Structure database (LMSD)

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LM IDLMFA01150047
Common Name3-carboxy-4-methyl-5-pentyl-2-furanpropanoic acid
Systematic Name3-(3-carboxy-4-methyl-5-pentyl-furan-2-yl)-propionic acid
SynonymsCMPentylF; 2-(2-carboxyethyl)-4-methyl-5-pentylfuran-3-carboxylic acid
Exact Mass
268.1311 (neutral)    Calculate m/z:
FormulaC14H20O5
CategoryFatty Acyls [FA]
Main ClassFatty Acids and Conjugates [FA01]
Sub ClassHeterocyclic fatty acids [FA0115]
Alternative ClassesUnsaturated fatty acids[FA0103], Branched fatty acids[FA0102]
PubChem CID194501
HMDB IDHMDB0061643
InChIKeyRIJDKRLRDVBUHJ-UHFFFAOYSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C14H20O5/c1-3-4-5-6-10-9(2)13(14(17)18)11(19-10)7-8-12(15)16/h3-8H2,1-2
H3,(H,15,16)(H,17,18)
SMILESC(CC)CCC1=C(C)C(C(=O)O)=C(CCC(=O)O)O1
StatusActive
ReferencesIdentification, Structure Elucidation, and Synthesis of Previously Unknown Urofuranic Acids in Human Blood. Jürgen Pfordt, Heinz Thoma and Gerhard Spiteller. European Journal of Organic Chemistry. Volume 1981, Issue 12, December 1981, pp. 2298-2308.
https://onlinelibrary.wiley.com/doi/full/10.1002/jlac.198119811217

Furan fatty acids – Beneficial or harmful to health?
Long Xua, Andrew J. Sinclair, Muniba Faiza, Daoming Li, Xianlin Han, Huiyong Yin,
Yonghua Wang. Progress in Lipid Research, Volume 68, October 2017, pp. 119-137.
https://www.sciencedirect.com/science/article/pii/S016378271730053X
Calculated physicochemical properties (?):
 Heavy Atoms19Rings1Aromatic Rings1Rotatable Bonds8
 van der Waals
Molecular Volume
260.89Topological Polar
Surface Area
87.74Hydrogen
Bond Donors
2Hydrogen
Bond Acceptors
5
 logP3.04Molar
Refractivity
69.59