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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: 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 ISO Tryptophan results in increased expression of AHR mRNA CTD PMID:32781018 NCBI chr 6:57,961,423...57,998,901
Ensembl chr 6:57,961,423...57,998,901 		JBrowse link
G App amyloid beta precursor protein multiple interactions
decreases abundance 		ISO PF-06840003 inhibits the reaction [APP protein mutant form results in decreased abundance of Tryptophan] CTD PMID:39172838 NCBI chr11:37,506,207...37,724,351
Ensembl chr11:37,506,408...37,722,971 		JBrowse link
G Cyp1a1 cytochrome P450, family 1, subfamily a, polypeptide 1 multiple interactions
increases expression 		ISO 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 chr 8:66,991,940...66,998,014
Ensembl chr 8:66,991,970...66,998,012 		JBrowse link
G Cyp1b1 cytochrome P450, family 1, subfamily b, polypeptide 1 multiple interactions
increases expression 		ISO 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
Tryptophan results in increased expression of CYP1B1 mRNA 		CTD PMID:32781018 NCBI chr 6:21,093,927...21,103,091
Ensembl chr 6:21,078,146...21,103,142 		JBrowse link
G Ido1 indoleamine 2,3-dioxygenase 1 increases expression
increases abundance 		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 chr16:74,133,259...74,145,328
Ensembl chr16:74,133,259...74,145,328 		JBrowse link
G Ifng interferon gamma multiple interactions ISO 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 chr 7:55,789,180...55,793,216
Ensembl chr 7:55,761,736...55,793,216 		JBrowse link
G Igfbp1 insulin-like growth factor binding protein 1 increases expression
multiple interactions 		ISO Tryptophan results in increased expression of IGFBP1 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 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] 		CTD PMID:32781018 NCBI chr14:86,261,277...86,266,344
Ensembl chr14:86,261,277...86,266,344 		JBrowse link
G Mapt microtubule-associated protein tau multiple interactions ISO [amyloid beta-protein (1-42) binds to MAPT protein] which results in decreased abundance of Tryptophan
[amyloid beta-protein (1-42) binds to MAPT protein] which results in decreased abundance of Tryptophan; PF-06840003 inhibits the reaction [[amyloid beta-protein (1-42) binds to MAPT protein] which results in decreased abundance of Tryptophan] 		CTD PMID:39172838 NCBI chr10:89,638,618...89,736,108
Ensembl chr10:89,638,599...89,736,108 		JBrowse link
G Prl prolactin multiple interactions
increases expression 		ISO 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]
Tryptophan results in increased expression of PRL mRNA 		CTD PMID:32781018 NCBI chr17:38,287,355...38,298,234
Ensembl chr17:38,288,162...38,298,217 		JBrowse link
G Slc7a5 solute carrier family 7 member 5 increases expression ISO Tryptophan results in increased expression of SLC7A5 mRNA CTD PMID:32781018 NCBI chr19:66,843,808...66,872,412
Ensembl chr19:66,843,808...66,872,412 		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 2:169,567,656...169,585,586
Ensembl chr 2:169,567,654...169,585,586 		JBrowse link
G Tph1 tryptophan hydroxylase 1 multiple interactions EXP [TPH1 protein results in increased hydroxylation of Tryptophan] which results in increased chemical synthesis of 5-Hydroxytryptophan CTD PMID:32243540 NCBI chr 1:106,293,695...106,314,628
Ensembl chr 1:106,085,953...106,312,484 		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 EXP ilomastat inhibits the reaction [Mustard Gas results in increased expression of IL13 protein] CTD PMID:18852015 NCBI chr10:38,290,926...38,293,483
Ensembl chr10:38,290,926...38,293,483 		JBrowse link
G Mmp1 matrix metallopeptidase 1 multiple interactions EXP 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 chr 8:12,943,453...12,963,966
Ensembl chr 8:12,943,453...12,963,964 		JBrowse link
G Timp1 TIMP metallopeptidase inhibitor 1 multiple interactions EXP 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:3,766,509...3,772,578
Ensembl chr  X:3,766,510...3,771,135 		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 multiple interactions EXP N-acetyltryptophan inhibits the reaction [Aluminum Chloride results in decreased activity of ACHE protein] CTD PMID:29185389 NCBI chr12:25,042,882...25,050,608
Ensembl chr12:25,043,461...25,050,410 		JBrowse link
G Casp2 caspase 2 multiple interactions ISO N-acetyltryptophan inhibits the reaction [Cobalt-60 results in increased activity of CASP2 protein] CTD PMID:37702290 NCBI chr 4:72,116,265...72,134,023
Ensembl chr 4:72,116,246...72,134,022 		JBrowse link
G Casp3 caspase 3 multiple interactions ISO N-acetyltryptophan inhibits the reaction [Cobalt-60 results in increased activity of CASP3 protein] CTD PMID:37702290 NCBI chr16:52,395,539...52,413,794
Ensembl chr16:52,395,540...52,413,732 		JBrowse link
G Casp9 caspase 9 multiple interactions ISO N-acetyltryptophan inhibits the reaction [Cobalt-60 results in increased activity of CASP9 protein] CTD PMID:37702290 Ensembl chr 5:159,391,188...159,409,648 JBrowse link
G Cat catalase multiple interactions ISO N-acetyltryptophan inhibits the reaction [Cobalt-60 results in decreased activity of CAT protein] CTD PMID:37702290 NCBI chr 3:110,297,340...110,329,526
Ensembl chr 3:110,297,342...110,329,526 		JBrowse link
G Xdh xanthine dehydrogenase multiple interactions ISO N-acetyltryptophan inhibits the reaction [Cobalt-60 results in increased activity of XDH protein] CTD PMID:37702290 NCBI chr 6:27,282,319...27,344,022
Ensembl chr 6:27,282,057...27,344,350 		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 4:72,116,265...72,134,023
Ensembl chr 4:72,116,246...72,134,022 		JBrowse link
G Casp3 caspase 3 increases activity ISO violacein results in increased activity of CASP3 protein CTD PMID:20416285 NCBI chr16:52,395,539...52,413,794
Ensembl chr16:52,395,540...52,413,732 		JBrowse link
G Casp9 caspase 9 increases activity ISO violacein results in increased activity of CASP9 protein CTD PMID:20416285 Ensembl chr 5:159,391,188...159,409,648 JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 20862
    role 20820
      application 20621
        pharmaceutical 20416
          drug 20416
            nutraceutical 13882
              L-tryptophan 21
                (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 + 9
                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 20862
    subatomic particle 20860
      composite particle 20860
        hadron 20860
          baryon 20860
            nucleon 20860
              atomic nucleus 20860
                atom 20860
                  main group element atom 20781
                    main group molecular entity 20781
                      s-block molecular entity 20574
                        hydrogen molecular entity 20558
                          hydrides 19693
                            inorganic hydride 18602
                              pnictogen hydride 18589
                                nitrogen hydride 18502
                                  azane 18262
                                    ammonia 18261
                                      organic amino compound 18261
                                        amino acid 16340
                                          alpha-amino acid 14255
                                            L-alpha-amino acid 12393
                                              erythrose 4-phosphate/phosphoenolpyruvate family amino acid 2614
                                                L-tryptophan 21
                                                  (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 + 9
                                                  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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