Structure Database (LMSD)

Common Name
5E,7E,9E,14Z,17Z-eicosapentaenoic acid
Systematic Name
5E,7E,9E,14Z,17Z-eicosapentaenoic acid
Synonyms
LM ID
LMFA01031233
Formula
C20H30O2
Exact Mass
Calculate m/z
302.22458
Sum Composition
FA 20:5
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

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

Reactions

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ⓘ Reactions are shown if the E.C. number of the enzyme catalysing it is annotated in the UniProt database for a species belonging to the selected taxonomic class.
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Reactions graph legend

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Ptilota filicina (#153248)
Florideophyceae (#2806)
Two new icosapentaenoic acids from the temperate red seaweed Ptilota filicina J. Agardh.,
Lipids, 1987
Pubmed ID: 3033420

String Representations

InChiKey (Click to copy)
XGTCGDUVXWLURC-ZHVIFANVSA-N
InChi (Click to copy)
InChI=1S/C20H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h3-4,6-7,11-16H,2,5,8-10,17-19H2,1H3,(H,21,22)/b4-3-,7-6-,12-11+,14-13+,16-15+
SMILES (Click to copy)
C(CCC/C=C/C=C/C=C/CCC/C=C\C/C=C\CC)(=O)O

Other Databases

PubChem CID
13829676

Calculated Physicochemical Properties

Heavy Atoms 22
Rings 0
Aromatic Rings 0
Rotatable Bonds 13
Van der Waals Molecular Volume 356.30
Topological Polar Surface Area 37.30
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 2
logP 5.99
Molar Refractivity 95.95

Admin

Created at
16th Nov 2020
Updated at
25th Apr 2022