Structure Database (LMSD)

Common Name
ascr#12
Systematic Name
5R-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)-hexanoic acid
Synonyms
  • 5R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-hexanoic acid
LM ID
LMFA13040038
Formula
C12H22O6
Exact Mass
Calculate m/z
262.14164
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)
LGGOKKRYYYYXPA-VEOFNUSFSA-N
InChi (Click to copy)
InChI=1S/C12H22O6/c1-7(4-3-5-11(15)16)17-12-10(14)6-9(13)8(2)18-12/h7-10,12-14H,3-6H2,1-2H3,(H,15,16)/t7-,8+,9-,10-,12-/m1/s1
SMILES (Click to copy)
O([C@@H](CCCC(=O)O)C)[C@H]1[C@H](O)C[C@@H](O)[C@H](C)O1

Other Databases

CHEBI ID
78841
PubChem CID
86289663
SMID ID
ascr#12

Calculated Physicochemical Properties

Heavy Atoms 18
Rings 1
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 253.90
Topological Polar Surface Area 98.29
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 6
logP 1.94
Molar Refractivity 65.56

Admin

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