Structure Database (LMSD)

Common Name
Okeanic acid A
Systematic Name
11S,14R,15S-trihydroxyeicosa-5Z,8Z,12E,17Z-tetraenoic acid
Synonyms
LM ID
LMFA03060121
Formula
C20H32O5
Exact Mass
Calculate m/z
352.224975
Sum Composition
FA 20:4;O3
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Eicosanoids [FA03]
Hydroxy/hydroperoxyeicosatetraenoic acids [FA0306]
Fatty Acids and Conjugates [FA01]
Hydroxy fatty acids [FA0105]
Unsaturated fatty acids [FA0103]

String Representations

InChiKey (Click to copy)
GZQLVQZPCXQLAS-OYLNYSRPSA-N
InChi (Click to copy)
InChI=1S/C20H32O5/c1-2-3-9-13-18(22)19(23)16-15-17(21)12-10-7-5-4-6-8-11-14-20(24)25/h3-4,6-7,9-10,15-19,21-23H,2,5,8,11-14H2,1H3,(H,24,25)/b6-4-,9-3-,10-7-,16-15+/t17-,18-,19+/m0/s1
SMILES (Click to copy)
C(CCC/C=C\C/C=C\C[C@H](O)/C=C/[C@@H](O)[C@@H](O)C/C=C\CC)(=O)O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Okeania hirsuta (#1458930)
Okeanic acid-A, a trihydroxy fatty acid from the Okinawan cyanobacterium Okeania hirsuta.,
Nat Prod Res, 2024
Pubmed ID: 38300791

Calculated Physicochemical Properties

Heavy Atoms 25
Rings
Aromatic Rings
Rotatable Bonds 14
Van der Waals Molecular Volume 385.31
Topological Polar Surface Area 97.99
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 3.99
Molar Refractivity 101.75

Admin

Created at
17th Feb 2024
Updated at
17th Feb 2024