Structure Database (LMSD)

Common Name
bhas#30
Systematic Name
3R-hydroxy-16R-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)-heptadecanoic acid
Synonyms
  • 3R-hydroxy-16R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-heptadecanoic acid
LM ID
LMFA13040046
Formula
C23H44O7
Exact Mass
Calculate m/z
432.308705
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)
MUVQYJIVDRBMJO-XBTHPWMNSA-N
InChi (Click to copy)
InChI=1S/C23H44O7/c1-17(29-23-21(26)16-20(25)18(2)30-23)13-11-9-7-5-3-4-6-8-10-12-14-19(24)15-22(27)28/h17-21,23-26H,3-16H2,1-2H3,(H,27,28)/t17-,18+,19-,20-,21-,23-/m1/s1
SMILES (Click to copy)
O([C@@H](CCCCCCCCCCCC[C@@H](O)CC(=O)O)C)[C@H]1[C@H](O)C[C@@H](O)[C@H](C)O1

Other Databases

CHEBI ID
79235
PubChem CID
86289824
SMID ID
bhas#30

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 1
Aromatic Rings 0
Rotatable Bonds 17
Van der Waals Molecular Volume 452.99
Topological Polar Surface Area 118.52
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 7
logP 5.48
Molar Refractivity 118.25

Admin

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