Structure Database (LMSD)

Common Name
FAHFA 8:0/3O(FA 12:1(5Z))
Systematic Name
(5Z)-3-octanoyloxy-dodecenoic acid
Synonyms
LM ID
LMFA07090125
Formula
C20H36O4
Exact Mass
Calculate m/z
340.26136
Sum Composition
FAHFA 20:1;O
Abbrev Chains
FAHFA 8:0/12:1;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 aeruginosa (#287)
Gammaproteobacteria (#1236)
Double bond localization in unsaturated rhamnolipid precursors 3-(3-hydroxyalkanoyloxy)alkanoic acids by liquid chromatography-mass spectrometry applying online Paternò-Büchi reaction.,
Anal Bioanal Chem, 2020
Pubmed ID: 32627084
Pseudomonas aeruginosa (#287)
Gammaproteobacteria (#1236)
Double bond localization in unsaturated rhamnolipid precursors 3-(3-hydroxyalkanoyloxy)alkanoic acids by liquid chromatography-mass spectrometry applying online Paternò-Büchi reaction.,
Anal Bioanal Chem, 2020
Pubmed ID: 32627084

String Representations

InChiKey (Click to copy)
UPISCMANMRYILX-SEYXRHQNSA-N
InChi (Click to copy)
InChI=1S/C20H36O4/c1-3-5-7-9-10-12-13-15-18(17-19(21)22)24-20(23)16-14-11-8-6-4-2/h12-13,18H,3-11,14-17H2,1-2H3,(H,21,22)/b13-12-
SMILES (Click to copy)
C(C(O)=O)C(OC(CCCCCCC)=O)C/C=C\CCCCCC

Other Databases

PubChem CID
171120180

Calculated Physicochemical Properties

Heavy Atoms 24
Rings 0
Aromatic Rings 0
Rotatable Bonds 17
Van der Waals Molecular Volume 381.80
Topological Polar Surface Area 63.60
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 4
logP 5.94
Molar Refractivity 98.54

Admin

Created at
26th Jul 2020
Updated at
14th Jun 2023