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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 6:54,963,990...55,001,806
Ensembl chr 6:54,963,990...55,001,464
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 8:62,472,087...62,478,122
Ensembl chr 8:62,472,095...62,478,147
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 6:2,308,179...2,316,739
Ensembl chr 6:2,307,808...2,316,722
JBrowse link
G Ido1 indoleamine 2,3-dioxygenase 1 increases expression ISO Tryptophan results in increased expression of IDO1 protein CTD PMID:32781018 NCBI chr16:72,216,326...72,228,098
Ensembl chr16:72,216,326...72,228,098
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 7:61,337,383...61,341,419
Ensembl chr 7:61,337,381...61,341,419
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 chr14:87,448,716...87,453,783
Ensembl chr14:87,448,692...87,453,785
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 chr17:39,814,236...39,824,299
Ensembl chr17:39,814,244...39,824,299
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 chr19:54,693,959...54,722,563
Ensembl chr19:54,693,959...54,722,563
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 1:102,669,868...102,699,442
Ensembl chr 1:102,669,868...102,699,442
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 chr10:38,982,909...38,985,466
Ensembl chr10:38,982,909...38,985,466
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 8:5,703,206...5,723,593
Ensembl chr 8:5,703,206...5,723,591
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:1,364,771...1,369,451
Ensembl chr  X:1,364,786...1,369,384
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 4:71,652,358...71,670,228
Ensembl chr 4:71,652,354...71,670,239
JBrowse link
G Casp3 caspase 3 increases activity ISO violacein results in increased activity of CASP3 protein CTD PMID:20416285 NCBI chr16:48,845,011...48,863,249
Ensembl chr16:48,845,012...48,863,204
JBrowse link
G Casp9 caspase 9 increases activity ISO violacein results in increased activity of CASP9 protein CTD PMID:20416285 NCBI chr 5:160,356,211...160,373,774
Ensembl chr 5:160,355,833...160,373,778
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19770
    role 19720
      application 19411
        pharmaceutical 19299
          drug 19299
            nutraceutical 12653
              L-tryptophan 15
                (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
                Ile-Leu-Trp-Trp 0
                L-tryptophan derivative + 3
                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 19770
    subatomic particle 19768
      composite particle 19768
        hadron 19768
          baryon 19768
            nucleon 19768
              atomic nucleus 19768
                atom 19768
                  main group element atom 19662
                    p-block element atom 19662
                      carbon group element atom 19580
                        carbon atom 19571
                          organic molecular entity 19571
                            organic group 18602
                              organic divalent group 18593
                                organodiyl group 18593
                                  carbonyl group 18506
                                    carbonyl compound 18506
                                      carboxylic acid 18158
                                        amino acid 14108
                                          alpha-amino acid 11594
                                            L-alpha-amino acid 11429
                                              erythrose 4-phosphate/phosphoenolpyruvate family amino acid 2251
                                                L-tryptophan 15
                                                  (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
                                                  Ile-Leu-Trp-Trp 0
                                                  L-tryptophan derivative + 3
                                                  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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