Structure Database (LMSD)

Common Name
Nicansteroidin B
Systematic Name
15α-acetoxy-5β,6β-epoxy-14β,17β,24α-trihydroxy-1-oxo-witha-2,25(27)-dien-26,22-olide
Synonyms
LM ID
LMST01160037
Formula
C30H40O9
Exact Mass
Calculate m/z
544.267235
Sum Composition
ST 30:7;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)
VBZHDYQJWVIEHS-AQRGSDOTSA-N
InChi (Click to copy)
InChI=1S/C30H40O9/c1-15(20-13-25(4,34)16(2)24(33)38-20)28(35)14-23(37-17(3)31)30(36)19-12-22-29(39-22)10-7-8-21(32)27(29,6)18(19)9-11-26(28,30)5/h7-8,15,18-20,22-23,34-36H,2,9-14H2,1,3-6H3/t15-,18+,19-,20-,22-,23+,25+,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]3C[C@](C)(O)C(=C)C(=O)O3)C[C@H](OC(=O)C)[C@]21O)[H]

Other Databases

PubChem CID
164624992

Calculated Physicochemical Properties

Heavy Atoms 39
Rings 6
Aromatic Rings
Rotatable Bonds 4
Van der Waals Molecular Volume 519.31
Topological Polar Surface Area 144.96
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 9
logP 4.16
Molar Refractivity 140.49

Admin

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