Structure Database (LMSD)

Common Name
Withanoside XI
Systematic Name
(20R,22R)-1α,3β,20,27-tetrahydroxywitha-5,24-dienolide 3-O-β-D-glucopyranoside
Synonyms
LM ID
LMST01160029
Formula
C34H52O11
Exact Mass
Calculate m/z
636.350966
Status
Curated
Show lipids differing only in stereochemistry/bond geometry
View NP-MRD ID(NMR) spectrum

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Withanolides and derivatives [ST0116]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Withania somnifera (#126910)
Magnoliopsida (#3398)
Withanolide derivatives from the roots of Withania somnifera and their neurite outgrowth activities.,
Chem Pharm Bull (Tokyo), 2002
Pubmed ID: 12045329

String Representations

InChiKey (Click to copy)
PPVGSQLWWLPFCH-MESVUKEDSA-N
InChi (Click to copy)
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
SMILES (Click to copy)
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

Other Databases

PubChem CID
10952344

Calculated Physicochemical Properties

Heavy Atoms 45
Rings 6
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 611.37
Topological Polar Surface Area 190.51
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 11
logP 4.24
Molar Refractivity 165.72

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Created at
27th Nov 2020
Updated at
27th Nov 2020