Structure database (LMSD)

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LM IDLMFA03150001
Common NameDioxolane A3
Systematic Name8-hydroxy-9,11-dioxolane-5Z,12E,14Z-eicosatrienoic acid
SynonymsDXA3
Exact Mass
352.2250 (neutral)    Calculate m/z:
FormulaC20H32O5
CategoryFatty Acyls [FA]
Main ClassEicosanoids [FA03]
Sub ClassEicosa-1,2-dioxolanes [FA0315]
Alternative ClassesUnsaturated fatty acids[FA0103], Hydroxy fatty acids[FA0105]
PubChem CID131840328
InChIKeyIGWFXAJHDWVKER-INPWPUSLSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C20H32O5/c1-2-3-4-5-6-7-10-13-17-16-19(25-24-17)18(21)14-11-8-9-12-15-2
0(22)23/h6-8,10-11,13,17-19,21H,2-5,9,12,14-16H2,1H3,(H,22,23)/b7-6-,11-8-,13-10
+
SMILESC(CCC/C=C\CC(O)C1OOC(/C=C/C=C\CCCCC)C1)(=O)O
StatusActive
ReferencesHuman Platelets Utilize Cycloxygenase-1 to Generate Dioxolane A3, a Neutrophil-activating Eicosanoid.
J Biol Chem. 2016 Jun 24;291(26):13448-64. doi: 10.1074/jbc.M115.700609.
Hinz C, Aldrovandi M, Uhlson C, Marnett LJ, Longhurst HJ, Warner TD, Alam S, Slatter DA, Lauder SN, Allen-Redpath K, Collins PW, Murphy RC, Thomas CP, O'Donnell VB
Calculated physicochemical properties (?):
 Heavy Atoms25Rings1Aromatic Rings0Rotatable Bonds13
 van der Waals
Molecular Volume
375.59Topological Polar
Surface Area
80.13Hydrogen
Bond Donors
2Hydrogen
Bond Acceptors
5
 logP5.19Molar
Refractivity
99.57