Structure database (LMSD)

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LM IDLMFA13030012
Common Name3-O-α-L-rhamnopyranosyl-3-hydroxyundecanoyl-3-hydroxydecanoic acid
Systematic Name3-O-α-L-rhamnopyranosyl-3-hydroxyundecanoyl-3-hydroxydecanoic acid
Synonyms-
Exact Mass
518.3455 (neutral)    Calculate m/z:
FormulaC27H50O9
CategoryFatty Acyls [FA]
Main ClassFatty acyl glycosides [FA13]
Sub ClassRhamnolipids [FA1303]
PubChem CID132594567
InChIKeyNGNCBDCGTXYZBV-ALOCDAIASA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
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
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SMILES
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
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StatusActive
ReferencesCharacterization of a New Mixture of Mono-Rhamnolipids Produced by Pseudomonas gessardii Isolated From Edmonson Point (Antarctica)
Mar Drugs. 2020
DOI: 10.3390/md18050269
PMID: 32443698
Calculated physicochemical properties (?):
 Heavy Atoms36Rings1Aromatic Rings0Rotatable Bonds21
 van der Waals
Molecular Volume
537.13Topological Polar
Surface Area
144.82Hydrogen
Bond Donors
4Hydrogen
Bond Acceptors
9
 logP6.09Molar
Refractivity
138.93