Structure Database (LMSD)

Common Name
Withalongolide N
Systematic Name
28-O-β-d-glucopyranosyl 22R,26-epoxy-19-norergosta-3α-hydroxy-5(10),24-diene-6,26-dione
Synonyms
  • 28-O-beta-d-glucopyranosyl-3alpha-hydroxy-6-oxo-19-norwitha-5(10),24-dienolide
LM ID
LMST01160080
Formula
C33H48O10
Exact Mass
Calculate m/z
604.32475
Sum Composition
ST 27:5;O5;Hex
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

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

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

String Representations

InChiKey (Click to copy)
GCUKFNAJZUUBSQ-HCGFFNIQSA-N
InChi (Click to copy)
InChI=1S/C33H48O10/c1-15-17(14-41-32-30(39)29(38)28(37)27(13-34)43-32)10-26(42-31(15)40)16(2)23-6-7-24-21-12-25(36)22-11-18(35)4-5-19(22)20(21)8-9-33(23,24)3/h16,18,20-21,23-24,26-30,32,34-35,37-39H,4-14H2,1-3H3/t16-,18+,20+,21+,23+,24-,26+,27+,28+,29-,30+,32+,33+/m0/s1
SMILES (Click to copy)
O1C(C(C)=C(CO[C@H]2[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O2)C[C@]1([H])[C@@H](C)[C@@]1([H])CC[C@]2([H])[C@]1(C)CC[C@]1([H])C3CC[C@@H](O)CC=3C(=O)C[C@]12[H])=O

Other Databases

CHEBI ID
69118
PubChem CID
56926295

Calculated Physicochemical Properties

Heavy Atoms 43
Rings 6
Aromatic Rings
Rotatable Bonds 6
Van der Waals Molecular Volume 582.64
Topological Polar Surface Area 167.12
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 10
logP 4.52
Molar Refractivity 157.69

Admin

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