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
Status
Active
Exact Mass
Calculate m/z
372.25119
Formula


Download as...
MDLMOL SDF CSV TSV
MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".

Main

Classification

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

References

Reference
Biosynthesis of the Caenorhabditis Elegans Dauer Pheromone
Proc Natl Acad Sci U S A. 2009
DOI: 10.1073/pnas.0810338106
PMID: 19174521

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

Other Databases

CHEBI ID
PubChem CID

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

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