Structure Database (LMSD)
Common Name
Physapubenolide
Systematic Name
(20S,22R)-15α-acetoxy-5β,6β-epoxy-4β,14β-dihydroxy-1-oxo-witha- 2,24-dienolide
Synonyms
- 15-[1-(4,5-dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl]-6,12-dihydroxy-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.0^{2,7}.0^{7,9}.0^{12,16}]octadec-4-en-13-yl acetate
LM ID
LMST01160015
Formula
Exact Mass
Calculate m/z
528.27232
Sum Composition
Status
Active
3D model of Physapubenolide
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Category
Main Class
Sub Class
References
Taxonomy Information
Curated from
NCBI taxonomy class
Reference
Physalis pubescens
(#300354)
Magnoliopsida
(#3398)
Physapubenolide and pubescenin, two new ergostane-type steroids from Physalis pubescens L. (Solanaceae),
J.Chem. Soc. Perkin Trans 1, 1985
J.Chem. Soc. Perkin Trans 1, 1985
DOI:
10.1039/P19850002241
String Representations
InChiKey (Click to copy)
OPYWYTLAPWWTKW-RHITVKEVSA-N
InChi (Click to copy)
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
SMILES (Click to copy)
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
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
38
Rings
6
Aromatic Rings
0
Rotatable Bonds
4
Van der Waals Molecular Volume
510.52
Topological Polar Surface Area
124.73
Hydrogen Bond Donors
2
Hydrogen Bond Acceptors
8
logP
4.76
Molar Refractivity
138.52
Admin
Created at
-
Updated at
19th Oct 2020