Structure Database (LMSD)

Common Name
oscr#37
Systematic Name
21-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)-2E-heneicosenoic acid
Synonyms
  • 21-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-2E-henicosenoic acid
LM ID
LMFA13040055
Formula
C27H50O6
Exact Mass
Calculate m/z
470.36074
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)
YMUPCHCSOKFFDA-SFLGVXOSSA-N
InChi (Click to copy)
InChI=1S/C27H50O6/c1-23-24(28)22-25(29)27(33-23)32-21-19-17-15-13-11-9-7-5-3-2-4-6-8-10-12-14-16-18-20-26(30)31/h18,20,23-25,27-29H,2-17,19,21-22H2,1H3,(H,30,31)/b20-18+/t23-,24+,25+,27+/m0/s1
SMILES (Click to copy)
O(CCCCCCCCCCCCCCCCCC/C=C/C(=O)O)[C@H]1[C@H](O)C[C@@H](O)[C@H](C)O1

Other Databases

CHEBI ID
79159
PubChem CID
86289797
SMID ID
oscr#37

Calculated Physicochemical Properties

Heavy Atoms 33
Rings 1
Aromatic Rings 0
Rotatable Bonds 21
Van der Waals Molecular Volume 510.76
Topological Polar Surface Area 98.29
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 6
logP 7.56
Molar Refractivity 134.72

Admin

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