Structure Database (LMSD)

O O H H H OH H O OH O OH
Common Name
17alpha-hydroxywithanolide D
Systematic Name
5β,6β-epoxy-4β,17α,20-trihydroxy-1-oxo-witha-2,24-dienolide
Synonyms
LM ID
LMST01160089
Formula
C28H38O7
Exact Mass
Calculate m/z
486.261755
Sum Composition
ST 28:6;O6
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)
JVEUOKCSZLCPOI-IBELMYMKSA-N
InChi (Click to copy)
InChI=1S/C28H38O7/c1-14-12-21(34-23(31)15(14)2)26(5,32)27(33)11-9-17-16-13-22-28(35-22)20(30)7-6-19(29)25(28,4)18(16)8-10-24(17,27)3/h6-7,16-18,20-22,30,32-33H,8-13H2,1-5H3/t16-,17-,18-,20-,21+,22+,24-,25-,26-,27+,28+/m0/s1
SMILES (Click to copy)
C1C(=O)[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@](O)([C@@](O)([C@]5([H])OC(=O)C(C)=C(C)C5)C)CC[C@@]4([H])[C@]3([H])C[C@H]3O[C@@]23[C@@H](O)C=1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Tubocapsicum anomalum (#180580)
Magnoliopsida (#3398)
Cytotoxic withanolides from Tubocapsicum anomalum.,
J Nat Prod, 2007
Pubmed ID: 17417907

Other Databases

CHEBI ID
66329
PubChem CID
23266161

Calculated Physicochemical Properties

Heavy Atoms 35
Rings 6
Aromatic Rings
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 4.33
Molar Refractivity 129.04

Admin

Created at
7th Dec 2023
Updated at
7th Dec 2023