5,7-Dimethoxycoumarin

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    487-06-9

    Molecular formula
    C11H10O4

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

    Safety labels

    Irritant
    Irritant

    Retention indicies (RI)

    • DB5: 1986.0

  • Odor profile

    Sweet 69.12%
    Vanilla 43.64%
    Phenolic 39.68%
    Nutty 35.17%
    Spicy 34.4%
    Powdery 33.99%
    Fruity 33.77%
    Creamy 32.36%
    Coumarinic 32.01%
    Balsamic 31.45%

    Scent© AI

  • Properties

    XLogP3-AA
    1.9

    Molecular weight
    206.19 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    357°C

    Melting point expt.

    • 147 °C

    Flash point est.
    147.21 ˚C

  • Synonyms

    • citropten
    • 5,7-Dimethoxycoumarin
    • 487-06-9
    • Limettin
    • 5,7-Dimethoxy-2H-chromen-2-one
    • Citroptene
    • 2H-1-Benzopyran-2-one, 5,7-dimethoxy-
    • 5,7-dimethoxychromen-2-one
    • Citraptene
    • Limetin
    • 5,7-Dimethoxy-2-benzopyrone
    • COUMARIN, 5,7-DIMETHOXY-
    • 5,7-Dimethoxy-chromen-2-one
    • CCRIS 3595
    • NSC 102793
    • EINECS 207-646-4
    • JWE1QQ247N
    • 5,7-Dimethoxy-2H-1-benzopyran-2-one
    • BRN 0187066
    • AI3-36094
    • 5,7-dimethoxy-coumarin
    • LIMETTIN [MI]
    • NSC-102793
    • MLS002703744
    • 5,7-Dimethoxycoumarin;Limettin
    • DTXSID1041421
    • DIMETHOXYCOUMARIN, 5,7-
    • 5-18-03-00199 (Beilstein Handbook Reference)
    • NSC102793
    • Coumarin,7-dimethoxy-
    • 5,7-Dimethoxy-2H-1-benzo-pyran-2-one
    • 5,7-Dimethyloxy-2H-1-benzopyran-2-one
    • 2H-1-Benzopyran-2-one,7-dimethoxy-
    • SMR000112321
    • UNII-JWE1QQ247N
    • MFCD00006870
    • Citropten (Standard)
    • Spectrum_000243
    • 5, 7-Dimethoxycoumarin
    • Coumarin derivative, 2a
    • Spectrum2_000814
    • Spectrum3_001398
    • Spectrum4_000781
    • Spectrum5_001348
    • BSPBio_003016
    • KBioGR_001222
    • KBioSS_000723
    • MLS002207304
    • MLS002472928
    • Citropten, analytical standard
    • DivK1c_000391
    • SCHEMBL516577
    • SPECTRUM1500707
    • SPBio_000707
    • 5,7-Dimethoxycoumarin, 98%
    • CHEMBL481049
    • DTXCID9021421
    • BDBM93217
    • HMS501D13
    • HY-N7085R
    • KBio1_000391
    • KBio2_000723
    • KBio2_003291
    • KBio2_005859
    • KBio3_002236
    • NXJCRELRQHZBQA-UHFFFAOYSA-
    • CHEBI:113528
    • NINDS_000391
    • HMS1921E18
    • HMS2268I06
    • HY-N7085
    • Tox21_300942
    • CCG-40277
    • NSC217987
    • s5143
    • STL193281
    • AKOS015915990
    • CS-W015331
    • FD66962
    • NSC-217987
    • SDCCGMLS-0066597.P001
    • IDI1_000391
    • s11976
    • NCGC00094841-01
    • NCGC00094841-02
    • NCGC00094841-03
    • NCGC00094841-04
    • NCGC00178344-01
    • NCGC00254844-01
    • AC-20780
    • AC-34193
    • AS-63137
    • CAS-487-06-9
    • 1ST164126
    • DB-051575
    • NS00031817
    • EN300-9540141
    • 10.14272/NXJCRELRQHZBQA-UHFFFAOYSA-N.1
    • AQ-358/43417403
    • SR-05000002446
    • doi:10.14272/NXJCRELRQHZBQA-UHFFFAOYSA-N.1
    • Q3599218
    • SR-05000002446-1
    • BRD-K78612426-001-02-6
    • BRD-K78612426-001-05-9
    • InChI=1/C11H10O4/c1-13-7-5-9(14-2)8-3-4-11(12)15-10(8)6-7/h3-6H,1-2H3

  • Applications

    5,7‑Dimethoxycoumarin (CAS 487‑06‑9) is a naturally derived coumarin commonly employed in research as: an analytical standard for profiling/quantifying coumarins in botanicals and foods and for plant‑metabolite tracing; a scaffold for synthesizing and diversifying coumarin libraries in drug discovery, agrochemical development, and fluorescent materials; a UV–Vis‑absorbing/fluorescent probe or control in optical sensing, microenvironment, and energy‑transfer studies; a model compound evaluated in bioactivity screens (antioxidant, anti‑inflammatory, antimicrobial/antifungal, tyrosinase inhibition, insect‑related activity, anticancer at in vitro/in silico levels); and a chemical marker for HPLC/LC‑MS quality control; overall intended for R&D use only and not an approved therapeutic or direct consumer ingredient.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 10.71
    methanol 15.62
    isopropanol 6.56
    water 0.06
    ethyl acetate 33.41
    n-propanol 7.61
    acetone 60.84
    n-butanol 6.36
    acetonitrile 44.02
    DMF 178.91
    toluene 10.11
    isobutanol 6.69
    1,4-dioxane 71.09
    methyl acetate 53.32
    THF 122.63
    2-butanone 37.2
    n-pentanol 5.9
    sec-butanol 5.52
    n-hexane 0.45
    ethylene glycol 10.6
    NMP 147.48
    cyclohexane 1.47
    DMSO 292.21
    n-butyl acetate 21.04
    n-octanol 5.18
    chloroform 55.57
    n-propyl acetate 24.61
    acetic acid 29.99
    dichloromethane 98.1
    cyclohexanone 59.27
    propylene glycol 5.03
    isopropyl acetate 17.06
    DMAc 173.6
    2-ethoxyethanol 28.72
    isopentanol 7.55
    n-heptane 0.78
    ethyl formate 32.07
    1,2-dichloroethane 75.71
    n-hexanol 7.45
    2-methoxyethanol 60.22
    isobutyl acetate 14.51
    tetrachloromethane 6.13
    n-pentyl acetate 11.48
    transcutol 79.23
    n-heptanol 4.65
    ethylbenzene 7.95
    MIBK 15.03
    2-propoxyethanol 31.51
    tert-butanol 12.63
    MTBE 10.05
    2-butoxyethanol 16.87
    propionic acid 19.69
    o-xylene 10.78
    formic acid 22.33
    diethyl ether 11.7
    m-xylene 7.9
    p-xylene 12.52
    chlorobenzene 22.46
    dimethyl carbonate 34.7
    n-octane 0.34
    formamide 53.59
    cyclopentanone 88.57
    2-pentanone 22.69
    anisole 26.91
    cyclopentyl methyl ether 30.35
    gamma-butyrolactone 114.31
    1-methoxy-2-propanol 29.55
    pyridine 56.62
    3-pentanone 23.87
    furfural 123.21
    n-dodecane 0.48
    diethylene glycol 39.52
    diisopropyl ether 3.42
    tert-amyl alcohol 9.16
    acetylacetone 53.93
    n-hexadecane 0.59
    acetophenone 32.69
    methyl propionate 37.79
    isopentyl acetate 19.22
    trichloroethylene 123.12
    n-nonanol 5.36
    cyclohexanol 11.33
    benzyl alcohol 21.54
    2-ethylhexanol 7.55
    isooctanol 4.68
    dipropyl ether 10.09
    1,2-dichlorobenzene 26.24
    ethyl lactate 15.53
    propylene carbonate 50.67
    n-methylformamide 64.17
    2-pentanol 3.56
    n-pentane 0.34
    1-propoxy-2-propanol 18.32
    1-methoxy-2-propyl acetate 30.44
    2-(2-methoxypropoxy) propanol 27.83
    mesitylene 5.08
    ε-caprolactone 50.31
    p-cymene 7.2
    epichlorohydrin 135.67
    1,1,1-trichloroethane 37.13
    2-aminoethanol 11.63
    morpholine-4-carbaldehyde 128.53
    sulfolane 150.01
    2,2,4-trimethylpentane 0.5
    2-methyltetrahydrofuran 51.13
    n-hexyl acetate 14.8
    isooctane 0.3
    2-(2-butoxyethoxy)ethanol 27.33
    sec-butyl acetate 14.33
    tert-butyl acetate 19.24
    decalin 1.46
    glycerin 17.64
    diglyme 75.26
    acrylic acid 25.9
    isopropyl myristate 7.29
    n-butyric acid 19.76
    acetyl acetate 27.8
    di(2-ethylhexyl) phthalate 11.74
    ethyl propionate 24.81
    nitromethane 131.6
    1,2-diethoxyethane 21.2
    benzonitrile 28.15
    trioctyl phosphate 6.91
    1-bromopropane 16.76
    gamma-valerolactone 114.6
    n-decanol 4.39
    triethyl phosphate 18.44
    4-methyl-2-pentanol 3.41
    propionitrile 23.44
    vinylene carbonate 53.77
    1,1,2-trichlorotrifluoroethane 89.9
    DMS 31.69
    cumene 6.92
    2-octanol 3.13
    2-hexanone 21.56
    octyl acetate 9.26
    limonene 8.99
    1,2-dimethoxyethane 82.87
    ethyl orthosilicate 15.6
    tributyl phosphate 9.74
    diacetone alcohol 26.31
    N,N-dimethylaniline 22.34
    acrylonitrile 42.45
    aniline 21.08
    1,3-propanediol 16.98
    bromobenzene 20.98
    dibromomethane 45.67
    1,1,2,2-tetrachloroethane 83.28
    2-methyl-cyclohexyl acetate 20.65
    tetrabutyl urea 14.91
    diisobutyl methanol 5.39
    2-phenylethanol 19.24
    styrene 8.74
    dioctyl adipate 14.43
    dimethyl sulfate 77.65
    ethyl butyrate 21.5
    methyl lactate 22.73
    butyl lactate 11.76
    diethyl carbonate 20.48
    propanediol butyl ether 13.09
    triethyl orthoformate 17.56
    p-tert-butyltoluene 6.19
    methyl 4-tert-butylbenzoate 24.67
    morpholine 67.3
    tert-butylamine 5.59
    n-dodecanol 3.6
    dimethoxymethane 77.22
    ethylene carbonate 40.94
    cyrene 38.18
    2-ethoxyethyl acetate 24.41
    2-ethylhexyl acetate 16.67
    1,2,4-trichlorobenzene 34.28
    4-methylpyridine 46.31
    dibutyl ether 7.84
    2,6-dimethyl-4-heptanol 5.39
    DEF 46.34
    dimethyl isosorbide 56.8
    tetrachloroethylene 52.7
    eugenol 25.24
    triacetin 24.53
    span 80 16.01
    1,4-butanediol 6.55
    1,1-dichloroethane 33.86
    2-methyl-1-pentanol 7.54
    methyl formate 71.89
    2-methyl-1-butanol 6.78
    n-decane 0.71
    butyronitrile 18.08
    3,7-dimethyl-1-octanol 6.47
    1-chlorooctane 4.1
    1-chlorotetradecane 2.01
    n-nonane 0.57
    undecane 0.58
    tert-butylcyclohexane 1.11
    cyclooctane 0.46
    cyclopentanol 16.52
    tetrahydropyran 34.48
    tert-amyl methyl ether 9.02
    2,5,8-trioxanonane 54.06
    1-hexene 2.51
    2-isopropoxyethanol 18.68
    2,2,2-trifluoroethanol 23.65
    methyl butyrate 34.16

    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
Fingered Citron Citrus medica L., cultivar sarcodactylis (Noot.) Swingle, fam. Rutaceae 0.27%
Citron (Italy) peel 1b Citrus medica L., cultivar Diamante, fam. Rutaceae 0.9%
Citron (Italy) peel 1c Citrus medica L., cultivar Diamante, fam. Rutaceae 6.5%
Lime (Mexican, West Indian, Key) 6 8008-26-2 Citrus aurantifolia (Christm.) Swingle, fam. Rutaceae 0.67%
Bergamot (Turkey) 2 8007-75-8 Citrus bergamia Risso et Poiteau, fam. Rutaceae 0.1%
Pummelo (Shaddock) (India) peel 84696-38-8 Citrus maxima (J. Burman) Merrill. (C. grandis (L.) Osbeck), fam. Rutaceae 0.1%