Structure Database (LMSD)

Common Name
Withanoside VIII
Systematic Name
27-O-β-D-glucopyranosylpubesenolide 3-O-β-D-glucopyranosyl (1-6)-β-D-glucopyranoside
Synonyms
LM ID
LMST01160026
Formula
C46H72O20
Exact Mass
Calculate m/z
944.461701
Status
Curated
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)
LTVACILKRHAGGE-VICWIDNBSA-N
InChi (Click to copy)
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
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[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

Other Databases

PubChem CID
101168805

Calculated Physicochemical Properties

Heavy Atoms 66
Rings 8
Aromatic Rings 0
Rotatable Bonds 12
Van der Waals Molecular Volume 873.36
Topological Polar Surface Area 332.72
Hydrogen Bond Donors 12
Hydrogen Bond Acceptors 20
logP 3.92
Molar Refractivity 235.11

Admin

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