Structure database (LMSD)

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LM IDLMST01160028
Common NameWithanoside X
Systematic Name27-O-β-D-glucopyranosylpubesenolide 3-O-β-D-glucopyranoside
Synonyms-
Exact Mass
782.4089 (neutral)    Calculate m/z:
FormulaC40H62O15
CategorySterol Lipids [ST]
Main ClassSterols [ST01]
Sub ClassWithanolides and derivatives [ST0116]
PubChem CID101168807
InChIKeyLIUXGMCZRMPQQZ-IFUSOADVSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C40H62O15/c1-17-11-26(53-36(50)22(17)16-51-37-34(48)32(46)30(44)27(14-41)54-37)18(2)23-7-8-24-21-6-5-19-12-20(52-38-35(49)33(47)31(45)28(15-42)55-38)13-29(43)40(19,4)25(21)9-10-39(23,24)3/h5,18,20-21,23-35,37-38,41-49H,6-16H2,1-4H3/t18-,20+,21-,23+,24-,25-,26+,27+,28+,29-,30+,31+,32-,33-,34+,35+,37+,38+,39+,40-/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)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 Atoms55Rings7Aromatic Rings0Rotatable Bonds9
 van der Waals
Molecular Volume
737.97Topological Polar
Surface Area
251.50Hydrogen
Bond Donors
9Hydrogen
Bond Acceptors
15
 logP4.38Molar
Refractivity
199.43