Hydroxyisoleucine

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  • Identifiers

    CAS number
    55399-93-4

    Molecular formula
    C6H13NO3

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

    Safety labels

  • Odor profile

    Fragrance
    Odorless 71.51%
    Savory 29.78%
    Cooling 26.44%
    Sweet 26.2%
    Milky 23.18%
    Bitter 19.06%
    Mint 18.41%
    Buttery 17.08%
    Creamy 15.62%
    Meaty 15.49%

     

    Flavor
    Odorless 60.09%
    Mild 29.09%
    Bland 26.37%
    Sweet-like 23.02%
    Bitter 21.83%
    Yeast 19.58%
    Stinky 19.53%
    Very slight 19.37%
    Acrid 19.34%
    Yeasty 19.3%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -2.8

    pKa est.
    6.02 (neutral)

    Molecular weight
    147.17 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    309°C

    Flash point

    • 142.77 ˚C est.

  • Synonyms

    • Hydroxyisoleucine
    • (4S)-4-Hydroxy-L-isoleucine
    • (2S,3R,4S)-2-amino-4-hydroxy-3-methylpentanoic acid
    • (4S)-4-hydroxyisoleucine
    • UNII-4SWT01T54O
    • 4SWT01T54O
    • L-Ribonic acid, 2-amino-2,3,5-trideoxy-3-methyl-
    • CHEBI:79079
    • DTXSID90203947
    • 4-HYDROXYISOLEUCINE, (+)-
    • 2-amino-2,3,5-trideoxy-3-methyl-L-ribonic acid
    • 4-HYDROXYISOLEUCINE (USP-RS)
    • 4-HYDROXYISOLEUCINE [USP-RS]
    • RefChem:39069
    • DTXCID20126438
    • 4-HYDROXYISOLEUCINE (CONSTITUENT OF FENUGREEK SEED)
    • 55399-93-4
    • (2S,3R,4S)-4-HYDROXYISOLEUCINE
    • 1044661-15-5
    • MFCD07357252
    • ID-1101
    • (2S,3R,4S)-2-Amino-4-hydroxy-3-methyl-pentanoic acid
    • 4-HYDROXY-L-ISOLEUCINE
    • Adyvia
    • 50764-07-3
    • (2S,3R,4S)-4-hydroxy-L-isoleucine
    • 4-OH-Ile
    • (4S)-Hydroxy-L-isoleucine
    • SCHEMBL598013
    • CHEMBL508094
    • orb1304722
    • (4S)-4-Hydroxy-L-isoleucine;
    • GLXC-22329
    • s9393
    • AKOS006284062
    • AB11505
    • CCG-266184
    • CS-W010987
    • EBC-616858
    • HY-W010271
    • AC-34630
    • AS-44525
    • DA-70102
    • SY232484
    • (4S)-4-Hydroxy-L-isoleucine from fenugre
    • C20802
    • F333852
    • BRD-K90305467-001-01-3
    • Q27147705
    • rel-(2S,3R,4S)-2-Amino-4-hydroxy-3-methylpentanoic acid
    • rel-(2S,3R,4S)-2-Amino-4-hydroxy-3-methylpentanoicacid
    • (4S)-4-Hydroxy-L-isoleucine, from fenugreek seed, >=98.0% (TLC)
    • 4-HYDROXYISOLEUCINE (CONSTITUENT OF FENUGREEK SEED) [DSC]
    • 55399-93-4

  • Applications

    Hydroxyisoleucine, CAS 55399-93-4, is regarded as a biologically active constituent with potential in nutrition and metabolic health, and is commonly used as an active ingredient in dietary supplements; it is also studied as a chemical precursor or synthetic building block for pharmaceutical applications and related organic-chemistry research on amino acid derivatives; in industrial contexts it may appear as an analytical reference or quality-control marker in laboratory work, and as part of synthesis schemes for bioactive or medicinal compounds.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.12
    methanol 0.38
    isopropanol 0.13
    water 31.5
    ethyl acetate 0.3
    n-propanol 0.07
    acetone 0.07
    n-butanol 0.06
    acetonitrile 0.11
    DMF 0.48
    toluene 0.1
    isobutanol 0.13
    1,4-dioxane 0.59
    methyl acetate 0.21
    THF 0.93
    2-butanone 0.14
    n-pentanol 0.09
    sec-butanol 0.15
    n-hexane 0.05
    ethylene glycol 4.76
    NMP 9.33
    cyclohexane 0.07
    DMSO 5.0
    n-butyl acetate 0.26
    n-octanol 0.26
    chloroform 0.16
    n-propyl acetate 0.11
    acetic acid 3.06
    dichloromethane 0.16
    cyclohexanone 0.78
    propylene glycol 2.03
    isopropyl acetate 0.28
    DMAc 3.03
    2-ethoxyethanol 1.04
    isopentanol 0.17
    n-heptane 0.1
    ethyl formate 0.27
    1,2-dichloroethane 0.12
    n-hexanol 0.4
    2-methoxyethanol 1.51
    isobutyl acetate 0.09
    tetrachloromethane 0.38
    n-pentyl acetate 0.26
    transcutol 2.52
    n-heptanol 0.5
    ethylbenzene 0.15
    MIBK 0.31
    2-propoxyethanol 2.1
    tert-butanol 0.53
    MTBE 0.18
    2-butoxyethanol 1.59
    propionic acid 0.91
    o-xylene 0.4
    formic acid 26.35
    diethyl ether 0.06
    m-xylene 0.32
    p-xylene 0.21
    chlorobenzene 0.12
    dimethyl carbonate 0.35
    n-octane 0.05
    formamide 5.64
    cyclopentanone 0.89
    2-pentanone 0.15
    anisole 0.24
    cyclopentyl methyl ether 0.54
    gamma-butyrolactone 2.1
    1-methoxy-2-propanol 1.13
    pyridine 0.22
    3-pentanone 0.21
    furfural 4.34
    n-dodecane 0.04
    diethylene glycol 7.85
    diisopropyl ether 0.13
    tert-amyl alcohol 0.73
    acetylacetone 0.82
    n-hexadecane 0.04
    acetophenone 0.61
    methyl propionate 0.29
    isopentyl acetate 0.42
    trichloroethylene 0.32
    n-nonanol 0.28
    cyclohexanol 0.4
    benzyl alcohol 0.45
    2-ethylhexanol 0.53
    isooctanol 0.57
    dipropyl ether 0.17
    1,2-dichlorobenzene 0.31
    ethyl lactate 0.65
    propylene carbonate 1.32
    n-methylformamide 0.43
    2-pentanol 0.11
    n-pentane 0.02
    1-propoxy-2-propanol 1.27
    1-methoxy-2-propyl acetate 1.02
    2-(2-methoxypropoxy) propanol 2.7
    mesitylene 0.4
    ε-caprolactone 1.26
    p-cymene 0.42
    epichlorohydrin 0.72
    1,1,1-trichloroethane 0.22
    2-aminoethanol 1.81
    morpholine-4-carbaldehyde 4.78
    sulfolane 12.46
    2,2,4-trimethylpentane 0.08
    2-methyltetrahydrofuran 0.64
    n-hexyl acetate 0.36
    isooctane 0.06
    2-(2-butoxyethoxy)ethanol 2.52
    sec-butyl acetate 0.15
    tert-butyl acetate 0.57
    decalin 0.12
    glycerin 13.9
    diglyme 3.45
    acrylic acid 1.87
    isopropyl myristate 0.2
    n-butyric acid 0.61
    acetyl acetate 0.5
    di(2-ethylhexyl) phthalate 0.8
    ethyl propionate 0.21
    nitromethane 1.39
    1,2-diethoxyethane 0.21
    benzonitrile 0.3
    trioctyl phosphate 0.53
    1-bromopropane 0.04
    gamma-valerolactone 2.57
    n-decanol 0.24
    triethyl phosphate 0.64
    4-methyl-2-pentanol 0.25
    propionitrile 0.06
    vinylene carbonate 1.01
    1,1,2-trichlorotrifluoroethane 6.9
    DMS 0.61
    cumene 0.26
    2-octanol 0.3
    2-hexanone 0.12
    octyl acetate 0.28
    limonene 0.49
    1,2-dimethoxyethane 0.75
    ethyl orthosilicate 0.58
    tributyl phosphate 0.44
    diacetone alcohol 2.37
    N,N-dimethylaniline 0.49
    acrylonitrile 0.13
    aniline 0.22
    1,3-propanediol 1.07
    bromobenzene 0.11
    dibromomethane 0.11
    1,1,2,2-tetrachloroethane 0.44
    2-methyl-cyclohexyl acetate 0.69
    tetrabutyl urea 0.69
    diisobutyl methanol 0.49
    2-phenylethanol 0.99
    styrene 0.09
    dioctyl adipate 0.34
    dimethyl sulfate 2.09
    ethyl butyrate 0.28
    methyl lactate 1.51
    butyl lactate 0.8
    diethyl carbonate 0.23
    propanediol butyl ether 1.98
    triethyl orthoformate 0.42
    p-tert-butyltoluene 0.45
    methyl 4-tert-butylbenzoate 2.18
    morpholine 0.45
    tert-butylamine 0.18
    n-dodecanol 0.2
    dimethoxymethane 0.38
    ethylene carbonate 0.67
    cyrene 6.54
    2-ethoxyethyl acetate 0.52
    2-ethylhexyl acetate 0.33
    1,2,4-trichlorobenzene 0.44
    4-methylpyridine 0.22
    dibutyl ether 0.09
    2,6-dimethyl-4-heptanol 0.49
    DEF 0.43
    dimethyl isosorbide 6.24
    tetrachloroethylene 0.78
    eugenol 2.32
    triacetin 0.94
    span 80 2.48
    1,4-butanediol 0.74
    1,1-dichloroethane 0.06
    2-methyl-1-pentanol 0.24
    methyl formate 0.57
    2-methyl-1-butanol 0.18
    n-decane 0.05
    butyronitrile 0.05
    3,7-dimethyl-1-octanol 0.35
    1-chlorooctane 0.11
    1-chlorotetradecane 0.07
    n-nonane 0.05
    undecane 0.04
    tert-butylcyclohexane 0.11
    cyclooctane 0.09
    cyclopentanol 0.63
    tetrahydropyran 0.15
    tert-amyl methyl ether 0.34
    2,5,8-trioxanonane 4.5
    1-hexene 0.05
    2-isopropoxyethanol 0.76
    2,2,2-trifluoroethanol 5.75
    methyl butyrate 0.23

    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