Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMST05050008
Common NameEvasterioside C
Systematic Name3β-(β-D-xylopyranosyloxy)-6β,8β,15α-trihydroxy-24-nor-cholest-22E-en-26-yl
sulfate
Synonyms(20R,22E)-3-O-(β-D-xylopyranosyl)-24-nor-5α-cholest-22-ene-3β,6β,8,15α,26-
pentaol 26-sulfate
Exact Mass
648.3180 (neutral)    Calculate m/z:
FormulaC31H52O12S
CategorySterol Lipids [ST]
Main ClassSteroid conjugates [ST05]
Sub ClassOther Steroid conjugates [ST0505]
PubChem CID52931558
InChIKeyXTZUZEHRZOFJOF-HDDSMCDFSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C31H52O12S/c1-16(14-42-44(38,39)40)5-6-17(2)19-12-21(32)27-30(19,4)10-8-24-29(3)9-7-18(11-20(29)22(33)13-31(24,27)37)43-28-26(36)25(35)23(34)15-41-28/h5-6,16-28,32-37H,7-15H2,1-4H3,(H,38,39,40)/b6-5+/t16?,17-,18+,19-,20-,21+,22-,23-,24-,25+,26-,27-,28+,29+,30-,31+/m1/s1
Click to highlight InChI
SMILES
C1[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@]([H])([C@]([H])(C)/C=C/C(C)COS(O)(=O)=O)C[C@H](O)[C@@]4([H])[C@]3(O)C[C@@H](O)[C@@]2([H])C[C@@H](O[C@@H]2OC[C@@H](O)[C@H](O)[C@H]2O)C1
Click to highlight SMILES
StatusActive
ReferencesSteroid Compounds From Two Pacific Starfish of the Genus Evasterias
Biorog. Khim. 2009
DOI: 10.1134/s1068162009010166
PMID: 19377532

Marine natural products
John W. Blunt, Brent R. Copp, Murray H. G. Munro,
Peter T. Northcote and Michele R. Prinsep
Nat. Prod. Rep., 2011, 28, 196-268
Calculated physicochemical properties (?):
 Heavy Atoms44Rings5Aromatic Rings0Rotatable Bonds8
 van der Waals
Molecular Volume
604.41Topological Polar
Surface Area
205.51Hydrogen
Bond Donors
7Hydrogen
Bond Acceptors
12
 logP5.29Molar
Refractivity
162.04