(3beta,4alpha,16beta,21beta,22alpha)-28-(Acetyloxy)-16,22,23-trihydroxy-21-(((2E)-2-methyl-1-oxo-2-buten-1-yl)oxy)olean-12-en-3-yl beta-D-glucopyranosiduronic acid

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  • Identifiers

    CAS number
    122168-40-5

    Molecular formula
    C43H66O14

    SMILES
    C/C=C(\C)/C(=O)O[C@H]1[C@@H]([C@@]2([C@H](C[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H]([C@@]5(C)CO)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C(=O)O)O)O)O)C)C)[C@@H]2CC1(C)C)C)O)COC(=O)C)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 48.04%
    Woody 43.87%
    Mint 31.79%
    Cooling 30.79%
    Spicy 30.54%
    Sweet 28.66%
    Balsamic 27.97%
    Dry 25.9%
    Amber 25.79%
    Warm 23.97%

     

    Flavor
    Bitter 76.3%
    Odorless 25.55%
    Bland 23.09%
    Sweet-like 22.79%
    Cedarleaf 21.88%
    Fir 20.75%
    Ripe apricot 20.68%
    Pine 20.56%
    Sandalwood 20.33%
    Woody 20.23%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.9

    pKa est.
    2.53 (strong acid)

    Molecular weight
    807.0 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra fast

    Boiling point est.
    631°C

    Flash point

    • 278.65 ˚C est.

  • Synonyms

    • Gymnemic acid I
    • 122168-40-5
    • (+)-Gymnemic acid I
    • Gymnemic acid I, (+)-
    • N67JJ0K34T
    • (2S,3S,4S,5R,6R)-6-[[(3S,4R,4aR,6aR,6bS,8S,8aR,9R,10R,12aS,14aR,14bR)-8a-(acetyloxymethyl)-8,9-dihydroxy-4-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-10-[(E)-2-methylbut-2-enoyl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
    • DTXSID30474619
    • (3beta,4alpha,16beta,21beta,22alpha)-21-tigloxy-28-acetoxy-16,22,23-trihydroxyolean-12-en-3-yl-beta D-glucopyranosiduronic acid
    • beta-D-Glucopyranosiduronic acid, (3beta,4alpha,16beta,21beta,22alpha)-28-(acetyloxy)-16,22,23-trihydroxy-21-(((2E)-2-methyl-1-oxo-2-buten-1-yl)oxy)olean-12-en-3-yl
    • (2S,3S,4S,5R,6R)-6-(((3S,4R,4aR,6aR,6bS,8S,8aR,9R,10R,12aS,14aR,14bR)-8a-(acetyloxymethyl)-8,9-dihydroxy-4-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-10-((E)-2-methylbut-2-enoyl)oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl)oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid
    • RefChem:1050181
    • DTXCID20425433
    • (3beta,4alpha,16beta,21beta,22alpha)-28-(Acetyloxy)-16,22,23-trihydroxy-21-(((2E)-2-methyl-1-oxo-2-buten-1-yl)oxy)olean-12-en-3-yl beta-D-glucopyranosiduronic acid
    • UNII-N67JJ0K34T
    • C08947
    • CHEBI:5577
    • orb1984292
    • CHEMBL4294164
    • SCHEMBL17332318
    • GLXC-10715
    • (2S,3S,4S,5R,6R)-6-[[(3S,4R,4aR,6aR,6bS,8S,8aR,9R,10R,12aS,14aR,14bR)-8a-(acetoxymethyl)-8,9-dihydroxy-4-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-10-[(E)-2-methylbut-2-enoyl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid
    • XEA16840
    • MFCD12031624
    • AKOS040760437
    • FS-7051
    • LMPR0106150031
    • AC-35143
    • DA-63983
    • Q421688
    • GYMNEMIC ACID I (CONSTITUENT OF GYMNEMA) [DSC]
    • .BETA.-D-GLUCOPYRANOSIDURONIC ACID, (3.BETA.,4.ALPHA.,16.BETA.,21.BETA.,22.ALPHA.)-28-(ACETYLOXY)-16,22,23-TRIHYDROXY-21-(((2E)-2-METHYL-1-OXO-2-BUTEN-1-YL)OXY)OLEAN-12-EN-3-YL
    • 28-(Acetyloxy)-16beta,22alpha,23-trihydroxy-21beta-{[(2E)-2-methylbut-2-enoyl]oxy}olean-12-en-3beta-yl beta-D-glucopyranosiduronic acid
    • 122168-40-5

  • Applications

    Compound (3beta,4alpha,16beta,21beta,22alpha)-28-(Acetyloxy)-16,22,23-trihydroxy-21-(((2E)-2-methyl-1-oxo-2-buten-1-yl)oxy)olean-12-en-3-yl beta-D-glucopyranosiduronic acid (CAS 122168-40-5) can function as a natural surfactant and emulsifier; in cosmetics and personal care it may stabilize emulsions and enhance foaming; in household products and cleaning formulations it can serve as a mild surfactant or foaming agent; in industrial manufacturing as a dispersant or emulsifier for pigments and polymers; in coatings and inks as a pigment dispersant/emulsifier; in agriculture as an adjuvant to improve spray deposition; in pharmaceutical development as an excipient or solubilizer; and potentially as an intermediate in polymer or formulation chemistry.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 5.36
    methanol 31.78
    isopropanol 2.04
    water 0.04
    ethyl acetate 3.57
    n-propanol 3.73
    acetone 8.72
    n-butanol 1.63
    acetonitrile 2.07
    DMF 72.57
    toluene 1.24
    isobutanol 1.38
    1,4-dioxane 19.25
    methyl acetate 4.63
    THF 43.03
    2-butanone 5.53
    n-pentanol 1.44
    sec-butanol 1.21
    n-hexane 0.05
    ethylene glycol 5.93
    NMP 76.13
    cyclohexane 0.1
    DMSO 61.82
    n-butyl acetate 1.21
    n-octanol 0.93
    chloroform 9.2
    n-propyl acetate 1.54
    acetic acid 40.18
    dichloromethane 7.32
    cyclohexanone 8.53
    propylene glycol 8.27
    isopropyl acetate 2.02
    DMAc 58.36
    2-ethoxyethanol 15.44
    isopentanol 0.91
    n-heptane 0.05
    ethyl formate 3.83
    1,2-dichloroethane 3.66
    n-hexanol 1.07
    2-methoxyethanol 37.46
    isobutyl acetate 0.79
    tetrachloromethane 0.94
    n-pentyl acetate 2.0
    transcutol 17.5
    n-heptanol 1.24
    ethylbenzene 0.46
    MIBK 1.73
    2-propoxyethanol 15.78
    tert-butanol 1.49
    MTBE 1.2
    2-butoxyethanol 8.27
    propionic acid 6.24
    o-xylene 0.78
    formic acid 28.89
    diethyl ether 1.9
    m-xylene 0.75
    p-xylene 0.54
    chlorobenzene 1.31
    dimethyl carbonate 9.59
    n-octane 0.03
    formamide 25.24
    cyclopentanone 22.44
    2-pentanone 3.67
    anisole 2.32
    cyclopentyl methyl ether 5.48
    gamma-butyrolactone 28.79
    1-methoxy-2-propanol 20.9
    pyridine 10.35
    3-pentanone 3.23
    furfural 21.8
    n-dodecane 0.02
    diethylene glycol 19.0
    diisopropyl ether 0.34
    tert-amyl alcohol 1.13
    acetylacetone 10.41
    n-hexadecane 0.02
    acetophenone 3.13
    methyl propionate 6.3
    isopentyl acetate 1.02
    trichloroethylene 11.18
    n-nonanol 0.95
    cyclohexanol 1.34
    benzyl alcohol 3.42
    2-ethylhexanol 0.41
    isooctanol 0.77
    dipropyl ether 1.01
    1,2-dichlorobenzene 1.32
    ethyl lactate 3.01
    propylene carbonate 7.78
    n-methylformamide 30.24
    2-pentanol 0.69
    n-pentane 0.06
    1-propoxy-2-propanol 6.69
    1-methoxy-2-propyl acetate 5.27
    2-(2-methoxypropoxy) propanol 5.24
    mesitylene 0.36
    ε-caprolactone 8.67
    p-cymene 0.23
    epichlorohydrin 24.52
    1,1,1-trichloroethane 2.07
    2-aminoethanol 10.05
    morpholine-4-carbaldehyde 68.53
    sulfolane 56.71
    2,2,4-trimethylpentane 0.03
    2-methyltetrahydrofuran 6.87
    n-hexyl acetate 2.23
    isooctane 0.02
    2-(2-butoxyethoxy)ethanol 7.74
    sec-butyl acetate 0.88
    tert-butyl acetate 2.26
    decalin 0.05
    glycerin 21.54
    diglyme 15.88
    acrylic acid 12.14
    isopropyl myristate 0.47
    n-butyric acid 5.45
    acetyl acetate 4.24
    di(2-ethylhexyl) phthalate 1.12
    ethyl propionate 1.69
    nitromethane 43.36
    1,2-diethoxyethane 2.98
    benzonitrile 1.62
    trioctyl phosphate 0.71
    1-bromopropane 0.94
    gamma-valerolactone 57.46
    n-decanol 0.51
    triethyl phosphate 0.84
    4-methyl-2-pentanol 0.43
    propionitrile 1.54
    vinylene carbonate 8.86
    1,1,2-trichlorotrifluoroethane 38.66
    DMS 3.44
    cumene 0.27
    2-octanol 0.57
    2-hexanone 1.85
    octyl acetate 0.94
    limonene 0.32
    1,2-dimethoxyethane 16.11
    ethyl orthosilicate 0.77
    tributyl phosphate 0.61
    diacetone alcohol 5.99
    N,N-dimethylaniline 2.08
    acrylonitrile 3.83
    aniline 2.51
    1,3-propanediol 9.6
    bromobenzene 1.15
    dibromomethane 3.06
    1,1,2,2-tetrachloroethane 9.25
    2-methyl-cyclohexyl acetate 1.21
    tetrabutyl urea 1.23
    diisobutyl methanol 0.23
    2-phenylethanol 2.53
    styrene 0.55
    dioctyl adipate 1.21
    dimethyl sulfate 20.16
    ethyl butyrate 1.13
    methyl lactate 12.17
    butyl lactate 3.02
    diethyl carbonate 0.77
    propanediol butyl ether 8.88
    triethyl orthoformate 1.25
    p-tert-butyltoluene 0.27
    methyl 4-tert-butylbenzoate 4.24
    morpholine 23.21
    tert-butylamine 0.4
    n-dodecanol 0.27
    dimethoxymethane 38.26
    ethylene carbonate 5.83
    cyrene 14.18
    2-ethoxyethyl acetate 5.37
    2-ethylhexyl acetate 0.76
    1,2,4-trichlorobenzene 2.22
    4-methylpyridine 5.1
    dibutyl ether 0.5
    2,6-dimethyl-4-heptanol 0.23
    DEF 7.72
    dimethyl isosorbide 10.3
    tetrachloroethylene 6.4
    eugenol 4.42
    triacetin 4.89
    span 80 5.53
    1,4-butanediol 3.63
    1,1-dichloroethane 2.2
    2-methyl-1-pentanol 0.82
    methyl formate 22.09
    2-methyl-1-butanol 0.97
    n-decane 0.05
    butyronitrile 1.0
    3,7-dimethyl-1-octanol 0.49
    1-chlorooctane 0.26
    1-chlorotetradecane 0.07
    n-nonane 0.04
    undecane 0.03
    tert-butylcyclohexane 0.03
    cyclooctane 0.05
    cyclopentanol 3.29
    tetrahydropyran 5.37
    tert-amyl methyl ether 1.13
    2,5,8-trioxanonane 9.07
    1-hexene 0.2
    2-isopropoxyethanol 5.87
    2,2,2-trifluoroethanol 11.34
    methyl butyrate 2.25

    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