D-Tryptophan

Overview IFRA Request a quote

  • Identifiers

    CAS number
    153-94-6

    Molecular formula
    C11H12N2O2

    SMILES
    C1=CC=C2C(=C1)C(=CN2)C[C@H](C(=O)O)N

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 67.83%
    Savory 30.83%
    Cooked 25.27%
    Grape 24.92%
    Bitter 24.84%
    Meaty 22.29%
    Milky 21.59%
    Fruity 19.55%
    Burnt 18.12%
    Animal 18.09%

     

    Flavor
    Bitter 72.53%
    Odorless 61.15%
    Mild 33.19%
    Bland 29.2%
    Sweet-like 22.44%
    Nitrile 21.16%
    Yeast 20.71%
    Very mild 20.54%
    Orange flower 19.64%
    Very strong 19.37%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -1.1

    pKa est.
    5.5 (weak acid)

    Molecular weight
    204.22 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    453°C

    Melting point expt.

    • 527 to 540 °F (NTP, 1992)
    • 282-85 dec °C
    • 282 - 85 °C

    Flash point

    • 244.34 ˚C est.

    Solubility expt.

    • 1 to 5 mg/mL at 75 °F (NTP, 1992)

  • Synonyms

    • D-Tryptophan
    • 153-94-6
    • D(+)-Tryptophan
    • (2R)-2-amino-3-(1H-indol-3-yl)propanoic acid
    • (R)-Tryptophan
    • (+)-Tryptophan
    • D-Trytophane
    • Tryptophan, D-
    • D-(+)-Tryptophan
    • EINECS 205-819-9
    • NSC 97942
    • 7NS97N9H1G
    • DTXSID0046989
    • NSC-97942
    • DTXCID8026989
    • CHEBI:16296
    • DTryptophane
    • (R)Tryptophan
    • Tryptophan, D
    • D(+)Tryptophan
    • 3,3'Indolyl2alanine
    • RefChem:585115
    • 2Amino3,3'indolylpropanoic acid
    • (R)alphaAmino3indolepropionic acid
    • (R)alphaAminoindole3propanoic acid
    • 3,3'-INDOLYL-2-ALANINE
    • alphaAmino3,3'indolylpropanoic acid
    • 2-AMINO-3,3'-INDOLYLPROPANOIC ACID
    • (R)-ALPHA-AMINO-3-INDOLEPROPIONIC ACID
    • (R)-ALPHA-AMINOINDOLE-3-PROPANOIC ACID
    • ALPHA-AMINO-3,3'-INDOLYLPROPANOIC ACID
    • (2R)-2-azaniumyl-3-(1H-indol-3-yl)propanoate
    • H-D-Trp-OH
    • D-TRYPTOPHANE
    • MFCD00005647
    • H-D-Typ-OH
    • D-Trp
    • D-Trp-OH
    • CHEMBL292303
    • DTR
    • (R)-(+)-2-Amino-3-(3-indolyl)propionic Acid
    • D-Tryptophan-d5
    • NCGC00093372-02
    • (R)-2-amino-3-(1H-indol-3-yl)propanoic acid
    • CAS-153-94-6
    • (2R)-2-amino-3-indol-3-ylpropanoic acid
    • (R)-2-Amino-3-(3-indolyl)propionic acid
    • (R)-(+)-tryptophan
    • (2R)-2-amino-3-(1H-indol-3-yl)propanoate
    • UNII-7NS97N9H1G
    • delta-trytophane
    • D-Trypophan
    • delta-tryptophane
    • DTrp
    • HDTrpOH
    • H-delta-TRP-oh
    • delta-(+)-tryptophan
    • H-D-Trp-OH (Standard)
    • SCHEMBL92677
    • MLS000069477
    • GTPL5798
    • orb1302552
    • SCHEMBL29350338
    • BB_NC-01910
    • HY-W012479R
    • NSC97942
    • Tox21_111205
    • Tox21_301300
    • 2-amino-3-indol-3-ylpropanoic acid
    • BDBM50043799
    • D-alpha-Amino-3-indolepropionic acid
    • EBC-03689
    • MSK159595
    • s6253
    • SBB015044
    • AKOS001426593
    • AKOS015924228
    • D-Tryptophan, >=98.0% (HPLC)
    • Tox21_111205_1
    • CCG-231118
    • CS-W013195
    • DB03225
    • FT10794
    • HY-W012479
    • D-2-Amino-3-(3-indolyl)propionic acid
    • delta-alpha-Amino-3-indolepropionic acid
    • NCGC00093372-03
    • NCGC00094437-05
    • NCGC00257553-01
    • AC-24064
    • BP-14121
    • CS-11234
    • SMR000059103
    • ST040209
    • SY011477
    • NS00068209
    • T0539
    • EN300-53346
    • 53T946
    • C00525
    • T-8300
    • F404488
    • Q27077125
    • Q27115085
    • AFA369F6-7A19-42E1-B9E9-0156A2BCE50B
    • Z256709618
    • InChI=1/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)/t9-/m1/s
    • 153-94-6

  • Applications

    D-Tryptophan, CAS 153-94-6, is primarily used as a chiral building block and synthetic intermediate in medicinal chemistry, enabling the preparation of D-tryptophan–containing compounds and peptidomimetics; it also serves as a starting material for organic synthesis of pharmaceutical intermediates and in research programs exploring D-amino acid chemistry. In biochemical and analytical contexts it functions as a substrate or reference standard for enzyme studies (for example, D-amino acid oxidase) and for developing and validating chiral separation methods and analytical workflows. In materials science, it can be incorporated into D-tryptophan–containing polypeptides or peptide-based materials for research on biodegradable polymers and functional biomaterials. These uses are subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.62
    methanol 2.66
    isopropanol 0.17
    water 16.16
    ethyl acetate 0.39
    n-propanol 0.25
    acetone 0.35
    n-butanol 0.22
    acetonitrile 0.14
    DMF 10.58
    toluene 0.05
    isobutanol 0.21
    1,4-dioxane 0.25
    methyl acetate 0.28
    THF 1.38
    2-butanone 0.47
    n-pentanol 0.31
    sec-butanol 0.25
    n-hexane 0.02
    ethylene glycol 10.16
    NMP 32.63
    cyclohexane 0.01
    DMSO 6.94
    n-butyl acetate 0.45
    n-octanol 0.04
    chloroform 0.03
    n-propyl acetate 0.38
    acetic acid 7.1
    dichloromethane 0.05
    cyclohexanone 0.78
    propylene glycol 4.1
    isopropyl acetate 0.37
    DMAc 25.45
    2-ethoxyethanol 7.3
    isopentanol 0.39
    n-heptane 0.04
    ethyl formate 0.51
    1,2-dichloroethane 0.07
    n-hexanol 0.43
    2-methoxyethanol 11.25
    isobutyl acetate 0.22
    tetrachloromethane 0.05
    n-pentyl acetate 0.24
    transcutol 8.18
    n-heptanol 0.24
    ethylbenzene 0.08
    MIBK 0.54
    2-propoxyethanol 5.41
    tert-butanol 0.43
    MTBE 0.16
    2-butoxyethanol 2.52
    propionic acid 1.3
    o-xylene 0.11
    formic acid 67.25
    diethyl ether 0.12
    m-xylene 0.1
    p-xylene 0.14
    chlorobenzene 0.04
    dimethyl carbonate 1.19
    n-octane 0.02
    formamide 48.22
    cyclopentanone 2.18
    2-pentanone 0.49
    anisole 0.3
    cyclopentyl methyl ether 0.54
    gamma-butyrolactone 4.34
    1-methoxy-2-propanol 5.57
    pyridine 0.4
    3-pentanone 0.45
    furfural 6.41
    n-dodecane 0.01
    diethylene glycol 20.33
    diisopropyl ether 0.12
    tert-amyl alcohol 0.73
    acetylacetone 1.54
    n-hexadecane 0.01
    acetophenone 0.88
    methyl propionate 0.74
    isopentyl acetate 0.65
    trichloroethylene 0.15
    n-nonanol 0.06
    cyclohexanol 0.3
    benzyl alcohol 0.72
    2-ethylhexanol 0.35
    isooctanol 0.27
    dipropyl ether 0.33
    1,2-dichlorobenzene 0.08
    ethyl lactate 2.26
    propylene carbonate 2.3
    n-methylformamide 4.42
    2-pentanol 0.23
    n-pentane 0.01
    1-propoxy-2-propanol 2.56
    1-methoxy-2-propyl acetate 1.96
    2-(2-methoxypropoxy) propanol 4.29
    mesitylene 0.1
    ε-caprolactone 1.44
    p-cymene 0.14
    epichlorohydrin 1.21
    1,1,1-trichloroethane 0.04
    2-aminoethanol 6.0
    morpholine-4-carbaldehyde 11.25
    sulfolane 13.04
    2,2,4-trimethylpentane 0.02
    2-methyltetrahydrofuran 0.58
    n-hexyl acetate 0.15
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 3.84
    sec-butyl acetate 0.35
    tert-butyl acetate 0.74
    decalin 0.02
    glycerin 35.3
    diglyme 6.24
    acrylic acid 3.24
    isopropyl myristate 0.11
    n-butyric acid 1.51
    acetyl acetate 0.4
    di(2-ethylhexyl) phthalate 0.57
    ethyl propionate 0.55
    nitromethane 5.58
    1,2-diethoxyethane 0.43
    benzonitrile 0.22
    trioctyl phosphate 0.27
    1-bromopropane 0.03
    gamma-valerolactone 5.47
    n-decanol 0.06
    triethyl phosphate 0.99
    4-methyl-2-pentanol 0.34
    propionitrile 0.1
    vinylene carbonate 1.16
    1,1,2-trichlorotrifluoroethane 7.79
    DMS 0.84
    cumene 0.11
    2-octanol 0.1
    2-hexanone 0.4
    octyl acetate 0.14
    limonene 0.16
    1,2-dimethoxyethane 3.32
    ethyl orthosilicate 0.9
    tributyl phosphate 0.36
    diacetone alcohol 3.79
    N,N-dimethylaniline 0.5
    acrylonitrile 0.26
    aniline 0.22
    1,3-propanediol 4.02
    bromobenzene 0.03
    dibromomethane 0.03
    1,1,2,2-tetrachloroethane 0.15
    2-methyl-cyclohexyl acetate 0.8
    tetrabutyl urea 0.65
    diisobutyl methanol 0.32
    2-phenylethanol 0.8
    styrene 0.06
    dioctyl adipate 0.27
    dimethyl sulfate 4.24
    ethyl butyrate 0.61
    methyl lactate 4.91
    butyl lactate 1.3
    diethyl carbonate 0.54
    propanediol butyl ether 2.34
    triethyl orthoformate 0.85
    p-tert-butyltoluene 0.13
    methyl 4-tert-butylbenzoate 1.78
    morpholine 0.54
    tert-butylamine 0.14
    n-dodecanol 0.05
    dimethoxymethane 2.52
    ethylene carbonate 0.73
    cyrene 11.05
    2-ethoxyethyl acetate 0.8
    2-ethylhexyl acetate 0.47
    1,2,4-trichlorobenzene 0.15
    4-methylpyridine 0.26
    dibutyl ether 0.08
    2,6-dimethyl-4-heptanol 0.32
    DEF 1.82
    dimethyl isosorbide 7.82
    tetrachloroethylene 0.23
    eugenol 3.25
    triacetin 1.24
    span 80 2.26
    1,4-butanediol 2.81
    1,1-dichloroethane 0.03
    2-methyl-1-pentanol 0.55
    methyl formate 2.34
    2-methyl-1-butanol 0.41
    n-decane 0.01
    butyronitrile 0.12
    3,7-dimethyl-1-octanol 0.1
    1-chlorooctane 0.02
    1-chlorotetradecane 0.01
    n-nonane 0.01
    undecane 0.01
    tert-butylcyclohexane 0.02
    cyclooctane 0.01
    cyclopentanol 0.58
    tetrahydropyran 0.13
    tert-amyl methyl ether 0.36
    2,5,8-trioxanonane 6.26
    1-hexene 0.06
    2-isopropoxyethanol 3.25
    2,2,2-trifluoroethanol 7.05
    methyl butyrate 0.77

    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