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 chr13:87,694,062...87,695,978
Ensembl chr13:87,657,317...87,707,514
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
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
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
Term paths to the root one shortest all shortest one longest all longest one shortest and longest all
Path 1
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
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