Structure database (LMSD)

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LM IDLMST01160026
Common NameWithanoside VIII
Systematic Name27-O-β-D-glucopyranosylpubesenolide 3-O-β-D-glucopyranosyl (1-6)-β-D-
glucopyranoside
Synonyms-
Exact Mass
944.4617 (neutral)    Calculate m/z:
FormulaC46H72O20
CategorySterol Lipids [ST]
Main ClassSterols [ST01]
Sub ClassWithanolides and derivatives [ST0116]
PubChem CID101168805
InChIKeyLTVACILKRHAGGE-VICWIDNBSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C46H72O20/c1-18-11-27(63-41(59)23(18)16-60-42-38(56)35(53)32(50)28(14-47)64-42)19(2)24-7-8-25-22-6-5-20-12-21(13-31(49)46(20,4)26(22)9-10-45(24,25)3)62-44-40(58)37(55)34(52)30(66-44)17-61-43-39(57)36(54)33(51)29(15-48)65-43/h5,19,21-22,24-40,42-44,47-58H,6-17H2,1-4H3/t19-,21+,22-,24+,25-,26-,27+,28+,29+,30+,31-,32+,33+,34+,35-,36-,37-,38+,39+,40+,42+,43+,44+,45+,46-/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)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 Atoms66Rings8Aromatic Rings0Rotatable Bonds12
 van der Waals
Molecular Volume
873.36Topological Polar
Surface Area
332.72Hydrogen
Bond Donors
12Hydrogen
Bond Acceptors
20
 logP3.92Molar
Refractivity
235.11