Structure Database (LMSD)

O O H H H OH OH Cl O OH
Common Name
Tubocapsenolide G
Systematic Name
6α-chloro-4β,5β,16α-trihydroxy-1-oxowitha-2,13,24-trienolide
Synonyms
LM ID
LMST01160083
Formula
C28H37O6Cl
Exact Mass
Calculate m/z
504.227868
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)
QYTOJLJPAFMAQT-JXTAMJOQSA-N
InChi (Click to copy)
InChI=1S/C28H37ClO6/c1-13-10-20(35-25(33)14(13)2)15(3)26(4)18-6-7-19-16(17(18)12-24(26)32)11-21(29)28(34)23(31)9-8-22(30)27(19,28)5/h8-9,15-16,19-21,23-24,31-32,34H,6-7,10-12H2,1-5H3/t15-,16+,19+,20-,21+,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](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
16680368

Calculated Physicochemical Properties

Heavy Atoms 35
Rings 5
Aromatic Rings
Rotatable Bonds 2
Van der Waals Molecular Volume 485.91
Topological Polar Surface Area 106.13
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 6
logP 5.05
Molar Refractivity 134.03

Admin

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