Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMST01160034
Common NameParaminabeolide A
Systematic Name(22R)-3,26-Dioxo-22,26-epoxyergosta-1,4,24-trien-18-al
Synonyms3,18-dioxo-witha-1,4,24-trienolide
Exact Mass
436.2614 (neutral)    Calculate m/z:
FormulaC28H36O4
CategorySterol Lipids [ST]
Main ClassSterols [ST01]
Sub ClassWithanolides and derivatives [ST0116]
AbbrevST 28:6;O3
PubChem CID53262728
CHEBI ID67560
InChIKeyTXZGYZBGLCFIQO-JFDBTBFLSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C28H36O4/c1-16-13-25(32-26(31)17(16)2)18(3)22-7-8-24-21-6-5-19-14-20(30)9-11-27(19,4)23(21)10-12-28(22,24)15-29/h9,11,14-15,18,21-25H,5-8,10,12-13H2,1-4H3/t18-,21+,22+,23-,24-,25+,27-,28-/m0/s1
Click to highlight InChI
SMILES
[C@]12(CCC3=CC(=O)C=C[C@]3(C)[C@@]1([H])CC[C@]1(C=O)[C@@]([H])([C@@](C)([H])[C@H]3CC(C)=C(C)C(=O)O3)CC[C@@]21[H])[H]
Click to highlight SMILES
StatusActive
ReferencesParaminabeolides A-F, cytotoxic and anti-inflammatory marine withanolides from the soft coral Paraminabea acronocephala.
J Nat Prod, 2011
DOI: 10.1021/np2000705
PMID: 21425785
Calculated physicochemical properties (?):
 Heavy Atoms32Rings5Aromatic Rings0Rotatable Bonds3
 van der Waals
Molecular Volume
450.48Topological Polar
Surface Area
62.51Hydrogen
Bond Donors
0Hydrogen
Bond Acceptors
4
 logP5.66Molar
Refractivity
123.04