Structure Database (LMSD)

Common Name
Siegesbeckin D
Systematic Name
2R-tridecanoyloxy-3R-hydroxy-4-methylpentanoic acid methyl ester
Synonyms
LM ID
LMFA07090109
Formula
C20H38O5
Exact Mass
Calculate m/z
358.271925
Sum Composition
FAHFA 20:0;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)
QVPVHQGIRUXNRB-RTBURBONSA-N
InChi (Click to copy)
InChI=1S/C20H38O5/c1-5-6-7-8-9-10-11-12-13-14-15-17(21)25-19(20(23)24-4)18(22)16(2)3/h16,18-19,22H,5-15H2,1-4H3/t18-,19-/m1/s1
SMILES (Click to copy)
C(=O)(O[C@@H](C(=O)OC)[C@H](O)C(C)C)CCCCCCCCCCCC

Other Databases

PubChem CID
171121105

Calculated Physicochemical Properties

Heavy Atoms 25
Rings 0
Aromatic Rings 0
Rotatable Bonds 17
Van der Waals Molecular Volume 393.23
Topological Polar Surface Area 72.83
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 5
logP 4.97
Molar Refractivity 100.23

Admin

Created at
21st May 2020
Updated at
21st May 2020