Structure Database (LMSD)

Common Name
3-O-alpha-L-rhamnopyranosyl-3-hydroxy-5Z-dodecenoyl-3-hydroxydecanoic acid
Systematic Name
3-O-α-L-rhamnopyranosyl-3-hydroxy-5Z-dodecenoyl-3-hydroxydecanoic acid
Synonyms
LM ID
LMFA13030017
Status
Active
Exact Mass
Calculate m/z
530.345485
Formula
C28H50O9
Show lipids differing only in stereochemistry/bond geometry
Download as...
MDLMOL SDF CSV TSV
MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".

Main

Classification

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

String Representations

InChiKey (Click to copy)
DCIJAGJQBHKBNH-BBFKVKJISA-N
InChi (Click to copy)
InChI=1S/C28H50O9/c1-4-6-8-10-11-13-15-17-22(37-28-27(34)26(33)25(32)20(3)35-28)19-24(31)36-21(18-23(29)30)16-14-12-9-7-5-2/h13,15,20-22,25-28,32-34H,4-12,14,16-19H2,1-3H3,(H,29,30)/b15-13-/t20-,21?,22?,25-,26+,27+,28-/m0/s1
SMILES (Click to copy)
O([C@H]1[C@H](O)[C@H](O)[C@@H](O)[C@H](C)O1)C(C/C=C\CCCCCC)CC(=O)OC(CCCCCCC)CC(=O)O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Pseudomonas fluorescens (#294)
Gammaproteobacteria (#1236)
Characterization of Rhamnolipids Produced by an Arctic Marine Bacterium from the Pseudomonas fluorescence Group.,
Mar Drugs, 2018
Pubmed ID: 29758007

Calculated Physicochemical Properties

Heavy Atoms 37
Rings 1
Aromatic Rings 0
Rotatable Bonds 21
Van der Waals Molecular Volume 551.79
Topological Polar Surface Area 144.82
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 9
logP 6.26
Molar Refractivity 143.45

Admin

Created at
2nd Jun 2020
Updated at
2nd Jun 2020