Structure Database (LMSD)

OH O OH
Common Name
Leiopathic acid
Systematic Name
10R-hydroxy-7Z,11E,13Z,16Z,19Z-docosapentaenoic acid
Synonyms
LM ID
LMFA04000099
Formula
C22H34O3
Exact Mass
Calculate m/z
346.250795
Sum Composition
FA 22:5;O
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Docosanoids [FA04]
Other Docosanoids [FA0400]

String Representations

InChiKey (Click to copy)
MGUZOUCQDDHSGO-RFPXNJKWSA-N
InChi (Click to copy)
InChI=1S/C22H34O3/c1-2-3-4-5-6-7-8-9-12-15-18-21(23)19-16-13-10-11-14-17-20-22(24)25/h3-4,6-7,9,12-13,15-16,18,21,23H,2,5,8,10-11,14,17,19-20H2,1H3,(H,24,25)/b4-3-,7-6-,12-9-,16-13-,18-15+/t21-/m0/s1
SMILES (Click to copy)
C(CCCCC/C=C\C[C@@H](O)/C=C/C=C\C/C=C\C/C=C\CC)(=O)O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
unclassified Leiopathes (#2640970)
Anthozoa (#6101)
Leiopathic Acid, a Novel Optically Active Hydroxydocosapentaenoic Acid, and related compounds, from the black coral Leiopathes sp. of Saint Paul Island (S. Indian Ocean),
Helv. Chim. Acta, 1988

Other Databases

PubChem CID
14211702

Calculated Physicochemical Properties

Heavy Atoms 25
Rings 0
Aromatic Rings 0
Rotatable Bonds 15
Van der Waals Molecular Volume 399.69
Topological Polar Surface Area 57.53
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 6.03
Molar Refractivity 107.08

Admin

Created at
29th Oct 2020
Updated at
29th Oct 2020