Structure database (LMSD)

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LM IDLMST05050018
Common NameEchinasteroside C 15-O-sulfate
Systematic Name(25S)-3β-(2-O-methyl-β-D-xylopyranosyloxy)-6β,8,16β,26-tetrahydroxycholest-
5-en-15α-yl sulfate
Synonyms-
Exact Mass
692.3442 (neutral)    Calculate m/z:
FormulaC33H56O13S
CategorySterol Lipids [ST]
Main ClassSteroid conjugates [ST05]
Sub ClassOther Steroid conjugates [ST0505]
PubChem CID52931572
InChIKeyQYHOJVXSEUBPHK-KGFVJONFSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C33H56O13S/c1-17(15-34)7-6-8-18(2)24-26(38)27(46-47(40,41)42)29-32(24,4)12-10-23-31(3)11-9-19(13-20(31)21(35)14-33(23,29)39)45-30-28(43-5)25(37)22(36)16-44-30/h13,17-19,21-30,34-39H,6-12,14-16H2,1-5H3,(H,40,41,42)/t17-,18+,19-,21+,22+,23+,24-,25-,26+,27-,28+,29+,30-,31-,32+,33-/m0/s1
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SMILES
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](OS(O)(=O)=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
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StatusActive
ReferencesSteroidal Monoglycosides From the Far Eastern Starfish Hippasteria Kurilensis and Hypothetic Pathways of Polyhydroxysteroid Biosynthesis in Starfish
Steroids 2009
DOI: 10.1016/j.steroids.2008.11.007
PMID: 19059276

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 Atoms47Rings5Aromatic Rings0Rotatable Bonds11
 van der Waals
Molecular Volume
647.80Topological Polar
Surface Area
214.74Hydrogen
Bond Donors
7Hydrogen
Bond Acceptors
13
 logP5.73Molar
Refractivity
173.42