Structure Database (LMSD)
Common Name
Physalolactone
Systematic Name
17S,20S,22R-6α-chloro-4β,5β,17β,14α,20α-pentahydroxy-1-oxo-ergosta-2,24-dienolide
Synonyms
LM ID
LMST01160012
Formula
C28H39O8Cl
Exact Mass
Calculate m/z
538.233348
Status
Curated
3D model of Physalolactone
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 peruviana
(#126903)
Magnoliopsida
(#3398)
Physalolactone C, a New Withanolide from Physalis peruviana,
J. Nat. Prod, 1984
J. Nat. Prod, 1984
DOI:
10.1021/np50034a013
String Representations
InChiKey (Click to copy)
XCJUXWOCLLPHII-UXKAJNCKSA-N
InChi (Click to copy)
InChI=1S/C28H39ClO8/c1-14-12-21(37-22(32)15(14)2)25(5,33)27(35)11-10-26(34)17-13-18(29)28(36)20(31)7-6-19(30)24(28,4)16(17)8-9-23(26,27)3/h6-7,16-18,20-21,31,33-36H,8-13H2,1-5H3/t16-,17+,18-,20-,21+,23-,24-,25-,26+,27-,28-/m0/s1
SMILES (Click to copy)
[C@@]12(O)CC[C@@](O)([C@](O)(C)[C@]3([H])OC(=O)C(C)=C(C)C3)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])C[C@@H]([C@]2(O)[C@@H](O)C=CC([C@]12C)=O)Cl
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
37
Rings
5
Aromatic Rings
0
Rotatable Bonds
2
Van der Waals Molecular Volume
506.13
Topological Polar Surface Area
146.59
Hydrogen Bond Donors
5
Hydrogen Bond Acceptors
8
logP
3.93
Molar Refractivity
138.00
Admin
Created at
-
Updated at
17th Feb 2021