Structure Database (LMSD)

Common Name
3-O-alpha-L-rhamnopyranosyl-3-hydroxy-5Z-tetradecenoyl-3-hydroxydecanoic acid
Systematic Name
3-O-α-L-rhamnopyranosyl-3-hydroxy-5Z-tetradecenoyl-3-hydroxydecanoic acid
Synonyms
LM ID
LMFA13030018
Formula
C30H54O9
Exact Mass
Calculate m/z
558.376785
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)
ACCQJSCHXCOXLT-IWAHUFCCSA-N
InChi (Click to copy)
InChI=1S/C30H54O9/c1-4-6-8-10-11-12-13-15-17-19-24(39-30-29(36)28(35)27(34)22(3)37-30)21-26(33)38-23(20-25(31)32)18-16-14-9-7-5-2/h12-13,22-24,27-30,34-36H,4-11,14-21H2,1-3H3,(H,31,32)/b13-12-/t22-,23?,24?,27-,28+,29+,30-/m0/s1
SMILES (Click to copy)
O([C@H]1[C@H](O)[C@H](O)[C@@H](O)[C@H](C)O1)C(CCC/C=C\CCCCCC)CC(=O)OC(CCCCCCC)CC(=O)O

Other Databases

PubChem CID
171119031

Calculated Physicochemical Properties

Heavy Atoms 39
Rings 1
Aromatic Rings 0
Rotatable Bonds 23
Van der Waals Molecular Volume 586.39
Topological Polar Surface Area 144.82
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 9
logP 7.04
Molar Refractivity 152.69

Admin

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