Structure database (LMSD)

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LM IDLMST01160029
Common NameWithanoside XI
Systematic Name(20R,22R)-1α,3β,20,27-tetrahydroxywitha-5,24-dienolide 3-O-β-D-
glucopyranoside
Synonyms-
Exact Mass
636.3510 (neutral)    Calculate m/z:
FormulaC34H52O11
CategorySterol Lipids [ST]
Main ClassSterols [ST01]
Sub ClassWithanolides and derivatives [ST0116]
PubChem CID10952344
InChIKeyPPVGSQLWWLPFCH-MESVUKEDSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C34H52O11/c1-16-11-26(45-30(41)20(16)14-35)34(4,42)24-8-7-21-19-6-5-17-12-18(43-31-29(40)28(39)27(38)23(15-36)44-31)13-25(37)33(17,3)22(19)9-10-32(21,24)2/h5,18-19,21-29,31,35-40,42H,6-15H2,1-4H3/t18-,19+,21+,22+,23-,24+,25+,26-,27-,28+,29-,31-,32+,33+,34-/m1/s1
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SMILES
O1C(=O)C(CO)=C(C)C[C@]1([H])[C@](O)([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 Atoms45Rings6Aromatic Rings0Rotatable Bonds6
 van der Waals
Molecular Volume
611.37Topological Polar
Surface Area
190.51Hydrogen
Bond Donors
7Hydrogen
Bond Acceptors
11
 logP4.24Molar
Refractivity
165.72