Myristelaidic acid

MUFA14:1 Trans

  Overview

Stats

MUFA
Type
14
Carbons
1
Double bonds
0
Bis-allylic sites
226.35
Weight · g/mol
—
Melting point
C14H26O2
Formula

Also known as

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

  At a Glance

Source

Found in ruminant fat and dairy.

Type

Long-chain monounsaturated fatty acid with 14 carbons and one trans double bond.

Identification

  Synonyms

Common Name Myristelaidic acid
IUPAC Name (E)-tetradec-9-enoic acid
Traditional Name —
Other Synonyms
  • trans-myristoleate
  • trans-9-tetradecenoic acid

  External IDs

General References
Wikipedia —
Lipids
Lipid Maps LMFA01030250
Lipid Bank —
Swiss Lipids 000000856
PlantFA ID —
Food & Nutrition
FooDB FDB098372
INFOODS —
Chemistry / Compounds
PubChem CID 5312402
CAS —
ChEBI 131381
ChEMBL —
ChemSpider —
InChIKey —
ZINC ID ZINC000001531062
NIKKAJI ID J11.362J
PDBe —
UCI (UniChem) 23670478
SureChEMBL 156569
CCDC —
NMRShiftDB —
Metabolites & Pathways
HMDB HMDB0062248
METLIN —
RefMet ID —
RefMet Name —
MetaboLights ID MTBLS1693
BioCyc/MetaCyc —
MetaNetX ID MNXM62836
BiGG ID —
KEGG —
KNApSAcK C00001229
Reactome ID —
Drugs & Pharmacology
DrugBank —
DrugCentral —
BindingDB —
Guide to Pharm —
Probes & Drugs PD064202
Clinical & Medical
SNOMED-CT —
MeSH —
NCIt Code —
Regulatory
NIH UNII (USA) 0WAJ36526B
FDA SRS (USA) 0WAJ36526B
NHPID (Canada) —
DTXSID (USA) DTXSID901009351
TGA Ing ID (Australia) —
Commercial Suppliers
MolPort Molport-003-958-761
eMolecules —
Mcule —
ChemicalBook —
MedChemExpress —

Isomers of 14:1 (2)

Other fatty acids sharing the 14:1 notation — differing by double-bond position, geometry (cis/trans), or conjugation.

Name Geometry Trans Structure PubChem
Current Fatty Acid
Myristelaidic acid
(E)-tetradec-9-enoic acid
 9E Trans
5312402
Category —
Conjugation Type —
SMILES CCCC/C=C/CCCCCCCC(=O)O
Description —
Origin Details

No origin information recorded.
Geometric (1)
Myristoleic acid
(Z)-tetradec-9-enoic acid
 9Z —
5281119
Category —
Conjugation Type —
SMILES CCCC\C=C/CCCCCCCC(=O)O
Description —
Origin Details

No origin information recorded.

Chemical Properties

Name(s):
Common Name Myristelaidic acid
Simple Notation 14:1
Notation 14:1(n-5) trans
IUPAC Name (E)-tetradec-9-enoic acid
Structure:
Molecular C14H26O2
SMILES CCCC/C=C/CCCCCCCC(=O)O
InChIKey YWWVWXASSLXJHU-AATRIKPKSA-N
Cis / Trans trans
E-Z 9E
Physical:
Weight 226.35 g/mol
Reactivity
Double Bonds 1
Bis-Allylic Carbons 0
Beta-Oxidation
Beta Oxidation Cycles 6
ATP Yield (Net) 90.5 ATP