Structure Database (LMSD)

Common Name
Physagulin C
Systematic Name
15α-acetoxy-16β,17β-epoxy-5α-6β,14β,trihydroxy-1-oxo-witha2,24-dien-26,22-olide
Synonyms
LM ID
LMST01160049
Formula
C30H40O9
Exact Mass
Calculate m/z
544.267235
Sum Composition
ST 30:7;O9
Status
Curated
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 nicandroides (#304159)
Magnoliopsida (#3398)
Withanolide-Type Steroids from Physalis nicandroides Inhibit HIV Transcription.,
J Nat Prod, 2021
Pubmed ID: 34549952

String Representations

InChiKey (Click to copy)
XIINLGCQYPFDPD-GCGXNVHFSA-N
InChi (Click to copy)
InChI=1S/C30H40O9/c1-14-12-20(38-25(34)15(14)2)16(3)30-24(39-30)23(37-17(4)31)29(36)19-13-22(33)28(35)10-7-8-21(32)27(28,6)18(19)9-11-26(29,30)5/h7-8,16,18-20,22-24,33,35-36H,9-13H2,1-6H3/t16-,18+,19-,20-,22-,23+,24+,26+,27+,28+,29-,30+/m1/s1
SMILES (Click to copy)
[C@]12(C[C@@H](O)[C@@]3(O)CC=CC(=O)[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@]3(O[C@H]3[C@H](OC(=O)C)[C@]21O)[C@@](C)([H])[C@H]1CC(C)=C(C)C(=O)O1)[H]

Other Databases

PubChem CID
10256859

Calculated Physicochemical Properties

Heavy Atoms 39
Rings 6
Aromatic Rings 0
Rotatable Bonds 4
Van der Waals Molecular Volume 519.31
Topological Polar Surface Area 144.96
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 9
logP 4.16
Molar Refractivity 140.49

Admin

Created at
28th Sep 2021
Updated at
28th Sep 2021