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
Accession: CHEBI:65136
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
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
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
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
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
Term paths to the root one shortest all shortest one longest all longest one shortest and longest all
Path 1
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
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