Structure Database (LMSD)

Common Name
Physagulide I
Systematic Name
15α-acetoxy-5β,6β-epoxy-14β,17β-dihydroxy-1-oxo-witha2,24-dien-26,22-olide
Synonyms
LM ID
LMST01160040
Formula
C30H40O8
Exact Mass
Calculate m/z
528.272321
Sum Composition
ST 30:7;O8
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)
LKNMQSNKHQTCFH-XPFZSAMVSA-N
InChi (Click to copy)
InChI=1S/C30H40O8/c1-15-12-21(37-25(33)16(15)2)17(3)28(34)14-24(36-18(4)31)30(35)20-13-23-29(38-23)10-7-8-22(32)27(29,6)19(20)9-11-26(28,30)5/h7-8,17,19-21,23-24,34-35H,9-14H2,1-6H3/t17-,19+,20-,21-,23-,24+,26-,27+,28-,29-,30-/m1/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@](O)([C@@](C)([H])[C@H]3CC(C)=C(C)C(=O)O3)C[C@H](OC(=O)C)[C@]21O)[H]

Other Databases

PubChem CID
134133475

Calculated Physicochemical Properties

Heavy Atoms 38
Rings 6
Aromatic Rings
Rotatable Bonds 4
Van der Waals Molecular Volume 510.52
Topological Polar Surface Area 124.73
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 8
logP 4.90
Molar Refractivity 138.59

Admin

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