Structure Database (LMSD)

H H H H H OH OH O O O O
Common Name
Withalongolide B
Systematic Name
5β,6β:22R,26-diepoxyergosta-27-acetoxy-4β,19-dihydroxy-2,24-diene-1,26-dione
Synonyms
  • 19-hydroxy-Withaferin A
LM ID
LMST01160054
Formula
C28H38O6
Exact Mass
Calculate m/z
470.26684
Sum Composition
ST 28:6;O6
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)
OZBFGYQTKGOIKC-NSYRIIBJSA-N
InChi (Click to copy)
InChI=1S/C28H38O6/c1-14-11-21(33-25(32)15(14)2)16(3)18-5-6-19-17-12-24-28(34-24)23(31)8-7-22(30)27(28,13-29)20(17)9-10-26(18,19)4/h7-8,16-21,23-24,29,31H,5-6,9-13H2,1-4H3/t16-,17-,18+,19-,20-,21+,23-,24+,26+,27-,28+/m0/s1
SMILES (Click to copy)
O1[C@@H]2C[C@@]3([H])[C@]4([H])CC[C@]([H])([C@H](C)[C@@]5([H])CC(C)=C(C)C(=O)O5)[C@@]4(C)CC[C@]3([H])[C@]3(C(C=C[C@@H]([C@]132)O)=O)CO

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
69107
PubChem CID
56649344

Calculated Physicochemical Properties

Heavy Atoms 34
Rings 6
Aromatic Rings
Rotatable Bonds 3
Van der Waals Molecular Volume 460.98
Topological Polar Surface Area 98.43
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 6
logP 4.78
Molar Refractivity 127.00

Admin

Created at
17th Dec 2021
Updated at
17th Dec 2021