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Structure Database (LMSD)

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Common Name

34:6(16Z,19Z,22Z,25Z,28Z,31Z)

Systematic Name

16Z,19Z,22Z,25Z,28Z,31Z-tetratriacontahexaenoic acid

Synonyms

34:6(w3): 34:6n3

LM ID

LMFA01030842

Formula

C₃₄H₅₆O₂

Exact Mass

Calculate m/z

496.42803

Sum Composition

FA 34:6

Status

Curated

Show lipids differing only in stereochemistry/bond geometry

Classification

Biological Context

Very long chain polyunsaturated fatty acids (VLCPUFAs) are important components of ceramides and sphingomyelin and are present in retina, sperm, and brain.^1,2,3 Tetratriaconta-16(Z),19(Z),22(Z),25(Z),28(Z),31(Z)-hexaenoic acid is a C34:6 VLCPUFA whose specific biological actions are largely unknown. This VLCPUFA, along with others, has been investigated for its role in activating protein kinase C.⁴

This information has been provided by Cayman Chemical

References

1. Robinson, B.S., Johnson, D.W., and Poulos, A. Novel molecular species of spingomyelin containing 2-hydroxylated polyenoic very-long-chain fatty acids in mammalian testes and spermatozoa. The Journal of Biological Chemisty 267(3), 1746-1751 (1992).

2. Aveldaño, M.I. Phospholipid species containing long and very long polyenoic fatty acids remain with rhodopsin after hexane extraction of photoreceptor membranes. Biochemistry 27(4), 1229-1239 (1988).

3. Robinson, B.S., Johnson, D.W., and Poulos, A. Unique molecular species of phophatidylcholine containing very-long-chain (C24-C38) polyenoic fatty acids in rat brain. Biochem. J. 265(3), 763-767 (1990).

4. Hardy, S.J., Ferrante, A., Robinson, B.S., et al. In vitro activation of rat brain protein kinase C by polyenoic very-long-chain fatty acids. J. Neurochem. 62(4), 1546-1551 (1994).

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References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Homo sapiens (#9606)

Mammalia (#40674)

Long-chain and very long-chain polyunsaturated fatty acids in ocular aging and age-related macular degeneration,
J. Lipid Res, 2010

Pubmed ID: 20688753

DOI: 10.1194/jlr.M007518

String Representations

InChiKey (Click to copy)

TZKUXMFOWSEBLN-KUBAVDMBSA-N

InChi (Click to copy)

InChI=1S/C34H56O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-32-33-34(35)36/h3-4,6-7,9-10,12-13,15-16,18-19H,2,5,8,11,14,17,20-33H2,1H3,(H,35,36)/b4-3-,7-6-,10-9-,13-12-,16-15-,19-18-

SMILES (Click to copy)

C(CCCCCCCCCCCCCC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CC)(=O)O