Structure Database (LMSD)

Common Name
Ptilodene
Systematic Name
11-hydroxy-16-oxo-5Z,8Z,12E,14E,17E-eicosapentaenoic acid
Synonyms
LM ID
LMFA03000022
Formula
C20H28O4
Exact Mass
Calculate m/z
332.19876
Sum Composition
FA 20:6;O2
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Eicosanoids [FA03]
Other Eicosanoids [FA0300]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Ptilota filicina (#153248)
Florideophyceae (#2806)
Ptilodene, a novel icosanoid inhibitor of 5-lipoxygenase and Na+/K+ ATPase from the red marine alga Ptilota filicina J. Agardh,
Tetrahedron Letts, 1988

String Representations

InChiKey (Click to copy)
ZHQGOCLBNWZRIU-YAPLNPGCSA-N
InChi (Click to copy)
InChI=1S/C20H28O4/c1-2-3-13-18(21)15-11-12-16-19(22)14-9-7-5-4-6-8-10-17-20(23)24/h3-4,6-7,9,11-13,15-16,19,22H,2,5,8,10,14,17H2,1H3,(H,23,24)/b6-4-,9-7-,13-3+,15-11+,16-12+
SMILES (Click to copy)
C(CCC/C=C\C/C=C\CC(O)/C=C/C=C/C(=O)/C=C/CC)(=O)O

Other Databases

PubChem CID
14016627

Calculated Physicochemical Properties

Heavy Atoms 24
Rings 0
Aromatic Rings 0
Rotatable Bonds 13
Van der Waals Molecular Volume 371.24
Topological Polar Surface Area 74.60
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 4.43
Molar Refractivity 98.24

Admin

Created at
8th Oct 2020
Updated at
8th Oct 2020