Structure Database (LMSD)

Common Name
ascr#7
Systematic Name
6R-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)-2E-heptenoic acid
Synonyms
  • 6R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-2E-heptenoic acid
LM ID
LMFA13040006
Formula
C13H22O6
Exact Mass
Calculate m/z
274.14164
Status
Curated
Show lipids differing only in stereochemistry/bond geometry
View MassBank spectra

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)
A Shortcut to Identifying Small Molecule Signals That Regulate Behavior and Development in Caenorhabditis Elegans,
Proc Natl Acad Sci U S A, 2009
Pubmed ID: 19346493

String Representations

InChiKey (Click to copy)
GGHOMCWJOMBZEK-LHYQPRBASA-N
InChi (Click to copy)
InChI=1S/C13H22O6/c1-8(5-3-4-6-12(16)17)18-13-11(15)7-10(14)9(2)19-13/h4,6,8-11,13-15H,3,5,7H2,1-2H3,(H,16,17)/b6-4+/t8-,9+,10-,11-,13-/m1/s1
SMILES (Click to copy)
O([C@@H](CC/C=C/C(=O)O)C)[C@H]1[C@H](O)C[C@@H](O)[C@H](C)O1

Other Databases

CHEBI ID
78830
PubChem CID
86289656
SMID ID
ascr#7

Calculated Physicochemical Properties

Heavy Atoms 19
Rings 1
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 268.56
Topological Polar Surface Area 98.29
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 6
logP 2.10
Molar Refractivity 70.08

Admin

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