Structure Database (LMSD)

Common Name
5R-HpEPE
Systematic Name
5R-hydroperoxy-6E,8Z,11Z,14Z,17Z-eicosapentaenoic acid
Synonyms
LM ID
LMFA03070059
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

Category
Main Class
Sub Class
Fatty Acyls [FA]
Eicosanoids [FA03]
Hydroxy/hydroperoxyeicosapentaenoic acids [FA0307]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Skeletonema marinoi (#267567)
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)
NKXYOIJDQPQELO-CBVHGRPESA-N
InChi (Click to copy)
InChI=1S/C20H30O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19(24-23)17-15-18-20(21)22/h3-4,6-7,9-10,12-14,16,19,23H,2,5,8,11,15,17-18H2,1H3,(H,21,22)/b4-3-,7-6-,10-9-,13-12-,16-14+/t19-/m0/s1
SMILES (Click to copy)
C(CCC[C@@H](OO)/C=C/C=C\C/C=C\C/C=C\C/C=C\CC)(=O)O

Other Databases

PubChem CID
171119094

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
19th May 2020