Structure Database (LMSD)

O O H H H OH OH H OH O OH
Common Name
Tubocapsanolide D
Systematic Name
4β,5β,6α,17α-tetrahydroxy-1-oxo-witha-2,24-dienolide
Synonyms
LM ID
LMST01160087
Formula
C28H40O7
Exact Mass
Calculate m/z
488.277405
Sum Composition
ST 28:5;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)
RGWWJKQOLUSAOK-LZXUJXKGSA-N
InChi (Click to copy)
InChI=1S/C28H40O7/c1-14-12-20(35-24(32)15(14)2)16(3)27(33)11-9-18-17-13-23(31)28(34)22(30)7-6-21(29)26(28,5)19(17)8-10-25(18,27)4/h6-7,16-20,22-23,30-31,33-34H,8-13H2,1-5H3/t16-,17+,18+,19+,20-,22+,23+,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@@H]([C@]5([H])OC(=O)C(C)=C(C)C5)C)CC[C@@]4([H])[C@]3([H])C[C@H](O)[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
16680446

Calculated Physicochemical Properties

Heavy Atoms 35
Rings 5
Aromatic Rings
Rotatable Bonds 2
Van der Waals Molecular Volume 482.13
Topological Polar Surface Area 126.36
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 7
logP 3.88
Molar Refractivity 130.42

Admin

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