Structure Database (LMSD)

Common Name
FAHFA 18:2(9Z,12Z)/15O(FA 18:2(9Z,12Z)[S])
Systematic Name
9Z,12Z,15S-(9Z,12Z-octadecadienoyloxy)-octadecadienoic acid
Synonyms
  • 15-LAHLA
  • 15-Linoleoyloxylinoleic acid
LM ID
LMFA07090098
Formula
C36H62O4
Exact Mass
Calculate m/z
558.46481
Sum Composition
FAHFA 36:4;O
Abbrev Chains
FAHFA 18:2/18:2;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)
Stereochemistry of Linoleic Acid Esters of Hydroxy Linoleic Acids.,
Org Lett, 2019
Pubmed ID: 31545060
Avena sativa (#4498)
Magnoliopsida (#3398)
Linoleic acid esters of hydroxy linoleic acids are anti-inflammatory lipids found in plants and mammals.,
J Biol Chem, 2019
Pubmed ID: 31152059

String Representations

InChiKey (Click to copy)
OXAISNNKJIFOCT-SMNVUIDJSA-N
InChi (Click to copy)
InChI=1S/C36H62O4/c1-3-5-6-7-8-9-10-11-12-13-17-20-23-26-29-33-36(39)40-34(30-4-2)31-27-24-21-18-15-14-16-19-22-25-28-32-35(37)38/h8-9,11-12,15,18,24,27,34H,3-7,10,13-14,16-17,19-23,25-26,28-33H2,1-2H3,(H,37,38)/b9-8-,12-11-,18-15-,27-24-/t34-/m0/s1
SMILES (Click to copy)
C(CCCCCCC/C=C\C/C=C\CCCCC)(=O)O[C@@H](CCC)C/C=C\C/C=C\CCCCCCCC(=O)O

Other Databases

PubChem CID
171120174

Calculated Physicochemical Properties

Heavy Atoms 40
Rings 0
Aromatic Rings 0
Rotatable Bonds 30
Van der Waals Molecular Volume 650.68
Topological Polar Surface Area 63.60
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 4
logP 11.51
Molar Refractivity 172.13

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Created at
15th Apr 2020
Updated at
14th Jun 2023