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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:domoic acid
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Accession:CHEBI:34727 term browser browse the term
Definition:An L-proline derivative that is L-proline substituted by a carboxymethyl group at position 3 and a 6-carboxyhepta-2,4-dien-2-yl group at position 4. It is produced by the diatomic algal Pseudo-nitzschia. It is an analogue of kainic acid and a neurotoxin which causes amnesic shellfish poisoning (ASP).
Synonyms:exact_synonym: (3S,4S)-4-[(2Z,4E,6R)-6-carboxyhepta-2,4-dien-2-yl]-3-(carboxymethyl)-L-proline
 related_synonym: Formula=C15H21NO6;   InChI=1S/C15H21NO6/c1-8(4-3-5-9(2)14(19)20)11-7-16-13(15(21)22)10(11)6-12(17)18/h3-5,9-11,13,16H,6-7H2,1-2H3,(H,17,18)(H,19,20)(H,21,22)/b5-3+,8-4-/t9-,10+,11-,13+/m1/s1;   InChIKey=VZFRNCSOCOPNDB-AOKDLOFSSA-N;   L-domoic acid;   SMILES=C[C@H](\\C=C\\C=C(\\C)[C@H]1CN[C@@H]([C@H]1CC(O)=O)C(O)=O)C(O)=O
 xref: CAS:14277-97-5;   DrugBank:DB02852;   FooDB:FDB012146;   HMDB:HMDB0033939;   KEGG:C13732;   KNApSAcK:C00034487
 xref_mesh: MESH:C012301
 xref: PDBeChem:DOQ;   PMID:10223629;   PMID:1264348;   PMID:18728725;   PMID:20120452;   PMID:22406515;   PMID:24511141;   PMID:24564603;   PMID:24638960;   PMID:24663110;   PMID:28817087;   PMID:32302120;   PMID:32512724;   PMID:32891664;   PMID:33153112;   PMID:33193520;   PMID:33218768;   PMID:33347336;   PMID:33517972;   PMID:33524817;   PMID:33530611;   Reaxys:5126272;   Wikipedia:Domoic_acid
 cyclic_relationship: is_conjugate_acid_of CHEBI:167470



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domoic acid term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Bax BCL2 associated X, apoptosis regulator increases expression
multiple interactions
increases localization
ISO domoic acid results in increased expression of BAX mRNA
Carbachol inhibits the reaction [domoic acid results in increased localization of BAX protein]
CTD PMID:18293405 PMID:19200344 NCBI chr 1:95,940,001...95,945,407
Ensembl chr 1:95,938,808...95,945,368
JBrowse link
G Bcl2 BCL2, apoptosis regulator affects expression ISO domoic acid affects the expression of BCL2 mRNA CTD PMID:18293405 NCBI chr13:22,689,783...22,853,920 JBrowse link
G Casp3 caspase 3 multiple interactions
increases activity
ISO Carbachol inhibits the reaction [domoic acid results in increased activity of CASP3 protein] CTD PMID:19200344 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
JBrowse link
G Gclc glutamate-cysteine ligase, catalytic subunit increases expression ISO domoic acid results in increased expression of GCLC mRNA; domoic acid results in increased expression of GCLC protein CTD PMID:23315585 NCBI chr 8:78,629,899...78,668,547
Ensembl chr 8:78,630,127...78,668,544
JBrowse link
G Gclm glutamate cysteine ligase, modifier subunit increases expression
affects response to substance
decreases response to substance
ISO domoic acid results in increased expression of GCLM mRNA; domoic acid results in increased expression of GCLM protein
GCLM affects the susceptibility to domoic acid
[GCLM protein results in decreased susceptibility to domoic acid] which results in decreased susceptibility to 2,3-dimethoxy-1,4-naphthoquinone; [GCLM protein results in decreased susceptibility to domoic acid] which results in decreased susceptibility to Hydrogen Peroxide; GCLM protein results in decreased susceptibility to domoic acid; GCLM results in decreased susceptibility to domoic acid
CTD PMID:17804861 PMID:19200344 PMID:23315585 NCBI chr 2:210,347,482...210,367,537
Ensembl chr 2:210,347,482...210,367,535
JBrowse link
G Gria1 glutamate ionotropic receptor AMPA type subunit 1 increases phosphorylation EXP domoic acid results in increased phosphorylation of GRIA1 protein CTD PMID:19564213 NCBI chr10:41,210,713...41,527,283
Ensembl chr10:41,210,713...41,527,283
JBrowse link
G Pvalb parvalbumin increases expression ISO domoic acid results in increased expression of PVALB protein CTD PMID:26797589 NCBI chr 7:109,772,939...109,787,954
Ensembl chr 7:109,772,593...109,784,561
JBrowse link
G Wdr35 WD repeat domain 35 increases expression
multiple interactions
EXP domoic acid results in increased expression of WDR35 mRNA; domoic acid results in increased expression of WDR35 protein
2,3-dioxo-6-nitro-7-sulfamoylbenzo(f)quinoxaline inhibits the reaction [domoic acid results in increased expression of WDR35 protein]; Edaravone inhibits the reaction [domoic acid results in increased expression of WDR35 protein]
CTD PMID:23289926 NCBI chr 6:31,771,315...31,831,450
Ensembl chr 6:31,771,360...31,831,029
JBrowse link

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  CHEBI ontology 19808
    role 19757
      biological role 19757
        hapten 3016
          domoic acid 8
Path 2
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  CHEBI ontology 19808
    subatomic particle 19807
      composite particle 19807
        hadron 19807
          baryon 19807
            nucleon 19807
              atomic nucleus 19807
                atom 19807
                  main group element atom 19704
                    p-block element atom 19704
                      carbon group element atom 19626
                        carbon atom 19616
                          organic molecular entity 19616
                            organic group 18725
                              organic divalent group 18716
                                organodiyl group 18716
                                  carbonyl group 18664
                                    carbonyl compound 18664
                                      carboxylic acid 18361
                                        amino acid 14876
                                          alpha-amino acid 12852
                                            L-alpha-amino acid 11558
                                              glutamine family amino acid 10266
                                                L-proline 273
                                                  L-proline derivative 258
                                                    domoic acid 8
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