Usnic acid, (R)-

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  • Identifiers

    CAS number
    7562-61-0

    Molecular formula
    C18H16O7

    SMILES
    CC1=C(C(=C2C(=C1O)[C@@]3(C(=CC(=C(C3=O)C(=O)C)O)O2)C)C(=O)C)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 40.87%
    Sweet 38.11%
    Burnt 32.07%
    Caramellic 31.43%
    Phenolic 28.29%
    Spicy 26.59%
    Dry 25.96%
    Woody 24.02%
    Fruity 23.62%
    Powdery 20.84%

     

    Flavor
    Bitter 64.26%
    Odorless 30.27%
    Bland 21.21%
    Seedy 20.53%
    Cedarleaf 20.45%
    Cotton candy 20.37%
    Parsley 20.34%
    Sweet-like 20.24%
    Taco 20.17%
    Bread crust 20.13%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.1

    pKa est.
    7.08 (neutral)

    Molecular weight
    344.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1178°C

    Flash point

    • 254.77 ˚C est.

  • Synonyms

    • (+)-Usnic acid
    • (R)-Usnic acid
    • 7562-61-0
    • Usnic acid, D-
    • Usnic acid, (R)-
    • (R)-(+)-Usnic acid
    • (+)-Usninic acid
    • NSC 5890
    • EINECS 231-456-0
    • USNIC ACID, (+)-
    • 1,3(2H,9bH)-dibenzofurandione, 2,6-diacetyl-7,9-dihydroxy-8,9b-dimethyl-, (9bR)-
    • CHEBI:38320
    • USNIC ACID D-FORM [MI]
    • NSC-5890
    • 663456969I
    • NSC-685596
    • 3(9bH)-dibenzofuranone, 2,6-diacetyl-8,9b-dimethyl-1,7,9-trihydroxy-, D-
    • (9bR)-2,6-diacetyl-3,7,9-trihydroxy-8,9b-dimethyldibenzo[b,d]furan-1(9bH)-one
    • (9bR)-2,6-diacetyl-7,9-dihydroxy-8,9b-dimethyl-(2H,9bH)-dibenzofuran-1,3-dione
    • 1(9BH)-DIBENZOFURANONE, 2,6-DIACETYL-3,7,9-TRIHYDROXY-8,9B-DIMETHYL-, (9BR)-
    • 1(9BH)-DIBENZOFURANONE, 2,6-DIACETYL-3,7,9-TRIHYDROXY-8,9B-DIMETHYL-, (R)-
    • 3(9bH)-DIBENZOFURANONE, 2,6-DIACETYL-1,7,9-TRIHYDROXY-8,9b-DIMETHYL-, D-
    • DTXSID001019955
    • (9bR)-2,6-diacetyl-3,7,9-trihydroxy-8,9b-dimethyldibenzo(b,d)furan-1(9bH)-one
    • RefChem:901509
    • USNIC ACID D-FORM
    • Usnic acid, (R)-(8CI)
    • DTXCID901477815
    • 231-456-0
    • d-Usninic acid
    • d-Usnic acid
    • (+)-Usniacin
    • CHEMBL242022
    • (9bR)-2,6-diethanoyl-8,9b-dimethyl-3,7,9-tris(oxidanyl)dibenzofuran-1-one
    • (-)-usnicnbspacid
    • (R)-2,6-Diacetyl-3,7,9-trihydroxy-8,9b-dimethyl-9bH-dibenzofuran-1-one
    • UNII-663456969I
    • SCHEMBL177775
    • 2,6-diacetyl-3,7,9-trihydroxy-8,9b-dimethyldibenzo[b,d]furan-1(9bH)-one
    • CHEMBL4803064
    • SCHEMBL29378708
    • (+)-Usnic acid; (+)-Usniacin
    • GLXC-13506
    • BDBM50202829
    • EBC-80133
    • AKOS032948335
    • PD143629
    • ST057566
    • EN300-18532942
    • Q27888211
    • Z3301414441
    • (9bR)-2,6-diacetyl-3,7,9-trihydroxy-8,9b-dimethyl-dibenzofuran-1-one
    • (2S)-4,10-diacetyl-3,11,13-trihydroxy-2,12-dimethyl-8-oxatricyclo[7.4.0.0,2,7]trideca-1(13),3,6,9,11-pentaen-5-one
    • 7562-61-0

  • Applications

    Usnic acid, (R)-, CAS 7562-61-0 is a naturally occurring lichen metabolite that has attracted interest for its bioactivity. In cosmetics and personal care, it is investigated as an antimicrobial active ingredient and, owing to its yellow pigment, may contribute color in formulations. In household cleaning products, its antimicrobial properties have been evaluated for potential use as a preservative or disinfectant in surface cleaners. In coatings and inks, it is evaluated as a natural pigment/dye component for imparting yellow hues in some formulations. In pharmaceutical research, usnic acid is studied as a lead antimicrobial scaffold for medicinal chemistry and for structure-activity studies. In agriculture, it is explored as a potential antifungal agent for crop protection in research settings. All applications depend on regulatory oversight and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.82
    methanol 2.05
    isopropanol 1.18
    water 0.01
    ethyl acetate 9.38
    n-propanol 1.37
    acetone 8.18
    n-butanol 1.84
    acetonitrile 4.82
    DMF 44.72
    toluene 1.58
    isobutanol 1.47
    1,4-dioxane 17.47
    methyl acetate 10.36
    THF 53.2
    2-butanone 11.24
    n-pentanol 2.24
    sec-butanol 1.7
    n-hexane 0.25
    ethylene glycol 1.1
    NMP 78.25
    cyclohexane 0.21
    DMSO 81.63
    n-butyl acetate 12.32
    n-octanol 2.77
    chloroform 11.77
    n-propyl acetate 10.98
    acetic acid 4.42
    dichloromethane 11.1
    cyclohexanone 28.95
    propylene glycol 1.18
    isopropyl acetate 8.57
    DMAc 64.12
    2-ethoxyethanol 9.04
    isopentanol 2.71
    n-heptane 0.18
    ethyl formate 7.34
    1,2-dichloroethane 9.63
    n-hexanol 3.44
    2-methoxyethanol 14.02
    isobutyl acetate 7.89
    tetrachloromethane 1.34
    n-pentyl acetate 8.51
    transcutol 9.47
    n-heptanol 2.98
    ethylbenzene 1.86
    MIBK 9.12
    2-propoxyethanol 20.5
    tert-butanol 3.34
    MTBE 2.56
    2-butoxyethanol 9.85
    propionic acid 4.39
    o-xylene 1.72
    formic acid 3.19
    diethyl ether 2.78
    m-xylene 1.72
    p-xylene 2.96
    chlorobenzene 3.52
    dimethyl carbonate 15.58
    n-octane 0.14
    formamide 6.91
    cyclopentanone 46.13
    2-pentanone 10.01
    anisole 6.16
    cyclopentyl methyl ether 10.72
    gamma-butyrolactone 57.64
    1-methoxy-2-propanol 12.19
    pyridine 11.65
    3-pentanone 9.34
    furfural 33.99
    n-dodecane 0.17
    diethylene glycol 17.24
    diisopropyl ether 1.28
    tert-amyl alcohol 3.41
    acetylacetone 22.0
    n-hexadecane 0.21
    acetophenone 11.69
    methyl propionate 12.77
    isopentyl acetate 11.6
    trichloroethylene 21.24
    n-nonanol 3.09
    cyclohexanol 4.13
    benzyl alcohol 5.6
    2-ethylhexanol 3.43
    isooctanol 2.92
    dipropyl ether 3.84
    1,2-dichlorobenzene 5.23
    ethyl lactate 10.81
    propylene carbonate 23.51
    n-methylformamide 13.09
    2-pentanol 1.63
    n-pentane 0.11
    1-propoxy-2-propanol 13.11
    1-methoxy-2-propyl acetate 19.6
    2-(2-methoxypropoxy) propanol 12.88
    mesitylene 1.3
    ε-caprolactone 24.92
    p-cymene 1.98
    epichlorohydrin 44.03
    1,1,1-trichloroethane 6.84
    2-aminoethanol 1.52
    morpholine-4-carbaldehyde 52.56
    sulfolane 104.59
    2,2,4-trimethylpentane 0.12
    2-methyltetrahydrofuran 15.41
    n-hexyl acetate 9.58
    isooctane 0.1
    2-(2-butoxyethoxy)ethanol 10.33
    sec-butyl acetate 7.45
    tert-butyl acetate 10.74
    decalin 0.35
    glycerin 5.67
    diglyme 20.74
    acrylic acid 5.78
    isopropyl myristate 4.81
    n-butyric acid 6.86
    acetyl acetate 8.45
    di(2-ethylhexyl) phthalate 7.27
    ethyl propionate 12.72
    nitromethane 25.55
    1,2-diethoxyethane 6.0
    benzonitrile 8.01
    trioctyl phosphate 6.21
    1-bromopropane 3.16
    gamma-valerolactone 60.13
    n-decanol 2.4
    triethyl phosphate 9.88
    4-methyl-2-pentanol 1.92
    propionitrile 6.02
    vinylene carbonate 19.65
    1,1,2-trichlorotrifluoroethane 30.19
    DMS 14.53
    cumene 1.6
    2-octanol 2.41
    2-hexanone 12.43
    octyl acetate 6.17
    limonene 2.48
    1,2-dimethoxyethane 28.02
    ethyl orthosilicate 7.59
    tributyl phosphate 6.98
    diacetone alcohol 17.45
    N,N-dimethylaniline 5.39
    acrylonitrile 10.43
    aniline 3.37
    1,3-propanediol 3.5
    bromobenzene 3.23
    dibromomethane 6.07
    1,1,2,2-tetrachloroethane 18.35
    2-methyl-cyclohexyl acetate 11.29
    tetrabutyl urea 11.77
    diisobutyl methanol 2.78
    2-phenylethanol 8.75
    styrene 1.75
    dioctyl adipate 8.06
    dimethyl sulfate 42.5
    ethyl butyrate 10.14
    methyl lactate 14.2
    butyl lactate 8.25
    diethyl carbonate 8.81
    propanediol butyl ether 6.74
    triethyl orthoformate 8.89
    p-tert-butyltoluene 1.82
    methyl 4-tert-butylbenzoate 13.0
    morpholine 18.31
    tert-butylamine 1.22
    n-dodecanol 1.86
    dimethoxymethane 26.59
    ethylene carbonate 18.18
    cyrene 26.28
    2-ethoxyethyl acetate 11.05
    2-ethylhexyl acetate 9.85
    1,2,4-trichlorobenzene 7.29
    4-methylpyridine 11.76
    dibutyl ether 2.98
    2,6-dimethyl-4-heptanol 2.78
    DEF 20.39
    dimethyl isosorbide 31.91
    tetrachloroethylene 10.06
    eugenol 12.86
    triacetin 11.31
    span 80 10.13
    1,4-butanediol 1.96
    1,1-dichloroethane 5.06
    2-methyl-1-pentanol 2.94
    methyl formate 13.74
    2-methyl-1-butanol 2.27
    n-decane 0.27
    butyronitrile 5.09
    3,7-dimethyl-1-octanol 2.81
    1-chlorooctane 1.61
    1-chlorotetradecane 0.77
    n-nonane 0.22
    undecane 0.21
    tert-butylcyclohexane 0.28
    cyclooctane 0.12
    cyclopentanol 5.58
    tetrahydropyran 9.01
    tert-amyl methyl ether 3.6
    2,5,8-trioxanonane 18.73
    1-hexene 1.01
    2-isopropoxyethanol 7.35
    2,2,2-trifluoroethanol 5.41
    methyl butyrate 15.84

    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