Structure Database (LMSD)

Common Name
22-HDHA
Systematic Name
22-hydroxy-4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoic acid
Synonyms
  • 22-OH DHA
  • 22-HDoHE
LM ID
LMFA01050604
Formula
C22H32O3
Exact Mass
Calculate m/z
344.235145
Sum Composition
FA 22:6;O
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty Acids and Conjugates [FA01]
Hydroxy fatty acids [FA0105]
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
Homo sapiens (#9606)
Mammalia (#40674)
Oxygenation of omega-3 fatty acids by human cytochrome P450 4F3B: effect on 20-hydroxyeicosatetraenoic acid production.,
Prostaglandins Leukot Essent Fatty Acids, 2006
Pubmed ID: 16820285

String Representations

InChiKey (Click to copy)
DTRUULZFBQUZPD-OAKYPOHLSA-N
InChi (Click to copy)
InChI=1S/C22H32O3/c23-21-19-17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-18-20-22(24)25/h2-5,8-11,14-17,23H,1,6-7,12-13,18-21H2,(H,24,25)/b4-2-,5-3-,10-8-,11-9-,16-14-,17-15-
SMILES (Click to copy)
C(=C/C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCO)/CCC(=O)O

Other Databases

CHEBI ID
77124
PubChem CID
72715842
Cayman ID
19321

Calculated Physicochemical Properties

Heavy Atoms 25
Rings
Aromatic Rings
Rotatable Bonds 15
Van der Waals Molecular Volume 397.05
Topological Polar Surface Area 57.53
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 5.81
Molar Refractivity 106.99

Admin

Created at
25th Oct 2023
Updated at
15th Nov 2024