Structure Database (LMSD)

Common Name
bhos#38
Systematic Name
3R-hydroxy-21-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)-heneicosanoic acid
Synonyms
  • 3R-hydroxy-21-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-henicosanoic acid
LM ID
LMFA13040056
Formula
C27H52O7
Exact Mass
Calculate m/z
488.371305
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)
Comparative Metabolomics Reveals Biogenesis of Ascarosides, a Modular Library of Small-Molecule Signals in C. elegans,
J Am Chem Soc, 2012
Pubmed ID: 22239548

String Representations

InChiKey (Click to copy)
YWCSAWTVTUALQW-JTCWXIJDSA-N
InChi (Click to copy)
InChI=1S/C27H52O7/c1-22-24(29)21-25(30)27(34-22)33-19-17-15-13-11-9-7-5-3-2-4-6-8-10-12-14-16-18-23(28)20-26(31)32/h22-25,27-30H,2-21H2,1H3,(H,31,32)/t22-,23+,24+,25+,27+/m0/s1
SMILES (Click to copy)
O(CCCCCCCCCCCCCCCCCC[C@@H](O)CC(=O)O)[C@H]1[C@H](O)C[C@@H](O)[C@H](C)O1

Other Databases

CHEBI ID
79269
PubChem CID
86289857
SMID ID
bhos#38

Calculated Physicochemical Properties

Heavy Atoms 34
Rings 1
Aromatic Rings 0
Rotatable Bonds 22
Van der Waals Molecular Volume 522.19
Topological Polar Surface Area 118.52
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 7
logP 7.04
Molar Refractivity 136.72

Admin

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