Structure Database (LMSD)

Common Name
Methyl-(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate
Systematic Name
Methyl-(5Z,8Z,11Z,14Z,17Z)-eicosa-(5,8,11,14,17)-pentaenoate
Synonyms
  • (5Z,8Z,11Z,14Z,17Z)-eicosapentanoic acid methyl ester
LM ID
LMFA01031154
Formula
C21H32O2
Exact Mass
Calculate m/z
316.24023
Sum Composition
FA 21:5
Status
Active
Show lipids differing only in stereochemistry/bond geometry
View MassBank spectra

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty Acids and Conjugates [FA01]
Unsaturated fatty acids [FA0103]
Branched fatty acids [FA0102]
Hydroxy fatty acids [FA0105]
Carbocyclic fatty acids [FA0114]
Fatty esters [FA07]
Short fatty esters [FA0710]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Murrayella periclados (#110473)
Florideophyceae (#2806)
Eicosanoids from the tropical red alga Murrayella periclados.,
Phytochemistry, 1994

String Representations

InChiKey (Click to copy)
QWDCYFDDFPWISL-JEBPEJKESA-N
InChi (Click to copy)
InChI=1S/C21H32O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21(22)23-2/h4-5,7-8,10-11,13-14,16-17H,3,6,9,12,15,18-20H2,1-2H3/b5-4-,8-7-,11-10-,14-13-,17-16-
SMILES (Click to copy)
C(CCC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CC)(=O)OC

Other Databases

CHEBI ID
143585
PubChem CID
6421261
Cayman ID
9000295

Calculated Physicochemical Properties

Heavy Atoms 23
Rings 0
Aromatic Rings 0
Rotatable Bonds 14
Van der Waals Molecular Volume 373.60
Topological Polar Surface Area 26.30
Hydrogen Bond Donors 0
Hydrogen Bond Acceptors 2
logP 6.08
Molar Refractivity 100.33

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Updated at
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