Structure Database (LMSD)

Common Name
Asc C11 EA
Systematic Name
N-(10R-(3,6-dideoxy-α-L-arabinosyloxy)-3R,8R-dihydroxy-undecanoyl) ethanolamine
Synonyms
LM ID
LMFA13040156
Formula
C19H37NO6
Exact Mass
Calculate m/z
375.262089
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
Heterorhabditis bacteriophora (#37862)
Chromadorea (#119089)
A novel ascaroside controls the parasitic life cycle of the entomopathogenic nematode Heterorhabditis bacteriophora.,
ACS Chem Biol, 2012
Pubmed ID: 22444073

String Representations

InChiKey (Click to copy)
SNCDLKZVCNWFSP-FSNPWBFUSA-N
InChi (Click to copy)
InChI=1S/C19H37NO6/c1-14(25-19-17(23)13-16(22)15(2)26-19)9-7-5-3-4-6-8-10-18(24)20-11-12-21/h14-17,19,21-23H,3-13H2,1-2H3,(H,20,24)/t14-,15+,16-,17-,19-/m1/s1
SMILES (Click to copy)
O([C@@H](CCCCCCCCC(=O)NCCO)C)[C@H]1[C@H](O)C[C@@H](O)[C@H](C)O1

Other Databases

PubChem CID
171116407

Calculated Physicochemical Properties

Heavy Atoms 26
Rings 1
Aromatic Rings
Rotatable Bonds 13
Van der Waals Molecular Volume 386.00
Topological Polar Surface Area 110.32
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 7
logP 3.48
Molar Refractivity 102.08

Admin

Created at
9th Jan 2023
Updated at
9th Jan 2023