(alphaR)-6-Amino-alpha-hydroxy-9H-purine-9-butanoic acid

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  • Identifiers

    CAS number
    31701-90-3

    Molecular formula
    C9H11N5O3

    SMILES
    C1=NC(=C2C(=N1)N(C=N2)CC[C@H](C(=O)O)O)N

    Safety labels

  • Odor profile

    Fragrance
    Odorless 75.39%
    Savory 25.48%
    Milky 21.15%
    Sweet 20.08%
    Cooked 19.28%
    Nutty 19.27%
    Roasted 18.52%
    Meaty 18.02%
    Buttery 17.77%
    Bitter 17.5%

     

    Flavor
    Bitter 72.08%
    Odorless 62.92%
    Bland 35.32%
    Mild 26.1%
    Very mild 26.05%
    Sweet-like 24.31%
    Yeast 19.48%
    Bread crust 18.73%
    Nitrile 18.66%
    Roasted peanuts 18.3%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -0.9

    pKa est.
    4.34 (weak acid)

    Molecular weight
    237.22 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    886°C

    Flash point

    • 329.77 ˚C est.

  • Synonyms

    • 31701-90-3
    • RefChem:69858
    • (alphaR)-6-Amino-alpha-hydroxy-9H-purine-9-butanoic acid
    • (2R)-4-(6-aminopurin-9-yl)-2-hydroxybutanoic acid
    • (2R)-4-(6-amino-9H-purin-9-yl)-2-hydroxybutanoic acid
    • DTXSID201235997
    • (|AR)-6-Amino-|A-hydroxy-9H-purine-9-butanoic acid
    • (I+/-R)-6-Amino-I+/--hydroxy-9H-purine-9-butanoic acid
    • 31701-90-3

  • Applications

    The compound (alphaR)-6-Amino-alpha-hydroxy-9H-purine-9-butanoic acid (CAS 31701-90-3) is commonly employed as an intermediate in the synthesis of nucleoside/nucleotide analogs in pharmaceuticals; it also serves as a chiral building block for purine-based drug candidates in medicinal chemistry, and can function as a ligand or probe in biochemical assays related to purine metabolism, with potential use as a reference standard in analytical method development.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.68
    methanol 1.53
    isopropanol 0.59
    water 4.82
    ethyl acetate 0.09
    n-propanol 0.95
    acetone 0.17
    n-butanol 1.0
    acetonitrile 0.2
    DMF 9.45
    toluene 0.08
    isobutanol 0.75
    1,4-dioxane 0.38
    methyl acetate 0.18
    THF 1.28
    2-butanone 0.64
    n-pentanol 0.65
    sec-butanol 1.16
    n-hexane 0.06
    ethylene glycol 6.25
    NMP 48.18
    cyclohexane 0.08
    DMSO 16.08
    n-butyl acetate 0.21
    n-octanol 0.11
    chloroform 0.07
    n-propyl acetate 0.14
    acetic acid 3.16
    dichloromethane 0.13
    cyclohexanone 1.85
    propylene glycol 7.4
    isopropyl acetate 0.07
    DMAc 20.39
    2-ethoxyethanol 4.77
    isopentanol 0.85
    n-heptane 0.14
    ethyl formate 0.36
    1,2-dichloroethane 0.15
    n-hexanol 0.64
    2-methoxyethanol 11.95
    isobutyl acetate 0.06
    tetrachloromethane 0.06
    n-pentyl acetate 0.17
    transcutol 2.66
    n-heptanol 0.46
    ethylbenzene 0.08
    MIBK 0.2
    2-propoxyethanol 3.32
    tert-butanol 0.68
    MTBE 0.13
    2-butoxyethanol 2.02
    propionic acid 1.57
    o-xylene 0.15
    formic acid 36.05
    diethyl ether 0.15
    m-xylene 0.09
    p-xylene 0.17
    chlorobenzene 0.05
    dimethyl carbonate 0.27
    n-octane 0.04
    formamide 27.41
    cyclopentanone 2.4
    2-pentanone 0.33
    anisole 0.13
    cyclopentyl methyl ether 0.6
    gamma-butyrolactone 2.81
    1-methoxy-2-propanol 5.27
    pyridine 0.97
    3-pentanone 0.46
    furfural 5.22
    n-dodecane 0.02
    diethylene glycol 9.41
    diisopropyl ether 0.06
    tert-amyl alcohol 1.18
    acetylacetone 0.24
    n-hexadecane 0.02
    acetophenone 0.39
    methyl propionate 0.31
    isopentyl acetate 0.22
    trichloroethylene 0.2
    n-nonanol 0.15
    cyclohexanol 1.38
    benzyl alcohol 0.63
    2-ethylhexanol 0.39
    isooctanol 0.34
    dipropyl ether 0.39
    1,2-dichlorobenzene 0.07
    ethyl lactate 0.87
    propylene carbonate 0.78
    n-methylformamide 4.86
    2-pentanol 0.61
    n-pentane 0.06
    1-propoxy-2-propanol 1.81
    1-methoxy-2-propyl acetate 0.43
    2-(2-methoxypropoxy) propanol 1.76
    mesitylene 0.07
    ε-caprolactone 1.74
    p-cymene 0.15
    epichlorohydrin 1.04
    1,1,1-trichloroethane 0.04
    2-aminoethanol 6.86
    morpholine-4-carbaldehyde 10.79
    sulfolane 15.94
    2,2,4-trimethylpentane 0.04
    2-methyltetrahydrofuran 0.85
    n-hexyl acetate 0.11
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 2.09
    sec-butyl acetate 0.09
    tert-butyl acetate 0.1
    decalin 0.03
    glycerin 32.0
    diglyme 2.96
    acrylic acid 2.88
    isopropyl myristate 0.07
    n-butyric acid 1.1
    acetyl acetate 0.05
    di(2-ethylhexyl) phthalate 0.26
    ethyl propionate 0.16
    nitromethane 2.25
    1,2-diethoxyethane 0.25
    benzonitrile 0.29
    trioctyl phosphate 0.2
    1-bromopropane 0.11
    gamma-valerolactone 6.79
    n-decanol 0.14
    triethyl phosphate 0.35
    4-methyl-2-pentanol 0.3
    propionitrile 0.28
    vinylene carbonate 0.63
    1,1,2-trichlorotrifluoroethane 7.17
    DMS 0.2
    cumene 0.09
    2-octanol 0.22
    2-hexanone 0.32
    octyl acetate 0.11
    limonene 0.21
    1,2-dimethoxyethane 2.19
    ethyl orthosilicate 0.34
    tributyl phosphate 0.19
    diacetone alcohol 1.17
    N,N-dimethylaniline 0.28
    acrylonitrile 0.52
    aniline 0.47
    1,3-propanediol 6.1
    bromobenzene 0.04
    dibromomethane 0.09
    1,1,2,2-tetrachloroethane 0.28
    2-methyl-cyclohexyl acetate 0.3
    tetrabutyl urea 0.55
    diisobutyl methanol 0.23
    2-phenylethanol 0.51
    styrene 0.06
    dioctyl adipate 0.15
    dimethyl sulfate 1.46
    ethyl butyrate 0.26
    methyl lactate 2.39
    butyl lactate 0.77
    diethyl carbonate 0.19
    propanediol butyl ether 1.75
    triethyl orthoformate 0.39
    p-tert-butyltoluene 0.12
    methyl 4-tert-butylbenzoate 0.6
    morpholine 1.41
    tert-butylamine 0.27
    n-dodecanol 0.11
    dimethoxymethane 1.27
    ethylene carbonate 0.41
    cyrene 5.36
    2-ethoxyethyl acetate 0.27
    2-ethylhexyl acetate 0.19
    1,2,4-trichlorobenzene 0.13
    4-methylpyridine 0.49
    dibutyl ether 0.12
    2,6-dimethyl-4-heptanol 0.23
    DEF 1.57
    dimethyl isosorbide 2.33
    tetrachloroethylene 0.32
    eugenol 1.16
    triacetin 0.27
    span 80 1.26
    1,4-butanediol 3.0
    1,1-dichloroethane 0.05
    2-methyl-1-pentanol 0.63
    methyl formate 1.79
    2-methyl-1-butanol 1.09
    n-decane 0.03
    butyronitrile 0.28
    3,7-dimethyl-1-octanol 0.12
    1-chlorooctane 0.04
    1-chlorotetradecane 0.03
    n-nonane 0.03
    undecane 0.02
    tert-butylcyclohexane 0.02
    cyclooctane 0.04
    cyclopentanol 2.17
    tetrahydropyran 0.43
    tert-amyl methyl ether 0.3
    2,5,8-trioxanonane 2.78
    1-hexene 0.12
    2-isopropoxyethanol 1.57
    2,2,2-trifluoroethanol 3.22
    methyl butyrate 0.33

    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