Cetoleic acid

MUFA22:1Ω-11

  Overview

Stats

MUFA
Type
22
Carbons
1
Double bonds
0
Bis-allylic sites
338.6
Weight · g/mol
—
Melting point
C22H42O2
Formula

Also known as

IUPAC (11Z)-docos-11-enoic acid

  At a Glance

Source

Primarily from fish & seafood.

Type

Very-long-chain monounsaturated fatty acid with 22 carbons and one cis double bond, an omega-11 fatty acid.

Identification

  Synonyms

Common Name Cetoleic acid
IUPAC Name (11Z)-docos-11-enoic acid
Traditional Name —
Other Synonyms No other synonyms recorded.

  External IDs

General References
Wikipedia Cetoleic acid
Lipids
Lipid Maps LMFA01030088
Lipid Bank DFA0127
Swiss Lipids 000001136
PlantFA ID —
Food & Nutrition
FooDB —
INFOODS —
Chemistry / Compounds
PubChem CID 5282771
CAS 1002-96-6
ChEBI 32428
ChEMBL CHEMBL3103072
ChemSpider —
InChIKey —
ZINC ID ZINC000032788451
NIKKAJI ID J12.483D
PDBe —
UCI (UniChem) 1104356
SureChEMBL 198161
CCDC —
NMRShiftDB —
Metabolites & Pathways
HMDB HMDB0002884
METLIN —
RefMet ID —
RefMet Name —
MetaboLights ID MTBLS1693
BioCyc/MetaCyc —
MetaNetX ID —
BiGG ID —
KEGG —
KNApSAcK —
Reactome ID —
Drugs & Pharmacology
DrugBank —
DrugCentral —
BindingDB —
Guide to Pharm —
Probes & Drugs PD150669
Clinical & Medical
SNOMED-CT —
MeSH —
NCIt Code C68333
Regulatory
NIH UNII (USA) 62EZI2C5SE
FDA SRS (USA) 62EZI2C5SE
NHPID (Canada) —
DTXSID (USA) DTXSID00920491
TGA Ing ID (Australia) —
Commercial Suppliers
MolPort —
eMolecules —
Mcule —
ChemicalBook —
MedChemExpress —

Isomers of 22:1 (3)

Other fatty acids sharing the 22:1 notation — differing by double-bond position, geometry (cis/trans), or conjugation.

Name Geometry Trans Structure PubChem
Current Fatty Acid
Cetoleic acid
(11Z)-docos-11-enoic acid
 11Z —
5282771
Category —
Conjugation Type —
SMILES CCCCCCCCCC\C=C/CCCCCCCCCC(=O)O
Description —
Origin Details

No origin information recorded.
Positional (2)
Erucic acid
(Z)-docos-13-enoic acid
 13Z —
5281116
Category —
Conjugation Type —
SMILES CCCCCCCC\C=C/CCCCCCCCCCCC(=O)O
Description —
Origin Details

No origin information recorded.
Brassidic acid
(E)-docos-13-enoic acid
 13E Trans
5282772
Category —
Conjugation Type —
SMILES CCCCCCCC\C=C\CCCCCCCCCCCC(=O)O
Description —
Origin Details

No origin information recorded.

Chemical Properties

Name(s):
Common Name Cetoleic acid
Simple Notation 22:1
Notation 22:1(n-11)
IUPAC Name (11Z)-docos-11-enoic acid
Structure:
Molecular C22H42O2
SMILES CCCCCCCCCC\C=C/CCCCCCCCCC(=O)O
Cis / Trans cis
E-Z 11Z
Physical:
Weight 338.6 g/mol
Reactivity
Double Bonds 1
Bis-Allylic Carbons 0
Beta-Oxidation
Beta Oxidation Cycles 10
ATP Yield (Net) 146.5 ATP