Structure Database (LMSD)

Common Name
Siegesbeckin A
Systematic Name
3R-dodecanoyloxy-2R-hydroxy-4-methylpentanoic acid methyl ester
Synonyms
LM ID
LMFA07090104
Formula
C19H36O5
Exact Mass
Calculate m/z
344.256275
Sum Composition
FAHFA 19:0;O2
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
Sigesbeckia glabrescens (#371450)
Magnoliopsida (#3398)
New oxylipins from Siegesbeckia glabrescens as potential antibacterial agents.,
Fitoterapia, 2020
Pubmed ID: 32407877

String Representations

InChiKey (Click to copy)
CKRCOYVDGHCAQO-QZTJIDSGSA-N
InChi (Click to copy)
InChI=1S/C19H36O5/c1-5-6-7-8-9-10-11-12-13-14-16(20)24-18(15(2)3)17(21)19(22)23-4/h15,17-18,21H,5-14H2,1-4H3/t17-,18-/m1/s1
SMILES (Click to copy)
C(=O)(O[C@H](C(C)C)[C@@H](O)C(=O)OC)CCCCCCCCCCC

Other Databases

PubChem CID
171121102

Calculated Physicochemical Properties

Heavy Atoms 24
Rings 0
Aromatic Rings 0
Rotatable Bonds 16
Van der Waals Molecular Volume 375.93
Topological Polar Surface Area 72.83
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 5
logP 4.58
Molar Refractivity 95.61

Admin

Created at
18th May 2020
Updated at
21st May 2020