LIPID MAPS

Structure Database (LMSD)

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Common Name

9S-HpEPE

Systematic Name

9S-hydroperoxy-5Z,7E,11Z,14Z,17Z-eicosapentaenoic acid

Synonyms

LM ID

LMFA03070057

Formula

C₂₀H₃₀O₄

Exact Mass

Calculate m/z

334.21441

Sum Composition

FA 20:5;O2

Status

Active

Show lipids differing only in stereochemistry/bond geometry

Classification

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Chaetoceros socialis (#163503)

Coscinodiscophyceae (#33836)

LOX-induced lipid peroxidation mechanism responsible for the detrimental effect of marine diatoms on zooplankton grazers.,
Chembiochem, 2007

Pubmed ID: 17886321

String Representations

InChiKey (Click to copy)

XQBNQSMKCKBWMY-FPRWAWDYSA-N

InChi (Click to copy)

InChI=1S/C20H30O4/c1-2-3-4-5-6-7-8-10-13-16-19(24-23)17-14-11-9-12-15-18-20(21)22/h3-4,6-7,9-11,13-14,17,19,23H,2,5,8,12,15-16,18H2,1H3,(H,21,22)/b4-3-,7-6-,11-9-,13-10-,17-14+/t19-/m0/s1

SMILES (Click to copy)

C(CCC/C=C\C=C\[C@@H](OO)C/C=C\C/C=C\C/C=C\CC)(=O)O

Other Databases

PubChem CID

171119171

Calculated Physicochemical Properties

Heavy Atoms 24

Rings 0

Aromatic Rings 0

Rotatable Bonds 14

Van der Waals Molecular Volume 373.88

Topological Polar Surface Area 66.76

Hydrogen Bond Donors 2

Hydrogen Bond Acceptors 4

logP 5.92

Molar Refractivity 99.21

Admin

Created at

19th May 2020

Updated at