Structure Database (LMSD)

Common Name
3-O-alpha-L-rhamnopyranosyl-3-hydroxyundecanoyl-3-hydroxydecanoic acid
Systematic Name
3-O-α-L-rhamnopyranosyl-3-hydroxyundecanoyl-3-hydroxydecanoic acid
Synonyms
LM ID
LMFA13030012
Formula
C27H50O9
Exact Mass
Calculate m/z
518.345485
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty acyl glycosides [FA13]
Rhamnolipids [FA1303]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Pseudomonas gessardii (#78544)
Gammaproteobacteria (#1236)
Characterization of a New Mixture of Mono-Rhamnolipids Produced by Pseudomonas gessardii Isolated from Edmonson Point (Antarctica).,
Mar Drugs, 2020
Pubmed ID: 32443698

String Representations

InChiKey (Click to copy)
NGNCBDCGTXYZBV-ALOCDAIASA-N
InChi (Click to copy)
InChI=1S/C27H50O9/c1-4-6-8-10-12-14-16-21(36-27-26(33)25(32)24(31)19(3)34-27)18-23(30)35-20(17-22(28)29)15-13-11-9-7-5-2/h19-21,24-27,31-33H,4-18H2,1-3H3,(H,28,29)/t19-,20?,21?,24-,25+,26+,27-/m0/s1
SMILES (Click to copy)
O([C@H]1[C@H](O)[C@H](O)[C@@H](O)[C@H](C)O1)C(CCCCCCCC)CC(=O)OC(CCCCCCC)CC(=O)O

Other Databases

PubChem CID
132594567

Calculated Physicochemical Properties

Heavy Atoms 36
Rings 1
Aromatic Rings 0
Rotatable Bonds 21
Van der Waals Molecular Volume 537.13
Topological Polar Surface Area 144.82
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 9
logP 6.09
Molar Refractivity 138.93

Admin

Created at
29th May 2020
Updated at
29th May 2020