Liquiritigenin

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  • Identifiers

    CAS number
    578-86-9

    Molecular formula
    C15H12O4

    SMILES
    C1[C@H](OC2=C(C1=O)C=CC(=C2)O)C3=CC=C(C=C3)O

    Safety labels

  • Odor profile

    Fragrance
    Phenolic 66.41%
    Sweet 58.16%
    Vanilla 41.53%
    Spicy 39.61%
    Nutty 35.89%
    Coumarinic 35.39%
    Medicinal 35.2%
    Coconut 34.78%
    Bitter 30.07%
    Balsamic 29.9%

     

    Flavor
    Bitter 93.94%
    Lovage 20.97%
    Cedarleaf 19.94%
    Sweet-like 19.75%
    Very strong 19.4%
    Parsley 19.38%
    Indole 19.24%
    Ripe apricot 19.17%
    Nitrile 19.12%
    Red fruit 18.95%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.2

    pKa est.
    10.34 (weak base)

    Molecular weight
    256.25 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    516°C

    Melting point expt.

    • 203 - 205 °C

    Flash point

    • 223.03 ˚C est.

  • Synonyms

    • Liquiritigenin
    • 578-86-9
    • (2S)-liquiritigenin
    • 7,4'-Dihydroxyflavanone
    • (-)-liquiritigenin
    • (2S)-7-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one
    • T194LKP9W6
    • (2S)-7-Hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one
    • CHEBI:28777
    • DTXSID90206493
    • 4H-1-Benzopyran-4-one, 2,3-dihydro-7-hydroxy-2-(4-hydroxyphenyl)-, (2S)-
    • 4H-1-Benzopyran-4-one, 2,3-dihydro-7-hydroxy-2-(4-hydroxyphenyl)-, (S)-
    • RefChem:41450
    • GlyTouCan:G84831YK
    • DTXCID90128984
    • G84831YK
    • (S)-7-Hydroxy-2-(4-hydroxyphenyl)chroman-4-one
    • 5-DEOXYFLAVANONE
    • LIQUIRTIGENIN
    • MFCD00287289
    • 7-hydroxy-2-(4-hydroxy-phenyl)-chroman-4-one
    • CHEMBL252642
    • 4H-1-Benzopyran-4-one, 2,3-dihydro-7-hydroxy-2-(4-hydroxyphenyl)-,(2S)-
    • (-)-(2s)-7,4'-dihydroxyflavanone
    • (2S)-7-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-one
    • (2S)-7-hydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one
    • (2S)-7-hydroxy-2-(4-hydroxyphenyl)chroman-4-one
    • DFV
    • Menerba
    • liquiritigen
    • liquoritigenin
    • UNII-T194LKP9W6
    • MF101
    • (S)-liquiritigenin
    • SCHEMBL74552
    • GTPL8899
    • orb1304323
    • orb2281175
    • SCHEMBL29552383
    • GLXC-13419
    • HY-N0377
    • BDBM50241408
    • FLAVANONE, 4',7-DIHYDROXY-
    • LMPK12140061
    • MF-101
    • MSK168285
    • s3929
    • STL578166
    • Liquiritigenin, >=97.0% (HPLC)
    • AKOS015903151
    • CCG-267019
    • CS-6977
    • DB03601
    • EBC-615657
    • NCGC00370972-01
    • AC-33949
    • AS-18739
    • DA-65004
    • FD156995
    • SY076300
    • NS00068445
    • C09762
    • 578L869
    • A831662
    • F319862
    • Q6557526
    • BRD-K34328244-001-01-4
    • (2S)-2-(4-hydroxyphenyl)-7-oxidanyl-2,3-dihydrochromen-4-one
    • 578-86-9

  • Applications

    Liquiritigenin (CAS 578-86-9) is commonly employed as a starting material and intermediate in the synthesis of flavonoids from licorice for natural-product chemistry and pharmaceutical research; in the pharmaceutical field, it is studied as a scaffold for estrogen receptor-modulating compounds and related bioactivities. In cosmetics and personal care, it is evaluated as a natural ingredient with antioxidant potential and is considered for formulation research. In natural products research, liquiritigenin serves as a building block and reference material for isolation and structural studies of related flavonoids from licorice sources. In analytical and quality-control settings, it is used as a reference standard or sample for chromatographic identification and quantification methods.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1.19
    methanol 39.47
    isopropanol 22.25
    water 0.53
    ethyl acetate 41.49
    n-propanol 7.98
    acetone 110.24
    n-butanol 10.47
    acetonitrile 97.12
    DMF 152.34
    toluene 2.21
    isobutanol 10.52
    1,4-dioxane 252.16
    methyl acetate 79.24
    THF 248.31
    2-butanone 75.67
    n-pentanol 12.91
    sec-butanol 12.83
    n-hexane 0.03
    ethylene glycol 41.83
    NMP 35.88
    cyclohexane 0.09
    DMSO 542.51
    n-butyl acetate 19.74
    n-octanol 9.08
    chloroform 2.61
    n-propyl acetate 31.8
    acetic acid 61.51
    dichloromethane 2.34
    cyclohexanone 53.07
    propylene glycol 53.81
    isopropyl acetate 33.54
    DMAc 220.41
    2-ethoxyethanol 141.04
    isopentanol 18.1
    n-heptane 0.24
    ethyl formate 30.68
    1,2-dichloroethane 5.74
    n-hexanol 7.33
    2-methoxyethanol 209.61
    isobutyl acetate 20.94
    tetrachloromethane 0.4
    n-pentyl acetate 14.35
    transcutol 694.96
    n-heptanol 7.48
    ethylbenzene 1.69
    MIBK 36.18
    2-propoxyethanol 100.36
    tert-butanol 58.4
    MTBE 22.11
    2-butoxyethanol 43.76
    propionic acid 32.66
    o-xylene 2.67
    formic acid 44.68
    diethyl ether 10.59
    m-xylene 2.74
    p-xylene 3.08
    chlorobenzene 3.82
    dimethyl carbonate 58.47
    n-octane 0.14
    formamide 137.69
    cyclopentanone 79.25
    2-pentanone 41.65
    anisole 27.04
    cyclopentyl methyl ether 26.69
    gamma-butyrolactone 103.57
    1-methoxy-2-propanol 169.53
    pyridine 28.66
    3-pentanone 31.81
    furfural 86.79
    n-dodecane 0.45
    diethylene glycol 150.01
    diisopropyl ether 5.02
    tert-amyl alcohol 23.54
    acetylacetone 130.63
    n-hexadecane 0.53
    acetophenone 27.28
    methyl propionate 44.18
    isopentyl acetate 22.54
    trichloroethylene 14.3
    n-nonanol 10.41
    cyclohexanol 12.88
    benzyl alcohol 24.16
    2-ethylhexanol 7.35
    isooctanol 7.7
    dipropyl ether 14.83
    1,2-dichlorobenzene 5.02
    ethyl lactate 39.41
    propylene carbonate 38.63
    n-methylformamide 92.92
    2-pentanol 10.24
    n-pentane 0.03
    1-propoxy-2-propanol 68.05
    1-methoxy-2-propyl acetate 63.2
    2-(2-methoxypropoxy) propanol 89.8
    mesitylene 2.6
    ε-caprolactone 43.79
    p-cymene 3.28
    epichlorohydrin 132.03
    1,1,1-trichloroethane 4.69
    2-aminoethanol 41.58
    morpholine-4-carbaldehyde 175.39
    sulfolane 120.08
    2,2,4-trimethylpentane 0.18
    2-methyltetrahydrofuran 40.47
    n-hexyl acetate 22.81
    isooctane 0.2
    2-(2-butoxyethoxy)ethanol 127.12
    sec-butyl acetate 21.77
    tert-butyl acetate 46.21
    decalin 0.24
    glycerin 127.35
    diglyme 268.89
    acrylic acid 42.49
    isopropyl myristate 13.94
    n-butyric acid 32.6
    acetyl acetate 46.21
    di(2-ethylhexyl) phthalate 16.06
    ethyl propionate 30.4
    nitromethane 340.86
    1,2-diethoxyethane 106.64
    benzonitrile 19.2
    trioctyl phosphate 10.5
    1-bromopropane 0.92
    gamma-valerolactone 174.28
    n-decanol 8.57
    triethyl phosphate 19.62
    4-methyl-2-pentanol 10.92
    propionitrile 39.85
    vinylene carbonate 39.81
    1,1,2-trichlorotrifluoroethane 98.91
    DMS 46.77
    cumene 1.87
    2-octanol 5.14
    2-hexanone 32.77
    octyl acetate 15.83
    limonene 3.97
    1,2-dimethoxyethane 246.86
    ethyl orthosilicate 17.77
    tributyl phosphate 15.21
    diacetone alcohol 86.62
    N,N-dimethylaniline 14.26
    acrylonitrile 69.21
    aniline 11.55
    1,3-propanediol 62.33
    bromobenzene 2.5
    dibromomethane 0.75
    1,1,2,2-tetrachloroethane 15.75
    2-methyl-cyclohexyl acetate 21.41
    tetrabutyl urea 23.42
    diisobutyl methanol 8.66
    2-phenylethanol 19.09
    styrene 2.2
    dioctyl adipate 26.62
    dimethyl sulfate 89.29
    ethyl butyrate 22.58
    methyl lactate 73.75
    butyl lactate 24.67
    diethyl carbonate 21.86
    propanediol butyl ether 57.51
    triethyl orthoformate 27.09
    p-tert-butyltoluene 3.5
    methyl 4-tert-butylbenzoate 33.03
    morpholine 174.52
    tert-butylamine 11.28
    n-dodecanol 7.07
    dimethoxymethane 199.36
    ethylene carbonate 37.8
    cyrene 60.83
    2-ethoxyethyl acetate 47.07
    2-ethylhexyl acetate 15.39
    1,2,4-trichlorobenzene 8.94
    4-methylpyridine 19.51
    dibutyl ether 18.08
    2,6-dimethyl-4-heptanol 8.66
    DEF 44.73
    dimethyl isosorbide 127.49
    tetrachloroethylene 5.9
    eugenol 39.57
    triacetin 59.43
    span 80 40.14
    1,4-butanediol 33.87
    1,1-dichloroethane 3.46
    2-methyl-1-pentanol 13.22
    methyl formate 96.85
    2-methyl-1-butanol 10.95
    n-decane 0.55
    butyronitrile 20.85
    3,7-dimethyl-1-octanol 11.93
    1-chlorooctane 2.96
    1-chlorotetradecane 1.93
    n-nonane 0.35
    undecane 0.51
    tert-butylcyclohexane 0.25
    cyclooctane 0.09
    cyclopentanol 19.51
    tetrahydropyran 37.65
    tert-amyl methyl ether 15.43
    2,5,8-trioxanonane 201.88
    1-hexene 0.2
    2-isopropoxyethanol 80.46
    2,2,2-trifluoroethanol 35.05
    methyl butyrate 34.67

    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