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
944.4617
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

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