Structure Database (LMSD)

Common Name
Echinasteroside C
Systematic Name
(25S)-3-O-(2-O-methyl-β-D-xylopyranosyl)-cholest-4-ene-3β,6β,8,15α,16β,26-hexaol
Synonyms
LM ID
LMST05050044
Status
Active
Exact Mass
Calculate m/z
612.38735
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)
NHMQTYHFQPGJFK-KGFVJONFSA-N
InChi (Click to copy)
InChI=1S/C33H56O10/c1-17(15-34)7-6-8-18(2)24-26(38)27(39)29-32(24,4)12-10-23-31(3)11-9-19(13-20(31)21(35)14-33(23,29)40)43-30-28(41-5)25(37)22(36)16-42-30/h13,17-19,21-30,34-40H,6-12,14-16H2,1-5H3/t17-,18+,19-,21+,22+,23+,24-,25-,26+,27-,28+,29+,30-,31-,32+,33-/m0/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@]([H])([C@]([H])(C)CCC[C@@H](CO)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 43
Rings 5
Aromatic Rings 0
Rotatable Bonds 9
Van der Waals Molecular Volume 602.92
Topological Polar Surface Area 171.37
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 10
logP 4.65
Molar Refractivity 163.10

Admin

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