Structure database (LMSD)

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LM IDLMST05050023
Common NameNovaeguinoside B
Systematic Name(25R)-6α-(4-O-sulfonato-β-D-quinovopyranosyloxy)-3β-sulfoxy-5α-campest-9(11),
22E-dien-26-oyl taurine
Synonyms(20R,22E,24R,25R)-6α-O-(4-O-sulfato-β-D-quinovopyranosyl)-24-methyl-3β-O-
sulfato-5α-cholest-9(11),22-dien-26-oic acid (2-sulfethyl)amide
Exact Mass
873.2945 (neutral)    Calculate m/z:
FormulaC36H59NO17S3
CategorySterol Lipids [ST]
Main ClassSteroid conjugates [ST05]
Sub ClassOther Steroid conjugates [ST0505]
PubChem CID52931580
InChIKeyIBYRZMBYRVJCEF-XXWGISQNSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C36H59NO17S3/c1-19(21(3)33(40)37-15-16-50-55(41,42)43)7-8-20(2)25-9-10-26-24-18-29(52-34-31(39)30(38)32(22(4)51-34)54-57(47,48)49)28-17-23(53-56(44,45)46)11-13-36(28,6)27(24)12-14-35(25,26)5/h7-8,12,19-26,28-32,34,38-39H,9-11,13-18H2,1-6H3,(H,37,40)(H,41,42,43)(H,44,45,46)(H,47,48,49)/b8-7+/t19-,20-,21-,22-,23+,24+,25-,26+,28-,29+,30-,31-,32-,34+,35-,36-/m1/s1
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SMILES
C1[C@]2(C)C3=CC[C@]4(C)[C@@]([H])([C@]([H])(C)/C=C/[C@@H](C)[C@@H](C)C(NCCOS(=O)(=O)O)=O)CC[C@@]4([H])[C@]3([H])C[C@H](O[C@H]3[C@H](O)[C@@H](O)[C@H](OS(=O)(=O)O)[C@@H](C)O3)[C@@]2([H])C[C@@H](OS(=O)(=O)O)C1
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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 Atoms57Rings5Aromatic Rings0Rotatable Bonds15
 van der Waals
Molecular Volume
777.60Topological Polar
Surface Area
280.89Hydrogen
Bond Donors
6Hydrogen
Bond Acceptors
18
 logP9.13Molar
Refractivity
206.07