Structure database (LMSD)

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LM IDLMFA13040032
Common Nameascr#19
Systematic Name11R-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)-2E-dodecenoic acid
Synonyms11R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-2E-dodecenoic
acid
Exact Mass
344.2199 (neutral)    Calculate m/z:
FormulaC18H32O6
CategoryFatty Acyls [FA]
Main ClassFatty acyl glycosides [FA13]
Sub ClassAscarosides [FA1304]
PubChem CID86289690
CHEBI ID78957
InChIKeyKSEGTUNZXFPMMN-RSADRIIDSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C18H32O6/c1-13(23-18-16(20)12-15(19)14(2)24-18)10-8-6-4-3-5-7-9-11-17(21)22/h9,11,13-16,18-20H,3-8,10,12H2,1-2H3,(H,21,22)/b11-9+/t13-,14+,15-,16-,18-/m1/s1
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SMILES
O([C@@H](CCCCCCC/C=C/C(=O)O)C)[C@H]1[C@H](O)C[C@@H](O)[C@H](C)O1
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StatusActive
ReferencesComparative Metabolomics Reveals Biogenesis of Ascarosides, a Modular Library of Small-Molecule Signals in C. elegans
J Am Chem Soc. 2012
DOI: 10.1021/ja210202y
PMID: 22239548
Calculated physicochemical properties (?):
 Heavy Atoms24Rings1Aromatic Rings0Rotatable Bonds11
 van der Waals
Molecular Volume
355.06Topological Polar
Surface Area
98.29Hydrogen
Bond Donors
3Hydrogen
Bond Acceptors
6
 logP4.05Molar
Refractivity
93.17