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CHEBI ONTOLOGY - ANNOTATIONS

The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at http://www.ebi.ac.uk/chebi/. The data is made available under the Creative Commons License (CC BY 3.0, http://creativecommons.org/licenses/by/3.0/). For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.

Term:L-tryptophan
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Accession:CHEBI:16828 term browser browse the term
Definition:The L-enantiomer of tryptophan.
Synonyms:related_synonym: (2S)-2-amino-3-(1H-indol-3-yl)propanoic acid;   (S)-alpha-Amino-beta-(3-indolyl)-propionic acid;   (S)-alpha-amino-1H-indole-3-propanoic acid;   (S)-tryptophan;   Formula=C11H12N2O2;   InChI=1S/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-/m0/s1;   InChIKey=QIVBCDIJIAJPQS-VIFPVBQESA-N;   L-beta-3-indolylalanine;   SMILES=N[C@@H](Cc1c[nH]c2ccccc12)C(O)=O;   Trp;   W;   tryptophan
 alt_id: CHEBI:13178;   CHEBI:184633;   CHEBI:21407;   CHEBI:45988;   CHEBI:46086;   CHEBI:46125;   CHEBI:46225;   CHEBI:6310
 xref: Beilstein:86197;   CAS:73-22-3;   DrugBank:DB00150;   Drug_Central:2780;   ECMDB:ECMDB00929;   Gmelin:51434;   HMDB:HMDB0000929;   KEGG:C00078;   KEGG:D00020;   KNApSAcK:C00001396
 xref_mesh: MESH:D014364
 xref: MetaCyc:TRP;   PDBeChem:TRP;   PMID:11395471;   PMID:11750787;   PMID:11888576;   PMID:12766158;   PMID:12830226;   PMID:12871129;   PMID:15206750;   PMID:16740930;   PMID:16934873;   PMID:17127472;   PMID:17177562;   PMID:17430113;   PMID:17585690;   PMID:17690425;   PMID:17826001;   PMID:18234569;   PMID:18419734;   PMID:18949702;   PMID:19896323;   PMID:21856896;   PMID:22071091;   PMID:22162421;   PMID:22299628;   PMID:22386992;   PMID:22402312;   PMID:22415302;   PMID:22415306;   PMID:2917974;   Reaxys:86197;   Wikipedia:Tryptophan;   YMDB:YMDB00126
 cyclic_relationship: is_conjugate_acid_of CHEBI:32702;   is_conjugate_base_of CHEBI:32704;   is_enantiomer_of CHEBI:16296;   is_tautomer_of CHEBI:57912



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L-tryptophan term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G AHR aryl hydrocarbon receptor increases expression EXP Tryptophan results in increased expression of AHR mRNA CTD PMID:32781018 NCBI chr 7:17,298,652...17,346,147
Ensembl chr 7:16,916,359...17,346,152
JBrowse link
G CYP1A1 cytochrome P450 family 1 subfamily A member 1 multiple interactions
increases expression
EXP 2-methyl-2H-pyrazole-3-carboxylic acid (2-methyl-4-o-tolylazophenyl)amide inhibits the reaction [[Tryptophan co-treated with [Medroxyprogesterone Acetate co-treated with Cyclic AMP]] results in increased expression of CYP1A1 mRNA]; [Tryptophan co-treated with [Medroxyprogesterone Acetate co-treated with Cyclic AMP]] results in increased expression of CYP1A1 mRNA
Tryptophan results in increased expression of CYP1A1 mRNA
CTD PMID:32781018 NCBI chr15:74,719,542...74,725,528
Ensembl chr15:74,719,542...74,725,536
JBrowse link
G CYP1B1 cytochrome P450 family 1 subfamily B member 1 increases expression
multiple interactions
EXP Tryptophan results in increased expression of CYP1B1 mRNA
2-methyl-2H-pyrazole-3-carboxylic acid (2-methyl-4-o-tolylazophenyl)amide inhibits the reaction [[Tryptophan co-treated with [Medroxyprogesterone Acetate co-treated with Cyclic AMP]] results in increased expression of CYP1B1 mRNA]; [Tryptophan co-treated with [Medroxyprogesterone Acetate co-treated with Cyclic AMP]] results in increased expression of CYP1B1 mRNA
CTD PMID:32781018 NCBI chr 2:38,067,509...38,076,151
Ensembl chr 2:38,066,973...38,109,902
JBrowse link
G IDO1 indoleamine 2,3-dioxygenase 1 increases expression
increases abundance
EXP
ISO
Tryptophan results in increased expression of IDO1 protein
IDO1 gene mutant form results in increased abundance of Tryptophan
CTD PMID:32781018 PMID:32871117 NCBI chr 8:39,913,891...39,928,790
Ensembl chr 8:39,902,275...39,928,790
JBrowse link
G IFNG interferon gamma multiple interactions EXP IFNG protein promotes the reaction [Tryptophan promotes the reaction [[Medroxyprogesterone Acetate co-treated with Cyclic AMP] results in increased expression of IGFBP1 mRNA]]; IFNG protein promotes the reaction [Tryptophan promotes the reaction [[Medroxyprogesterone Acetate co-treated with Cyclic AMP] results in increased expression of PRL mRNA]] CTD PMID:32781018 NCBI chr12:68,154,768...68,159,740
Ensembl chr12:68,154,768...68,159,740
JBrowse link
G IGFBP1 insulin like growth factor binding protein 1 multiple interactions
increases expression
EXP 2-methyl-2H-pyrazole-3-carboxylic acid (2-methyl-4-o-tolylazophenyl)amide inhibits the reaction [Tryptophan promotes the reaction [[Medroxyprogesterone Acetate co-treated with Cyclic AMP] results in increased expression of IGFBP1 mRNA]]; IFNG protein promotes the reaction [Tryptophan promotes the reaction [[Medroxyprogesterone Acetate co-treated with Cyclic AMP] results in increased expression of IGFBP1 mRNA]]; Tryptophan promotes the reaction [[Medroxyprogesterone Acetate co-treated with Cyclic AMP] results in increased expression of IGFBP1 mRNA]
Tryptophan results in increased expression of IGFBP1 mRNA
CTD PMID:32781018 NCBI chr 7:45,888,488...45,893,660
Ensembl chr 7:45,888,360...45,893,660
JBrowse link
G PRL prolactin increases expression
multiple interactions
EXP Tryptophan results in increased expression of PRL mRNA
2-methyl-2H-pyrazole-3-carboxylic acid (2-methyl-4-o-tolylazophenyl)amide inhibits the reaction [Tryptophan promotes the reaction [[Medroxyprogesterone Acetate co-treated with Cyclic AMP] results in increased expression of PRL mRNA]]; IFNG protein promotes the reaction [Tryptophan promotes the reaction [[Medroxyprogesterone Acetate co-treated with Cyclic AMP] results in increased expression of PRL mRNA]]; Tryptophan promotes the reaction [[Medroxyprogesterone Acetate co-treated with Cyclic AMP] results in increased expression of PRL mRNA]
CTD PMID:32781018 NCBI chr 6:22,287,246...22,302,835
Ensembl chr 6:22,287,244...22,302,826
JBrowse link
G SLC7A5 solute carrier family 7 member 5 increases expression EXP Tryptophan results in increased expression of SLC7A5 mRNA CTD PMID:32781018 NCBI chr16:87,830,023...87,869,507
Ensembl chr16:87,830,023...87,869,507
JBrowse link
G TDO2 tryptophan 2,3-dioxygenase increases abundance ISO TDO2 gene mutant form results in increased abundance of Tryptophan CTD PMID:32871117 NCBI chr 4:155,903,696...155,920,406
Ensembl chr 4:155,854,738...155,920,406
JBrowse link
G TPH1 tryptophan hydroxylase 1 multiple interactions ISO [TPH1 protein results in increased hydroxylation of Tryptophan] which results in increased chemical synthesis of 5-Hydroxytryptophan CTD PMID:32243540 NCBI chr11:18,017,555...18,046,269
Ensembl chr11:18,017,555...18,046,269
JBrowse link
ilomastat term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G IL13 interleukin 13 multiple interactions ISO ilomastat inhibits the reaction [Mustard Gas results in increased expression of IL13 protein] CTD PMID:18852015 NCBI chr 5:132,656,522...132,661,110
Ensembl chr 5:132,656,263...132,661,110
JBrowse link
G MMP1 matrix metallopeptidase 1 multiple interactions ISO ilomastat affects the reaction [Trinitrobenzenesulfonic Acid results in increased expression of MMP1 protein]; ilomastat inhibits the reaction [Trinitrobenzenesulfonic Acid results in increased expression of MMP1 mRNA] CTD PMID:18837084 NCBI chr11:102,789,919...102,798,160
Ensembl chr11:102,789,401...102,798,160
JBrowse link
G TIMP1 TIMP metallopeptidase inhibitor 1 multiple interactions ISO ilomastat affects the reaction [Trinitrobenzenesulfonic Acid results in increased expression of TIMP1 mRNA]; ilomastat affects the reaction [Trinitrobenzenesulfonic Acid results in increased expression of TIMP1 protein] CTD PMID:18837084 NCBI chr  X:47,582,436...47,586,789
Ensembl chr  X:47,582,408...47,586,789
JBrowse link
N-acetyl-L-tryptophan term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G ACHE acetylcholinesterase (Yt blood group) multiple interactions ISO N-acetyltryptophan inhibits the reaction [Aluminum Chloride results in decreased activity of ACHE protein] CTD PMID:29185389 NCBI chr 7:100,889,994...100,896,994
Ensembl chr 7:100,889,994...100,896,974
JBrowse link
violacein term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G CASP2 caspase 2 increases activity ISO violacein results in increased activity of CASP2 protein CTD PMID:20416285 NCBI chr 7:143,288,351...143,307,696
Ensembl chr 7:143,288,215...143,307,696
JBrowse link
G CASP3 caspase 3 increases activity ISO violacein results in increased activity of CASP3 protein CTD PMID:20416285 NCBI chr 4:184,627,696...184,649,447
Ensembl chr 4:184,627,696...184,650,062
JBrowse link
G CASP9 caspase 9 increases activity ISO violacein results in increased activity of CASP9 protein CTD PMID:20416285 NCBI chr 1:15,491,401...15,524,912
Ensembl chr 1:15,490,832...15,526,534
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 26041
    role 25957
      application 25179
        pharmaceutical 24553
          drug 24550
            nutraceutical 13753
              L-tryptophan 17
                (2S)-3-(1H-indol-3-yl)-2-isocyanopropanoate 0
                1-L-tryptophano group 0
                5-methoxytryptophan 0
                Ala-Phe-Trp-Asn 0
                Ala-Trp-Asn-Asp 0
                Arg-Trp-Pro 0
                Arg-Trp-Ser-Tyr 0
                Asn-Met-Trp-Asn 0
                Asn-Trp 0
                Asn-Trp-Asp-Ser 0
                Asn-Trp-Cys-His 0
                Asp-Trp-Trp-Val 0
                Gln-Phe-Trp-Tyr 0
                Gln-Trp 0
                Glu-Ala-Trp 0
                Glu-Glu-Gln-Trp 0
                Glu-Gly-Trp 0
                Glu-Lys-Trp-Ala 0
                Glu-Trp 0
                Glu-Trp-Asp-Arg 0
                Ile-Leu-Trp-Trp 0
                L-tryptophan derivative + 4
                L-tryptophan residue + 0
                L-tryptophano group 0
                L-tryptophanyl radical + 0
                L-tryptophanyl radical cation + 0
                L-tryptophyl group 0
                Leu-Trp 0
                Lys-Ser-Trp 0
                Lys-Thr-Trp-Tyr 0
                Phe-Trp-Ala 0
                Phe-Trp-Trp 0
                Pro-Trp-Val-Gly 0
                Ser-Trp 0
                Ser-Trp-Lys 0
                Thr-Trp 0
                Thr-Trp-Asp 0
                Trp-Ala 0
                Trp-Ala-Asp 0
                Trp-Ala-Gly 0
                Trp-Asn 0
                Trp-Asp-Ser 0
                Trp-Ile 0
                Trp-Pro 0
                Trp-Ser 0
                Trp-Thr 0
                Trp-Trp 0
                Trp-Trp-Val 0
                cyclo-acetoacetyl-L-tryptophan(1-) 0
                notoamide + 0
                proviolacein + 3
Path 2
Term Annotations click to browse term
  CHEBI ontology 26041
    subatomic particle 26016
      composite particle 26016
        hadron 26016
          baryon 26016
            nucleon 26016
              atomic nucleus 26016
                atom 26016
                  main group element atom 25841
                    main group molecular entity 25841
                      s-block molecular entity 25162
                        hydrogen molecular entity 24761
                          hydrides 22973
                            inorganic hydride 20500
                              pnictogen hydride 20441
                                nitrogen hydride 20219
                                  azane 19961
                                    ammonia 19960
                                      organic amino compound 19960
                                        amino acid 17174
                                          alpha-amino acid 14705
                                            L-alpha-amino acid 13797
                                              erythrose 4-phosphate/phosphoenolpyruvate family amino acid 2447
                                                L-tryptophan 17
                                                  (2S)-3-(1H-indol-3-yl)-2-isocyanopropanoate 0
                                                  1-L-tryptophano group 0
                                                  5-methoxytryptophan 0
                                                  Ala-Phe-Trp-Asn 0
                                                  Ala-Trp-Asn-Asp 0
                                                  Arg-Trp-Pro 0
                                                  Arg-Trp-Ser-Tyr 0
                                                  Asn-Met-Trp-Asn 0
                                                  Asn-Trp 0
                                                  Asn-Trp-Asp-Ser 0
                                                  Asn-Trp-Cys-His 0
                                                  Asp-Trp-Trp-Val 0
                                                  Gln-Phe-Trp-Tyr 0
                                                  Gln-Trp 0
                                                  Glu-Ala-Trp 0
                                                  Glu-Glu-Gln-Trp 0
                                                  Glu-Gly-Trp 0
                                                  Glu-Lys-Trp-Ala 0
                                                  Glu-Trp 0
                                                  Glu-Trp-Asp-Arg 0
                                                  Ile-Leu-Trp-Trp 0
                                                  L-tryptophan derivative + 4
                                                  L-tryptophan residue + 0
                                                  L-tryptophano group 0
                                                  L-tryptophanyl radical + 0
                                                  L-tryptophanyl radical cation + 0
                                                  L-tryptophyl group 0
                                                  Leu-Trp 0
                                                  Lys-Ser-Trp 0
                                                  Lys-Thr-Trp-Tyr 0
                                                  Phe-Trp-Ala 0
                                                  Phe-Trp-Trp 0
                                                  Pro-Trp-Val-Gly 0
                                                  Ser-Trp 0
                                                  Ser-Trp-Lys 0
                                                  Thr-Trp 0
                                                  Thr-Trp-Asp 0
                                                  Trp-Ala 0
                                                  Trp-Ala-Asp 0
                                                  Trp-Ala-Gly 0
                                                  Trp-Asn 0
                                                  Trp-Asp-Ser 0
                                                  Trp-Ile 0
                                                  Trp-Pro 0
                                                  Trp-Ser 0
                                                  Trp-Thr 0
                                                  Trp-Trp 0
                                                  Trp-Trp-Val 0
                                                  cyclo-acetoacetyl-L-tryptophan(1-) 0
                                                  notoamide + 0
                                                  proviolacein + 3
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