Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMST05050019
Common NameKurilensoside I
Systematic Name3β-(2-O-methyl-β-D-xylopyranosyloxy)-24R-[2-O-methyl-β-D-xylopyranosyl-(1-5)
-α-L-arabinofuranosyloxy]-5α-cholest-22E-en-4β,6α,7α,8,15β-pentol
Synonyms(22E,24R)-3-O-(2-O-methyl-β-D-xylopyranosyl)-24-O-[2-O-methyl-β-D-
xylopyranosyl-(1-5)-α-L-arabinofuranosyl]-5α-cholest-22-ene-3β,4β,6α,7α,8,
15β,24-heptaol
Exact Mass
906.4824 (neutral)    Calculate m/z:
FormulaC44H74O19
CategorySterol Lipids [ST]
Main ClassSteroid conjugates [ST05]
Sub ClassOther Steroid conjugates [ST0505]
PubChem CID73242226
InChIKeyJLSBRWJFUJFKOK-HDVAWXMFSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C44H74O19/c1-18(2)24(61-39-34(53)32(51)26(63-39)17-60-40-35(56-6)29(48)22(46)15-58-40)9-8-19(3)20-14-21(45)37-42(20,4)13-11-27-43(5)12-10-25(31(50)28(43)33(52)38(54)44(27,37)55)62-41-36(57-7)30(49)23(47)16-59-41/h8-9,18-41,45-55H,10-17H2,1-7H3/b9-8+/t19-,20-,21-,22-,23-,24+,25+,26+,27-,28-,29?,30?,31+,32?,33-,34?,35?,36?,37-,38-,39-,40+,41+,42-,43-,44+/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@H](O[C@@H]5O[C@@H](CO[C@H]6C(OC)C(O)[C@H](O)CO6)C(O)C5O)C(C)C)C[C@@H](O)[C@@]4([H])[C@]3(O)[C@H](O)[C@H](O)[C@@]2([H])[C@@H](O)[C@@H](O[C@H]2C(OC)C(O)[C@H](O)CO2)C1
Click to highlight SMILES
StatusActive
ReferencesMarine 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 Atoms63Rings7Aromatic Rings0Rotatable Bonds13
 van der Waals
Molecular Volume
847.61Topological Polar
Surface Area
302.58Hydrogen
Bond Donors
11Hydrogen
Bond Acceptors
19
 logP4.21Molar
Refractivity
228.05