Structure Database (LMSD)

Common Name
FAHFA 10:0/3O(FA 12:1(5Z)
Systematic Name
(5Z)-3-decanoyloxy-dodecenoic acid
Synonyms
LM ID
LMFA07090130
Formula
C22H40O4
Exact Mass
Calculate m/z
368.29266
Sum Composition
FAHFA 22:1;O
Abbrev Chains
FAHFA 10:0/12:1;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)
FOBZAOHAGMIQIO-SQFISAMPSA-N
InChi (Click to copy)
InChI=1S/C22H40O4/c1-3-5-7-9-11-13-15-17-20(19-21(23)24)26-22(25)18-16-14-12-10-8-6-4-2/h13,15,20H,3-12,14,16-19H2,1-2H3,(H,23,24)/b15-13-
SMILES (Click to copy)
C(C(O)=O)C(OC(CCCCCCCCC)=O)C/C=C\CCCCCC

Other Databases

PubChem CID
171120161

Calculated Physicochemical Properties

Heavy Atoms 26
Rings 0
Aromatic Rings 0
Rotatable Bonds 19
Van der Waals Molecular Volume 416.40
Topological Polar Surface Area 63.60
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 4
logP 6.72
Molar Refractivity 107.77

Admin

Created at
27th Jul 2020
Updated at
14th Jun 2023