Structure Database (LMSD)

H H H H H OH O O O
Common Name
Withalongolide F
Systematic Name
5β,6β:22R,26-diepoxy-4-norergosta-27-hydroxy-2,5,24-triene-1,26-dione
Synonyms
LM ID
LMST01160072
Formula
C27H36O4
Exact Mass
Calculate m/z
424.26136
Sum Composition
ST 27:6;O4
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)
IBYXDWNHLOGYIN-OSVRZWSTSA-N
InChi (Click to copy)
InChI=1S/C27H36O4/c1-15-13-23(31-25(30)19(15)14-28)16(2)20-8-9-21-18-7-5-17-6-10-24(29)27(17,4)22(18)11-12-26(20,21)3/h5-6,10,16,18,20-23,28H,7-9,11-14H2,1-4H3/t16-,18-,20+,21-,22-,23+,26+,27-/m0/s1
SMILES (Click to copy)
O1C(C(CO)=C(C)C[C@]1([H])[C@@H](C)[C@@]1([H])CC[C@]2([H])[C@]1(C)CC[C@]1([H])[C@]3(C(=O)C=CC3=CC[C@]12[H])C)=O

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
69111
PubChem CID
56926117

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 5
Aromatic Rings
Rotatable Bonds 3
Van der Waals Molecular Volume 435.82
Topological Polar Surface Area 65.67
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 4
logP 5.35
Molar Refractivity 119.94

Admin

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