Structure Database (LMSD)

Common Name
Superecdysone A
Systematic Name
(20S,22R)-22,25-epoxy-3β,14α-dihydroxy-5β-cholest-7-en-6-one
Synonyms
LM ID
LMST01010593
Formula
C27H42O4
Exact Mass
Calculate m/z
430.30831
Sum Composition
ST 27:3;O4
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Cholesterol and derivatives [ST0101]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Dianthus superbus (#288950)
Magnoliopsida (#3398)
Phytoecdysteroids from Dianthus superbus L.: Structures and anti-neuroinflammatory evaluation.,
Phytochemistry, 2023
Pubmed ID: 37178942

String Representations

InChiKey (Click to copy)
CTKBYYKSXYHLOB-XNSSJAPWSA-N
InChi (Click to copy)
InChI=1S/C27H42O4/c1-16(23-9-10-24(2,3)31-23)18-8-13-27(30)20-15-22(29)21-14-17(28)6-11-25(21,4)19(20)7-12-26(18,27)5/h15-19,21,23,28,30H,6-14H2,1-5H3/t16-,17-,18+,19-,21-,23+,25+,26+,27+/m0/s1
SMILES (Click to copy)
O[C@@H]1C[C@@]2([C@@]([C@@]3(C([C@]4([C@](CC3)([C@@](CC4)([H])[C@@H]([C@H]3CCC(C)(C)O3)C)C)O)=CC2=O)[H])(CC1)C)[H]

Other Databases

PubChem CID
171117800

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 5
Aromatic Rings
Rotatable Bonds 2
Van der Waals Molecular Volume 443.74
Topological Polar Surface Area 68.83
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 5.96
Molar Refractivity 122.45

Admin

Created at
5th Oct 2023
Updated at
5th Oct 2023