2-Deoxystreptamine

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  • Identifiers

    CAS number
    2037-48-1

    Molecular formula
    C6H14N2O3

    SMILES
    C1[C@H]([C@@H](C([C@@H]([C@H]1N)O)O)O)N

    Safety labels

  • Odor profile

    Fragrance
    Odorless 76.57%
    Fishy 31.76%
    Sweet 23.96%
    Smoky 15.6%
    Burnt 15.18%
    Savory 14.1%
    Cooling 13.81%
    Alcoholic 13.73%
    Bitter 13.27%
    Woody 13.23%

     

    Flavor
    Sweet 56.99%
    Odorless 50.77%
    Bitter 40.47%
    Sweet-like 27.0%
    Cauliflower 21.26%
    Very slight 21.19%
    Alkaline 21.06%
    Mentholic 20.67%
    Soup 19.73%
    Bouillon 19.69%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -3.2

    pKa est.
    5.17 (weak acid)

    Molecular weight
    162.19 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    455°C

    Flash point

    • 183.62 ˚C est.

  • Synonyms

    • 2-Deoxystreptamine
    • Deoxystreptamine
    • 2037-48-1
    • 2-Desoxystreptamine
    • (1R,2r,3S,4R,6S)-4,6-diaminocyclohexane-1,2,3-triol
    • Streptamine, 2-deoxy-
    • 1,2,3-Cyclohexanetriol, 4,6-diamino-
    • M88VD0X96M
    • 2-DEOXY-D-STREPTAMINE
    • 4,6-diamino-1,2,3-cyclohexanetriol
    • (1S,3R,4S,6R)-4,6-diaminocyclohexane-1,2,3-triol
    • UNII-M88VD0X96M
    • NSC-156938
    • 2-Desoxystreptamin
    • NSC 156938
    • STREPTAMINE, DEOXY-
    • SCHEMBL133955
    • CHEMBL264001
    • (1R,3S,4R,6S)-4,6-diaminocyclohexane-1,2,3-triol
    • 2-DEOXYSTREPTAMINE [MI]
    • CHEBI:28295
    • DTXSID70942529
    • Gentamicin Sulfate EP Impurity E
    • AKOS006276651
    • C02627
    • 037D481
    • GENTAMICIN SULFATE IMPURITY E [EP IMPURITY]
    • Gentamicin Sulfate EP Impurity E; Netilmicin Impurity
    • Q27103617
    • (1S*,3R*,4S*,6R*)-4,6-Diamino-cyclohexane-1,2,3-triol
    • GE2
    • PA2
    • 2037-48-1

  • Applications

    2-Deoxystreptamine (CAS 2037-48-1) is a key aminocyclitol used as an intermediate and building block in the synthesis of aminoglycoside antibiotics, including kanamycin, neomycin, gentamicin, tobramycin, and amikacin. Common applications include serving as a precursor for antimicrobial intermediates in pharmaceutical manufacturing; acting as a building block for chiral aminocyclitol-containing compounds in chemical synthesis; supporting the development of semi-synthetic antibiotics; and use in research and development to generate complex aminocyclitol structures. The scope is primarily in the pharmaceutical industry and R&D, subject to local regulations and formulation constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.02
    methanol 0.08
    isopropanol 0.01
    water 50.99
    ethyl acetate 0.02
    n-propanol 0.01
    acetone 0.01
    n-butanol 0.01
    acetonitrile 0.02
    DMF 0.08
    toluene 0.01
    isobutanol 0.01
    1,4-dioxane 0.04
    methyl acetate 0.01
    THF 0.07
    2-butanone 0.01
    n-pentanol 0.01
    sec-butanol 0.01
    n-hexane 0.0
    ethylene glycol 0.68
    NMP 1.42
    cyclohexane 0.01
    DMSO 1.85
    n-butyl acetate 0.03
    n-octanol 0.02
    chloroform 0.01
    n-propyl acetate 0.01
    acetic acid 0.72
    dichloromethane 0.01
    cyclohexanone 0.07
    propylene glycol 0.19
    isopropyl acetate 0.02
    DMAc 0.3
    2-ethoxyethanol 0.11
    isopentanol 0.01
    n-heptane 0.02
    ethyl formate 0.02
    1,2-dichloroethane 0.01
    n-hexanol 0.04
    2-methoxyethanol 0.24
    isobutyl acetate 0.01
    tetrachloromethane 0.03
    n-pentyl acetate 0.03
    transcutol 0.27
    n-heptanol 0.06
    ethylbenzene 0.01
    MIBK 0.02
    2-propoxyethanol 0.24
    tert-butanol 0.01
    MTBE 0.01
    2-butoxyethanol 0.19
    propionic acid 0.09
    o-xylene 0.02
    formic acid 14.61
    diethyl ether 0.01
    m-xylene 0.02
    p-xylene 0.01
    chlorobenzene 0.01
    dimethyl carbonate 0.04
    n-octane 0.01
    formamide 3.04
    cyclopentanone 0.11
    2-pentanone 0.02
    anisole 0.01
    cyclopentyl methyl ether 0.05
    gamma-butyrolactone 0.22
    1-methoxy-2-propanol 0.14
    pyridine 0.02
    3-pentanone 0.02
    furfural 0.38
    n-dodecane 0.0
    diethylene glycol 1.12
    diisopropyl ether 0.01
    tert-amyl alcohol 0.02
    acetylacetone 0.06
    n-hexadecane 0.0
    acetophenone 0.03
    methyl propionate 0.03
    isopentyl acetate 0.03
    trichloroethylene 0.02
    n-nonanol 0.02
    cyclohexanol 0.04
    benzyl alcohol 0.02
    2-ethylhexanol 0.04
    isooctanol 0.05
    dipropyl ether 0.03
    1,2-dichlorobenzene 0.01
    ethyl lactate 0.07
    propylene carbonate 0.11
    n-methylformamide 0.11
    2-pentanol 0.01
    n-pentane 0.0
    1-propoxy-2-propanol 0.18
    1-methoxy-2-propyl acetate 0.1
    2-(2-methoxypropoxy) propanol 0.18
    mesitylene 0.02
    ε-caprolactone 0.11
    p-cymene 0.04
    epichlorohydrin 0.06
    1,1,1-trichloroethane 0.01
    2-aminoethanol 0.25
    morpholine-4-carbaldehyde 0.57
    sulfolane 2.03
    2,2,4-trimethylpentane 0.0
    2-methyltetrahydrofuran 0.04
    n-hexyl acetate 0.02
    isooctane 0.0
    2-(2-butoxyethoxy)ethanol 0.23
    sec-butyl acetate 0.01
    tert-butyl acetate 0.03
    decalin 0.01
    glycerin 2.75
    diglyme 0.32
    acrylic acid 0.24
    isopropyl myristate 0.01
    n-butyric acid 0.09
    acetyl acetate 0.04
    di(2-ethylhexyl) phthalate 0.04
    ethyl propionate 0.02
    nitromethane 0.29
    1,2-diethoxyethane 0.02
    benzonitrile 0.01
    trioctyl phosphate 0.03
    1-bromopropane 0.0
    gamma-valerolactone 0.29
    n-decanol 0.02
    triethyl phosphate 0.06
    4-methyl-2-pentanol 0.01
    propionitrile 0.01
    vinylene carbonate 0.07
    1,1,2-trichlorotrifluoroethane 0.94
    DMS 0.04
    cumene 0.01
    2-octanol 0.03
    2-hexanone 0.01
    octyl acetate 0.02
    limonene 0.04
    1,2-dimethoxyethane 0.05
    ethyl orthosilicate 0.06
    tributyl phosphate 0.03
    diacetone alcohol 0.14
    N,N-dimethylaniline 0.02
    acrylonitrile 0.02
    aniline 0.02
    1,3-propanediol 0.18
    bromobenzene 0.0
    dibromomethane 0.01
    1,1,2,2-tetrachloroethane 0.02
    2-methyl-cyclohexyl acetate 0.04
    tetrabutyl urea 0.05
    diisobutyl methanol 0.04
    2-phenylethanol 0.05
    styrene 0.0
    dioctyl adipate 0.01
    dimethyl sulfate 0.31
    ethyl butyrate 0.03
    methyl lactate 0.22
    butyl lactate 0.09
    diethyl carbonate 0.02
    propanediol butyl ether 0.2
    triethyl orthoformate 0.05
    p-tert-butyltoluene 0.04
    methyl 4-tert-butylbenzoate 0.13
    morpholine 0.05
    tert-butylamine 0.01
    n-dodecanol 0.01
    dimethoxymethane 0.05
    ethylene carbonate 0.05
    cyrene 0.56
    2-ethoxyethyl acetate 0.05
    2-ethylhexyl acetate 0.03
    1,2,4-trichlorobenzene 0.02
    4-methylpyridine 0.01
    dibutyl ether 0.01
    2,6-dimethyl-4-heptanol 0.04
    DEF 0.06
    dimethyl isosorbide 0.43
    tetrachloroethylene 0.06
    eugenol 0.15
    triacetin 0.07
    span 80 0.22
    1,4-butanediol 0.06
    1,1-dichloroethane 0.0
    2-methyl-1-pentanol 0.01
    methyl formate 0.07
    2-methyl-1-butanol 0.01
    n-decane 0.01
    butyronitrile 0.01
    3,7-dimethyl-1-octanol 0.02
    1-chlorooctane 0.01
    1-chlorotetradecane 0.0
    n-nonane 0.01
    undecane 0.0
    tert-butylcyclohexane 0.01
    cyclooctane 0.01
    cyclopentanol 0.06
    tetrahydropyran 0.02
    tert-amyl methyl ether 0.01
    2,5,8-trioxanonane 0.35
    1-hexene 0.0
    2-isopropoxyethanol 0.06
    2,2,2-trifluoroethanol 1.73
    methyl butyrate 0.02

    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