Structure Database (LMSD)

OH O OH H H H H H O OH O O
Common Name
Withasomniferol D
Systematic Name
(22R)-6α,7α-epoxy-5α,20R,28-trihydroxy-1-oxowitha-2,24-dienolide
Synonyms
LM ID
LMST01160051
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)
HEUIRMHYIFJVNS-SFQAJKIESA-N
InChi (Click to copy)
InChI=1S/C28H38O7/c1-14-15(13-29)12-20(34-24(14)31)27(4,32)18-8-7-16-21-17(9-11-25(16,18)2)26(3)19(30)6-5-10-28(26,33)23-22(21)35-23/h5-6,16-18,20-23,29,32-33H,7-13H2,1-4H3/t16-,17-,18-,20+,21-,22-,23-,25-,26-,27+,28-/m0/s1
SMILES (Click to copy)
O1C(=O)C(C)=C(CO)C[C@]1([H])[C@](O)([C@]1([H])[C@@]2(C)CC[C@@]3([H])[C@@]([H])([C@@H]4O[C@@H]4[C@@]4(O)CC=CC(=O)[C@@]43C)[C@]2([H])CC1)C

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Withania somnifera (#126910)
Magnoliopsida (#3398)
Withasomniferol D, a New Anti-Adipogenic Withanolide from the Roots of Ashwagandha (Withania somnifera),
Pharmaceuticals (Basel), 2021
Pubmed ID: 34681241

Other Databases

PubChem CID
171121368

Calculated Physicochemical Properties

Heavy Atoms 35
Rings 6
Aromatic Rings
Rotatable Bonds 3
Van der Waals Molecular Volume 469.77
Topological Polar Surface Area 118.66
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 7
logP 4.18
Molar Refractivity 128.97

Admin

Created at
26th Oct 2021
Updated at
26th Oct 2021