(2S,3S,4S,5R)-2,3,4,5-tetrahydroxy-6-oxohexanoic acid

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  • Identifiers

    CAS number
    576-37-4

    Molecular formula
    C6H10O7

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

    Safety labels

  • Odor profile

    Fragrance
    Odorless 72.27%
    Caramellic 34.91%
    Sweet 28.33%
    Buttery 25.0%
    Savory 21.27%
    Sharp 19.02%
    Burnt 18.78%
    Milky 18.68%
    Sour 18.47%
    Clean 16.31%

     

    Flavor
    Odorless 66.04%
    Very mild 34.18%
    Sweet-like 26.28%
    Bland 22.96%
    Caramellic 22.27%
    Mild 21.07%
    Yeast 20.83%
    Sour 19.59%
    Very slight 19.05%
    Acetoin 18.63%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -2.6

    pKa est.
    2.47 (strong acid)

    Molecular weight
    194.14 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    704°C

    Flash point

    • 227.09 ˚C est.

  • Synonyms

    • (2S,3S,4S,5R)-2,3,4,5-tetrahydroxy-6-oxohexanoic acid
    • 576-37-4
    • DL-Glucuronic acid
    • aldehydo-D-glucuronic acid
    • DL-Glucuronicacid
    • EINECS 209-401-7
    • EINECS 229-486-4
    • (d)-glucuronic acid
    • SCHEMBL5974
    • D-GlcA; D-Glucuronic acid
    • UNII-8A5D83Q4RW
    • GLUCURONIC ACID [II]
    • D-Glucuronic acid (Standard)
    • GTPL4723
    • orb1297694
    • orb3025695
    • D-GLUCURONIC ACID [MI]
    • CHEMBL1235649
    • GLUCURONIC ACID [MART.]
    • SCHEMBL17509769
    • CHEBI:47953
    • HY-N6612R
    • DTXSID60859531
    • GLUCURONIC ACID [WHO-DD]
    • MSK3247
    • D-GLUCURONIC ACID [VANDF]
    • D-GLUCURONIC ACID [USP-RS]
    • HY-N6612
    • MFCD00166981
    • s6343
    • AKOS006271885
    • AT25131
    • EBC-144046
    • MG04046
    • AS-56863
    • BP-12303
    • SY012926
    • CS-0034368
    • D-Glucuronate; alpha-D-glucofuranuronic acid
    • NS00074122
    • EN300-7401085
    • F242854
    • Q409216
    • 1C1E1832-037F-4EAE-92C2-135B4562C0DE
    • (2S,3S,4S,5R)-2,3,4,5-tetrahydroxy-6-oxo-hexanoic acid
    • DL-Glucuronic Acid; (2S,3S,4S,5R)-2,3,4,5-Tetrahydroxy-6-oxohexanoic Acid
    • 576-37-4

  • Applications

    The chemical (2S,3S,4S,5R)-2,3,4,5-tetrahydroxy-6-oxohexanoic acid (CAS 576-37-4) is primarily used as an intermediate in the synthesis of specialty compounds for pharmaceuticals and agrochemicals; it commonly serves as a chelating agent in cleaning formulations, metal finishing, and household products; its polyhydroxyl structure supports use as a humectant and stabilizer in cosmetics/personal care; it also acts as a building block for polyhydroxy acid polymers and can function as a processing aid or additive in coatings, inks, and plastics, with application allowed subject to local regulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 6.11
    methanol 31.05
    isopropanol 2.9
    water 848.41
    ethyl acetate 0.82
    n-propanol 3.21
    acetone 2.75
    n-butanol 2.01
    acetonitrile 1.15
    DMF 191.52
    toluene 0.46
    isobutanol 1.43
    1,4-dioxane 6.49
    methyl acetate 0.83
    THF 3.61
    2-butanone 1.47
    n-pentanol 0.9
    sec-butanol 2.31
    n-hexane 0.17
    ethylene glycol 168.05
    NMP 133.24
    cyclohexane 1.17
    DMSO 661.84
    n-butyl acetate 0.45
    n-octanol 0.77
    chloroform 0.12
    n-propyl acetate 0.31
    acetic acid 8.35
    dichloromethane 0.32
    cyclohexanone 3.21
    propylene glycol 45.19
    isopropyl acetate 0.57
    DMAc 92.14
    2-ethoxyethanol 14.48
    isopentanol 1.37
    n-heptane 0.99
    ethyl formate 0.97
    1,2-dichloroethane 0.69
    n-hexanol 1.48
    2-methoxyethanol 57.55
    isobutyl acetate 0.09
    tetrachloromethane 0.19
    n-pentyl acetate 0.34
    transcutol 8.3
    n-heptanol 1.2
    ethylbenzene 0.26
    MIBK 0.81
    2-propoxyethanol 8.55
    tert-butanol 3.5
    MTBE 0.84
    2-butoxyethanol 4.1
    propionic acid 4.36
    o-xylene 1.12
    formic acid 197.74
    diethyl ether 1.06
    m-xylene 0.65
    p-xylene 0.27
    chlorobenzene 0.1
    dimethyl carbonate 4.09
    n-octane 0.3
    formamide 168.64
    cyclopentanone 3.98
    2-pentanone 1.53
    anisole 0.54
    cyclopentyl methyl ether 2.74
    gamma-butyrolactone 5.01
    1-methoxy-2-propanol 24.79
    pyridine 1.71
    3-pentanone 1.67
    furfural 6.03
    n-dodecane 0.13
    diethylene glycol 35.54
    diisopropyl ether 0.49
    tert-amyl alcohol 2.99
    acetylacetone 2.81
    n-hexadecane 0.14
    acetophenone 0.95
    methyl propionate 2.77
    isopentyl acetate 0.32
    trichloroethylene 0.49
    n-nonanol 0.74
    cyclohexanol 3.94
    benzyl alcohol 1.29
    2-ethylhexanol 0.83
    isooctanol 0.74
    dipropyl ether 1.43
    1,2-dichlorobenzene 0.16
    ethyl lactate 2.09
    propylene carbonate 1.32
    n-methylformamide 47.96
    2-pentanol 1.57
    n-pentane 0.38
    1-propoxy-2-propanol 5.05
    1-methoxy-2-propyl acetate 1.91
    2-(2-methoxypropoxy) propanol 3.65
    mesitylene 0.68
    ε-caprolactone 2.73
    p-cymene 0.54
    epichlorohydrin 2.19
    1,1,1-trichloroethane 0.13
    2-aminoethanol 68.07
    morpholine-4-carbaldehyde 66.16
    sulfolane 46.91
    2,2,4-trimethylpentane 0.19
    2-methyltetrahydrofuran 1.94
    n-hexyl acetate 0.38
    isooctane 0.1
    2-(2-butoxyethoxy)ethanol 4.92
    sec-butyl acetate 0.19
    tert-butyl acetate 0.79
    decalin 0.23
    glycerin 177.5
    diglyme 9.31
    acrylic acid 9.07
    isopropyl myristate 0.21
    n-butyric acid 2.04
    acetyl acetate 0.58
    di(2-ethylhexyl) phthalate 0.35
    ethyl propionate 0.57
    nitromethane 12.09
    1,2-diethoxyethane 0.93
    benzonitrile 0.32
    trioctyl phosphate 0.42
    1-bromopropane 0.25
    gamma-valerolactone 11.66
    n-decanol 0.6
    triethyl phosphate 0.77
    4-methyl-2-pentanol 0.76
    propionitrile 0.63
    vinylene carbonate 1.28
    1,1,2-trichlorotrifluoroethane 14.17
    DMS 0.81
    cumene 0.25
    2-octanol 0.63
    2-hexanone 0.42
    octyl acetate 0.32
    limonene 1.0
    1,2-dimethoxyethane 6.96
    ethyl orthosilicate 0.71
    tributyl phosphate 0.3
    diacetone alcohol 5.06
    N,N-dimethylaniline 1.33
    acrylonitrile 1.45
    aniline 1.31
    1,3-propanediol 30.61
    bromobenzene 0.08
    dibromomethane 0.22
    1,1,2,2-tetrachloroethane 0.79
    2-methyl-cyclohexyl acetate 0.44
    tetrabutyl urea 1.04
    diisobutyl methanol 0.75
    2-phenylethanol 1.18
    styrene 0.19
    dioctyl adipate 0.36
    dimethyl sulfate 18.03
    ethyl butyrate 0.6
    methyl lactate 13.28
    butyl lactate 1.02
    diethyl carbonate 0.36
    propanediol butyl ether 4.73
    triethyl orthoformate 0.76
    p-tert-butyltoluene 0.61
    methyl 4-tert-butylbenzoate 1.72
    morpholine 11.44
    tert-butylamine 1.43
    n-dodecanol 0.49
    dimethoxymethane 19.1
    ethylene carbonate 1.03
    cyrene 10.71
    2-ethoxyethyl acetate 0.59
    2-ethylhexyl acetate 0.29
    1,2,4-trichlorobenzene 0.25
    4-methylpyridine 1.15
    dibutyl ether 0.37
    2,6-dimethyl-4-heptanol 0.75
    DEF 11.4
    dimethyl isosorbide 5.19
    tetrachloroethylene 0.94
    eugenol 1.95
    triacetin 0.82
    span 80 3.26
    1,4-butanediol 10.72
    1,1-dichloroethane 0.16
    2-methyl-1-pentanol 0.61
    methyl formate 15.3
    2-methyl-1-butanol 1.45
    n-decane 0.22
    butyronitrile 0.41
    3,7-dimethyl-1-octanol 0.45
    1-chlorooctane 0.25
    1-chlorotetradecane 0.14
    n-nonane 0.25
    undecane 0.16
    tert-butylcyclohexane 0.11
    cyclooctane 0.81
    cyclopentanol 4.06
    tetrahydropyran 1.89
    tert-amyl methyl ether 1.37
    2,5,8-trioxanonane 8.29
    1-hexene 0.16
    2-isopropoxyethanol 4.32
    2,2,2-trifluoroethanol 14.81
    methyl butyrate 0.69

    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