CHEBI:65136 - (4Z,7Z,10Z,13Z,16Z)-docosa-4,7,10,13,16-pentaenoic acid

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name (4Z,7Z,10Z,13Z,16Z)-docosa-4,7,10,13,16-pentaenoic acid
ChEBI ID CHEBI:65136
ChEBI ASCII Name (4Z,7Z,10Z,13Z,16Z)-docosa-4,7,10,13,16-pentaenoic acid
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.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Phani Vijay Garapati
Bijay
Secondary ChEBI IDs CHEBI:138671
Supplier Information
Download Molfile XML SDF
Formula C22H34O2
Net Charge 0
Average Mass 330.50420
Monoisotopic Mass 330.256
InChI 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
Metabolite of Species Details
Daphnia tenebrosa (NCBI:txid521141) See: Trophic transfer and trophic modification of fatty acids in high Arctic lakesHessen D., Liu E.Freshwater Biology (2006) 51, 1987-1998
Rebecca salina (NCBI:txid561169) See: PubMed
Homo sapiens (NCBI:txid9606) See: PubMed
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): Daphnia tenebrosa metabolite
A Daphnia metabolite produced by the species Daphnia tenebrosa.
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
algal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in algae including unicellular organisms like chlorella and diatoms to multicellular organisms like giant kelps and brown algae.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (4Z,7Z,10Z,13Z,16Z)-docosa-4,7,10,13,16-pentaenoic acid (CHEBI:65136) has role Daphnia tenebrosa metabolite (CHEBI:83146)
(4Z,7Z,10Z,13Z,16Z)-docosa-4,7,10,13,16-pentaenoic acid (CHEBI:65136) has role algal metabolite (CHEBI:84735)
(4Z,7Z,10Z,13Z,16Z)-docosa-4,7,10,13,16-pentaenoic acid (CHEBI:65136) has role human metabolite (CHEBI:77746)
(4Z,7Z,10Z,13Z,16Z)-docosa-4,7,10,13,16-pentaenoic acid (CHEBI:65136) is a ω−6 fatty acid (CHEBI:36009)
(4Z,7Z,10Z,13Z,16Z)-docosa-4,7,10,13,16-pentaenoic acid (CHEBI:65136) is a docosapentaenoic acid (CHEBI:61204)
(4Z,7Z,10Z,13Z,16Z)-docosa-4,7,10,13,16-pentaenoic acid (CHEBI:65136) is conjugate acid of (4Z,7Z,10Z,13Z,16Z)-docosapentaenoate (CHEBI:77226)
Incoming (4Z,7Z,10Z,12E,14S,16Z)-14-hydroxydocosapentaenoic acid (CHEBI:140218) has functional parent (4Z,7Z,10Z,13Z,16Z)-docosa-4,7,10,13,16-pentaenoic acid (CHEBI:65136)
(4Z,7Z,10Z,12E,16Z)-14-hydroperoxydocosapentaenoic acid (CHEBI:136354) has functional parent (4Z,7Z,10Z,13Z,16Z)-docosa-4,7,10,13,16-pentaenoic acid (CHEBI:65136)
(4Z,7Z,10Z,13Z,15E,17S)-17-hydroperoxydocosapentaenoic acid (CHEBI:136118) has functional parent (4Z,7Z,10Z,13Z,16Z)-docosa-4,7,10,13,16-pentaenoic acid (CHEBI:65136)
(4Z,7Z,10Z,13Z,16Z)-20-hydroxydocosapentaenoic acid (CHEBI:136584) has functional parent (4Z,7Z,10Z,13Z,16Z)-docosa-4,7,10,13,16-pentaenoic acid (CHEBI:65136)
(4Z,7Z,10Z,13Z,16Z)-docosapentaenoyl-CoA (CHEBI:76450) has functional parent (4Z,7Z,10Z,13Z,16Z)-docosa-4,7,10,13,16-pentaenoic acid (CHEBI:65136)
(4Z,7Z,10Z,13Z,16Z)-docosapentaenoyl-containing glycerolipid (CHEBI:88265) has functional parent (4Z,7Z,10Z,13Z,16Z)-docosa-4,7,10,13,16-pentaenoic acid (CHEBI:65136)
(4Z,7Z,11Z,13Z,15E,17S)-10,17-bis(hydroperoxy)docosapentaenoic acid (CHEBI:136594) has functional parent (4Z,7Z,10Z,13Z,16Z)-docosa-4,7,10,13,16-pentaenoic acid (CHEBI:65136)
1-(1Z-octadecenyl)-2-(4Z,7Z,10Z,13Z,16Z-docosapentaenoyl)-sn-glycero-3-phosphoethanolamine (CHEBI:90485) has functional parent (4Z,7Z,10Z,13Z,16Z)-docosa-4,7,10,13,16-pentaenoic acid (CHEBI:65136)
1-[(11Z,14Z)-icosadienoyl]-2-[(4Z,7Z,10Z,13Z,16Z)-docosapentaenoyl]-sn-glycero-3-phosphoethanolamine (CHEBI:131662) has functional parent (4Z,7Z,10Z,13Z,16Z)-docosa-4,7,10,13,16-pentaenoic acid (CHEBI:65136)
1-[(4Z,7Z,10Z,13Z,16Z)-docosapentaenoyl]-sn-glycero-3-phosphocholine (CHEBI:74348) has functional parent (4Z,7Z,10Z,13Z,16Z)-docosa-4,7,10,13,16-pentaenoic acid (CHEBI:65136)
1-hexadecanoyl-2-(4Z,7Z,10Z,13Z,16Z-docosapentaenoyl)-sn-glycero-3-phosphocholine (CHEBI:84795) has functional parent (4Z,7Z,10Z,13Z,16Z)-docosa-4,7,10,13,16-pentaenoic acid (CHEBI:65136)
1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z-docosapentaenoyl)-sn-glycero-3- phosphocholine (CHEBI:73865) has functional parent (4Z,7Z,10Z,13Z,16Z)-docosa-4,7,10,13,16-pentaenoic acid (CHEBI:65136)
1-octadecanoyl-2-[(4Z,7Z,10Z,13Z,16Z)-docosapentaenoyl]-sn-glycero-3-phosphoethanolamine (CHEBI:131665) has functional parent (4Z,7Z,10Z,13Z,16Z)-docosa-4,7,10,13,16-pentaenoic acid (CHEBI:65136)
1-octadecyl-2-[(4Z,7Z,10Z,13Z,16Z)-docosapentaenoyl]-sn-glycero-3-phosphocholine (CHEBI:86448) has functional parent (4Z,7Z,10Z,13Z,16Z)-docosa-4,7,10,13,16-pentaenoic acid (CHEBI:65136)
ethyl (4Z,7Z,10Z,13Z,16Z)-docosapentaenoate (CHEBI:84893) has functional parent (4Z,7Z,10Z,13Z,16Z)-docosa-4,7,10,13,16-pentaenoic acid (CHEBI:65136)
(4Z,7Z,10Z,13Z,16Z)-docosapentaenoate (CHEBI:77226) is conjugate base of (4Z,7Z,10Z,13Z,16Z)-docosa-4,7,10,13,16-pentaenoic acid (CHEBI:65136)
(4Z,7Z,10Z,13Z,16Z)-docosapentaenoyl group (CHEBI:85933) is substituent group from (4Z,7Z,10Z,13Z,16Z)-docosa-4,7,10,13,16-pentaenoic acid (CHEBI:65136)
IUPAC Name
(4Z,7Z,10Z,13Z,16Z)-docosa-4,7,10,13,16-pentaenoic acid
Synonyms Sources
(All-Z)-4,7,10,13,16-docosapentaenoic acid ChemIDplus
22:5(4Z,7Z,10Z,13Z,16Z) LIPID MAPS
4Z,7Z,10Z,13Z,16Z-docosapentaenoic acid LIPID MAPS
all-cis-docosa-4,7,10,13,16-pentaenoic acid ChEBI
C22:5n-6,9,12,15,18 LIPID MAPS
Docosapentaenoic acid (22n-6) SUBMITTER
DPAn-6 SUBMITTER
Manual Xrefs Databases
HMDB0001976 HMDB
HMDB0013123 HMDB
LMFA04000064 LIPID MAPS
View more database links
Registry Numbers Types Sources
1715090 Reaxys Registry Number Reaxys
25182-74-5 CAS Registry Number ChemIDplus
25448-00-4 CAS Registry Number HMDB
Citations Waiting for Citations Types Sources
14643447 PubMed citation Europe PMC
17291553 PubMed citation Europe PMC
Last Modified
23 February 2018