Structure Database (LMSD)

Common Name
Superecdysone D
Systematic Name
(20S,22R)-22R-(2'R-hydroxypropionyl)-3β,14α,22R,25-trihydroxy-5β-cholest-7-en-6-one
Synonyms
  • 22-O-lactoyl 2-deoxyecdysone
LM ID
LMST01010592
Formula
C30H48O7
Exact Mass
Calculate m/z
520.340005
Sum Composition
ST 30:3;O7
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]
Steroid conjugates [ST05]
Other Steroid conjugates [ST0505]

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)
LDPBFDXARWJEDG-OMSBWKJWSA-N
InChi (Click to copy)
InChI=1S/C30H48O7/c1-17(25(10-11-27(3,4)35)37-26(34)18(2)31)20-9-14-30(36)22-16-24(33)23-15-19(32)7-12-28(23,5)21(22)8-13-29(20,30)6/h16-21,23,25,31-32,35-36H,7-15H2,1-6H3/t17-,18+,19-,20+,21-,23-,25+,28+,29+,30+/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](CCC(C)(C)O)OC(=O)[C@H](O)C)C)C)O)=CC2=O)[H])(CC1)C)[H]

Other Databases

PubChem CID
171117799

Calculated Physicochemical Properties

Heavy Atoms 37
Rings 4
Aromatic Rings
Rotatable Bonds 8
Van der Waals Molecular Volume 531.73
Topological Polar Surface Area 124.29
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 7
logP 5.13
Molar Refractivity 141.87

Admin

Created at
4th Oct 2023
Updated at
10th Oct 2023