Licochalcone A

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  • Identifiers

    CAS number
    58749-22-7

    Molecular formula
    C21H22O4

    SMILES
    CC(C)(C=C)C1=C(C=C(C(=C1)/C=C/C(=O)C2=CC=C(C=C2)O)OC)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Sweet 45.29%
    Spicy 43.88%
    Woody 42.56%
    Fruity 37.91%
    Balsamic 36.11%
    Herbal 32.91%
    Floral 32.18%
    Dry 31.51%
    Phenolic 31.08%
    Warm 26.93%

     

    Flavor
    Bitter 84.99%
    Odorless 24.26%
    Cedarleaf 19.65%
    Lovage 19.59%
    Broom 19.56%
    Heather 19.3%
    Parsley 19.23%
    Genet 19.07%
    Nitrile 19.0%
    Bland 18.8%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    4.9

    pKa est.
    8.86 (weak base)

    Molecular weight
    338.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    652°C

    Flash point

    • 216.98 ˚C est.

  • Synonyms

    • licochalcone a
    • 58749-22-7
    • (E)-3-(4-hydroxy-2-methoxy-5-(2-methylbut-3-en-2-yl)phenyl)-1-(4-hydroxyphenyl)prop-2-en-1-one
    • (E)-3-[4-hydroxy-2-methoxy-5-(2-methylbut-3-en-2-yl)phenyl]-1-(4-hydroxyphenyl)prop-2-en-1-one
    • JTV5467968
    • DTXSID10904181
    • 3-Dimethylallyl-4,4'-dihydroxy-6-methoxychalcone
    • 2-Propen-1-one, 3-(5-(1,1-dimethyl-2-propenyl)-4-hydroxy-2-methoxyphenyl)-1-(4-hydroxyphenyl)-, (E)-
    • (2E)-3-(5-(1,1-dimethyl-2-propenyl)-4-hydroxy-2-methoxyphenyl)-1-(4-hydroxyphenyl)-2-propen-1-one
    • RefChem:799076
    • DTXCID901332429
    • Licochalcone-A
    • LicochalconeA
    • MFCD01417903
    • CHEMBL139702
    • (2E)-3-[4-hydroxy-2-methoxy-5-(2-methylbut-3-en-2-yl)phenyl]-1-(4-hydroxyphenyl)prop-2-en-1-one
    • 2-Propen-1-one,3-[5-(1,1-dimethyl-2-propenyl)-4-hydroxy-2-methoxyphenyl]-1-(4-hydroxyphenyl)-, (2E)-
    • (E)-3-[5-(1,1-dimethylallyl)-4-hydroxy-2-methoxy-phenyl]-1-(4-hydroxyphenyl)prop-2-en-1-one
    • LICOAGROCHACONE A
    • Chalcone base + 2O, 1MeO, 1Prenyl or Licochalcone A (Not validated)
    • UNII-JTV5467968
    • Licochalcone A (Standard)
    • LICOCHALCONE A [MI]
    • SCHEMBL114042
    • orb1304012
    • LICOCHALCONE A [WHO-DD]
    • SCHEMBL30383634
    • HY-N0372R
    • CHEBI:125689
    • CHEBI:174541
    • GLXC-10036
    • EX-A1193
    • HY-N0372
    • BDBM50068270
    • HSCI1_000078
    • LMPK12120424
    • s7828
    • AKOS026673964
    • CCG-208030
    • CS-5603
    • EBC-369052
    • FL46247
    • Licochalcone A, >=96.0% (HPLC)
    • AC-34241
    • AS-74730
    • DA-54910
    • L0261
    • 749L227
    • AN-706/21186037
    • Q1644097
    • BRD-K26011976-001-01-0
    • BRD-K99667445-001-01-4
    • (E)-3-[5-(1,1-Dimethyl-allyl)-4-hydroxy-2-methoxy-phenyl]-1-(4-hydroxy-phenyl)-propenone
    • 3-[5-((E)-1,1-Dimethyl-allyl)-4-hydroxy-2-methoxy-phenyl]-1-(4-hydroxy-phenyl)-propenone
    • 2-PROPEN-1-ONE, 3-(5-(1,1-DIMETHYL-2-PROPENYL)-4-HYDROXY-2-METHOXYPHENYL)-1-(4-HYDROXYPHENYL)-, (2E)-
    • 2-Propen-1-one, 3-[5-(1,1-dimethyl-2-propenyl)-4-hydroxy-2-methoxyphenyl]-1-(4-hydroxyphenyl)- (E)-
    • 3-(4-hydroxy-2-methoxy-5-(2-methylbut-3-en-2-yl)phenyl)-1-(4-hydroxyphenyl)prop-2-en-1-one
    • 87080-27-1
    • E)-3-[5-(1,1-Dimethyl-2-propenyl)-4-hydroxy-2-methoxyphenyl]-1-(4-hydroxyphenyl)-2-propen-1-one
    • 58749-22-7

  • Applications

    Licochalcone A (CAS 58749-22-7) is widely used in cosmetics and personal care as an active ingredient with anti-inflammatory, antioxidant, and antimicrobial properties that help soothe and protect the skin. It is studied as a bioactive with potential for pharmaceutical development, with anti-inflammatory and antimicrobial activities evaluated as part of lead-generation research. Its antimicrobial and antifungal properties have prompted consideration for agricultural crop-protection formulations. In materials and coatings, it is explored as an antioxidant/stabilizing additive for polymer and coating formulations to improve durability and lifespan. It may also be investigated as an additive for household cleaning products to impart antimicrobial and antioxidant benefits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 50.37
    methanol 61.29
    isopropanol 43.07
    water 0.01
    ethyl acetate 74.77
    n-propanol 58.42
    acetone 117.42
    n-butanol 33.71
    acetonitrile 23.49
    DMF 218.54
    toluene 13.64
    isobutanol 26.26
    1,4-dioxane 132.12
    methyl acetate 74.38
    THF 771.51
    2-butanone 106.96
    n-pentanol 23.84
    sec-butanol 39.88
    n-hexane 0.4
    ethylene glycol 7.75
    NMP 104.15
    cyclohexane 0.5
    DMSO 412.37
    n-butyl acetate 24.07
    n-octanol 7.5
    chloroform 115.29
    n-propyl acetate 27.96
    acetic acid 62.42
    dichloromethane 93.83
    cyclohexanone 104.99
    propylene glycol 34.0
    isopropyl acetate 47.0
    DMAc 302.44
    2-ethoxyethanol 83.44
    isopentanol 25.99
    n-heptane 0.45
    ethyl formate 21.59
    1,2-dichloroethane 67.96
    n-hexanol 18.82
    2-methoxyethanol 173.57
    isobutyl acetate 19.89
    tetrachloromethane 4.0
    n-pentyl acetate 16.74
    transcutol 260.26
    n-heptanol 10.87
    ethylbenzene 6.37
    MIBK 42.55
    2-propoxyethanol 98.19
    tert-butanol 71.44
    MTBE 55.2
    2-butoxyethanol 39.42
    propionic acid 39.6
    o-xylene 7.02
    formic acid 19.51
    diethyl ether 45.65
    m-xylene 7.98
    p-xylene 7.62
    chlorobenzene 19.52
    dimethyl carbonate 59.63
    n-octane 0.29
    formamide 59.38
    cyclopentanone 229.17
    2-pentanone 73.12
    anisole 40.49
    cyclopentyl methyl ether 81.07
    gamma-butyrolactone 188.95
    1-methoxy-2-propanol 166.87
    pyridine 62.72
    3-pentanone 54.67
    furfural 90.18
    n-dodecane 0.36
    diethylene glycol 72.61
    diisopropyl ether 9.1
    tert-amyl alcohol 50.94
    acetylacetone 122.17
    n-hexadecane 0.42
    acetophenone 35.05
    methyl propionate 81.02
    isopentyl acetate 28.76
    trichloroethylene 151.28
    n-nonanol 8.62
    cyclohexanol 26.62
    benzyl alcohol 30.66
    2-ethylhexanol 10.62
    isooctanol 10.43
    dipropyl ether 19.85
    1,2-dichlorobenzene 21.17
    ethyl lactate 28.58
    propylene carbonate 54.72
    n-methylformamide 68.34
    2-pentanol 23.06
    n-pentane 0.3
    1-propoxy-2-propanol 64.49
    1-methoxy-2-propyl acetate 77.7
    2-(2-methoxypropoxy) propanol 54.15
    mesitylene 4.82
    ε-caprolactone 76.53
    p-cymene 4.94
    epichlorohydrin 265.04
    1,1,1-trichloroethane 38.09
    2-aminoethanol 29.37
    morpholine-4-carbaldehyde 147.2
    sulfolane 238.5
    2,2,4-trimethylpentane 0.74
    2-methyltetrahydrofuran 127.34
    n-hexyl acetate 22.19
    isooctane 0.5
    2-(2-butoxyethoxy)ethanol 67.29
    sec-butyl acetate 25.2
    tert-butyl acetate 66.0
    decalin 0.74
    glycerin 53.95
    diglyme 135.19
    acrylic acid 34.36
    isopropyl myristate 10.88
    n-butyric acid 48.34
    acetyl acetate 42.63
    di(2-ethylhexyl) phthalate 14.07
    ethyl propionate 35.2
    nitromethane 156.4
    1,2-diethoxyethane 59.04
    benzonitrile 20.64
    trioctyl phosphate 9.29
    1-bromopropane 20.86
    gamma-valerolactone 215.88
    n-decanol 6.41
    triethyl phosphate 19.72
    4-methyl-2-pentanol 15.42
    propionitrile 30.07
    vinylene carbonate 45.45
    1,1,2-trichlorotrifluoroethane 117.53
    DMS 40.99
    cumene 4.86
    2-octanol 6.45
    2-hexanone 34.57
    octyl acetate 12.88
    limonene 7.14
    1,2-dimethoxyethane 139.46
    ethyl orthosilicate 18.63
    tributyl phosphate 12.13
    diacetone alcohol 98.81
    N,N-dimethylaniline 22.88
    acrylonitrile 39.12
    aniline 31.26
    1,3-propanediol 50.68
    bromobenzene 17.9
    dibromomethane 38.68
    1,1,2,2-tetrachloroethane 121.22
    2-methyl-cyclohexyl acetate 25.42
    tetrabutyl urea 17.35
    diisobutyl methanol 9.66
    2-phenylethanol 30.14
    styrene 8.37
    dioctyl adipate 22.12
    dimethyl sulfate 105.06
    ethyl butyrate 24.64
    methyl lactate 58.86
    butyl lactate 23.56
    diethyl carbonate 20.76
    propanediol butyl ether 34.21
    triethyl orthoformate 26.07
    p-tert-butyltoluene 5.59
    methyl 4-tert-butylbenzoate 39.3
    morpholine 197.45
    tert-butylamine 19.9
    n-dodecanol 4.75
    dimethoxymethane 247.24
    ethylene carbonate 37.96
    cyrene 60.38
    2-ethoxyethyl acetate 41.89
    2-ethylhexyl acetate 19.0
    1,2,4-trichlorobenzene 30.02
    4-methylpyridine 50.4
    dibutyl ether 12.67
    2,6-dimethyl-4-heptanol 9.66
    DEF 66.59
    dimethyl isosorbide 108.86
    tetrachloroethylene 47.42
    eugenol 38.53
    triacetin 42.78
    span 80 34.8
    1,4-butanediol 13.33
    1,1-dichloroethane 49.06
    2-methyl-1-pentanol 20.79
    methyl formate 51.64
    2-methyl-1-butanol 24.81
    n-decane 0.62
    butyronitrile 20.58
    3,7-dimethyl-1-octanol 10.38
    1-chlorooctane 4.14
    1-chlorotetradecane 1.77
    n-nonane 0.46
    undecane 0.45
    tert-butylcyclohexane 0.83
    cyclooctane 0.22
    cyclopentanol 43.07
    tetrahydropyran 102.91
    tert-amyl methyl ether 37.48
    2,5,8-trioxanonane 96.97
    1-hexene 3.13
    2-isopropoxyethanol 53.61
    2,2,2-trifluoroethanol 18.03
    methyl butyrate 38.63

    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