Structure Database (LMSD)

Common Name
Physagulin F
Systematic Name
15α-acetoxy-5β,6β:16β,17β-diepoxy-4β14β,dihydroxy-1-oxo-witha2,24-dien-26,22-olide
Synonyms
LM ID
LMST01160050
Formula
C30H38O9
Exact Mass
Calculate m/z
542.251585
Sum Composition
ST 30:8;O9
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 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)
VVQRJFUYBNCTQX-STRQQOONSA-N
InChi (Click to copy)
InChI=1S/C30H38O9/c1-13-11-19(37-25(34)14(13)2)15(3)29-24(39-29)23(36-16(4)31)28(35)18-12-22-30(38-22)21(33)8-7-20(32)27(30,6)17(18)9-10-26(28,29)5/h7-8,15,17-19,21-24,33,35H,9-12H2,1-6H3/t15-,17+,18-,19-,21+,22-,23+,24+,26+,27+,28-,29+,30-/m1/s1
SMILES (Click to copy)
[C@]12(C[C@H]3O[C@@]43[C@@H](O)C=CC(=O)[C@]4(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
101599036

Calculated Physicochemical Properties

Heavy Atoms 39
Rings 7
Aromatic Rings
Rotatable Bonds 4
Van der Waals Molecular Volume 506.95
Topological Polar Surface Area 137.26
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 9
logP 4.46
Molar Refractivity 139.04

Admin

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