LIPID MAPS

Structure Database (LMSD)

View 3D

Download as... MDLMOL SDF CSV TSV PNG

Common Name

5R-HEPE

Systematic Name

5R-hydroxy-6E,8Z,11Z,14Z,17Z-eicosapentaenoic acid

Synonyms

LM ID

LMFA03070058

Formula

C₂₀H₃₀O₃

Exact Mass

Calculate m/z

318.219495

Sum Composition

FA 20:5;O

Status

Active

Show lipids differing only in stereochemistry/bond geometry

Classification

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)

FTAGQROYQYQRHF-CBVHGRPESA-N

InChi (Click to copy)

InChI=1S/C20H30O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19(21)17-15-18-20(22)23/h3-4,6-7,9-10,12-14,16,19,21H,2,5,8,11,15,17-18H2,1H3,(H,22,23)/b4-3-,7-6-,10-9-,13-12-,16-14+/t19-/m0/s1

SMILES (Click to copy)

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

Other Databases

PubChem CID

24875302

PDB ID

5HE

Calculated Physicochemical Properties

Heavy Atoms 23

Rings 0

Aromatic Rings 0

Rotatable Bonds 13

Van der Waals Molecular Volume 365.09

Topological Polar Surface Area 57.53

Hydrogen Bond Donors 2

Hydrogen Bond Acceptors 3

logP 5.25

Molar Refractivity 97.85

Admin

Created at

19th May 2020

Updated at