Structure Database (LMSD)

Common Name
Dioxolane A3
Systematic Name
8-hydroxy-9,11-dioxolane-5Z,12E,14Z-eicosatrienoic acid
Synonyms
  • DXA3
LM ID
LMFA03150001
Status
Active
Exact Mass
Calculate m/z
352.224975
Formula
C20H32O5
Abbrev
FA 20:4;O3
Show lipids differing only in stereochemistry/bond geometry
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MDLMOL SDF CSV TSV
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Main

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Eicosanoids [FA03]
Eicosa-1,2-dioxolanes [FA0315]
Fatty Acids and Conjugates [FA01]
Unsaturated fatty acids [FA0103]
Hydroxy fatty acids [FA0105]

String Representations

InChiKey (Click to copy)
IGWFXAJHDWVKER-INPWPUSLSA-N
InChi (Click to copy)
InChI=1S/C20H32O5/c1-2-3-4-5-6-7-10-13-17-16-19(25-24-17)18(21)14-11-8-9-12-15-20(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+
SMILES (Click to copy)
C(CCC/C=C\CC(O)C1OOC(/C=C/C=C\CCCCC)C1)(=O)O

References

Reference
Human 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

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Human Platelets Utilize Cycloxygenase-1 to Generate Dioxolane A3, a Neutrophil-activating Eicosanoid.,
J Biol Chem, 2016
Pubmed ID: 27129261

Other Databases

PubChem CID
131840328

Calculated Physicochemical Properties

Heavy Atoms 25
Rings 1
Aromatic Rings 0
Rotatable Bonds 13
Van der Waals Molecular Volume 375.59
Topological Polar Surface Area 80.13
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 5
logP 5.19
Molar Refractivity 99.57

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Updated at
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