Structure Database (LMSD)

Common Name
dasc#1
Systematic Name
(6R-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)-heptanoyl)=4-O-6R-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)-heptanoic acid
Synonyms
  • (R)-6-(((2R,3R,5R,6S)-5-(((R)-6-(((2R,3R,5R,6S)-3,5-dihydroxy-6-methyltetrahydro-2H- pyran-2-yl)oxy)heptanoyl)oxy)-3-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)heptanoic acid
LM ID
LMFA13040150
Formula
C26H46O11
Exact Mass
Calculate m/z
534.304015
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty acyl glycosides [FA13]
Ascarosides [FA1304]

String Representations

InChiKey (Click to copy)
ROTVIEONMDYDGI-IHNDJESHSA-N
InChi (Click to copy)
InChI=1S/C26H46O11/c1-15(9-5-7-11-23(30)31)34-26-21(29)14-22(18(4)36-26)37-24(32)12-8-6-10-16(2)33-25-20(28)13-19(27)17(3)35-25/h15-22,25-29H,5-14H2,1-4H3,(H,30,31)/t15-,16-,17+,18+,19-,20-,21-,22-,25-,26-/m1/s1
SMILES (Click to copy)
O([C@@H](CCCCC(=O)O[C@H]1[C@H](C)O[C@@H](O[C@@H](CCCCC(=O)O)C)[C@H](O)C1)C)[C@H]1[C@H](O)C[C@@H](O)[C@H](C)O1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Pristionchus pacificus (#54126)
Chromadorea (#119089)
Complex small-molecule architectures regulate phenotypic plasticity in a nematode.,
Angew Chem Int Ed Engl, 2012
Pubmed ID: 23161728

Other Databases

PubChem CID
71255004
SMID ID
dasc#1

Calculated Physicochemical Properties

Heavy Atoms 37
Rings 2
Aromatic Rings 0
Rotatable Bonds 16
Van der Waals Molecular Volume 525.05
Topological Polar Surface Area 165.35
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 11
logP 5.13
Molar Refractivity 136.59

Admin

Created at
16th Jun 2020
Updated at
16th Jun 2020