Structure Database (LMSD)

Common Name
ascr#4
Systematic Name
5R-(3-O-β-D-glucosyl-3,6-dideoxy-α-L-arabino-hexopyranosyloxy)-2-henanone
Synonyms
  • (-)-5R-(3'-O-[beta-D-glucosyl]-3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-2-hexanone
LM ID
LMFA13040155
Formula
C18H32O10
Exact Mass
Calculate m/z
408.19955
Status
Curated
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)
A Blend of Small Molecules Regulates Both Mating and Development in Caenorhabditis Elegans,
Nature, 2008
Pubmed ID: 18650807
Caenorhabditis elegans (#6239)
Chromadorea (#119089)
A Blend of Small Molecules Regulates Both Mating and Development in Caenorhabditis Elegans,
Nature, 2008
Pubmed ID: 18650807

String Representations

InChiKey (Click to copy)
HFJWZOCWIUZTNY-WLJKUCSMSA-N
InChi (Click to copy)
InChI=1S/C18H32O10/c1-8(20)4-5-9(2)25-17-12(6-11(21)10(3)26-17)27-18-16(24)15(23)14(22)13(7-19)28-18/h9-19,21-24H,4-7H2,1-3H3/t9-,10+,11-,12-,13-,14-,15+,16-,17-,18-/m1/s1
SMILES (Click to copy)
O([C@@H](CCC(=O)C)C)[C@H]1[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O2)C[C@@H](O)[C@H](C)O1

Other Databases

CHEBI ID
78828
PubChem CID
24949895
SMID ID
ascr#4

Calculated Physicochemical Properties

Heavy Atoms 28
Rings 2
Aromatic Rings 0
Rotatable Bonds 8
Van der Waals Molecular Volume 380.50
Topological Polar Surface Area 159.28
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 10
logP 1.59
Molar Refractivity 99.67

Admin

Created at
25th Jun 2020
Updated at
25th Jun 2020