Structure Database (LMSD)

O H H O O O OH OH OH H H H
Common Name
15beta-Hydroxynicandrin B
Systematic Name
1-oxo-5α,12α,15β-trihydroxy-6α,7α-epoxy-witha-2,24-dienolide
Synonyms
  • 5alpha,12alpha,15beta-trihydroxy-6alpha,7alpha-epoxy-1-oxo-22R-witha-2,24-dienolide
LM ID
LMST01160001
Formula
C28H38O7
Exact Mass
Calculate m/z
486.261755
Sum Composition
ST 28:6;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)
PXNLYJYFBSKVBN-QXWXSVGDSA-N
InChi (Click to copy)
InChI=1S/C28H38O7/c1-12-9-18(34-25(32)13(12)2)14(3)15-10-17(29)22-21-16(11-20(31)26(15,22)4)27(5)19(30)7-6-8-28(27,33)24-23(21)35-24/h6-7,14-18,20-24,29,31,33H,8-11H2,1-5H3/t14-,15+,16-,17+,18+,20-,21+,22-,23-,24-,26-,27-,28-/m0/s1
SMILES (Click to copy)
[C@]12([C@@H]3O[C@@H]3[C@@]3(O)CC=CC(=O)[C@]3(C)[C@@]1([H])C[C@H](O)[C@]1(C)[C@@]([H])([C@@](C)([H])[C@H]3CC(C)=C(C)C(=O)O3)C[C@@H](O)[C@@]21[H])[H]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Datura ferox (#169103)
Magnoliopsida (#3398)
A 15beta-hydroxywithanolide from Datura ferox

Other Databases

PubChem CID
52931499

Calculated Physicochemical Properties

Heavy Atoms 35
Rings 6
Aromatic Rings 0
Rotatable Bonds 2
Van der Waals Molecular Volume 469.77
Topological Polar Surface Area 118.66
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 7
logP 4.04
Molar Refractivity 128.90

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Created at
-
Updated at
12th Mar 2021