Structure Database (LMSD)

Common Name
5R,8S-diHETE
Systematic Name
5R,8S-dihydroxy-6Z,9E,11Z,14Z-eicosatetraenoic acid
Synonyms
LM ID
LMFA03060114
Formula
C20H32O4
Exact Mass
Calculate m/z
336.23006
Sum Composition
FA 20:4;O2
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Eicosanoids [FA03]
Hydroxy/hydroperoxyeicosatetraenoic acids [FA0306]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Gracilaria vermiculophylla (#2608709)
Florideophyceae (#2806)
An Alternative Pathway to Leukotriene B4 Enantiomers Involving a 1,8-Diol-Forming Reaction of an Algal Oxylipin.,
Org Lett, 2019
Pubmed ID: 31192616

String Representations

InChiKey (Click to copy)
KZQRVAKWSSAWBB-ZIYPRYFQSA-N
InChi (Click to copy)
InChI=1S/C20H32O4/c1-2-3-4-5-6-7-8-9-10-11-13-18(21)16-17-19(22)14-12-15-20(23)24/h6-7,9-11,13,16-19,21-22H,2-5,8,12,14-15H2,1H3,(H,23,24)/b7-6-,10-9-,13-11+,17-16-/t18-,19+/m0/s1
SMILES (Click to copy)
C(CCC[C@@H](O)/C=C\[C@@H](O)/C=C/C=C\C/C=C\CCCCC)(=O)O

Other Databases

PubChem CID
163144436

Calculated Physicochemical Properties

Heavy Atoms 24
Rings 0
Aromatic Rings 0
Rotatable Bonds 14
Van der Waals Molecular Volume 376.52
Topological Polar Surface Area 77.76
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 4
logP 4.73
Molar Refractivity 99.84

Admin

Created at
19th May 2020
Updated at
19th May 2020