Structure Database (LMSD)

O O OH H OH HO H H
Common Name
Superecdysone B
Systematic Name
(20R,22R)-22,25-epoxy-3β,14α,20-trihydroxy-5β-cholest-7-en-6-one
Synonyms
LM ID
LMST01010594
Formula
C27H42O5
Exact Mass
Calculate m/z
446.303225
Sum Composition
ST 27:3;O5
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

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

String Representations

InChiKey (Click to copy)
UHPHPHNUELAFCV-GLPVALQZSA-N
InChi (Click to copy)
InChI=1S/C27H42O5/c1-23(2)10-9-22(32-23)26(5,30)21-8-13-27(31)18-15-20(29)19-14-16(28)6-11-24(19,3)17(18)7-12-25(21,27)4/h15-17,19,21-22,28,30-31H,6-14H2,1-5H3/t16-,17-,19-,21-,22+,24+,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@@](O)([C@H]3CCC(C)(C)O3)C)C)O)=CC2=O)[H])(CC1)C)[H]

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

Other Databases

PubChem CID
171117801

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 5
Aromatic Rings
Rotatable Bonds 2
Van der Waals Molecular Volume 452.53
Topological Polar Surface Area 89.06
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 5
logP 5.36
Molar Refractivity 124.42

Admin

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