Structure Database (LMSD)

Common Name
(Z)-7-(5-((1E,3E,6Z,9Z)-dodeca-1,3,6,9-tetraen-1-yl)-1,2-dioxolan-3-yl)-7-hydroperoxyhept-4-enoic acid
Systematic Name
(Z)-7-(5-((1E,3E,6Z,9Z)-dodeca-1,3,6,9-tetraen-1-yl)-1,2-dioxolan-3-yl)-7-hydroperoxyhept-4-enoic acid
Synonyms
LM ID
LMFA04060001
Formula
C22H32O6
Exact Mass
Calculate m/z
392.21989
Sum Composition
FA 22:6;O4
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Docosanoids [FA04]
Docosa-1,2-dioxolanes [FA0406]
Fatty Acids and Conjugates [FA01]
Unsaturated fatty acids [FA0103]

References

Reference
Regiochemistry of Neuroprostanes Generated from the Peroxidation of Docosahexaenoic Acid in Vitro and in Vivo
J Biol Chem. 2005 Jul 15;280(28):26600-11. DOI 10.1074/jbc.M503088200
Huiyong Yin, Erik S. Musiek, Ling Gao, Ned A. Porter, and Jason D. Morrow

String Representations

InChiKey (Click to copy)
OIPKWLXLRXRCOU-MJWAYRHDSA-N
InChi (Click to copy)
InChI=1S/C22H32O6/c1-2-3-4-5-6-7-8-9-10-12-15-19-18-21(28-27-19)20(26-25)16-13-11-14-17-22(23)24/h3-4,6-7,9-13,15,19-21,25H,2,5,8,14,16-18H2,1H3,(H,23,24)/b4-3-,7-6-,10-9+,13-11-,15-12+
SMILES (Click to copy)
C(=C/CC(C1OOC(/C=C/C=C/C/C=C\C/C=C\CC)C1)OO)/CCC(=O)O

Other Databases

CHEBI ID
197049
PubChem CID
126457327

Calculated Physicochemical Properties

Heavy Atoms 28
Rings 1
Aromatic Rings 0
Rotatable Bonds 14
Van der Waals Molecular Volume 413.70
Topological Polar Surface Area 89.36
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 6
logP 6.19
Molar Refractivity 109.98

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Updated at
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