Glucurolactone

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  • Identifiers

    CAS number
    32449-92-6

    Molecular formula
    C6H8O6

    SMILES
    C(=O)[C@@H]([C@@H]1[C@@H]([C@@H](C(=O)O1)O)O)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 75.3%
    Caramellic 40.5%
    Burnt 25.82%
    Sweet 22.69%
    Buttery 19.59%
    Sharp 17.65%
    Savory 16.52%
    Milky 15.12%
    Clean 15.06%
    Roasted 14.58%

     

    Flavor
    Bitter 48.71%
    Odorless 42.61%
    Very mild 31.11%
    Sweet-like 25.24%
    Sweet 22.76%
    Fenugreek 21.01%
    Bland 20.6%
    Cotton candy 20.14%
    Seedy 20.07%
    Extremely sweet 19.97%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -1.8

    pKa est.
    3.81 (weak acid)

    Molecular weight
    176.12 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    846°C

    Flash point

    • 185.69 ˚C est.

  • Synonyms

    • D-Glucurono-3,6-lactone
    • glucuronolactone
    • 32449-92-6
    • D-Glucurono-6,3-lactone
    • GLUCUROLACTONE
    • Glucurone
    • D-Glucuronic acid lactone
    • Guronsan (VAN)
    • d(+)-glucurono-3,6-lactone
    • Glucurolactona
    • Glucurolactonum
    • Glucuronolattone
    • Glucurolactone [INN]
    • Glucuronosan
    • Guronsan
    • Glucurono-6,3-lactone
    • Glucuronolactone (VAN)
    • Glucuronolactone [JAN]
    • Glucuronolattone [DCIT]
    • gamma-Glukurolakton
    • D-Glucofuranuronic acid, gamma-lactone
    • NSC 656
    • gamma-Glukurolakton [Czech]
    • Glucurolactonum [INN-Latin]
    • Dicurone
    • Glucuron
    • Gluronsan
    • Glucoxy
    • Glucurolactona [INN-Spanish]
    • Glucuronic acid lactone
    • D-Glucuronic acid lactone (VAN)
    • EINECS 251-053-3
    • Guronsan (TN)
    • D-Glucuronic acid, g-lactone
    • BRN 0083595
    • Glucurolactone (INN)
    • D-Glucuronic acid, gamma-lactone
    • Glucuronolactone (JAN)
    • XE4Y3016M9
    • Reulatt S.S.
    • MFCD00135622
    • Glucurolactone [INN:DCF]
    • GLUCUROLACTONE [MART.]
    • D-GLUCURONOLACTONE [MI]
    • GLUCUROLACTONE [WHO-DD]
    • CHEBI:18268
    • D-glucofuranuronate gamma-lactone
    • 5-18-05-00033 (Beilstein Handbook Reference)
    • (2R)-2-[(2S,3R,4S)-3,4-dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde
    • (R)-2-((2S,3R,4S)-3,4-dihydroxy-5-oxotetrahydrofuran-2-yl)-2-hydroxyacetaldehyde
    • gamma-Lactone of D-glucofuranuronic acid
    • .GAMMA-LACTONE OF D-GLUCOFURANURONIC ACID
    • Glucurolactonum (INN-Latin)
    • 6814-06-8
    • Glucurolactona (INN-Spanish)
    • GLUCUROLACTONE (MART.)
    • NSC-656
    • D-Glucuronic acid, .gamma.-lactone
    • Glucuronic acid-3,6-lactone
    • NSC656
    • glucuronic acid, gamma-lactone
    • UNII-XE4Y3016M9
    • glucuronolactones
    • (2R)-2-((2S,3R,4S)-3,4-dihydroxy-5-oxooxolan-2-yl)-2-hydroxyacetaldehyde
    • D-Glucuronicacid,g-lactone
    • SCHEMBL28793
    • GLUCURONOLACTONE [INCI]
    • CHEBI:24301
    • DTXCID001476953
    • BCP09805
    • HY-41982R
    • D-Glucuronic acid lactone (Standard)
    • AKOS006341990
    • KS-1361
    • MG02804
    • MG46713
    • HY-41982
    • CS-0019952
    • NS00013683
    • C02670
    • D-(+)-Glucuronic acid gamma-lactone, >=99%
    • D01800
    • D70547
    • SBI-0654630.0001
    • D-Glucofuranuronic acid,gamma-lactone,1,6-13C2
    • Q28529701
    • D-(+)-Glucuronic acid gamma-lactone, analytical standard
    • D-Glucuronolactone;D-Glucurono-gamma-lactone;D-Glucurone
    • 00CE759F-D1F9-492E-89F7-B7400A34C72D
    • D-Glucofurano-6,3-lactone-1,6-13C2;D-Glucuronolactone-1,6-13C2
    • 251-053-3

  • Applications

    Glucurolactone (CAS 32449-92-6) is used primarily in cosmetics and personal care as a humectant and soothing agent, and as a mild polyhydroxy acid (PHA) that can provide gentle exfoliation; in cleaning and household products it can act as a humectant and mild chelating agent that aids pH control and metal complexation; in industrial manufacturing it is commonly employed as an intermediate or processing aid in chemical syntheses; in polymers/plastics and coatings/inks it can function as a stabilizer and processing aid to improve formulation stability and resistance to degradation.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 56.98
    methanol 278.81
    isopropanol 20.93
    water 1227.88
    ethyl acetate 5.45
    n-propanol 18.84
    acetone 23.5
    n-butanol 12.84
    acetonitrile 9.2
    DMF 752.77
    toluene 1.52
    isobutanol 8.03
    1,4-dioxane 27.18
    methyl acetate 6.49
    THF 28.76
    2-butanone 8.78
    n-pentanol 6.68
    sec-butanol 11.52
    n-hexane 0.29
    ethylene glycol 465.53
    NMP 313.93
    cyclohexane 1.44
    DMSO 2189.86
    n-butyl acetate 3.25
    n-octanol 5.36
    chloroform 1.41
    n-propyl acetate 3.14
    acetic acid 66.1
    dichloromethane 3.8
    cyclohexanone 14.47
    propylene glycol 130.95
    isopropyl acetate 4.29
    DMAc 332.33
    2-ethoxyethanol 104.45
    isopentanol 9.08
    n-heptane 1.39
    ethyl formate 11.64
    1,2-dichloroethane 5.48
    n-hexanol 6.65
    2-methoxyethanol 302.57
    isobutyl acetate 1.15
    tetrachloromethane 0.93
    n-pentyl acetate 2.83
    transcutol 65.28
    n-heptanol 6.03
    ethylbenzene 1.01
    MIBK 5.92
    2-propoxyethanol 46.56
    tert-butanol 22.9
    MTBE 4.99
    2-butoxyethanol 23.78
    propionic acid 21.21
    o-xylene 2.82
    formic acid 843.97
    diethyl ether 5.3
    m-xylene 2.32
    p-xylene 1.06
    chlorobenzene 0.83
    dimethyl carbonate 25.72
    n-octane 0.71
    formamide 789.11
    cyclopentanone 23.91
    2-pentanone 8.52
    anisole 4.51
    cyclopentyl methyl ether 10.2
    gamma-butyrolactone 40.51
    1-methoxy-2-propanol 121.26
    pyridine 9.48
    3-pentanone 6.54
    furfural 54.44
    n-dodecane 0.46
    diethylene glycol 152.57
    diisopropyl ether 1.99
    tert-amyl alcohol 15.18
    acetylacetone 20.83
    n-hexadecane 0.5
    acetophenone 7.39
    methyl propionate 13.12
    isopentyl acetate 2.57
    trichloroethylene 5.1
    n-nonanol 4.85
    cyclohexanol 11.88
    benzyl alcohol 9.51
    2-ethylhexanol 3.5
    isooctanol 4.43
    dipropyl ether 5.12
    1,2-dichlorobenzene 1.39
    ethyl lactate 15.51
    propylene carbonate 13.12
    n-methylformamide 301.68
    2-pentanol 7.57
    n-pentane 0.7
    1-propoxy-2-propanol 23.39
    1-methoxy-2-propyl acetate 11.63
    2-(2-methoxypropoxy) propanol 24.66
    mesitylene 2.17
    ε-caprolactone 14.45
    p-cymene 1.98
    epichlorohydrin 25.6
    1,1,1-trichloroethane 1.15
    2-aminoethanol 228.49
    morpholine-4-carbaldehyde 207.1
    sulfolane 178.37
    2,2,4-trimethylpentane 0.44
    2-methyltetrahydrofuran 10.49
    n-hexyl acetate 3.71
    isooctane 0.3
    2-(2-butoxyethoxy)ethanol 31.38
    sec-butyl acetate 1.8
    tert-butyl acetate 6.21
    decalin 0.45
    glycerin 358.67
    diglyme 58.91
    acrylic acid 42.48
    isopropyl myristate 2.13
    n-butyric acid 13.17
    acetyl acetate 5.11
    di(2-ethylhexyl) phthalate 3.84
    ethyl propionate 4.11
    nitromethane 120.69
    1,2-diethoxyethane 7.16
    benzonitrile 3.74
    trioctyl phosphate 3.66
    1-bromopropane 1.31
    gamma-valerolactone 65.52
    n-decanol 3.81
    triethyl phosphate 4.72
    4-methyl-2-pentanol 4.34
    propionitrile 4.64
    vinylene carbonate 13.43
    1,1,2-trichlorotrifluoroethane 78.26
    DMS 5.91
    cumene 1.0
    2-octanol 3.51
    2-hexanone 3.27
    octyl acetate 3.16
    limonene 2.97
    1,2-dimethoxyethane 57.89
    ethyl orthosilicate 3.96
    tributyl phosphate 2.88
    diacetone alcohol 28.79
    N,N-dimethylaniline 6.65
    acrylonitrile 12.35
    aniline 5.32
    1,3-propanediol 144.09
    bromobenzene 0.63
    dibromomethane 1.8
    1,1,2,2-tetrachloroethane 5.48
    2-methyl-cyclohexyl acetate 3.53
    tetrabutyl urea 7.27
    diisobutyl methanol 3.46
    2-phenylethanol 7.65
    styrene 0.93
    dioctyl adipate 4.21
    dimethyl sulfate 90.01
    ethyl butyrate 4.3
    methyl lactate 61.51
    butyl lactate 6.95
    diethyl carbonate 3.2
    propanediol butyl ether 27.84
    triethyl orthoformate 4.63
    p-tert-butyltoluene 2.02
    methyl 4-tert-butylbenzoate 12.55
    morpholine 44.94
    tert-butylamine 7.11
    n-dodecanol 3.13
    dimethoxymethane 120.99
    ethylene carbonate 9.27
    cyrene 46.79
    2-ethoxyethyl acetate 5.8
    2-ethylhexyl acetate 1.85
    1,2,4-trichlorobenzene 1.89
    4-methylpyridine 6.8
    dibutyl ether 2.54
    2,6-dimethyl-4-heptanol 3.46
    DEF 44.85
    dimethyl isosorbide 34.76
    tetrachloroethylene 5.28
    eugenol 15.73
    triacetin 8.37
    span 80 16.72
    1,4-butanediol 63.06
    1,1-dichloroethane 1.37
    2-methyl-1-pentanol 4.47
    methyl formate 141.16
    2-methyl-1-butanol 7.95
    n-decane 0.73
    butyronitrile 3.79
    3,7-dimethyl-1-octanol 3.82
    1-chlorooctane 1.44
    1-chlorotetradecane 0.77
    n-nonane 0.74
    undecane 0.56
    tert-butylcyclohexane 0.27
    cyclooctane 1.01
    cyclopentanol 14.77
    tetrahydropyran 7.9
    tert-amyl methyl ether 6.01
    2,5,8-trioxanonane 50.2
    1-hexene 0.54
    2-isopropoxyethanol 32.74
    2,2,2-trifluoroethanol 95.71
    methyl butyrate 5.86

    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