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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 ISO Tryptophan results in increased expression of AHR mRNA CTD PMID:32781018 NCBI chr 6:52,234,089...52,271,568
Ensembl chr 6:52,234,089...52,271,568
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 8:58,096,021...58,102,130
Ensembl chr 8:58,096,077...58,102,125
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 6:15,342,312...15,350,886
Ensembl chr 6:15,342,344...15,350,917
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 chr16:67,430,654...67,442,726
Ensembl chr16:67,430,578...67,442,730
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 7:53,903,339...53,907,375
Ensembl chr 7:53,903,337...53,907,375
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 chr14:82,047,415...82,052,482
Ensembl chr14:82,047,415...82,052,482
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 chr17:37,859,999...37,870,062
Ensembl chr17:37,860,007...37,870,062
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 chr19:49,935,220...49,963,823
Ensembl chr19:49,935,220...49,963,823
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 2:167,269,581...167,287,511
Ensembl chr 2:167,269,579...167,287,511
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 1:97,157,375...97,178,415
Ensembl chr 1:97,157,409...97,178,344
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 chr10:37,790,130...37,792,687
Ensembl chr10:37,790,130...37,792,737
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 8:4,658,588...4,679,099
Ensembl chr 8:4,658,588...4,679,097
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:1,212,969...1,217,714
Ensembl chr  X:1,212,972...1,217,664
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 chr12:19,406,133...19,413,713
Ensembl chr12:19,407,360...19,413,651
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 4:71,149,632...71,167,388
Ensembl chr 4:71,149,669...71,167,379
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 chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
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 NCBI chr 5:154,108,872...154,126,628
Ensembl chr 5:154,109,046...154,126,626
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 3:89,842,393...89,874,577
Ensembl chr 3:89,842,399...89,874,478
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 6:21,530,463...21,592,172
Ensembl chr 6:21,530,113...21,592,268
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 4:71,149,632...71,167,388
Ensembl chr 4:71,149,669...71,167,379
JBrowse link
G Casp3 caspase 3 increases activity ISO violacein results in increased activity of CASP3 protein CTD PMID:20416285 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
JBrowse link
G Casp9 caspase 9 increases activity ISO violacein results in increased activity of CASP9 protein CTD PMID:20416285 NCBI chr 5:154,108,872...154,126,628
Ensembl chr 5:154,109,046...154,126,626
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19848
    role 19824
      application 19668
        pharmaceutical 19508
          drug 19508
            nutraceutical 13264
              L-tryptophan 19
                (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 19848
    subatomic particle 19846
      composite particle 19846
        hadron 19846
          baryon 19846
            nucleon 19846
              atomic nucleus 19846
                atom 19846
                  main group element atom 19796
                    main group molecular entity 19796
                      s-block molecular entity 19629
                        hydrogen molecular entity 19616
                          hydrides 19122
                            inorganic hydride 18123
                              pnictogen hydride 18112
                                nitrogen hydride 18019
                                  azane 17826
                                    ammonia 17825
                                      organic amino compound 17825
                                        amino acid 15954
                                          alpha-amino acid 13872
                                            L-alpha-amino acid 12862
                                              erythrose 4-phosphate/phosphoenolpyruvate family amino acid 2378
                                                L-tryptophan 19
                                                  (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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