Structure database (LMSD)

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LM IDLMST05050013
Common NameEvasterioside B
Systematic Name24-(β-D-xylopyranosyloxy)-6β,8,15α-trihydroxy-5α-cholest-22E-en-3-yl sulfate
Synonyms(20R,22E)-24-O-(β-D-xylopyranosyl)-5a-cholest-22-ene-3β,6β,8,15α,24-pentol
3-sulfate
Exact Mass
662.3336 (neutral)    Calculate m/z:
FormulaC32H54O12S
CategorySterol Lipids [ST]
Main ClassSteroid conjugates [ST05]
Sub ClassOther Steroid conjugates [ST0505]
PubChem CID52931566
InChIKeyJJOMVGVJXRBILN-UZWUURQCSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C32H54O12S/c1-16(2)24(43-29-27(37)26(36)23(35)15-42-29)7-6-17(3)19-13-21(33)28-31(19,5)11-9-25-30(4)10-8-18(44-45(39,40)41)12-20(30)22(34)14-32(25,28)38/h6-7,16-29,33-38H,8-15H2,1-5H3,(H,39,40,41)/b7-6+/t17-,18+,19-,20-,21+,22-,23-,24?,25-,26+,27-,28-,29+,30+,31-,32+/m1/s1
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SMILES
C1[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@]([H])([C@]([H])(C)/C=C/C(O[C@@H]5OC[C@@H](O)[C@H](O)[C@H]5O)C(C)C)C[C@H](O)[C@@]4([H])[C@]3(O)C[C@@H](O)[C@@]2([H])C[C@@H](OS(=O)(=O)O)C1
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StatusActive
ReferencesEvasteriosides A and B and other sulfated steroids from the Pacific starfish Evasterias retifera
Russian Chemical Bulletin 2008
DOI: https://doi.org/10.1007/s11172-008-0347-6

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 Atoms45Rings5Aromatic Rings0Rotatable Bonds8
 van der Waals
Molecular Volume
621.71Topological Polar
Surface Area
205.51Hydrogen
Bond Donors
7Hydrogen
Bond Acceptors
12
 logP5.68Molar
Refractivity
166.66