Elaidic acid

MUFA18:1Ω-9 Trans

  Overview

Stats

MUFA
Type
18
Carbons
1
Double bonds
0
Bis-allylic sites
282.5
Weight · g/mol
43 °C
Melting point
C18H34O2
Formula

Also known as

IUPAC (E)-octadec-9-enoic acid
Synonyms

  At a Glance

Key Points

The trans isomer of oleic acid; a colorless solid and a major industrial trans fat.

Source

Primarily from industrial; also in ruminant fat.

Type

Long-chain monounsaturated fatty acid with 18 carbons and one trans double bond, an omega-9 fatty acid.

Identification

  Synonyms

Common Name Elaidic acid
IUPAC Name (E)-octadec-9-enoic acid
Traditional Name —
Other Synonyms
  • trans-9-octadecenoic acid
  • C18:1n-9
  • Elaidinic acid
  • trans-Elaidic acid
  • trans-Oleic acid

  External IDs

General References
Wikipedia Elaidic_acid
Lipids
Lipid Maps LMFA01030073
Lipid Bank DFA0112
Swiss Lipids 000389844
PlantFA ID —
Food & Nutrition
FooDB FDB002951
INFOODS —
Chemistry / Compounds
PubChem CID 637517
CAS 112-79-8
ChEBI 27997
ChEMBL CHEMBL460657
ChemSpider 553123
InChIKey —
ZINC ID ZINC000008217338
NIKKAJI ID J10.103F
PDBe ELA
UCI (UniChem) —
SureChEMBL 6693
CCDC JAZCET
NMRShiftDB 10016910
Metabolites & Pathways
HMDB HMDB0000573
METLIN 3406
RefMet ID —
RefMet Name —
MetaboLights ID MTBLS1051
BioCyc/MetaCyc —
MetaNetX ID MNXM11476
BiGG ID 38213
KEGG C01712
KNApSAcK C00052377
Reactome ID —
Drugs & Pharmacology
DrugBank —
DrugCentral —
BindingDB 50250904
Guide to Pharm —
Probes & Drugs PD006866
Clinical & Medical
SNOMED-CT —
MeSH C011459
NCIt Code C68363
Regulatory
NIH UNII (USA) 4837010H8C
FDA SRS (USA) 4837010H8C
NHPID (Canada) —
DTXSID (USA) DTXSID8058619
TGA Ing ID (Australia) —
Commercial Suppliers
MolPort Molport-000-882-023
eMolecules 509308
Mcule —
ChemicalBook CB0432241
MedChemExpress HY-113016

Isomers of 18:1 (6)

Other fatty acids sharing the 18:1 notation — differing by double-bond position, geometry (cis/trans), or conjugation.

Name Geometry Trans Structure PubChem
Current Fatty Acid
Elaidic acid
(E)-octadec-9-enoic acid
 9E Trans
637517
Category —
Conjugation Type —
SMILES CCCCCCCC\C=C\CCCCCCCC(=O)O
Description —
Origin Details

No origin information recorded.
Geometric (1)
Oleic acid
(Z)-octadec-9-enoic acid
 9Z —
445639
Category —
Conjugation Type —
SMILES CCCCCCCC\C=C/CCCCCCCC(=O)O
Description —
Origin Details

No origin information recorded.
Positional (4)
Petroselinic acid
(6Z)-octadec-6-enoic acid
 6Z —
5281125
Category —
Conjugation Type —
SMILES CCCCCCCCCCC/C=C\CCCCC(=O)O
Description —
Origin Details

No origin information recorded.
cis-Vaccenic acid
(11Z)-octadec-11-enoic acid
 11Z —
5282761
Category —
Conjugation Type —
SMILES CCCCCC\C=C/CCCCCCCCCC(=O)O
Description —
Origin Details

No origin information recorded.
trans-Vaccenic acid
(E)-octadec-11-enoic acid
 11E Trans
5281127
Category —
Conjugation Type —
SMILES CCCCCC\C=C\CCCCCCCCCC(=O)O
Description —
Origin Details

No origin information recorded.
Isooleic acid
(E)-octadec-10-enoic acid
 10E —
5282760
Category —
Conjugation Type —
SMILES CCCCCCC/C=C/CCCCCCCCC(=O)O
Description —
Origin Details

No origin information recorded.

Chemical Properties

Name(s):
Common Name Elaidic acid
Simple Notation 18:1
Notation 18:1(n-9)
IUPAC Name (E)-octadec-9-enoic acid
Structure:
Molecular C18H34O2
Structure CH3(CH2)7CH=CH(CH2)7COOH
SMILES CCCCCCCC\C=C\CCCCCCCC(=O)O
Cis / Trans trans
E-Z 9E
Physical:
Weight 282.5 g/mol
Melting Point 43 °C
Reactivity
Double Bonds 1
Bis-Allylic Carbons 0
Beta-Oxidation
Beta Oxidation Cycles 8
ATP Yield (Net) 118.5 ATP