Structure Database (LMSD)

Common Name
Withanoside X
Systematic Name
27-O-β-D-glucopyranosylpubesenolide 3-O-β-D-glucopyranoside
Synonyms
LM ID
LMST01160028
Formula
C40H62O15
Exact Mass
Calculate m/z
782.408875
Status
Active
Show lipids differing only in stereochemistry/bond geometry

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)
LIUXGMCZRMPQQZ-IFUSOADVSA-N
InChi (Click to copy)
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
SMILES (Click to copy)
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

Other Databases

PubChem CID
101168807

Calculated Physicochemical Properties

Heavy Atoms 55
Rings 7
Aromatic Rings 0
Rotatable Bonds 9
Van der Waals Molecular Volume 737.97
Topological Polar Surface Area 251.50
Hydrogen Bond Donors 9
Hydrogen Bond Acceptors 15
logP 4.38
Molar Refractivity 199.43

Admin

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