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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 chr13:85,131,635...85,175,179
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 chr13:62,164,080...62,169,770
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 20059
    role 20009
      biological role 20008
        biochemical role 19630
          metabolite 19611
            eukaryotic metabolite 19318
              algal metabolite 14147
                (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 20059
    subatomic particle 20056
      composite particle 20056
        hadron 20056
          baryon 20056
            nucleon 20056
              atomic nucleus 20056
                atom 20056
                  main group element atom 19956
                    p-block element atom 19956
                      carbon group element atom 19882
                        carbon atom 19873
                          organic molecular entity 19873
                            organic group 18943
                              organic divalent group 18928
                                organodiyl group 18928
                                  carbonyl group 18877
                                    carbonyl compound 18877
                                      carboxylic acid 18565
                                        monocarboxylic acid 17748
                                          fatty acid 16149
                                            unsaturated fatty acid 955
                                              polyunsaturated fatty acid 692
                                                essential fatty acid 416
                                                  omega-6 fatty acid 409
                                                    (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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