Brassidic acid

MUFA22:1Ω-9 Trans

  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 (E)-docos-13-enoic acid
Synonyms

  At a Glance

Source

Primarily from industrial.

Type

Very-long-chain monounsaturated fatty acid with 22 carbons and one trans double bond, an omega-9 fatty acid.

Identification

  Synonyms

Common Name Brassidic acid
IUPAC Name (E)-docos-13-enoic acid
Traditional Name —
Other Synonyms
  • trans-Erucic acid
  • trans-Brassidic acid
  • (13E)-docos-13-enoic acid

  External IDs

General References
Wikipedia —
Lipids
Lipid Maps LMFA01030090
Lipid Bank DFA0129
Swiss Lipids 000001118
PlantFA ID —
Food & Nutrition
FooDB —
INFOODS —
Chemistry / Compounds
PubChem CID 5282772
CAS 506-33-2
ChEBI 165494
ChEMBL —
ChemSpider —
InChIKey —
ZINC ID ZINC000006920375
NIKKAJI ID —
PDBe —
UCI (UniChem) 23842073
SureChEMBL 6297
CCDC —
NMRShiftDB —
Metabolites & Pathways
HMDB HMDB0240312
METLIN —
RefMet ID —
RefMet Name —
MetaboLights ID —
BioCyc/MetaCyc —
MetaNetX ID MNXM11520
BiGG ID —
KEGG —
KNApSAcK —
Reactome ID —
Drugs & Pharmacology
DrugBank —
DrugCentral —
BindingDB —
Guide to Pharm —
Probes & Drugs PD063984
Clinical & Medical
SNOMED-CT —
MeSH —
NCIt Code C68326
Regulatory
NIH UNII (USA) D23G5N92QR
FDA SRS (USA) D23G5N92QR
NHPID (Canada) —
DTXSID (USA) DTXSID801372068
TGA Ing ID (Australia) —
Commercial Suppliers
MolPort Molport-001-780-043
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
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.
Geometric (1)
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.
Positional (1)
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.

Chemical Properties

Name(s):
Common Name Brassidic acid
Simple Notation 22:1
Notation 22:1(n-9) trans
IUPAC Name (E)-docos-13-enoic acid
Structure:
Molecular C22H42O2
SMILES CCCCCCCC\C=C\CCCCCCCCCCCC(=O)O
Cis / Trans trans
E-Z 13E
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