linoleic acid

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  • Name: linoleic acid
  • Description: Linoleic acid is a doubly unsaturated fatty acid, also known as an omega-6 fatty acid, occurring widely in plant glycosides. In this particular polyunsaturated fatty acid (PUFA), the first double b... ond is located between the sixth and seventh carbon atom from the methyl end of the fatty acid (n-6). Linoleic acid is an essential fatty acid in human nutrition because it cannot be synthesized by humans. It is used in the biosynthesis of prostaglandins (via arachidonic acid) and cell membranes (From Stedman, 26th ed). Linoleic acid is found to be associated with isovaleric acidemia, which is an inborn error of metabolism. Regarding the process of ageing, oxidation products derived from linoleic acid are metabolised by hidrogenation through hydrogenating enzymes which are decreased with age. This accumulation of harming substances is among the causes of ageing. (HMDB: HMDB0000673; PMID:11322990)
Overview of age-variations
Age group comparisons
PMID Age/Age interval, Gender Value (unit of measurement) Method Sample
20514327 Age [21-33] , Gender ⚥ 100.0 (%) GC skin
20514327 Age [70-75], Gender ⚥ 93.0 (%) GC skin
18384253 Age 24.5 ± 3, Gender ⚥ 0.93 (mean value of the compound area) LC-MS; GC-MS plasma
18384253 Age 40.8 ± 5.6, Gender ⚥ 1.06 (mean value of the compound area) LC-MS; GC-MS plasma
18384253 Age 55.6 ± 3.7, Gender ⚥ 1.07 (mean value of the compound area) LC-MS; GC-MS plasma
Linear regression
PMID Age/Age interval, Gender Value (unit of measurement) Method Sample
log2 ratio/log2(FC)
PMID Age/Age interval, Gender Value (unit of measurement) Method Sample
Summary
  • Synonym:
    C18:2n-6,9; cis,cis-linoleic acid; all-cis-9,12-octadecadienoic acid;C18:2ω6, telfairic acid; emersol 315
  • Chemical Formula:
    C18H32O2
  • Systematic name:
    cis-delta9,12-octadecadienoic acid; 9-cis,12-cis-octadecadienoic acid;(9Z,12Z)-octadeca-9,12-dienoic acid
  • SMILES:
    CCCCCC=CCC=CCCCCCCCC(=O)O
  • InChI:
    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-
  • InChI Key:
    OYHQOLUKZRVURQ-HZJYTTRNSA-N
  • CAS number:
    60-33-3; 2197-37-7; 506-21-8; 80969-37-5
Related resources
Pathway info P = product of S = substrate of
Metabolite sources and localization
  • Metabolite location:
    Human organism, Body part, Human body biofluids, Biofluid tissues, Blood, Blood cells, Platelet, Red blood cell, Erythrocyte, Plasma, Cerebrospinal fluid, Saliva, Urine, Organ, Intestine, Kidney, Muscle, Placenta, Prostate, Skin, Skin tissue, Epidermis, Stratum corneum, Spleen, Tissue, Adipose tissue, Connective tissue, Connective tissue cell, Fibroblast, Nervous tissue, Nervous tissue cells, Subcellular level of nervous cells, Myelin sheath, Cellular (general class), Subcellular, Cell membrane, Cytoplasm, Excreta material, Feces
  • Metabolite source:
    Homo sapiens, exogenous metabolite
Age-variations
Age group comparisons
Method: GC
Sample: skin
PubMed PMID: 20514327

Age group comparisons
Method: LC-MS; GC-MS
Sample: plasma
PubMed PMID: 18384253