Structure Database (LMSD)

Common Name
FAHFA 22:6/9O(FA 18:2)
Systematic Name
(10E,12Z)-9-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyloxy)octadecadienoic acid
Synonyms
  • 9-DHAHLA
  • docosahexaenoic acid-9-hydroxylinoleic acid
LM ID
LMFA07090102
Formula
C40H62O4
Exact Mass
Calculate m/z
606.46481
Sum Composition
FAHFA 40:8;O
Abbrev Chains
FAHFA 22:6/18:2;O
Status
Curated
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)
SIGOREIAIFQGQJ-HCMNWMSLSA-N
InChi (Click to copy)
InChI=1S/C40H62O4/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-24-29-33-37-40(43)44-38(34-30-26-23-10-8-6-4-2)35-31-27-25-28-32-36-39(41)42/h5,7,11-12,14-15,17-18,20-21,23-24,26,29-30,34,38H,3-4,6,8-10,13,16,19,22,25,27-28,31-33,35-37H2,1-2H3,(H,41,42)/b7-5-,12-11-,15-14-,18-17-,21-20-,26-23-,29-24-,34-30+
SMILES (Click to copy)
C(CCCCCCC(=O)O)C(OC(CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CC)=O)/C=C/C=C\CCCCC

Other Databases

HMDB ID
HMDB0112169
PubChem CID
131819630

Calculated Physicochemical Properties

Heavy Atoms 44
Rings 0
Aromatic Rings 0
Rotatable Bonds 30
Van der Waals Molecular Volume 709.32
Topological Polar Surface Area 63.60
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 4
logP 12.17
Molar Refractivity 190.22

Admin

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