LIPID MAPS

Structure Database (LMSD)

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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

Active

Show lipids differing only in stereochemistry/bond geometry

Main

Classification

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

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

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