Structure Database (LMSD)

Common Name
Linckoside E
Systematic Name
(24R)-3-O-(2-O-methyl-β-D-xylopyranosyl)-28-O-(α-arabinofuranosyl)-ergosta-4-ene-3β,6β,8,15α,16β,28-hexaol
Synonyms
LM ID
LMST05050046
Status
Active
Exact Mass
Calculate m/z
758.44526
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)
RXEVFYIKXANEMM-GBAXDRPOSA-N
InChi (Click to copy)
InChI=1S/C39H66O14/c1-18(2)20(16-50-35-32(47)29(44)25(15-40)53-35)8-7-19(3)27-30(45)31(46)34-38(27,5)12-10-26-37(4)11-9-21(13-22(37)23(41)14-39(26,34)48)52-36-33(49-6)28(43)24(42)17-51-36/h13,18-21,23-36,40-48H,7-12,14-17H2,1-6H3/t19-,20-,21+,23-,24-,25+,26-,27+,28+,29+,30-,31+,32-,33-,34-,35-,36+,37+,38-,39+/m1/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@]([H])([C@]([H])(C)CC[C@H](CO[C@H]5[C@H](O)[C@@H](O)[C@H](CO)O5)C(C)C)[C@@H](O)[C@H](O)[C@@]4([H])[C@]3(O)C[C@@H](O)C2=C[C@@H](O[C@@H]2OC[C@@H](O)[C@H](O)[C@H]2OC)C1

References

Reference
Structure-activity relationships of novel neuritogenic steroid glycosides from the Okinawan starfish Linckia laevigata.
Bioorg Med Chem, 2006
DOI: 10.1016/j.bmc.2006.02.032
PMID: 16524736

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Linckia laevigata (#109185)
Asteroidea (#7588)
Two new polyhydroxylated steroidal glycosides from the starfish Culcita novaeguineae,
J Nat Prod, 2020
Pubmed ID: 33336584

Other Databases

PubChem CID

Calculated Physicochemical Properties

Heavy Atoms 53
Rings 6
Aromatic Rings 0
Rotatable Bonds 12
Van der Waals Molecular Volume 729.52
Topological Polar Surface Area 232.36
Hydrogen Bond Donors 9
Hydrogen Bond Acceptors 14
logP 4.79
Molar Refractivity 196.81

Admin

Created at
21st Dec 2020
Updated at
21st Dec 2020