Structure Database (LMSD)

Common Name
ascr#23
Systematic Name
13R-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)-2E-tetradecenoic acid
Synonyms
  • 13R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-2E-tetradecenoic acid
LM ID
LMFA13040030
Formula
C20H36O6
Exact Mass
Calculate m/z
372.25119
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)
Biosynthesis of the Caenorhabditis Elegans Dauer Pheromone,
Proc Natl Acad Sci U S A., 2009
Pubmed ID: 19174521

String Representations

InChiKey (Click to copy)
VZEGHYGOTDETNP-VKEQHCKMSA-N
InChi (Click to copy)
InChI=1S/C20H36O6/c1-15(25-20-18(22)14-17(21)16(2)26-20)12-10-8-6-4-3-5-7-9-11-13-19(23)24/h11,13,15-18,20-22H,3-10,12,14H2,1-2H3,(H,23,24)/b13-11+/t15-,16+,17-,18-,20-/m1/s1
SMILES (Click to copy)
O([C@@H](CCCCCCCCC/C=C/C(=O)O)C)[C@H]1[C@H](O)C[C@@H](O)[C@H](C)O1

Other Databases

CHEBI ID
78961
PubChem CID
86289694
SMID ID
ascr#23

Calculated Physicochemical Properties

Heavy Atoms 26
Rings 1
Aromatic Rings 0
Rotatable Bonds 13
Van der Waals Molecular Volume 389.66
Topological Polar Surface Area 98.29
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 6
logP 4.83
Molar Refractivity 102.40

Admin

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