Structure Database (LMSD)

Common Name
Ethyl-(5R,12S)-diacetoxy-(6E,8E,10E,14Z)-eicosatetraenoate
Systematic Name
Ethyl-(5R,12S)-diacetoxy-(6E,8E,10E,14Z)-eicosa-(6,8,10,14)-tetraenoate
Synonyms
  • (5R,12S)-diacetoxy-(6E,8E,10E,14Z)-eicosatetraenoic acid ethyl ester
LM ID
LMFA03000016
Formula
C26H40O6
Exact Mass
Calculate m/z
448.28249
Sum Composition
FA 26:6;O4
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Eicosanoids [FA03]
Other Eicosanoids [FA0300]
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)
CFOKTLVIDOPRCS-ZJLGDSPKSA-N
InChi (Click to copy)
InChI=1S/C26H40O6/c1-5-7-8-9-10-13-17-24(31-22(3)27)18-14-11-12-15-19-25(32-23(4)28)20-16-21-26(29)30-6-2/h10-15,18-19,24-25H,5-9,16-17,20-21H2,1-4H3/b12-11+,13-10-,18-14+,19-15+/t24-,25-/m1/s1
SMILES (Click to copy)
C(CCC[C@H](OC(C)=O)/C=C/C=C/C=C/[C@H](OC(C)=O)C/C=C\CCCCC)(=O)OCC

Other Databases

CHEBI ID
187714
PubChem CID
134812176

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 0
Aromatic Rings 0
Rotatable Bonds 20
Van der Waals Molecular Volume 492.62
Topological Polar Surface Area 78.90
Hydrogen Bond Donors 0
Hydrogen Bond Acceptors 6
logP 6.64
Molar Refractivity 128.43

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Created at
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Updated at
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