Structure Database (LMSD)

Common Name
Linoleic acid(d4)
Systematic Name
9Z,12Z-octadecadienoic acid(d4)
Synonyms
LM ID
LMFA01030809
Formula
Exact Mass
Calculate m/z
284.265338
Status
Curated

Classification

Biological Context

Linoleic acid-d4 is intended for use as an internal standard for the quantification of linoleic acid by GC- or LC-MS. Linoleic acid is an essential ω-6 polyunsaturated fatty acid (PUFA).1 It is the most abundant PUFA in a variety of foods, and dietary sources of linoleic acid include vegetable oils, meats, nuts, seeds, and eggs. Linoleic acid (30 μM) increases migration of IEC-6 rat intestinal epithelial cells in a wound healing assay.2 Rats fed a linoleate-deficient diet exhibit decreased body weight and an increased ratio of eicosatrienoate to arachidonate in liver and serum phospholipids compared with rats fed a control diet, as well as mild scaling of forepaw skin.3

This information has been provided by Cayman Chemical

References

3. Cunnane, S.C., and Anderson, M.J. Pure linoleate deficiency in the rat: Influence on growth, accumulation of n-6 polyunsaturates, and [1-14C]linoleate oxidation. J. Lipid Res. 38(4), 805-812 (1997).

References

Comments
Synthetic deuterated standard

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Synthetic deuterated standard

String Representations

InChiKey (Click to copy)
OYHQOLUKZRVURQ-GPTDOFLBSA-N
InChi (Click to copy)
InChI=1S/C18H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-7,9-10H,2-5,8,11-17H2,1H3,(H,19,20)/b7-6-,10-9-/i6D,7D,9D,10D
SMILES (Click to copy)
C(CCCCCCC(=O)O)/C(/[2H])=C(/[2H])\C/C(/[2H])=C(/[2H])\CCCCC

Other Databases

CHEBI ID
PubChem CID
Cayman ID

Admin

Created at
-
Updated at
29th Jan 2021