Tryptophan

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  • Identifiers

    CAS number
    73-22-3

    Molecular formula
    C11H12N2O2

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

  • Odor profile

    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%

    Scent© AI

  • Properties

    XLogP3-AA
    -1.1

    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.

    • 554 to 558 °F (Decomposes) (NTP, 1992)
    • 290.5 dec °C
    • 282 °C (decomposes)
    • 230 °C

    Flash point est.
    244.34 ˚C

    Solubility expt.

    • 1 to 5 mg/mL at 68 °F (NTP, 1992)
    • 13400 mg/L (at 25 °C)
    • Slightly soluble in acetic acid, ethanol; insoluble in ethyl ether
    • Solubility in water: 0.23 g/L at 0 °C, 11.4 g/L at 25 °C, 17.1 g/L at 50 °C, 27.95 g/L at 75 °C, 49.9 g/L at 100 °C
    • Soluble 1 in 100 of water; very slightly soluble in alcohol; practically insoluble chloroform and ether; soluble in hot alcohol and solutions of dilute acids and alkali hydroxides.
    • 13.4 mg/mL at 25 °C

  • Synonyms

    • L-tryptophan
    • tryptophan
    • 73-22-3
    • h-Trp-oh
    • L-Tryptophane
    • Tryptophane
    • (S)-Tryptophan
    • trofan
    • tryptacin
    • Ardeytropin
    • Optimax
    • (2S)-2-amino-3-(1H-indol-3-yl)propanoic acid
    • Pacitron
    • Indole-3-alanine
    • Kalma
    • L-beta-3-Indolylalanine
    • L-Tryptofan
    • L-Trp
    • L-(-)-Tryptophan
    • triptofano
    • 3-Indol-3-ylalanine
    • (-)-Tryptophan
    • Tryptophan (H-3)
    • 1-beta-3-Indolylalanine
    • Tryptophanum
    • Tryptan
    • Lyphan
    • 1beta-3-Indolylalanine
    • Tryptophan (VAN)
    • Triptofano [Spanish]
    • Tryptophanum [Latin]
    • 1H-Indole-3-alanine
    • Tryptophan, L-
    • 2-Amino-3-indolylpropanoic acid
    • L(-)-Tryptophan
    • (L)-TRYPTOPHAN
    • (S)-alpha-Amino-1H-indole-3-propanoic acid
    • Tryptophane [French]
    • alpha'-Amino-3-indolepropionic acid
    • Tryptophan [USAN:INN]
    • L-alpha-amino-3-indolepropionic acid
    • EH 121
    • L-alpha-Aminoindole-3-propionic acid
    • trp
    • Sedanoct
    • (S)-alpha-Aminoindole-3-propionic acid
    • Trytophan-
    • CCRIS 617
    • 1H-Indole-3-alanine (VAN)
    • HSDB 4142
    • Alanine, 3-indol-3-yl-
    • NCI-C01729
    • (S)-2-Amino-3-(3-indolyl)propionic acid
    • AI3-18478
    • L-Alanine, 3-(1H-indol-3-yl)-
    • 1H-Indole-3-alanine, (S)-
    • alpha-Amino-3-indolepropionic acid, L-
    • CHEBI:16828
    • (S)-alpha-amino-beta-(3-indolyl)-propionic acid
    • UNII-8DUH1N11BX
    • EINECS 200-795-6
    • 8DUH1N11BX
    • MFCD00064340
    • NSC 13119
    • Indole-3-propionic acid, alpha-amino-
    • 1H-Indole-3-propanoic acid, alpha-amino-, (S)-
    • Propionic acid, 2-amino-3-indol-3-yl-
    • DTXSID5021419
    • Lopac-T-0254
    • NSC-13119
    • Tryptophan ((-),l,s)
    • (S)-alpha-Amino-beta-indolepropionic acid
    • CHEMBL54976
    • DTXCID801419
    • EC 200-795-6
    • Tryptophanum (Latin)
    • TRYPTOPHAN (II)
    • TRYPTOPHAN [II]
    • TRYPTOPHAN (MART.)
    • TRYPTOPHAN [MART.]
    • Htrp
    • l-b-3-Indolylalanine
    • TRYPTOPHAN (EP MONOGRAPH)
    • TRYPTOPHAN [EP MONOGRAPH]
    • Levotryptophan
    • TRYPTOPHAN (USP MONOGRAPH)
    • TRYPTOPHAN [USP MONOGRAPH]
    • beta-3-indolylalanine
    • CAS-73-22-3
    • Propionic acid, 2-amino-3-indol-3-yl
    • L-Tryptophan (9CI)
    • (S)-2-Amino-3-(1H-indol-3-yl)propanoic acid
    • Tryptophan (USP/INN)
    • (S)-a-Amino-b-indolepropionic acid
    • N-ACETYLTRYPTOPHAN IMPURITY A (EP IMPURITY)
    • N-ACETYLTRYPTOPHAN IMPURITY A [EP IMPURITY]
    • (S)-a-Aminoindole-3-propionic acid
    • Alanine, 3-indol-3-yl
    • L-Tryptophan-13C11,15N2
    • (2S)-2-amino-3-(1H-indol-3-yl)propanoate
    • trytophan
    • (S)-a-Amino-1H-indole-3-propanoic acid
    • TRP-01
    • L-Trytophan
    • 1qaw
    • 80206-30-0
    • L-Trp-OH
    • Tryptophan [WHO-DD]
    • 2a4m
    • TRYPTOPHAN [MI]
    • L-Tryptophan (JP18)
    • L-Tryptophan (standard)
    • TRYPTOPHAN [INN]
    • S(-)-1-alpha-Aminoindole-3-propionic acid
    • TRYPTOPHAN [HSDB]
    • TRYPTOPHAN [USAN]
    • Tryptophan (L-Tryptophan)
    • TRYPTOPHAN [VANDF]
    • Tryptophan, L- (8CI)
    • bmse000050
    • bmse000868
    • bmse001017
    • Epitope ID:136043
    • T 0254
    • L-TRYPTOPHAN [FCC]
    • L-TRYPTOPHAN [JAN]
    • SCHEMBL7328
    • 2-Amino-3-indolylpropanoate

  • 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