Tetracosapentaenoic acid

PUFA24:5Ω-3

  Overview

Stats

PUFA
Type
24
Carbons
5
Double bonds
4
Bis-allylic sites
358.6
Weight · g/mol
—
Melting point
C24H38O2
Formula

Also known as

IUPAC (9Z,12Z,15Z,18Z,21Z)-tetracosa-9,12,15,18,21-pentaenoic acid

  At a Glance

Source

Made in the body (endogenous synthesis); little comes from food.

Type

Very-long-chain polyunsaturated fatty acid with 24 carbons and five cis double bonds, an omega-3 fatty acid. Its multiple bis-allylic sites make it prone to oxidation.

Identification

  Synonyms

Common Name Tetracosapentaenoic acid
IUPAC Name (9Z,12Z,15Z,18Z,21Z)-tetracosa-9,12,15,18,21-pentaenoic acid
Traditional Name —
Other Synonyms No other synonyms recorded.

  External IDs

General References
Wikipedia —
Lipids
Lipid Maps LMFA01030821
Lipid Bank —
Swiss Lipids 000001210
PlantFA ID —
Food & Nutrition
FooDB FDB023890
INFOODS —
Chemistry / Compounds
PubChem CID 52921801
CAS —
ChEBI 77360
ChEMBL —
ChemSpider 30776540
InChIKey —
ZINC ID ZINC000085552730
NIKKAJI ID —
PDBe —
UCI (UniChem) —
SureChEMBL 457117
CCDC —
NMRShiftDB —
Metabolites & Pathways
HMDB HMDB0006323
METLIN —
RefMet ID —
RefMet Name —
MetaboLights ID MTBLS1918
BioCyc/MetaCyc —
MetaNetX ID MNXM83823
BiGG ID 2219655
KEGG —
KNApSAcK —
Reactome ID —
Drugs & Pharmacology
DrugBank —
DrugCentral —
BindingDB —
Guide to Pharm —
Probes & Drugs PD088523
Clinical & Medical
SNOMED-CT —
MeSH —
NCIt Code —
Regulatory
NIH UNII (USA) —
FDA SRS (USA) —
NHPID (Canada) —
DTXSID (USA) DTXSID00709187
TGA Ing ID (Australia) —
Commercial Suppliers
MolPort —
eMolecules —
Mcule —
ChemicalBook —
MedChemExpress —

Isomers of 24:5 (1)

Other fatty acids sharing the 24:5 notation — differing by double-bond position, geometry (cis/trans), or conjugation.

Name Geometry Trans Structure PubChem
Current Fatty Acid
Tetracosapentaenoic acid
(9Z,12Z,15Z,18Z,21Z)-tetracosa-9,12,15,18,21-pentaenoic acid
 9Z,12Z,15Z,18Z,21Z —
52921801
Category —
Conjugation Type Isolated
SMILES CC/C=C\C\C=C/C\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O
Description —
Origin Details

No origin information recorded.

Chemical Properties

Name(s):
Common Name Tetracosapentaenoic acid
Simple Notation 24:5
Notation 24:5(n-3)
IUPAC Name (9Z,12Z,15Z,18Z,21Z)-tetracosa-9,12,15,18,21-pentaenoic acid
Semi-systematic Tetracosapentaenoic acid
Structure:
Molecular C24H38O2
SMILES CC/C=C\C\C=C/C\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O
Cis / Trans cis
E-Z 9Z,12Z,15Z,18Z,21Z
Physical:
Weight 358.6 g/mol
Reactivity
Double Bonds 5
Bis-Allylic Carbons 4 (High Reactivity)
Beta-Oxidation
Beta Oxidation Cycles 11
ATP Yield (Net) 154.5 ATP