Structure Database (LMSD)

Common Name
bhas#26
Systematic Name
3R-hydroxy-14R-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)-pentadecanoic acid
Synonyms
  • 3R-hydroxy-14R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-pentadecanoic acid
LM ID
LMFA13040048
Formula
C21H40O7
Exact Mass
Calculate m/z
404.277405
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty acyl glycosides [FA13]
Ascarosides [FA1304]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Caenorhabditis elegans (#6239)
Chromadorea (#119089)
Biosynthesis of the Caenorhabditis Elegans Dauer Pheromone,
Proc Natl Acad Sci U S A., 2009
Pubmed ID: 19174521

String Representations

InChiKey (Click to copy)
WDFCEBWMCPQIFZ-XBIRKDKFSA-N
InChi (Click to copy)
InChI=1S/C21H40O7/c1-15(27-21-19(24)14-18(23)16(2)28-21)11-9-7-5-3-4-6-8-10-12-17(22)13-20(25)26/h15-19,21-24H,3-14H2,1-2H3,(H,25,26)/t15-,16+,17-,18-,19-,21-/m1/s1
SMILES (Click to copy)
O([C@@H](CCCCCCCCCC[C@@H](O)CC(=O)O)C)[C@H]1[C@H](O)C[C@@H](O)[C@H](C)O1

Other Databases

CHEBI ID
79233
PubChem CID
86289822
SMID ID
bhas#26

Calculated Physicochemical Properties

Heavy Atoms 28
Rings 1
Aromatic Rings 0
Rotatable Bonds 15
Van der Waals Molecular Volume 418.39
Topological Polar Surface Area 118.52
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 7
logP 4.70
Molar Refractivity 109.01

Admin

Created at
12th Jun 2020
Updated at
12th Jun 2020