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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 chr13:85,135,384...85,175,178
Ensembl chr13:85,124,977...85,175,178
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 7:110,851,378...110,891,557
Ensembl chr 7:110,851,378...110,891,114
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 chr13:62,163,936...62,172,193
Ensembl chr13:62,163,932...62,172,188
JBrowse link
G Rxra retinoid X receptor alpha affects binding ISO docosapentaenoic acid binds to RXRA protein CTD PMID:16258897 NCBI chr 3:10,989,832...11,076,366
Ensembl chr 3:10,989,832...11,073,712
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19922
    role 19894
      biological role 19864
        biochemical role 19596
          metabolite 19558
            eukaryotic metabolite 19380
              algal metabolite 16156
                (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 19922
    subatomic particle 19892
      composite particle 19892
        hadron 19920
          baryon 19892
            nucleon 19920
              atomic nucleus 19892
                atom 19892
                  main group element atom 19866
                    p-block element atom 19866
                      carbon group element atom 19805
                        carbon atom 19802
                          organic molecular entity 19775
                            heteroorganic entity 19556
                              organochalcogen compound 19315
                                organooxygen compound 19205
                                  carbon oxoacid 18694
                                    carboxylic acid 18691
                                      monocarboxylic acid 18007
                                        fatty acid 16847
                                          unsaturated fatty acid 1673
                                            polyunsaturated fatty acid 841
                                              essential fatty acid 569
                                                omega-6 fatty acid 562
                                                  (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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