Structure Database (LMSD)

O H H H H H HO HO OH OH HO O HO O O OH
Common Name
Withalongolide J
Systematic Name
28-O-β-d-glucopyranosyl 22R,26-epoxyergosta-1α,3β,19-trihydroxy-5,24-diene-26-one
Synonyms
  • 28-O-beta-d-glucopyranosyl-1alpha,3beta,19-trihydroxywitha-5,24-dienolide
LM ID
LMST01160076
Formula
C34H52O11
Exact Mass
Calculate m/z
636.350965
Sum Composition
ST 28:4;O6;Hex
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Withanolides and derivatives [ST0116]

String Representations

InChiKey (Click to copy)
JDYYLQIQTRWVFW-ILJUDCBVSA-N
InChi (Click to copy)
InChI=1S/C34H52O11/c1-16-18(14-43-32-30(41)29(40)28(39)26(13-35)45-32)10-25(44-31(16)42)17(2)22-6-7-23-21-5-4-19-11-20(37)12-27(38)34(19,15-36)24(21)8-9-33(22,23)3/h4,17,20-30,32,35-41H,5-15H2,1-3H3/t17-,20+,21-,22+,23-,24-,25+,26+,27-,28+,29-,30+,32+,33+,34-/m0/s1
SMILES (Click to copy)
O[C@H]1C[C@H](O)CC2=CC[C@@]3([H])[C@]4([H])CC[C@]([H])([C@H](C)[C@@]5([H])CC(CO[C@H]6[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O6)=C(C)C(=O)O5)[C@@]4(C)CC[C@]3([H])[C@]21CO

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Physalis longifolia (#161495)
Magnoliopsida (#3398)
Cytotoxic withanolide constituents of Physalis longifolia.,
J Nat Prod, 2011
Pubmed ID: 22098611

Other Databases

CHEBI ID
69114
PubChem CID
56926206

Calculated Physicochemical Properties

Heavy Atoms 45
Rings 6
Aromatic Rings
Rotatable Bonds 7
Van der Waals Molecular Volume 611.37
Topological Polar Surface Area 190.51
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 11
logP 4.10
Molar Refractivity 165.65

Admin

Created at
6th Dec 2023
Updated at
6th Dec 2023