Structure Database (LMSD)

Common Name
9-(5-pentylfuran-2-yl)-nonanoic acid
Systematic Name
5-pentyl-2-furannonanoic acid
Synonyms
  • 10,13-Epoxy-10,12-ODE
LM ID
LMFA01150042
Formula
Exact Mass
Calculate m/z
294.219495
Sum Composition
Status
Curated

Classification

Biological Context

10,13-epoxy-10,12-Octadecadienoic acid is a furan fatty acid produced by oxidation of 10(E),12(Z)-conjugated linoleic acid .1,2 It upregulates the expression of PLIN2, TPD52L2, and SEC13, which are involved in the formation of lipid droplets, and downregulates a variety of genes involved in general cellular processes in Caco-2 cells.2 10,13-epoxy-10,12-Octadecadienoic acid is cytotoxic to Caco-2 and HepG2 cells when used concentrations greater than or equal to 100 µM.

This information has been provided by Cayman Chemical

References

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Furan fatty acids - Beneficial or harmful to health?,
Prog Lipid Res, 2017
Pubmed ID: 29051014

String Representations

InChiKey (Click to copy)
BJTONYHCPUUWFX-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C18H30O3/c1-2-3-8-11-16-14-15-17(21-16)12-9-6-4-5-7-10-13-18(19)20/h14-15H,2-13H2,1H3,(H,19,20)
SMILES (Click to copy)
C(CC)CCC1=CC=C(CCCCCCCCC(=O)O)O1

Other Databases

HMDB ID
PubChem CID
Cayman ID

Calculated Physicochemical Properties

Heavy Atoms 21
Rings 1
Aromatic Rings 1
Rotatable Bonds 13
Van der Waals Molecular Volume 315.15
Topological Polar Surface Area 50.44
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 3
logP 5.37
Molar Refractivity 85.60

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Created at
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Updated at
2nd Dec 2024