Structure Database (LMSD)

OH OH O HO HO H
Common Name
Superecdysone F
Systematic Name
(20S,22R)-3β,6,22,25-tetrahydroxycholest-5,8,14-trien-7-one
Synonyms
  • 2,20-dideoxy-25-hydroxycalonysterone
LM ID
LMST01010596
Formula
C27H40O5
Exact Mass
Calculate m/z
444.287575
Sum Composition
ST 27:4;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)
CGMFZNJRACGYTJ-TURODPQISA-N
InChi (Click to copy)
InChI=1S/C27H40O5/c1-15(21(29)10-11-25(2,3)32)17-6-7-18-22-19(9-13-26(17,18)4)27(5)12-8-16(28)14-20(27)23(30)24(22)31/h7,15-17,21,28-30,32H,6,8-14H2,1-5H3/t15-,16-,17+,21+,26+,27+/m0/s1
SMILES (Click to copy)
O[C@@H]1CC2[C@@](C3=C(C4[C@](CC3)([C@@](CC=4)([H])[C@@H]([C@@H](CCC(O)(C)C)O)C)C)C(=O)C=2O)(CC1)C

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
171117803

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 4
Aromatic Rings
Rotatable Bonds 5
Van der Waals Molecular Volume 459.61
Topological Polar Surface Area 97.99
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 5.38
Molar Refractivity 125.42

Admin

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