Structure database (LMSD)

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LM IDLMFA13030018
Common Name3-O-α-L-rhamnopyranosyl-3-hydroxy-5Z-tetradecenoyl-3-hydroxydecanoic acid
Systematic Name3-O-α-L-rhamnopyranosyl-3-hydroxy-5Z-tetradecenoyl-3-hydroxydecanoic acid
Synonyms-
Exact Mass
558.3768 (neutral)    Calculate m/z:
FormulaC30H54O9
CategoryFatty Acyls [FA]
Main ClassFatty acyl glycosides [FA13]
Sub ClassRhamnolipids [FA1303]
PubChem CID-
InChIKeyACCQJSCHXCOXLT-IWAHUFCCSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
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
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SMILES
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
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StatusActive
ReferencesCharacterization of Rhamnolipids Produced by an Arctic Marine Bacterium From the Pseudomonas Fluorescence Group
Mar Drugs. 2018
DOI: 10.3390/md16050163
PMID: 29758007
Calculated physicochemical properties (?):
 Heavy Atoms39Rings1Aromatic Rings0Rotatable Bonds23
 van der Waals
Molecular Volume
586.39Topological Polar
Surface Area
144.82Hydrogen
Bond Donors
4Hydrogen
Bond Acceptors
9
 logP7.04Molar
Refractivity
152.69