Structure Database (LMSD)

Common Name
Tubocapsanolide F
Systematic Name
5β,6β-epoxy-4β,17α-dihydroxy-1-oxo-witha-2,24-dienolide
Synonyms
LM ID
LMST01160088
Formula
C28H38O6
Exact Mass
Calculate m/z
470.26684
Sum Composition
ST 28:6;O6
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Withanolides and derivatives [ST0116]

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

String Representations

InChiKey (Click to copy)
FBVUDUMNPFUQRB-PCLPIYRRSA-N
InChi (Click to copy)
InChI=1S/C28H38O6/c1-14-12-20(33-24(31)15(14)2)16(3)27(32)11-9-18-17-13-23-28(34-23)22(30)7-6-21(29)26(28,5)19(17)8-10-25(18,27)4/h6-7,16-20,22-23,30,32H,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]3O[C@@]23[C@@H](O)C=1

Other Databases

CHEBI ID
66328
PubChem CID
16680447

Calculated Physicochemical Properties

Heavy Atoms 34
Rings 6
Aromatic Rings
Rotatable Bonds 2
Van der Waals Molecular Volume 460.98
Topological Polar Surface Area 98.43
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 6
logP 4.93
Molar Refractivity 127.07

Admin

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