Structure Database (LMSD)

Common Name
Physalolactone C
Systematic Name
17S,20S,22R-6α-chloro-4β,5β,17β,20α-tetrahydroxy-1-oxo-ergosta-2,14,24-trienolide
Synonyms
LM ID
LMST01160014
Formula
C28H37O7Cl
Exact Mass
Calculate m/z
520.222783
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Withanolides and derivatives [ST0116]

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

String Representations

InChiKey (Click to copy)
BSLUVQZIEQFEOT-DWHGKTCXSA-N
InChi (Click to copy)
InChI=1S/C28H37ClO7/c1-14-12-22(36-23(32)15(14)2)26(5,33)27(34)11-9-17-16-13-19(29)28(35)21(31)7-6-20(30)25(28,4)18(16)8-10-24(17,27)3/h6-7,9,16,18-19,21-22,31,33-35H,8,10-13H2,1-5H3/t16-,18-,19-,21-,22+,24-,25-,26-,27-,28-/m0/s1
SMILES (Click to copy)
C12=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

PubChem CID
179695

Calculated Physicochemical Properties

Heavy Atoms 36
Rings 5
Aromatic Rings 0
Rotatable Bonds 2
Van der Waals Molecular Volume 494.70
Topological Polar Surface Area 126.36
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 7
logP 4.45
Molar Refractivity 136.01

Admin

Created at
-
Updated at
17th Feb 2021