Structure Database (LMSD)

Common Name
FAHFA 22:6/13O(FA 18:2)
Systematic Name
(9Z,11E)-13-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyloxy)octadecadienoic acid
Synonyms
  • 13-DHAHLA
  • docosahexaenoic acid-13-hydroxylinoleic acid
LM ID
LMFA07090101
Formula
C40H62O4
Exact Mass
Calculate m/z
606.46481
Sum Composition
FAHFA 40:8;O
Abbrev Chains
FAHFA 22:6/18:2;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)
LNYAZDYWZJMASB-DHOIVBRASA-N
InChi (Click to copy)
InChI=1S/C40H62O4/c1-3-5-7-8-9-10-11-12-13-14-15-16-17-18-19-23-26-29-33-37-40(43)44-38(34-30-6-4-2)35-31-27-24-21-20-22-25-28-32-36-39(41)42/h5,7,9-10,12-13,15-16,18-19,24,26-27,29,31,35,38H,3-4,6,8,11,14,17,20-23,25,28,30,32-34,36-37H2,1-2H3,(H,41,42)/b7-5-,10-9-,13-12-,16-15-,19-18-,27-24-,29-26-,35-31+
SMILES (Click to copy)
C(=C/C=C\CCCCCCCC(=O)O)\C(OC(CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CC)=O)CCCCC

Other Databases

HMDB ID
HMDB0112170
PubChem CID
131819631

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