Structure Database (LMSD)

H O O O O O O H H OH
Common Name
Physagulin A
Systematic Name
15α-acetoxy-5β,6β-epoxy-14β-hydroxy-1-oxo-witha2,16,24-trien-26,22-olide
Synonyms
LM ID
LMST01160042
Formula
C30H38O7
Exact Mass
Calculate m/z
510.261755
Sum Composition
ST 30:8;O7
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

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

String Representations

InChiKey (Click to copy)
GPTVOZHQPZXWDW-QGZJHICXSA-N
InChi (Click to copy)
InChI=1S/C30H38O7/c1-15-12-22(36-26(33)16(15)2)17(3)20-13-25(35-18(4)31)30(34)21-14-24-29(37-24)10-7-8-23(32)28(29,6)19(21)9-11-27(20,30)5/h7-8,13,17,19,21-22,24-25,34H,9-12,14H2,1-6H3/t17-,19-,21+,22+,24+,25-,27+,28-,29+,30+/m0/s1
SMILES (Click to copy)
[C@]12(C[C@H]3O[C@@]43CC=CC(=O)[C@]4(C)[C@@]1([H])CC[C@]1(C)C([C@@](C)([H])[C@H]3CC(C)=C(C)C(=O)O3)=C[C@H](OC(=O)C)[C@]21O)[H]

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

Other Databases

PubChem CID
164610294

Calculated Physicochemical Properties

Heavy Atoms 37
Rings 6
Aromatic Rings
Rotatable Bonds 4
Van der Waals Molecular Volume 499.09
Topological Polar Surface Area 104.50
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 7
logP 5.42
Molar Refractivity 136.59

Admin

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