITUENT OF CHAMOMILE)
    • Herniarin, primary pharmaceutical reference standard
    • Q3408685
    • SR-01000712094-2
    • BRD-K81209159-001-02-9
    • Z53852417
    • 7-METHOXYCOUMARIN (CONSTITUENT OF CHAMOMILE) [DSC]
    • 7-Methoxycoumarin, suitable for fluorescence, >=98.0% (TLC)
    • 208-513-3

  • Applications

    7-Methoxycoumarin (also known as herniarin, CAS 531-59-9) is a naturally occurring coumarin derivative found in chamomile and several Apiaceae plants; it is valued for its intense fluorescence, mild aroma, and versatile bioactivity: in biochemical and molecular studies it serves as a fluorescent probe for enzyme quantitation, protein-ligand interaction assays, and free-radical detection; in cosmetics and pharmaceuticals it contributes fragrance to perfumes, soaps, and creams while being explored as an antioxidant, anti-inflammatory, antimicrobial ingredient and a potential tyrosinase inhibitor for skin-brightening formulations; in materials science its UV-absorbing and emitting ability makes it useful as a light stabilizer in polymers, coatings, security inks, or as a fluorescent tracer in lubricants and oils; moreover, agricultural research investigates it as a biopesticidal agent against fungi and insects, and it acts as a valuable precursor for synthesizing more highly functionalized coumarins for drug design, dyes, and chemical sensors.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 9.81
    methanol 14.59
    isopropanol 6.17
    water 0.05
    ethyl acetate 24.76
    n-propanol 6.98
    acetone 38.04
    n-butanol 5.98
    acetonitrile 28.24
    DMF 119.37
    toluene 10.62
    isobutanol 5.81
    1,4-dioxane 84.99
    methyl acetate 42.66
    THF 96.78
    2-butanone 33.14
    n-pentanol 5.38
    sec-butanol 5.92
    n-hexane 0.17
    ethylene glycol 7.43
    NMP 97.54
    cyclohexane 0.4
    DMSO 180.31
    n-butyl acetate 17.52
    n-octanol 2.55
    chloroform 27.12
    n-propyl acetate 19.26
    acetic acid 29.28
    dichloromethane 50.54
    cyclohexanone 37.6
    propylene glycol 4.15
    isopropyl acetate 15.0
    DMAc 141.34
    2-ethoxyethanol 31.7
    isopentanol 8.27
    n-heptane 0.29
    ethyl formate 17.8
    1,2-dichloroethane 49.63
    n-hexanol 5.19
    2-methoxyethanol 57.49
    isobutyl acetate 11.03
    tetrachloromethane 2.13
    n-pentyl acetate 8.01
    transcutol 228.62
    n-heptanol 3.04
    ethylbenzene 6.79
    MIBK 14.06
    2-propoxyethanol 27.18
    tert-butanol 13.69
    MTBE 13.04
    2-butoxyethanol 14.84
    propionic acid 14.65
    o-xylene 10.08
    formic acid 20.19
    diethyl ether 13.71
    m-xylene 7.03
    p-xylene 9.86
    chlorobenzene 16.6
    dimethyl carbonate 25.06
    n-octane 0.12
    formamide 62.12
    cyclopentanone 56.47
    2-pentanone 18.38
    anisole 31.92
    cyclopentyl methyl ether 22.67
    gamma-butyrolactone 79.61
    1-methoxy-2-propanol 28.63
    pyridine 59.66
    3-pentanone 19.33
    furfural 95.86
    n-dodecane 0.18
    diethylene glycol 33.49
    diisopropyl ether 3.7
    tert-amyl alcohol 10.86
    acetylacetone 44.78
    n-hexadecane 0.21
    acetophenone 31.13
    methyl propionate 25.69
    isopentyl acetate 18.02
    trichloroethylene 88.02
    n-nonanol 2.87
    cyclohexanol 7.56
    benzyl alcohol 20.3
    2-ethylhexanol 5.3
    isooctanol 3.16
    dipropyl ether 8.52
    1,2-dichlorobenzene 17.94
    ethyl lactate 11.13
    propylene carbonate 32.58
    n-methylformamide 42.13
    2-pentanol 3.65
    n-pentane 0.13
    1-propoxy-2-propanol 16.38
    1-methoxy-2-propyl acetate 29.93
    2-(2-methoxypropoxy) propanol 34.63
    mesitylene 4.14
    ε-caprolactone 36.45
    p-cymene 5.45
    epichlorohydrin 116.7
    1,1,1-trichloroethane 18.1
    2-aminoethanol 9.89
    morpholine-4-carbaldehyde 121.66
    sulfolane 106.03
    2,2,4-trimethylpentane 0.4
    2-methyltetrahydrofuran 46.21
    n-hexyl acetate 11.36
    isooctane 0.22
    2-(2-butoxyethoxy)ethanol 37.87
    sec-butyl acetate 13.16
    tert-butyl acetate 21.71
    decalin 0.79
    glycerin 15.45
    diglyme 111.56
    acrylic acid 19.36
    isopropyl myristate 5.92
    n-butyric acid 14.45
    acetyl acetate 22.53
    di(2-ethylhexyl) phthalate 9.23
    ethyl propionate 19.18
    nitromethane 106.53
    1,2-diethoxyethane 37.88
    benzonitrile 24.28
    trioctyl phosphate 4.66
    1-bromopropane 10.51
    gamma-valerolactone 90.14
    n-decanol 2.33
    triethyl phosphate 14.97
    4-methyl-2-pentanol 3.69
    propionitrile 17.32
    vinylene carbonate 32.88
    1,1,2-trichlorotrifluoroethane 57.73
    DMS 27.04
    cumene 5.44
    2-octanol 1.76
    2-hexanone 17.58
    octyl acetate 6.93
    limonene 6.54
    1,2-dimethoxyethane 88.16
    ethyl orthosilicate 13.05
    tributyl phosphate 7.83
    diacetone alcohol 29.23
    N,N-dimethylaniline 22.67
    acrylonitrile 30.89
    aniline 21.62
    1,3-propanediol 15.45
    bromobenzene 14.07
    dibromomethane 21.24
    1,1,2,2-tetrachloroethane 53.68
    2-methyl-cyclohexyl acetate 17.26
    tetrabutyl urea 11.45
    diisobutyl methanol 4.37
    2-phenylethanol 17.04
    styrene 8.61
    dioctyl adipate 13.07
    dimethyl sulfate 55.01
    ethyl butyrate 18.28
    methyl lactate 16.07
    butyl lactate 8.86
    diethyl carbonate 17.88
    propanediol butyl ether 13.31
    triethyl orthoformate 16.23
    p-tert-butyltoluene 5.02
    methyl 4-tert-butylbenzoate 22.5
    morpholine 76.5
    tert-butylamine 5.85
    n-dodecanol 1.98
    dimethoxymethane 63.61
    ethylene carbonate 25.0
    cyrene 32.47
    2-ethoxyethyl acetate 24.16
    2-ethylhexyl acetate 14.66
    1,2,4-trichlorobenzene 26.45
    4-methylpyridine 46.06
    dibutyl ether 6.55
    2,6-dimethyl-4-heptanol 4.37
    DEF 34.64
    dimethyl isosorbide 64.31
    tetrachloroethylene 31.87
    eugenol 22.76
    triacetin 25.83
    span 80 16.78
    1,4-butanediol 5.32
    1,1-dichloroethane 18.99
    2-methyl-1-pentanol 7.96
    methyl formate 38.17
    2-methyl-1-butanol 7.39
    n-decane 0.25
    butyronitrile 12.24
    3,7-dimethyl-1-octanol 4.76
    1-chlorooctane 1.78
    1-chlorotetradecane 0.97
    n-nonane 0.18
    undecane 0.21
    tert-butylcyclohexane 0.68
    cyclooctane 0.15
    cyclopentanol 9.46
    tetrahydropyran 30.56
    tert-amyl methyl ether 11.55
    2,5,8-trioxanonane 77.78
    1-hexene 1.58
    2-isopropoxyethanol 19.54
    2,2,2-trifluoroethanol 15.87
    methyl butyrate 23.99

    Scent© AI

1 4

IFRA standard 51

Recommendation
Prohibition / Restriction
Maximum acceptable concentrations in the finished product (%)
Category 1
Products applied to the lips
 See notebox Category 7A
Rinse-off products applied to the hair with some hand contact
 See notebox
Category 2
Products applied to the axillae
 See notebox Category 7B
Leave-on products applied to the hair with some hand contact
 See notebox
Category 3
Products applied to the face/body using fingertips
 See notebox Category 8
Products with significant anogenital exposure
 See notebox
Category 4
Products related to fine fragrance
 See notebox Category 9
Products with body and hand exposure, primarily rinse off
 See notebox
Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
 See notebox Category 10A
Household care products with mostly hand contact
 See notebox
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
 See notebox Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
 See notebox
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
 See notebox Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
 See notebox
Category 5D
Baby Creams, baby Oils and baby talc
 See notebox Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
 See notebox
Category 6
Products with oral and lip exposure
 See notebox Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
 See notebox

Prohibition
7-Methoxycoumarin as such should not be used as fragrance ingredient.
The natural extracts containing 7-Methoxycoumarin should not be used as substitutes for this substance.

Restriction
On the basis of established maximum concentration levels of this substance in commercially available natural sources (like essential oils, extracts and absolutes), exposure to this substance from the use of these oils and extracts is regarded acceptable as long as the level of 7-Methoxy-coumarin in the finished product does not exceed 0.01% (100 ppm).

Botanical

Name CAS Botanical Proportion
Tagetes lucida Tagetes lucida Cav. ssp. lucida, fam. Asteraceae (Compositae) 0.5%
Tarragon (Italy) 3 8016-88-4 Artemisia dracunculus L. (French type), fam. Asteraceae (Compositae) 0.01%