Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMFA01140084
Common Name8-[1]-ladderane octanoic acid
Systematic Name8-[1]-ladderane octanoic acid
SynonymsC20-[1]-ladderane fatty acid
Exact Mass
304.2402 (neutral)    Calculate m/z:
FormulaC20H32O2
CategoryFatty Acyls [FA]
Main ClassFatty Acids and Conjugates [FA01]
Sub ClassCarbocyclic fatty acids [FA0114]
Alternative ClassesUnsaturated fatty acids[FA0103]
AbbrevFA 20:4
PubChem CID137323823
InChIKeyZKRGEQPJMSDUDI-UHFFFAOYSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C20H32O2/c21-20(22)11-5-3-1-2-4-8-15-12-13-18-16-9-6-7-10-17(16)19(18)14-15/h7,10,15-19H,1-6,8-9,11-14H2,(H,21,22)
Click to highlight InChI
SMILES
C1(CCC2C3CCC=CC3C2C1)CCCCCCCC(=O)O
Click to highlight SMILES
StatusActive
ReferencesStructural identification of ladderane and other membrane lipids of planctomycetes capable of anaerobic ammonium oxidation (anammox)
Jaap S. Sinninghe Damsté W. Irene C. Rijpstra Jan A. J. Geenevasen Marc Strous Mike S. M Jetten. The FEBS (Federation of European Biochemical Societies) Journal. Volume 272, Issue 16, August 2005, pp. 4270-4283. https://doi.org/10.1111/j.1742-4658.2005.04842.x
https://febs.onlinelibrary.wiley.com/doi/full/10.1111/j.1742-4658.2005.04842.x
Calculated physicochemical properties (?):
 Heavy Atoms22Rings3Aromatic Rings0Rotatable Bonds8
 van der Waals
Molecular Volume
329.78Topological Polar
Surface Area
37.30Hydrogen
Bond Donors
1Hydrogen
Bond Acceptors
2
 logP5.43Molar
Refractivity
89.63