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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 chr13:91,080,448...91,081,358
Ensembl chr13:91,054,974...91,093,713
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 7:120,519,479...120,559,716
Ensembl chr 7:120,519,467...120,559,347
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 chr13:67,351,230...67,356,920
Ensembl chr13:67,351,087...67,359,335
JBrowse link
G Rxra retinoid X receptor alpha affects binding ISO docosapentaenoic acid binds to RXRA protein CTD PMID:16258897 NCBI chr 3:6,272,560...6,295,354
Ensembl chr 3:6,211,789...6,295,908
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19761
    role 19711
      biological role 19711
        biochemical role 19301
          metabolite 19282
            eukaryotic metabolite 18954
              algal metabolite 13650
                (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 19761
    subatomic particle 19759
      composite particle 19759
        hadron 19759
          baryon 19759
            nucleon 19759
              atomic nucleus 19759
                atom 19759
                  main group element atom 19653
                    p-block element atom 19653
                      carbon group element atom 19569
                        carbon atom 19559
                          organic molecular entity 19559
                            organic group 18593
                              organic divalent group 18584
                                organodiyl group 18584
                                  carbonyl group 18499
                                    carbonyl compound 18499
                                      carboxylic acid 18151
                                        monocarboxylic acid 17523
                                          fatty acid 16011
                                            unsaturated fatty acid 949
                                              polyunsaturated fatty acid 685
                                                essential fatty acid 406
                                                  omega-6 fatty acid 399
                                                    (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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