Structure Database (LMSD)

Common Name
FAHFA 12:0/3O(FA 12:1(5Z)
Systematic Name
(5Z)-3-dodecanoyloxy-dodecenoic acid
Synonyms
LM ID
LMFA07090131
Formula
C24H44O4
Exact Mass
Calculate m/z
396.32396
Sum Composition
FAHFA 24:1;O
Abbrev Chains
FAHFA 12:0/12:1;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
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)
VTVTWGMCOWRKQS-ICFOKQHNSA-N
InChi (Click to copy)
InChI=1S/C24H44O4/c1-3-5-7-9-11-12-14-16-18-20-24(27)28-22(21-23(25)26)19-17-15-13-10-8-6-4-2/h15,17,22H,3-14,16,18-21H2,1-2H3,(H,25,26)/b17-15-
SMILES (Click to copy)
C(C(O)=O)C(OC(CCCCCCCCCCC)=O)C/C=C\CCCCCC

Other Databases

PubChem CID
171120165

Calculated Physicochemical Properties

Heavy Atoms 28
Rings 0
Aromatic Rings 0
Rotatable Bonds 21
Van der Waals Molecular Volume 451.00
Topological Polar Surface Area 63.60
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 4
logP 7.50
Molar Refractivity 117.00

Admin

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