Structure Database (LMSD)

H H H H H HO OH O S O O HO OH O O O O
Common Name
Withalongolide G
Systematic Name
5β,6β:22R,26-diepoxyergosta-4β,19,27-trihydroxy-24-ene-1,26-dione 3β-sulphate
Synonyms
  • 2,3-dihydro-19-hydroxy-3beta-O-sulfate-withaferin A
LM ID
LMST01160073
Formula
C28H40O11S
Exact Mass
Calculate m/z
584.229137
Sum Composition
ST 28:5;O8;S
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)
COBSTJNYJHEYIM-WQWZRYHASA-N
InChi (Click to copy)
InChI=1S/C28H40O11S/c1-13-8-20(37-25(33)16(13)11-29)14(2)17-4-5-18-15-9-23-28(38-23)24(32)21(39-40(34,35)36)10-22(31)27(28,12-30)19(15)6-7-26(17,18)3/h14-15,17-21,23-24,29-30,32H,4-12H2,1-3H3,(H,34,35,36)/t14-,15-,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(CO)C(=O)O5)[C@@]4(C)CC[C@]3([H])[C@]3(C(C[C@H](OS(O)(=O)=O)[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
69126
PubChem CID
56926118

Calculated Physicochemical Properties

Heavy Atoms 40
Rings 6
Aromatic Rings
Rotatable Bonds 6
Van der Waals Molecular Volume 526.08
Topological Polar Surface Area 182.26
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 11
logP 4.60
Molar Refractivity 141.22

Admin

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