Structure Database (LMSD)

Common Name
10S-HpOME
Systematic Name
10S-hydroperoxy-8E-octadecenoic acid
Synonyms
LM ID
LMFA02000059
Formula
C18H34O4
Exact Mass
Calculate m/z
314.24571
Sum Composition
FA 18:1;O2
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Octadecanoids [FA02]
Other Octadecanoids [FA0200]
Fatty Acids and Conjugates [FA01]
Unsaturated fatty acids [FA0103]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Stereoselective oxidation of regioisomeric octadecenoic acids by fatty acid dioxygenases.,
J Lipid Res, 2011
Pubmed ID: 21852690
Pseudomonas aeruginosa (#287)
Gammaproteobacteria (#1236)
Biochemical characterization of the oxygenation of unsaturated fatty acids by the dioxygenase and hydroperoxide isomerase of Pseudomonas aeruginosa 42A2.,
J Biol Chem, 2010
Pubmed ID: 20075076

String Representations

InChiKey (Click to copy)
HTIQDCPWTUODDW-VMEIHUARSA-N
InChi (Click to copy)
InChI=1S/C18H34O4/c1-2-3-4-5-8-11-14-17(22-21)15-12-9-6-7-10-13-16-18(19)20/h12,15,17,21H,2-11,13-14,16H2,1H3,(H,19,20)/b15-12+/t17-/m0/s1
SMILES (Click to copy)
C(CCCCCC/C=C/[C@@H](OO)CCCCCCCC)(=O)O

Other Databases

CHEBI ID
75831
PubChem CID
56935841

Calculated Physicochemical Properties

Heavy Atoms 22
Rings 0
Aromatic Rings 0
Rotatable Bonds 16
Van der Waals Molecular Volume 349.84
Topological Polar Surface Area 66.76
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 6.03
Molar Refractivity 90.35

Admin

Created at
-
Updated at
19th Jul 2021