Structure Database (LMSD)

Common Name
FAHFA 10:0/3O(FA 10:0)
Systematic Name
3-(3-hydroxy-decanoyloxy)-decanoic acid
Synonyms
LM ID
LMFA07090123
Formula
C20H38O5
Exact Mass
Calculate m/z
358.271925
Sum Composition
FAHFA 20:0;O2
Abbrev Chains
FAHFA 10:0/10:0;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
Pseudomonas fluorescens (#294)
Gammaproteobacteria (#1236)
Characterization of Rhamnolipids Produced by an Arctic Marine Bacterium from the Pseudomonas fluorescence Group.,
Mar Drugs, 2018
Pubmed ID: 29758007

String Representations

InChiKey (Click to copy)
ZFPAFAWFRTWCSK-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C20H38O5/c1-3-5-7-9-11-13-17(21)15-20(24)25-18(16-19(22)23)14-12-10-8-6-4-2/h17-18,21H,3-16H2,1-2H3,(H,22,23)
SMILES (Click to copy)
C(C(=O)O)C(OC(CC(O)CCCCCCC)=O)CCCCCCC

Other Databases

CHEBI ID
62406
PubChem CID
52921681

Calculated Physicochemical Properties

Heavy Atoms 25
Rings 0
Aromatic Rings 0
Rotatable Bonds 18
Van der Waals Molecular Volume 393.23
Topological Polar Surface Area 83.83
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 5
logP 5.42
Molar Refractivity 100.53

Admin

Created at
2nd Jun 2020
Updated at
14th Jun 2023