Structure database (LMSD)

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LM IDLMFA13040040
Common Namebhas#42
Systematic Name3R-hydroxy-22R-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)-tricosanoic acid
Synonyms3R-hydroxy-22R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-
tricosanoic acid
Exact Mass
516.4026 (neutral)    Calculate m/z:
FormulaC29H56O7
CategoryFatty Acyls [FA]
Main ClassFatty acyl glycosides [FA13]
Sub ClassAscarosides [FA1304]
PubChem CID86289830
CHEBI ID79241
InChIKeyWJTVYQIDWKKLFI-HDVHYMLASA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C29H56O7/c1-23(35-29-27(32)22-26(31)24(2)36-29)19-17-15-13-11-9-7-5-3-4-6-8-10-12-14-16-18-20-25(30)21-28(33)34/h23-27,29-32H,3-22H2,1-2H3,(H,33,34)/t23-,24+,25-,26-,27-,29-/m1/s1
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SMILES
O([C@@H](CCCCCCCCCCCCCCCCCC[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 Atoms36Rings1Aromatic Rings0Rotatable Bonds23
 van der Waals
Molecular Volume
556.79Topological Polar
Surface Area
118.52Hydrogen
Bond Donors
4Hydrogen
Bond Acceptors
7
 logP7.82Molar
Refractivity
145.95