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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:(4Z,7Z,10Z,13Z,16Z)-docosa-4,7,10,13,16-pentaenoic acid
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Accession:CHEBI:65136 term browser browse the term
Definition:The all-cis-isomer of a C22 polyunsaturated fatty acid having five double bonds in the 4-, 7-, 10-, 13- and 16-positions. It is a member of n-6 PUFA and a product of linoleic acid metabolism.
Synonyms:related_synonym: (All-Z)-4,7,10,13,16-docosapentaenoic acid;   22:5(4Z,7Z,10Z,13Z,16Z);   4Z,7Z,10Z,13Z,16Z-docosapentaenoic acid;   C22:5n-6,9,12,15,18;   DPAn-6;   Docosapentaenoic acid (22n-6);   Formula=C22H34O2;   InChI=1S/C22H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h6-7,9-10,12-13,15-16,18-19H,2-5,8,11,14,17,20-21H2,1H3,(H,23,24)/b7-6-,10-9-,13-12-,16-15-,19-18-;   InChIKey=AVKOENOBFIYBSA-WMPRHZDHSA-N;   SMILES=CCCCC\\C=C/C\\C=C/C\\C=C/C\\C=C/C\\C=C/CCC(O)=O;   all-cis-docosa-4,7,10,13,16-pentaenoic acid
 alt_id: CHEBI:138671
 xref: CAS:25182-74-5;   CAS:25448-00-4;   HMDB:HMDB0001976;   HMDB:HMDB0013123;   LIPID_MAPS_instance:LMFA04000064
 xref_mesh: MESH:C026219
 xref: PMID:14643447;   PMID:17291553;   Reaxys:1715090
 cyclic_relationship: is_conjugate_acid_of CHEBI:77226



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(4Z,7Z,10Z,13Z,16Z)-docosa-4,7,10,13,16-pentaenoic acid term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Crp C-reactive protein affects expression ISO docosapentaenoic acid affects the expression of CRP protein CTD PMID:22113248 NCBI chr13:87,694,062...87,695,978
Ensembl chr13:87,657,317...87,707,514
JBrowse link
G Pla2g6 phospholipase A2 group VI multiple interactions EXP docosapentaenoic acid inhibits the reaction [Ethanol results in decreased expression of PLA2G6 protein] CTD PMID:25029343 NCBI chr 7:112,731,803...112,771,978
Ensembl chr 7:112,731,803...112,771,609
JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 decreases expression
multiple interactions
EXP docosapentaenoic acid results in decreased expression of PTGS2 protein
docosapentaenoic acid inhibits the reaction [Dimethoate results in increased expression of PTGS2 protein]
CTD PMID:22476691 NCBI chr13:64,714,063...64,722,320
Ensembl chr13:64,713,619...64,722,320
JBrowse link
G Rxra retinoid X receptor alpha affects binding ISO docosapentaenoic acid binds to RXRA protein CTD PMID:16258897 NCBI chr 3:31,387,892...31,474,415
Ensembl chr 3:31,388,223...31,474,417
JBrowse link

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Path 1
Term Annotations click to browse term
  CHEBI ontology 20873
    role 20805
      biological role 20829
        biochemical role 20275
          metabolite 20256
            eukaryotic metabolite 19970
              algal metabolite 16254
                (4Z,7Z,10Z,13Z,16Z)-docosa-4,7,10,13,16-pentaenoic acid 4
                  (4Z,7Z,10Z,12E,14S,16Z)-14-hydroxydocosapentaenoic acid 0
                  (4Z,7Z,10Z,12E,16Z)-14-hydroperoxydocosapentaenoic acid 0
                  (4Z,7Z,10Z,13Z,15E,17S)-17-hydroperoxydocosapentaenoic acid 0
                  (4Z,7Z,10Z,13Z,16Z)-20-hydroxydocosapentaenoic acid 0
                  (4Z,7Z,10Z,13Z,16Z)-docosapentaenoyl group 0
                  (4Z,7Z,10Z,13Z,16Z)-docosapentaenoyl-CoA 0
                  (4Z,7Z,10Z,13Z,16Z)-docosapentaenoyl-containing glycerolipid 0
                  (4Z,7Z,11Z,13Z,15E,17S)-10,17-bis(hydroperoxy)docosapentaenoic acid 0
                  1-(1Z-octadecenyl)-2-(4Z,7Z,10Z,13Z,16Z-docosapentaenoyl)-sn-glycero-3-phosphoethanolamine 0
                  1-[(11Z,14Z)-icosadienoyl]-2-[(4Z,7Z,10Z,13Z,16Z)-docosapentaenoyl]-sn-glycero-3-phosphoethanolamine 0
                  1-[(4Z,7Z,10Z,13Z,16Z)-docosapentaenoyl]-sn-glycero-3-phosphocholine 0
                  1-hexadecanoyl-2-(4Z,7Z,10Z,13Z,16Z-docosapentaenoyl)-sn-glycero-3-phosphocholine 0
                  1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z-docosapentaenoyl)-sn-glycero-3- phosphocholine 0
                  1-octadecanoyl-2-[(4Z,7Z,10Z,13Z,16Z)-docosapentaenoyl]-sn-glycero-3-phosphoethanolamine 0
                  1-octadecyl-2-[(4Z,7Z,10Z,13Z,16Z)-docosapentaenoyl]-sn-glycero-3-phosphocholine 0
                  ethyl (4Z,7Z,10Z,13Z,16Z)-docosapentaenoate 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 20873
    subatomic particle 20871
      composite particle 20871
        hadron 20871
          baryon 20871
            nucleon 20871
              atomic nucleus 20871
                atom 20871
                  main group element atom 20794
                    p-block element atom 20794
                      carbon group element atom 20727
                        carbon atom 20722
                          organic molecular entity 20722
                            heteroorganic entity 20226
                              organochalcogen compound 19910
                                organooxygen compound 19813
                                  carbon oxoacid 19160
                                    carboxylic acid 19157
                                      monocarboxylic acid 18306
                                        fatty acid 17004
                                          unsaturated fatty acid 1706
                                            polyunsaturated fatty acid 862
                                              essential fatty acid 573
                                                omega-6 fatty acid 566
                                                  (4Z,7Z,10Z,13Z,16Z)-docosa-4,7,10,13,16-pentaenoic acid 4
                                                    (4Z,7Z,10Z,12E,14S,16Z)-14-hydroxydocosapentaenoic acid 0
                                                    (4Z,7Z,10Z,12E,16Z)-14-hydroperoxydocosapentaenoic acid 0
                                                    (4Z,7Z,10Z,13Z,15E,17S)-17-hydroperoxydocosapentaenoic acid 0
                                                    (4Z,7Z,10Z,13Z,16Z)-20-hydroxydocosapentaenoic acid 0
                                                    (4Z,7Z,10Z,13Z,16Z)-docosapentaenoyl group 0
                                                    (4Z,7Z,10Z,13Z,16Z)-docosapentaenoyl-CoA 0
                                                    (4Z,7Z,10Z,13Z,16Z)-docosapentaenoyl-containing glycerolipid 0
                                                    (4Z,7Z,11Z,13Z,15E,17S)-10,17-bis(hydroperoxy)docosapentaenoic acid 0
                                                    1-(1Z-octadecenyl)-2-(4Z,7Z,10Z,13Z,16Z-docosapentaenoyl)-sn-glycero-3-phosphoethanolamine 0
                                                    1-[(11Z,14Z)-icosadienoyl]-2-[(4Z,7Z,10Z,13Z,16Z)-docosapentaenoyl]-sn-glycero-3-phosphoethanolamine 0
                                                    1-[(4Z,7Z,10Z,13Z,16Z)-docosapentaenoyl]-sn-glycero-3-phosphocholine 0
                                                    1-hexadecanoyl-2-(4Z,7Z,10Z,13Z,16Z-docosapentaenoyl)-sn-glycero-3-phosphocholine 0
                                                    1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z-docosapentaenoyl)-sn-glycero-3- phosphocholine 0
                                                    1-octadecanoyl-2-[(4Z,7Z,10Z,13Z,16Z)-docosapentaenoyl]-sn-glycero-3-phosphoethanolamine 0
                                                    1-octadecyl-2-[(4Z,7Z,10Z,13Z,16Z)-docosapentaenoyl]-sn-glycero-3-phosphocholine 0
                                                    ethyl (4Z,7Z,10Z,13Z,16Z)-docosapentaenoate 0
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