Structure Database (LMSD)

H O O O O O O O OH H H OH
Common Name
Nicansteroidin C
Systematic Name
15α-acetoxy-6β,14β-dihydroxy-1-oxo-2α,5α-dioxy-witha3,16,24-trien-26,22-olide
Synonyms
LM ID
LMST01160038
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

Main

Classification

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

String Representations

InChiKey (Click to copy)
GRYHZOQPGFHYQF-BJTOZDDNSA-N
InChi (Click to copy)
InChI=1S/C30H38O9/c1-14-11-22(37-26(34)15(14)2)16(3)19-13-24(36-17(4)31)30(35)20-12-23(32)29-10-8-21(38-39-29)25(33)28(29,6)18(20)7-9-27(19,30)5/h8,10,13,16,18,20-24,32,35H,7,9,11-12H2,1-6H3/t16-,18-,20+,21-,22+,23+,24-,27+,28-,29-,30+/m0/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([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
164608736

Calculated Physicochemical Properties

Heavy Atoms 39
Rings 7
Aromatic Rings
Rotatable Bonds 4
Van der Waals Molecular Volume 512.87
Topological Polar Surface Area 134.80
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 9
logP 4.61
Molar Refractivity 139.58

Admin

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