Structure database (LMSD)

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LM IDLMST01160027
Common NameWithanoside IX
Systematic Name27-O-β-D-glucopyranosyl (1-6)-β-D-glucopyranosylpubesenolide 3-O-β-D-
glucopyranosyl (1-6)-β-D-glucopyranoside
Synonyms-
Exact Mass
1106.5145 (neutral)    Calculate m/z:
FormulaC52H82O25
CategorySterol Lipids [ST]
Main ClassSterols [ST01]
Sub ClassWithanolides and derivatives [ST0116]
PubChem CID-
InChIKeyDVJQPYOIOUMEJB-DZTSTPOLSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C52H82O25/c1-19-11-28(73-46(68)24(19)16-69-47-44(66)40(62)36(58)31(76-47)17-70-48-42(64)38(60)34(56)29(14-53)74-48)20(2)25-7-8-26-23-6-5-21-12-22(13-33(55)52(21,4)27(23)9-10-51(25,26)3)72-50-45(67)41(63)37(59)32(77-50)18-71-49-43(65)39(61)35(57)30(15-54)75-49/h5,20,22-23,25-45,47-50,53-67H,6-18H2,1-4H3/t20-,22+,23-,25+,26-,27-,28+,29+,30+,31+,32+,33-,34+,35+,36+,37+,38-,39-,40-,41-,42+,43+,44+,45+,47+,48+,49+,50+,51+,52-/m0/s1
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SMILES
O1C(=O)C(CO[C@H]2[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO[C@H]3[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O3)O2)=C(C)C[C@]1([H])[C@]([H])([C@]1([H])[C@@]2(C)CC[C@@]3([H])[C@@]([H])(CC=C4C[C@@H](O[C@H]5[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO[C@H]6[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O6)O5)C[C@H](O)[C@@]43C)[C@]2([H])CC1)C
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StatusActive
ReferencesWithanolide derivatives from the roots of Withania somnifera and their neurite outgrowth activities.
Chem Pharm Bull (Tokyo), 2002
DOI: 10.1248/cpb.50.760
PMID: 12045329
Calculated physicochemical properties (?):
 Heavy Atoms77Rings9Aromatic Rings0Rotatable Bonds15
 van der Waals
Molecular Volume
1008.75Topological Polar
Surface Area
413.94Hydrogen
Bond Donors
15Hydrogen
Bond Acceptors
25
 logP3.47Molar
Refractivity
270.80