Glycyrrhetinic Acid

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  • Identifiers

    CAS number
    471-53-4

    Molecular formula
    C30H46O4

    SMILES
    C[C@]12CC[C@](C[C@H]1C3=CC(=O)[C@@H]4[C@]5(CC[C@@H](C([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)C)O)C)(C)C(=O)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Woody 81.82%
    Amber 53.1%
    Cedar 52.3%
    Dry 49.2%
    Musk 37.56%
    Spicy 37.01%
    Camphoreous 36.53%
    Balsamic 35.6%
    Earthy 34.14%
    Vetiver 33.51%

     

    Flavor
    Woody 47.66%
    Bitter 45.45%
    Camphor 44.18%
    Pine 36.48%
    Balsam 30.11%
    Herbal 29.12%
    Minty 28.76%
    Spicy 25.92%
    Earthy 24.35%
    Ripe apricot 23.93%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    6.4

    pKa est.
    5.94 (weak acid)

    Molecular weight
    470.7 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra fast

    Boiling point est.
    246°C

    Flash point

    • 272.83 ˚C est.

  • Synonyms

    • enoxolone
    • Glycyrrhetic acid
    • 471-53-4
    • GLYCYRRHETINIC ACID
    • Uralenic acid
    • 18-beta-Glycyrrhetinic acid
    • Enoxolona
    • 3beta-Hydroxy-11-oxoolean-12-en-30-oic acid
    • Enoxolonum
    • Rhetinic Acid
    • DTXSID9020669
    • NSC-35347
    • P540XA09DR
    • (2S,4aS,6aR,6aS,6bR,8aR,10S,12aS,14bR)-10-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1H-picene-2-carboxylic acid
    • Jintan
    • 3-beta-Hydroxy-11-oxoolean-12-en-30-oic acid
    • DTXCID50669
    • CHEBI:30853
    • Olean-12-en-29-oic acid, 3-hydroxy-11-oxo-, (3beta,20beta)-
    • Glyciram
    • Acid, Rhetinic
    • Acid, Uralenic
    • Acid, Glycyrrhetic
    • Acid, Glycyrrhetinic
    • 12, Po
    • RefChem:35616
    • D03AX10
    • (3beta,20beta)-3-Hydroxy-11-oxoolean-12-en-29-oic acid
    • (2S,4AS,6AS,6BR,10S,12AS)-10-HYDROXY-2,4A,6A,6B,9,9,12A-HEPTAMETHYL-13-OXO-3,4,5,6,7,8,8A,10,11,12,12B,14B-DODECAHYDRO-1H-PICENE-2-CARBOXYLIC ACID
    • 207-444-6
    • Glycyram
    • NSC35347
    • 18beta-Glycyrrhetinic acid
    • Glycyrrhetin
    • 18|A-Glycyrrhetinic acid
    • Arthrodont
    • 18 beta-Glycyrrhetintic Acid
    • (2S,4aS,6aS,6bR,8aR,10S,12aS,12bR,14bR)-10-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-2-carboxylic acid
    • Glycyrrhetinate
    • alpha-Glycyrrhetinic acid
    • Glycyrrhetinic acid [JAN]
    • 3-Glycyrrhetinic acid
    • MFCD00003706
    • MLS000028748
    • CHEMBL230006
    • Enoxolone (INN)
    • NCGC00017244-03
    • SMR000058239
    • ENOXOLONE [INN]
    • NSC 35347
    • Glycyrrhetinic acid (JAN)
    • (3beta,5beta,14beta)-3-Hydroxy-11-Oxoolean-12-En-29-Oic Acid
    • Enoxolonum [INN-Latin]
    • Enoxolona [INN-Spanish]
    • GlycyrrhetinicAcid
    • 18-beta-Glycyrrhetic acid
    • Enoxolone [INN:BAN:DCF]
    • (5S,8S,15S,18S,1R,2R,10R,14R,20R)-18-hydroxy-1,2,5,8,15,19,19-heptamethyl-13-o xopentacyclo[12.8.0.0<2,11>.0<5,10>.0<15,20>]docos-11-ene-8-carboxylic acid
    • CAS-471-53-4
    • 18b-Glycyrrhetinic acid
    • CCRIS 3962
    • SR-01000721867
    • EINECS 207-444-6
    • BRN 2229654
    • UNII-P540XA09DR
    • Enoloxone
    • Glycyrrhetin;
    • Biosone;
    • NSC-35350
    • Rhetinic acid;
    • 18|A-Glycyrrhetinic acid (Standard)
    • Enoxolone CRS
    • Biogastrone acid;
    • MPDGHEJMBKOTSU-YKLVYJNSSA-N
    • Glycyrrhetic acid;
    • Hidermart (TN)
    • NCGC00181115-01
    • CBW
    • Glycyrrhetinic acid;
    • GM-1658
    • 3beta-hydroxy-11-oxoolean-12-en-29-oic acid
    • 18-Glycyrrhetinic acid
    • ENOXOLONE [MI]
    • Enoxolone (Glycyrrhetin)
    • Opera_ID_1048
    • ENOXOLONE [MART.]
    • 18betaH-glycyrrhetinic acid
    • ENOXOLONE [WHO-DD]
    • 18 |A-Glycyrrhetinic Acid
    • SCHEMBL18540
    • 3beta-Hydroxy-11-oxo-18beta,20beta-olean-12-en-29-oic acid
    • 4-10-00-03775 (Beilstein Handbook Reference)
    • Aloe?vera?freeze-dried?powder
    • MLS001146949
    • MLS002207101
    • Olean-12-en-30-oic acid, 3beta-hydroxy-11-oxo-
    • Enoxolone, Glycyrrhetinic acid
    • (3beta)-3-hydroxy-11-oxoolean-12-en-30-oic acid
    • 18 beta -Glycyrrhetinic Acid
    • Olean-12-en-30-oic acid, 3-beta-hydroxy-11-oxo-
    • BX-1
    • ENOXOLONE [EP IMPURITY]
    • ENOXOLONE [EP MONOGRAPH]
    • Enoxolone for peak identification
    • GTPL11264
    • HY-N0180R
    • STX-352
    • CHEBI: 30853
    • (3beta,20beta)-3-Hydroxy-11-oxo-olean-12-en-29-oic acid
    • 18beta-Glycyrrhetinic acid, 97%
    • HMS2233P23
    • BB_NC-00599
    • HY-N0180
    • MSK40366
    • Tox21_110804
    • Tox21_112726
    • Tox21_200799
    • BDBM50233538
    • s2296
    • SBB006496
    • AKOS015960428
    • AKOS016036757
    • HMDB: 0011628
    • AC-1925
    • AC-8906
    • CCG-208506
    • CS-W020624
    • 471-53-4

  • Applications

    Glycyrrhetinic acid, CAS 471-53-4, is a pentacyclic triterpenoid derived from licorice root. In cosmetics and personal care, it is commonly used as a skin-soothing, anti-irritant and conditioning active ingredient. In pharmaceuticals, it is considered an active metabolite and a starting material for the synthesis of glycyrrhetinic acid derivatives used in drug discovery and development. In industrial chemical manufacturing, it serves as a key starting material for semi-synthetic derivatization of triterpenoids to prepare specialty compounds. In topical formulation development, glycyrrhetinic acid may function as a permeation enhancer to aid delivery of co-formulated actives, subject to regulatory and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 85.07
    methanol 40.32
    isopropanol 64.91
    water 0.01
    ethyl acetate 15.13
    n-propanol 93.43
    acetone 26.97
    n-butanol 48.96
    acetonitrile 6.41
    DMF 379.24
    toluene 18.26
    isobutanol 40.64
    1,4-dioxane 135.95
    methyl acetate 14.02
    THF 306.08
    2-butanone 31.66
    n-pentanol 31.28
    sec-butanol 28.11
    n-hexane 0.67
    ethylene glycol 4.65
    NMP 98.7
    cyclohexane 0.72
    DMSO 61.47
    n-butyl acetate 14.1
    n-octanol 8.13
    chloroform 42.98
    n-propyl acetate 9.94
    acetic acid 17.96
    dichloromethane 22.95
    cyclohexanone 42.18
    propylene glycol 16.8
    isopropyl acetate 13.66
    DMAc 112.1
    2-ethoxyethanol 67.75
    isopentanol 22.32
    n-heptane 0.48
    ethyl formate 9.4
    1,2-dichloroethane 16.12
    n-hexanol 28.88
    2-methoxyethanol 136.94
    isobutyl acetate 8.47
    tetrachloromethane 4.45
    n-pentyl acetate 17.4
    transcutol 83.82
    n-heptanol 15.97
    ethylbenzene 7.2
    MIBK 15.04
    2-propoxyethanol 139.86
    tert-butanol 25.38
    MTBE 15.43
    2-butoxyethanol 56.35
    propionic acid 15.18
    o-xylene 7.23
    formic acid 8.42
    diethyl ether 30.98
    m-xylene 9.78
    p-xylene 6.98
    chlorobenzene 12.95
    dimethyl carbonate 18.86
    n-octane 0.2
    formamide 13.84
    cyclopentanone 84.29
    2-pentanone 27.98
    anisole 21.66
    cyclopentyl methyl ether 50.48
    gamma-butyrolactone 66.51
    1-methoxy-2-propanol 143.41
    pyridine 76.85
    3-pentanone 17.87
    furfural 43.44
    n-dodecane 0.09
    diethylene glycol 58.01
    diisopropyl ether 4.62
    tert-amyl alcohol 14.32
    acetylacetone 24.91
    n-hexadecane 0.12
    acetophenone 16.55
    methyl propionate 25.65
    isopentyl acetate 13.81
    trichloroethylene 38.26
    n-nonanol 8.92
    cyclohexanol 17.19
    benzyl alcohol 26.79
    2-ethylhexanol 8.05
    isooctanol 10.38
    dipropyl ether 12.9
    1,2-dichlorobenzene 9.59
    ethyl lactate 10.53
    propylene carbonate 18.5
    n-methylformamide 68.79
    2-pentanol 17.83
    n-pentane 0.83
    1-propoxy-2-propanol 70.9
    1-methoxy-2-propyl acetate 37.61
    2-(2-methoxypropoxy) propanol 27.44
    mesitylene 4.29
    ε-caprolactone 36.57
    p-cymene 3.44
    epichlorohydrin 97.9
    1,1,1-trichloroethane 10.94
    2-aminoethanol 31.34
    morpholine-4-carbaldehyde 173.13
    sulfolane 64.42
    2,2,4-trimethylpentane 0.36
    2-methyltetrahydrofuran 65.11
    n-hexyl acetate 18.11
    isooctane 0.35
    2-(2-butoxyethoxy)ethanol 48.03
    sec-butyl acetate 7.25
    tert-butyl acetate 14.53
    decalin 0.54
    glycerin 22.75
    diglyme 75.25
    acrylic acid 13.92
    isopropyl myristate 4.62
    n-butyric acid 24.99
    acetyl acetate 8.4
    di(2-ethylhexyl) phthalate 8.48
    ethyl propionate 9.41
    nitromethane 26.63
    1,2-diethoxyethane 24.33
    benzonitrile 14.19
    trioctyl phosphate 5.95
    1-bromopropane 9.97
    gamma-valerolactone 148.32
    n-decanol 4.64
    triethyl phosphate 5.34
    4-methyl-2-pentanol 8.82
    propionitrile 13.11
    vinylene carbonate 19.78
    1,1,2-trichlorotrifluoroethane 47.58
    DMS 15.43
    cumene 3.93
    2-octanol 6.86
    2-hexanone 15.09
    octyl acetate 7.53
    limonene 3.84
    1,2-dimethoxyethane 85.49
    ethyl orthosilicate 5.99
    tributyl phosphate 5.01
    diacetone alcohol 26.18
    N,N-dimethylaniline 15.52
    acrylonitrile 16.73
    aniline 27.8
    1,3-propanediol 51.09
    bromobenzene 11.02
    dibromomethane 14.38
    1,1,2,2-tetrachloroethane 33.63
    2-methyl-cyclohexyl acetate 10.01
    tetrabutyl urea 8.3
    diisobutyl methanol 4.4
    2-phenylethanol 29.7
    styrene 8.25
    dioctyl adipate 8.74
    dimethyl sulfate 25.75
    ethyl butyrate 8.73
    methyl lactate 23.94
    butyl lactate 21.11
    diethyl carbonate 5.09
    propanediol butyl ether 39.62
    triethyl orthoformate 10.2
    p-tert-butyltoluene 3.69
    methyl 4-tert-butylbenzoate 21.0
    morpholine 231.95
    tert-butylamine 9.25
    n-dodecanol 2.32
    dimethoxymethane 183.83
    ethylene carbonate 16.32
    cyrene 33.93
    2-ethoxyethyl acetate 30.93
    2-ethylhexyl acetate 9.95
    1,2,4-trichlorobenzene 14.76
    4-methylpyridine 51.14
    dibutyl ether 4.79
    2,6-dimethyl-4-heptanol 4.4
    DEF 40.71
    dimethyl isosorbide 50.12
    tetrachloroethylene 20.9
    eugenol 25.51
    triacetin 16.42
    span 80 26.59
    1,4-butanediol 16.23
    1,1-dichloroethane 15.44
    2-methyl-1-pentanol 13.71
    methyl formate 28.47
    2-methyl-1-butanol 22.59
    n-decane 0.27
    butyronitrile 13.95
    3,7-dimethyl-1-octanol 6.17
    1-chlorooctane 1.96
    1-chlorotetradecane 0.45
    n-nonane 0.23
    undecane 0.15
    tert-butylcyclohexane 0.51
    cyclooctane 0.33
    cyclopentanol 36.33
    tetrahydropyran 83.2
    tert-amyl methyl ether 10.62
    2,5,8-trioxanonane 40.55
    1-hexene 3.78
    2-isopropoxyethanol 36.12
    2,2,2-trifluoroethanol 5.82
    methyl butyrate 11.8

    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