Structure Database (LMSD)

Common Name
Paraminabeolide A
Systematic Name
(22R)-3,26-Dioxo-22,26-epoxyergosta-1,4,24-trien-18-al
Synonyms
  • 3,18-dioxo-witha-1,4,24-trienolide
LM ID
LMST01160034
Formula
C28H36O4
Exact Mass
Calculate m/z
436.26136
Sum Composition
ST 28:6;O3
Status
Curated
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
Paraminabea (#361171)
Anthozoa (#6101)
Paraminabeolides A-F, cytotoxic and anti-inflammatory marine withanolides from the soft coral Paraminabea acronocephala.,
J Nat Prod, 2011
Pubmed ID: 21425785

String Representations

InChiKey (Click to copy)
TXZGYZBGLCFIQO-JFDBTBFLSA-N
InChi (Click to copy)
InChI=1S/C28H36O4/c1-16-13-25(32-26(31)17(16)2)18(3)22-7-8-24-21-6-5-19-14-20(30)9-11-27(19,4)23(21)10-12-28(22,24)15-29/h9,11,14-15,18,21-25H,5-8,10,12-13H2,1-4H3/t18-,21+,22+,23-,24-,25+,27-,28-/m0/s1
SMILES (Click to copy)
[C@]12(CCC3=CC(=O)C=C[C@]3(C)[C@@]1([H])CC[C@]1(C=O)[C@@]([H])([C@@](C)([H])[C@H]3CC(C)=C(C)C(=O)O3)CC[C@@]21[H])[H]

Other Databases

CHEBI ID
67560
PubChem CID
53262728

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 5
Aromatic Rings 0
Rotatable Bonds 3
Van der Waals Molecular Volume 450.48
Topological Polar Surface Area 62.51
Hydrogen Bond Donors 0
Hydrogen Bond Acceptors 4
logP 5.66
Molar Refractivity 123.04

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Created at
12th Mar 2021
Updated at
12th Mar 2021