Structure Database (LMSD)

OH HO HO O O O OH O O
Common Name
3-O-alpha-L-rhamnopyranosyl-3-hydroxydodecanoyl-3-hydroxydecanoic acid
Systematic Name
3-O-α-L-rhamnopyranosyl-3-hydroxydodecanoyl-3-hydroxydecanoic acid
Synonyms
LM ID
LMFA13030013
Formula
C28H52O9
Exact Mass
Calculate m/z
532.361135
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

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

String Representations

InChiKey (Click to copy)
LOESYQOOVAOFJL-VPHBYZPJSA-N
InChi (Click to copy)
InChI=1S/C28H52O9/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/h20-22,25-28,32-34H,4-19H2,1-3H3,(H,29,30)/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(CCCCCCCCC)CC(=O)OC(CCCCCCC)CC(=O)O

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

Other Databases

PubChem CID
171119033

Calculated Physicochemical Properties

Heavy Atoms 37
Rings 1
Aromatic Rings 0
Rotatable Bonds 22
Van der Waals Molecular Volume 554.43
Topological Polar Surface Area 144.82
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 9
logP 6.48
Molar Refractivity 143.55

Admin

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