Structure Database (LMSD)

Common Name
Superecdysone E
Systematic Name
(20S,22R)-3β-(2'R-hydroxypropionyl)-20,22-acetonide-14α,25-dihydroxy-5β-cholest-7-en-6-one
Synonyms
  • (20S,22R)-3beta-(2'R-hydroxypropionyl)-2-deoxy-20-hydroxyecdysone-20,22-acetonide
LM ID
LMST01010595
Formula
C33H52O8
Exact Mass
Calculate m/z
576.36622
Sum Composition
ST 33:4;O8
Status
Active
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)
NODWAUACUKVCHA-VCWGSWMVSA-N
InChi (Click to copy)
InChI=1S/C33H52O8/c1-19(34)27(36)39-20-9-14-30(6)21-10-15-31(7)25(11-16-33(31,38)22(21)18-24(35)23(30)17-20)32(8)26(12-13-28(2,3)37)40-29(4,5)41-32/h18-21,23,25-26,34,37-38H,9-17H2,1-8H3/t19-,20+,21+,23+,25+,26-,30-,31-,32-,33-/m1/s1
SMILES (Click to copy)
O(C([C@@H](C)O)=O)[C@@H]1C[C@@]2([C@@]([C@@]3(C([C@]4([C@](CC3)([C@@](CC4)([H])[C@]3(OC(C)(C)O[C@@H]3CCC(O)(C)C)C)C)O)=CC2=O)[H])(CC1)C)[H]

Other Databases

PubChem CID
171117802

Calculated Physicochemical Properties

Heavy Atoms 41
Rings 5
Aromatic Rings
Rotatable Bonds 7
Van der Waals Molecular Volume 580.06
Topological Polar Surface Area 126.66
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 8
logP 6.62
Molar Refractivity 156.16

Admin

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