Valyltryptophan

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  • Identifiers

    CAS number
    24587-37-9

    Molecular formula
    C16H21N3O3

    SMILES
    CC(C)[C@@H](C(=O)N[C@@H](CC1=CNC2=CC=CC=C21)C(=O)O)N

    Safety labels

  • Odor profile

    Fragrance
    Odorless 70.25%
    Savory 36.51%
    Cooling 30.97%
    Meaty 22.6%
    Milky 22.32%
    Cooked 21.91%
    Bitter 20.65%
    Animal 16.64%
    Grape 16.36%
    Roasted 16.05%

     

    Flavor
    Bitter 78.02%
    Odorless 53.74%
    Bland 33.3%
    Mild 24.32%
    Sweet-like 21.26%
    Nitrile 19.62%
    Cedarleaf 18.63%
    Yeast 18.12%
    Heather 17.92%
    Broom 17.71%

     

    Odor impact est.
    Odorless

  • Properties

    XLogP3-AA
    -1.2

    pKa est.
    5.62 (weak acid)

    Molecular weight
    303.36 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    666°C

    Flash point

    • 278.45 ˚C est.

  • Synonyms

    • 24587-37-9
    • Val-trp
    • L-Valyl-L-tryptophan
    • L-Tryptophan, L-valyl-
    • valyltryptophan
    • N-Valyltryptophan
    • N-L-Valyl-L-tryptophan
    • 3G64B4AFQN
    • DIPEPTIDE VW
    • (2S)-2-[[(2S)-2-amino-3-methylbutanoyl]amino]-3-(1H-indol-3-yl)propanoic acid
    • (2S)-2-(((2S)-2-amino-3-methylbutanoyl)amino)-3-(1H-indol-3-yl)propanoic acid
    • (2S)-2-(((2S)-2-azaniumyl-3-methylbutanoyl)amino)-3-(1H-indol-3-yl)propanoate
    • (2S)-2-[[(2S)-2-azaniumyl-3-methylbutanoyl]amino]-3-(1H-indol-3-yl)propanoate
    • RefChem:193639
    • Dipeptide-2
    • H-VAL-TRP-OH
    • Dipeptide 2
    • MFCD00037947
    • CHEMBL91777
    • (S)-2-((S)-2-Amino-3-methylbutanamido)-3-(1H-indol-3-yl)propanoic acid
    • (2S)-2-[(2S)-2-AMINO-3-METHYLBUTANAMIDO]-3-(1H-INDOL-3-YL)PROPANOIC ACID
    • UNII-3G64B4AFQN
    • VW dipeptide
    • Valyl-Tryptophan
    • Dipetide-2
    • V-W Dipeptide
    • Dipeptide-2?
    • DIPEPTIDE VAL-TRP
    • Spectrum2_001488
    • Spectrum3_001812
    • Valine Tryptophan dipeptide
    • Valine-Tryptophan dipeptide
    • L-Tryptophan, N-L-valyl-
    • BSPBio_003423
    • SCHEMBL150533
    • SPECTRUM1502210
    • SPBio_001475
    • orb1306622
    • CHEBI:92809
    • KBio3_002926
    • LZDNBBYBDGBADK-KBPBESRZSA-N
    • BDBM50038066
    • CCG-39170
    • EX-A12122
    • AKOS015914032
    • EBC-616990
    • AS-57858
    • BP-41168
    • DA-72796
    • FV111018
    • SY264550
    • HY-118060
    • CS-0065112
    • E75843
    • 587H379
    • F862236
    • BRD-K46272620-001-02-2
    • Q27164569
    • (S)-2-((S)-2-Amino-3-methylbutanamido)-3-(1H-indol-3-yl)propanoicacid
    • (2S)-2-[[(2S)-2-amino-3-methyl-butanoyl]amino]-3-(1H-indol-3-yl)propanoic acid
    • (S)-2-((S)-2-Amino-3-methyl-butyrylamino)-3-(1H-indol-3-yl)-propionic acid
    • 2-((S)-2-Amino-3-methyl-butyrylamino)-3-(S)-1H-indol-3-yl-propionic acid
    • 24587-37-9

  • Applications

    Valyltryptophan, a dipeptide of valine and tryptophan, is primarily used as an intermediate in pharmaceutical peptide synthesis and early drug-discovery programs. It serves as a research reagent in enzymology and protease assays, acting as a substrate or reference compound for activity measurements. In analytical chemistry, it is employed as a model dipeptide for method development and quality control of peptide analyses by HPLC/LC-MS. The dipeptide is also explored as a building block in peptide libraries and in early-stage peptide-based therapeutics, and can be incorporated via solid-phase synthesis to extend peptide sequences.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 7.17
    methanol 29.76
    isopropanol 1.8
    water 14.02
    ethyl acetate 1.18
    n-propanol 3.32
    acetone 3.32
    n-butanol 1.98
    acetonitrile 0.81
    DMF 44.0
    toluene 0.09
    isobutanol 1.78
    1,4-dioxane 1.17
    methyl acetate 1.51
    THF 6.45
    2-butanone 3.37
    n-pentanol 1.94
    sec-butanol 2.25
    n-hexane 0.07
    ethylene glycol 33.52
    NMP 82.22
    cyclohexane 0.03
    DMSO 60.12
    n-butyl acetate 0.91
    n-octanol 0.13
    chloroform 0.52
    n-propyl acetate 0.97
    acetic acid 51.7
    dichloromethane 0.66
    cyclohexanone 3.17
    propylene glycol 26.83
    isopropyl acetate 0.72
    DMAc 87.15
    2-ethoxyethanol 26.67
    isopentanol 1.74
    n-heptane 0.04
    ethyl formate 2.27
    1,2-dichloroethane 0.59
    n-hexanol 1.27
    2-methoxyethanol 55.33
    isobutyl acetate 0.41
    tetrachloromethane 0.19
    n-pentyl acetate 0.59
    transcutol 18.56
    n-heptanol 0.65
    ethylbenzene 0.13
    MIBK 1.08
    2-propoxyethanol 12.86
    tert-butanol 1.55
    MTBE 0.47
    2-butoxyethanol 6.23
    propionic acid 9.81
    o-xylene 0.14
    formic acid 272.1
    diethyl ether 0.58
    m-xylene 0.11
    p-xylene 0.23
    chlorobenzene 0.15
    dimethyl carbonate 3.11
    n-octane 0.02
    formamide 270.99
    cyclopentanone 9.73
    2-pentanone 2.14
    anisole 0.52
    cyclopentyl methyl ether 1.33
    gamma-butyrolactone 15.55
    1-methoxy-2-propanol 19.92
    pyridine 1.91
    3-pentanone 1.88
    furfural 18.64
    n-dodecane 0.01
    diethylene glycol 40.54
    diisopropyl ether 0.17
    tert-amyl alcohol 2.51
    acetylacetone 3.43
    n-hexadecane 0.01
    acetophenone 1.5
    methyl propionate 2.65
    isopentyl acetate 1.04
    trichloroethylene 1.46
    n-nonanol 0.18
    cyclohexanol 1.17
    benzyl alcohol 1.79
    2-ethylhexanol 0.59
    isooctanol 0.54
    dipropyl ether 0.51
    1,2-dichlorobenzene 0.25
    ethyl lactate 3.77
    propylene carbonate 5.51
    n-methylformamide 32.32
    2-pentanol 1.12
    n-pentane 0.04
    1-propoxy-2-propanol 5.18
    1-methoxy-2-propyl acetate 2.98
    2-(2-methoxypropoxy) propanol 6.19
    mesitylene 0.08
    ε-caprolactone 4.74
    p-cymene 0.12
    epichlorohydrin 7.38
    1,1,1-trichloroethane 0.25
    2-aminoethanol 38.02
    morpholine-4-carbaldehyde 30.89
    sulfolane 47.42
    2,2,4-trimethylpentane 0.04
    2-methyltetrahydrofuran 2.5
    n-hexyl acetate 0.4
    isooctane 0.02
    2-(2-butoxyethoxy)ethanol 7.8
    sec-butyl acetate 0.61
    tert-butyl acetate 0.94
    decalin 0.03
    glycerin 103.83
    diglyme 12.33
    acrylic acid 19.67
    isopropyl myristate 0.16
    n-butyric acid 7.11
    acetyl acetate 0.82
    di(2-ethylhexyl) phthalate 0.77
    ethyl propionate 1.06
    nitromethane 34.34
    1,2-diethoxyethane 0.97
    benzonitrile 0.52
    trioctyl phosphate 0.41
    1-bromopropane 0.22
    gamma-valerolactone 21.65
    n-decanol 0.15
    triethyl phosphate 1.27
    4-methyl-2-pentanol 0.7
    propionitrile 0.55
    vinylene carbonate 3.6
    1,1,2-trichlorotrifluoroethane 33.26
    DMS 1.61
    cumene 0.13
    2-octanol 0.26
    2-hexanone 1.28
    octyl acetate 0.25
    limonene 0.16
    1,2-dimethoxyethane 9.63
    ethyl orthosilicate 1.13
    tributyl phosphate 0.54
    diacetone alcohol 6.22
    N,N-dimethylaniline 0.68
    acrylonitrile 1.34
    aniline 0.65
    1,3-propanediol 26.03
    bromobenzene 0.1
    dibromomethane 0.3
    1,1,2,2-tetrachloroethane 1.43
    2-methyl-cyclohexyl acetate 1.01
    tetrabutyl urea 0.95
    diisobutyl methanol 0.33
    2-phenylethanol 1.32
    styrene 0.13
    dioctyl adipate 0.37
    dimethyl sulfate 11.69
    ethyl butyrate 0.99
    methyl lactate 12.32
    butyl lactate 2.85
    diethyl carbonate 0.83
    propanediol butyl ether 5.78
    triethyl orthoformate 1.23
    p-tert-butyltoluene 0.11
    methyl 4-tert-butylbenzoate 2.24
    morpholine 3.49
    tert-butylamine 0.44
    n-dodecanol 0.13
    dimethoxymethane 8.67
    ethylene carbonate 2.13
    cyrene 15.66
    2-ethoxyethyl acetate 1.86
    2-ethylhexyl acetate 0.73
    1,2,4-trichlorobenzene 0.45
    4-methylpyridine 0.9
    dibutyl ether 0.16
    2,6-dimethyl-4-heptanol 0.33
    DEF 5.88
    dimethyl isosorbide 9.85
    tetrachloroethylene 1.38
    eugenol 4.25
    triacetin 1.93
    span 80 3.88
    1,4-butanediol 12.42
    1,1-dichloroethane 0.27
    2-methyl-1-pentanol 1.8
    methyl formate 14.96
    2-methyl-1-butanol 2.14
    n-decane 0.02
    butyronitrile 0.58
    3,7-dimethyl-1-octanol 0.2
    1-chlorooctane 0.04
    1-chlorotetradecane 0.02
    n-nonane 0.02
    undecane 0.01
    tert-butylcyclohexane 0.03
    cyclooctane 0.02
    cyclopentanol 2.96
    tetrahydropyran 0.74
    tert-amyl methyl ether 0.79
    2,5,8-trioxanonane 9.44
    1-hexene 0.24
    2-isopropoxyethanol 7.92
    2,2,2-trifluoroethanol 27.9
    methyl butyrate 2.01

    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