Structure Database (LMSD)

OH H OH OH OH Cl H O O H HO O H
Common Name
Tubonolide A
Systematic Name
Synonyms
LM ID
LMST01160096
Formula
C28H39O8Cl
Exact Mass
Calculate m/z
538.233348
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)
GFPFCWYNJCFMEV-YORLCXCQSA-N
InChi (Click to copy)
InChI=1S/C28H39ClO8/c1-23-8-7-14-13(9-18(29)28(36)20(31)6-5-19(30)26(14,28)4)15(23)10-21(32)27(23,35)16-11-24(2)22(33)37-17(16)12-25(24,3)34/h5-6,13-18,20-21,31-32,34-36H,7-12H2,1-4H3/t13-,14+,15+,16-,17-,18+,20+,21-,23+,24+,25+,26+,27-,28+/m1/s1
SMILES (Click to copy)
C1C(=O)[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@](O)([C@@]5([H])[C@H]6C[C@](C)(O)[C@](C)(C(=O)O6)C5)[C@H](O)C[C@@]4([H])[C@]3([H])C[C@H](Cl)[C@]2(O)[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
16680535

Calculated Physicochemical Properties

Heavy Atoms 37
Rings 7
Aromatic Rings
Rotatable Bonds 1
Van der Waals Molecular Volume 492.61
Topological Polar Surface Area 146.59
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 8
logP 3.48
Molar Refractivity 135.77

Admin

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