LIPID MAPS

Structure Database (LMSD)

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Common Name

Withanoside IX

Systematic Name

27-O-β-D-glucopyranosyl (1-6)-β-D-glucopyranosylpubesenolide 3-O-β-D-glucopyranosyl (1-6)-β-D-glucopyranoside

Synonyms

LM ID

LMST01160027

Formula

C₅₂H₈₂O₂₅

Exact Mass

Calculate m/z

1106.514525

Status

Active

Show lipids differing only in stereochemistry/bond geometry

Main

Classification

String Representations

InChiKey (Click to copy)

DVJQPYOIOUMEJB-DZTSTPOLSA-N

InChi (Click to copy)

InChI=1S/C52H82O25/c1-19-11-28(73-46(68)24(19)16-69-47-44(66)40(62)36(58)31(76-47)17-70-48-42(64)38(60)34(56)29(14-53)74-48)20(2)25-7-8-26-23-6-5-21-12-22(13-33(55)52(21,4)27(23)9-10-51(25,26)3)72-50-45(67)41(63)37(59)32(77-50)18-71-49-43(65)39(61)35(57)30(15-54)75-49/h5,20,22-23,25-45,47-50,53-67H,6-18H2,1-4H3/t20-,22+,23-,25+,26-,27-,28+,29+,30+,31+,32+,33-,34+,35+,36+,37+,38-,39-,40-,41-,42+,43+,44+,45+,47+,48+,49+,50+,51+,52-/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[C@H]3[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O3)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

101168806

Calculated Physicochemical Properties

Heavy Atoms 77

Rings 9

Aromatic Rings 0

Rotatable Bonds 15

Van der Waals Molecular Volume 1008.75

Topological Polar Surface Area 413.94

Hydrogen Bond Donors 15

Hydrogen Bond Acceptors 25

logP 3.47

Molar Refractivity 270.80

Admin

Created at

27th Nov 2020

Updated at