Structure Database (LMSD)

Common Name
FAHFA 22:6/14O(FA 22:6)
Systematic Name
(4Z,7Z,10Z,12E,16Z,19Z)-14-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyloxy)docosahexaenoic acid
Synonyms
  • 14-DHAHDHA
  • docosahexaenoic acid-14-hydroxydocosahexaenoic acid.
LM ID
LMFA07090103
Formula
C44H62O4
Exact Mass
Calculate m/z
654.46481
Sum Composition
FAHFA 44:12;O
Abbrev Chains
FAHFA 22:6/22:6;O
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty esters [FA07]
Fatty acid estolides [FA0709]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Docosahexaenoic Acid-Derived Fatty Acid Esters of Hydroxy Fatty Acids (FAHFAs) With Anti-inflammatory Properties,
Diabetes, 2016
Pubmed ID: 27313314

String Representations

InChiKey (Click to copy)
RPHQLMFTHOYRFA-HOPRKMSTSA-N
InChi (Click to copy)
InChI=1S/C44H62O4/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-26-29-33-37-41-44(47)48-42(38-34-30-10-8-6-4-2)39-35-31-27-24-22-23-25-28-32-36-40-43(45)46/h5-8,11-12,14-15,17-18,20-23,27-35,39,42H,3-4,9-10,13,16,19,24-26,36-38,40-41H2,1-2H3,(H,45,46)/b7-5-,8-6-,12-11-,15-14-,18-17-,21-20-,23-22-,31-27-,32-28-,33-29-,34-30-,39-35+
SMILES (Click to copy)
O(C(/C=C/C=C\C/C=C\C/C=C\CCC(=O)O)C/C=C\C/C=C\CC)C(CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CC)=O

Other Databases

HMDB ID
HMDB0112171
PubChem CID
131819632

Calculated Physicochemical Properties

Heavy Atoms 48
Rings 0
Aromatic Rings 0
Rotatable Bonds 30
Van der Waals Molecular Volume 767.96
Topological Polar Surface Area 63.60
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 4
logP 12.83
Molar Refractivity 208.31

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Created at
16th Apr 2020
Updated at
14th Jun 2023