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
Formula
C28H50O9
Exact Mass
Calculate m/z
530.345485
Status
Active
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 fluorescens (#294)
Gammaproteobacteria (#1236)
Characterization of Rhamnolipids Produced by an Arctic Marine Bacterium from the Pseudomonas fluorescence Group.,
Mar Drugs, 2018
Pubmed ID: 29758007

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

Other Databases

PubChem CID
171119030

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