Structure database (LMSD)

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LM IDLMFA13040046
Common Namebhas#30
Systematic Name3R-hydroxy-16R-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)-heptadecanoic acid
Synonyms3R-hydroxy-16R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-
heptadecanoic acid
Exact Mass
432.3087 (neutral)    Calculate m/z:
FormulaC23H44O7
CategoryFatty Acyls [FA]
Main ClassFatty acyl glycosides [FA13]
Sub ClassAscarosides [FA1304]
PubChem CID86289824
CHEBI ID79235
InChIKeyMUVQYJIVDRBMJO-XBTHPWMNSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C23H44O7/c1-17(29-23-21(26)16-20(25)18(2)30-23)13-11-9-7-5-3-4-6-8-10-12-14-19(24)15-22(27)28/h17-21,23-26H,3-16H2,1-2H3,(H,27,28)/t17-,18+,19-,20-,21-,23-/m1/s1
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SMILES
O([C@@H](CCCCCCCCCCCC[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
ReferencesBiosynthesis of the Caenorhabditis Elegans Dauer Pheromone
Proc Natl Acad Sci U S A. 2009
DOI: 10.1073/pnas.0810338106
PMID: 19174521
Calculated physicochemical properties (?):
 Heavy Atoms30Rings1Aromatic Rings0Rotatable Bonds17
 van der Waals
Molecular Volume
452.99Topological Polar
Surface Area
118.52Hydrogen
Bond Donors
4Hydrogen
Bond Acceptors
7
 logP5.48Molar
Refractivity
118.25