Structure Database (LMSD)

H O O O O O O O OH O H H OH
Common Name
Nicansteroidin D
Systematic Name
15α-acetoxy-16β,17β-epoxy-6β,14β-dihydroxy-1-oxo-2α,5α-dioxy-witha3,24-dien-26,22-olide
Synonyms
LM ID
LMST01160039
Formula
C30H38O10
Exact Mass
Calculate m/z
558.2465
Sum Composition
ST 30:8;O10
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)
UMKFPSOCMNHMRG-JLMBNDLYSA-N
InChi (Click to copy)
InChI=1S/C30H38O10/c1-13-11-20(37-25(34)14(13)2)15(3)30-24(38-30)23(36-16(4)31)29(35)18-12-21(32)28-10-8-19(39-40-28)22(33)27(28,6)17(18)7-9-26(29,30)5/h8,10,15,17-21,23-24,32,35H,7,9,11-12H2,1-6H3/t15-,17+,18-,19+,20-,21-,23+,24+,26+,27+,28+,29-,30+/m1/s1
SMILES (Click to copy)
[C@]12(C[C@@H](O)[C@@]34OO[C@@H](C=C3)C(=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]

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
164614692

Calculated Physicochemical Properties

Heavy Atoms 40
Rings 8
Aromatic Rings
Rotatable Bonds 4
Van der Waals Molecular Volume 511.94
Topological Polar Surface Area 147.33
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 10
logP 4.39
Molar Refractivity 140.13

Admin

Created at
27th Sep 2021
Updated at
27th Sep 2021