Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMST01160015
Common NamePhysapubenolide
Systematic Name(20S,22R)-15α-acetoxy-5β,6β-epoxy-4β,14β-dihydroxy-1-oxo-witha- 2,24-
dienolide
Synonyms15-[1-(4,5-dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl]-6,12-dihydroxy-2,16-
dimethyl-3-oxo-8-oxapentacyclo[9.7.0.0ω{2,7}.0ω{7,9}.0ω{12,16}]octadec-4-en-13-
yl acetate
Exact Mass
528.2723 (neutral)    Calculate m/z:
FormulaC30H40O8
CategorySterol Lipids [ST]
Main ClassSterols [ST01]
Sub ClassWithanolides and derivatives [ST0116]
AbbrevST 30:7;O8
PubChem CID101317813
HMDB IDHMDB0033976
InChIKeyOPYWYTLAPWWTKW-RHITVKEVSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C30H40O8/c1-14-11-21(37-26(34)15(14)2)16(3)19-12-24(36-17(4)31)29(35)20-13-25-30(38-25)23(33)8-7-22(32)28(30,6)18(20)9-10-27(19,29)5/h7-8,16,18-21,23-25,33,35H,9-13H2,1-6H3/t16-,18-,19+,20+,21+,23-,24-,25+,27+,28-,29+,30+/m0/s1
Click to highlight InChI
SMILES
C1C(=O)[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@]([H])([C@@H]([C@]5([H])OC(=O)C(C)=C(C)C5)C)C[C@H](OC(=O)C)[C@]4(O)[C@]3([H])C[C@H]3O[C@@]23[C@@H](O)C=1
Click to highlight SMILES
StatusActive
ReferencesPhysapubenolide and pubescenin, two new ergostane-type steroids from Physalis pubescens L. (Solanaceae)
J.Chem. Soc. Perkin Trans 1
DOI: 10.1039/P19850002241
Calculated physicochemical properties (?):
 Heavy Atoms38Rings6Aromatic Rings0Rotatable Bonds4
 van der Waals
Molecular Volume
510.52Topological Polar
Surface Area
124.73Hydrogen
Bond Donors
2Hydrogen
Bond Acceptors
8
 logP4.76Molar
Refractivity
138.52