L-Homoarginine

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  • Identifiers

    CAS number
    156-86-5

    Molecular formula
    C7H16N4O2

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

    Safety labels

  • Odor profile

    Fragrance
    Odorless 62.63%
    Fishy 43.57%
    Savory 34.62%
    Meaty 31.3%
    Cooling 26.53%
    Cheesy 23.17%
    Ripe 19.97%
    Animal 18.87%
    Cooked 18.57%
    Sweet 17.42%

     

    Flavor
    Odorless 52.06%
    Mild 32.36%
    Bitter 29.4%
    Bland 28.7%
    Faint 23.91%
    Sweet-like 20.79%
    Nitrile 20.34%
    Roasted 19.98%
    Cooked 19.83%
    Yeast 19.81%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -3.7

    pKa est.
    7.1 (neutral)

    Molecular weight
    188.23 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    393°C

    Melting point expt.

    • 213 - 215 °C

    Flash point

    • 171.8 ˚C est.

  • Synonyms

    • L-Homoarginine
    • homoarginine
    • 156-86-5
    • homo-l-arginine
    • N6-amidino-L-Lysine
    • n6-amidino-lysine
    • N6-(Aminoiminomethyl)-L-lysine
    • Homoarginine, L-
    • JF751CK38I
    • DTXSID70926980
    • (2S)-2-amino-6-(diaminomethylideneamino)hexanoic acid
    • (2S)-2-amino-6-carbamimidamidohexanoic acid
    • L-Lysine, N(6)-(aminoiminomethyl)-
    • CHEBI:27747
    • NSC-27429
    • NSC-88868
    • RefChem:389048
    • DTXCID001355785
    • H-HoArg-OH
    • H-HomoArg-OH
    • (S)-2-Amino-6-guanidinohexanoic acid
    • L-N(sup 6)-Amidinolysine
    • h-Homoarginine
    • MFCD00237108
    • L-Lysine, N(sup 6)-(aminoiminomethyl)-
    • LYSINE, N(sup 6)-AMIDINO-, L-
    • N~6~-carbamimidoyl-L-lysine
    • CHEMBL589752
    • NSC 27429
    • UNII-JF751CK38I
    • HRG
    • L-HomoArg-OH
    • H-D-HomoArg-OH
    • H-HArg-OH
    • L-N(6)-amidinolysine
    • bmse000745
    • SCHEMBL43287
    • LYSINE, N6-AMIDINO-
    • orb1299217
    • SCHEMBL21802133
    • LYSINE, N6-AMIDINO-, L-
    • AC2507
    • BDBM50309588
    • s6109
    • AKOS006282043
    • AKOS015894481
    • CS-W008385
    • DB03974
    • EBC-616217
    • HY-W008385
    • (2S)-2-amino-6-guanidino-hexanoic acid
    • 13094-78-5
    • DS-15039
    • SY035101
    • L-Lysine, N6-(aminoiminomethyl)- (9CI)
    • NS00068514
    • C01924
    • 483H018
    • F045397
    • (S)-2-Amino-6-guanidinohexanoic acid (H-L-hArg-OH)
    • Q57828472
    • 156-86-5

  • Applications

    L-Homoarginine (CAS 156-86-5) is used as a non-proteinogenic amino acid building block for peptide synthesis, especially in studies requiring guanidinium-containing sequences similar to arginine; it also serves as a research reagent and substrate in enzymology and metabolism investigations related to arginine pathways and nitric oxide biology. In analytical chemistry, it frequently serves as a reference standard or calibrant for amino acid analyses by HPLC/LC-MS. It is often employed as an intermediate or starting material in the preparation of guanidinium-containing compounds and related drug-discovery tools. In materials science and polymer science, homoarginine residues or derivatives can be explored for peptide-based polymers or biomaterials.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.1
    methanol 0.58
    isopropanol 0.04
    water 106.25
    ethyl acetate 0.05
    n-propanol 0.06
    acetone 0.02
    n-butanol 0.05
    acetonitrile 0.04
    DMF 1.12
    toluene 0.06
    isobutanol 0.07
    1,4-dioxane 0.07
    methyl acetate 0.03
    THF 0.21
    2-butanone 0.04
    n-pentanol 0.07
    sec-butanol 0.06
    n-hexane 0.07
    ethylene glycol 3.48
    NMP 9.01
    cyclohexane 0.05
    DMSO 9.78
    n-butyl acetate 0.07
    n-octanol 0.04
    chloroform 0.08
    n-propyl acetate 0.05
    acetic acid 2.92
    dichloromethane 0.09
    cyclohexanone 0.32
    propylene glycol 1.84
    isopropyl acetate 0.05
    DMAc 3.13
    2-ethoxyethanol 0.64
    isopentanol 0.08
    n-heptane 0.07
    ethyl formate 0.13
    1,2-dichloroethane 0.06
    n-hexanol 0.13
    2-methoxyethanol 1.22
    isobutyl acetate 0.03
    tetrachloromethane 0.08
    n-pentyl acetate 0.06
    transcutol 0.92
    n-heptanol 0.11
    ethylbenzene 0.06
    MIBK 0.07
    2-propoxyethanol 0.8
    tert-butanol 0.09
    MTBE 0.03
    2-butoxyethanol 0.5
    propionic acid 0.56
    o-xylene 0.15
    formic acid 37.48
    diethyl ether 0.02
    m-xylene 0.1
    p-xylene 0.09
    chlorobenzene 0.04
    dimethyl carbonate 0.16
    n-octane 0.03
    formamide 10.3
    cyclopentanone 0.39
    2-pentanone 0.05
    anisole 0.06
    cyclopentyl methyl ether 0.23
    gamma-butyrolactone 0.82
    1-methoxy-2-propanol 0.71
    pyridine 0.15
    3-pentanone 0.08
    furfural 2.28
    n-dodecane 0.01
    diethylene glycol 3.43
    diisopropyl ether 0.03
    tert-amyl alcohol 0.13
    acetylacetone 0.16
    n-hexadecane 0.01
    acetophenone 0.18
    methyl propionate 0.12
    isopentyl acetate 0.09
    trichloroethylene 0.13
    n-nonanol 0.05
    cyclohexanol 0.2
    benzyl alcohol 0.2
    2-ethylhexanol 0.11
    isooctanol 0.1
    dipropyl ether 0.09
    1,2-dichlorobenzene 0.08
    ethyl lactate 0.35
    propylene carbonate 0.56
    n-methylformamide 0.92
    2-pentanol 0.05
    n-pentane 0.03
    1-propoxy-2-propanol 0.45
    1-methoxy-2-propyl acetate 0.25
    2-(2-methoxypropoxy) propanol 0.8
    mesitylene 0.1
    ε-caprolactone 0.43
    p-cymene 0.1
    epichlorohydrin 0.23
    1,1,1-trichloroethane 0.04
    2-aminoethanol 1.87
    morpholine-4-carbaldehyde 3.06
    sulfolane 7.73
    2,2,4-trimethylpentane 0.02
    2-methyltetrahydrofuran 0.11
    n-hexyl acetate 0.06
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 0.75
    sec-butyl acetate 0.04
    tert-butyl acetate 0.09
    decalin 0.04
    glycerin 13.53
    diglyme 0.91
    acrylic acid 1.55
    isopropyl myristate 0.04
    n-butyric acid 0.47
    acetyl acetate 0.09
    di(2-ethylhexyl) phthalate 0.19
    ethyl propionate 0.08
    nitromethane 0.93
    1,2-diethoxyethane 0.07
    benzonitrile 0.1
    trioctyl phosphate 0.12
    1-bromopropane 0.03
    gamma-valerolactone 1.36
    n-decanol 0.04
    triethyl phosphate 0.19
    4-methyl-2-pentanol 0.07
    propionitrile 0.04
    vinylene carbonate 0.51
    1,1,2-trichlorotrifluoroethane 4.24
    DMS 0.15
    cumene 0.08
    2-octanol 0.05
    2-hexanone 0.05
    octyl acetate 0.05
    limonene 0.11
    1,2-dimethoxyethane 0.39
    ethyl orthosilicate 0.18
    tributyl phosphate 0.13
    diacetone alcohol 0.49
    N,N-dimethylaniline 0.18
    acrylonitrile 0.1
    aniline 0.17
    1,3-propanediol 0.87
    bromobenzene 0.03
    dibromomethane 0.06
    1,1,2,2-tetrachloroethane 0.17
    2-methyl-cyclohexyl acetate 0.17
    tetrabutyl urea 0.24
    diisobutyl methanol 0.1
    2-phenylethanol 0.24
    styrene 0.04
    dioctyl adipate 0.08
    dimethyl sulfate 1.04
    ethyl butyrate 0.09
    methyl lactate 1.11
    butyl lactate 0.34
    diethyl carbonate 0.07
    propanediol butyl ether 0.74
    triethyl orthoformate 0.15
    p-tert-butyltoluene 0.1
    methyl 4-tert-butylbenzoate 0.54
    morpholine 0.14
    tert-butylamine 0.05
    n-dodecanol 0.04
    dimethoxymethane 0.24
    ethylene carbonate 0.29
    cyrene 2.84
    2-ethoxyethyl acetate 0.1
    2-ethylhexyl acetate 0.08
    1,2,4-trichlorobenzene 0.1
    4-methylpyridine 0.12
    dibutyl ether 0.03
    2,6-dimethyl-4-heptanol 0.1
    DEF 0.31
    dimethyl isosorbide 1.71
    tetrachloroethylene 0.27
    eugenol 0.77
    triacetin 0.21
    span 80 0.84
    1,4-butanediol 0.57
    1,1-dichloroethane 0.02
    2-methyl-1-pentanol 0.09
    methyl formate 0.6
    2-methyl-1-butanol 0.09
    n-decane 0.02
    butyronitrile 0.04
    3,7-dimethyl-1-octanol 0.05
    1-chlorooctane 0.02
    1-chlorotetradecane 0.01
    n-nonane 0.02
    undecane 0.01
    tert-butylcyclohexane 0.03
    cyclooctane 0.04
    cyclopentanol 0.28
    tetrahydropyran 0.05
    tert-amyl methyl ether 0.06
    2,5,8-trioxanonane 1.14
    1-hexene 0.06
    2-isopropoxyethanol 0.29
    2,2,2-trifluoroethanol 3.43
    methyl butyrate 0.11

    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