Structure database (LMSD)

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LM IDLMFA13040013
Common Namebhas#22
Systematic Name3R-hydroxy-12R-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)-tridecanoic acid
Synonyms(3R,12R)-12-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]-3-hydroxytridecanoic
acid
Exact Mass
376.2461 (neutral)    Calculate m/z:
FormulaC19H36O7
CategoryFatty Acyls [FA]
Main ClassFatty acyl glycosides [FA13]
Sub ClassAscarosides [FA1304]
PubChem CID86289820
CHEBI ID79231
InChIKeyARJGFPSUJRWUSF-CQQDWVGSSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C19H36O7/c1-13(25-19-17(22)12-16(21)14(2)26-19)9-7-5-3-4-6-8-10-15(20)11-18(23)24/h13-17,19-22H,3-12H2,1-2H3,(H,23,24)/t13-,14+,15-,16-,17-,19-/m1/s1
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SMILES
O([C@@H](CCCCCCCC[C@@H](O)CC(=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 Atoms26Rings1Aromatic Rings0Rotatable Bonds13
 van der Waals
Molecular Volume
383.79Topological Polar
Surface Area
118.52Hydrogen
Bond Donors
4Hydrogen
Bond Acceptors
7
 logP3.92Molar
Refractivity
99.78