Structure Database (LMSD)

O O O H H H OH O OH
Common Name
Tubocapsenolide A
Systematic Name
4β,16α-dihydroxy-5β,6β-epoxy-1-oxowitha-2,13,24-trienolide
Synonyms
LM ID
LMST01160081
Formula
C28H36O6
Exact Mass
Calculate m/z
468.25119
Sum Composition
ST 28:7;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)
ZZCMFFGGLCGPHY-RODDKVAYSA-N
InChi (Click to copy)
InChI=1S/C28H36O6/c1-13-10-20(33-25(32)14(13)2)15(3)26(4)18-6-7-19-17(16(18)11-23(26)31)12-24-28(34-24)22(30)9-8-21(29)27(19,28)5/h8-9,15,17,19-20,22-24,30-31H,6-7,10-12H2,1-5H3/t15-,17+,19+,20-,22+,23-,24-,26+,27+,28-/m1/s1
SMILES (Click to copy)
C1C(=O)[C@]2(C)[C@@]3([H])CCC4[C@](C)([C@@H]([C@]5([H])OC(=O)C(C)=C(C)C5)C)[C@H](O)CC=4[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

PubChem CID
16679812

Calculated Physicochemical Properties

Heavy Atoms 34
Rings 6
Aromatic Rings
Rotatable Bonds 2
Van der Waals Molecular Volume 458.34
Topological Polar Surface Area 98.43
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 6
logP 4.85
Molar Refractivity 127.05

Admin

Created at
6th Dec 2023
Updated at
6th Dec 2023