Structure Database (LMSD)

Common Name
20-hydroxyecdysone 2,22-diacetate
Systematic Name
2β, 22-diacetoxy-3β,14α,20,25-tetrahydroxy-5β-cholest-7-en-6-one
Synonyms
LM ID
LMST01010614
Formula
C31H48O9
Exact Mass
Calculate m/z
564.329835
Sum Composition
ST 31:4;O9
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
Serratula tinctoria (#65004)
Magnoliopsida (#3398)
New Ecdysteroids from Serratula tinctoria.,
Planta Med, 1992
Pubmed ID: 17226485

String Representations

InChiKey (Click to copy)
HQRLMIKTLOTLSQ-ZEUSBXCESA-N
InChi (Click to copy)
InChI=1S/C31H48O9/c1-17(32)39-24-16-28(5)19-8-12-29(6)25(30(7,37)26(40-18(2)33)10-11-27(3,4)36)9-13-31(29,38)20(19)14-22(34)21(28)15-23(24)35/h14,19,21,23-26,35-38H,8-13,15-16H2,1-7H3/t19-,21-,23+,24-,25-,26+,28+,29+,30+,31+/m0/s1
SMILES (Click to copy)
C12=CC([C@]3([H])C[C@@H](O)[C@@H](OC(C)=O)C[C@]3(C)[C@@]1([H])CC[C@@]1(C)[C@@]2(O)CC[C@@]1([C@](O)(C)[C@H](OC(=O)C)CCC(O)(C)C)[H])=O

Other Databases

PubChem CID
101642417

Calculated Physicochemical Properties

Heavy Atoms 40
Rings 4
Aromatic Rings
Rotatable Bonds 9
Van der Waals Molecular Volume 563.97
Topological Polar Surface Area 150.59
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 9
logP 4.71
Molar Refractivity 148.77

Admin

Created at
10th Jan 2024
Updated at
10th Jan 2024