Structure Database (LMSD)

Common Name
3-dehydroecdysone
Systematic Name
(22R)-2β,14,22,25-tetrahydroxy-5β-cholest-7-ene-3,6-dione
Synonyms
  • (2beta,5beta,22R)-2,14,22,25-tetrahydroxy-cholest-7-ene-3,6-dione
  • 3-Dehydroecdysone
  • 3-dehydroecdysone
LM ID
LMST01010172
Formula
C27H42O6
Exact Mass
Calculate m/z
462.298141
Sum Composition
ST 27:3;O6
Status
Curated
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
Calliphora vicina (#7373)
Insecta (#50557)
[3-Dehydroecdyson, a metabolic product of ecdysons in the blowfly Calliphora erythrocephala Meigen],
Hoppe Seylers Z Physiol Chem, 1972
Pubmed ID: 4649850

String Representations

InChiKey (Click to copy)
GDSSFVCRVUQMRG-OSCDMYCUSA-N
InChi (Click to copy)
InChI=1S/C27H42O6/c1-15(20(28)8-9-24(2,3)32)16-7-11-27(33)18-12-21(29)19-13-22(30)23(31)14-25(19,4)17(18)6-10-26(16,27)5/h12,15-17,19-20,23,28,31-33H,6-11,13-14H2,1-5H3/t15-,16+,17-,19-,20+,23-,25+,26+,27+/m0/s1
SMILES (Click to copy)
C12=CC([C@]3([H])CC(=O)[C@@H](O)C[C@]3(C)[C@@]1([H])CC[C@@]1(C)[C@@]2(O)CC[C@@]1([C@H](C)[C@H](O)CCC(O)(C)C)[H])=O

Other Databases

KEGG ID
C02513
CHEBI ID
17058
PubChem CID
5460083

Calculated Physicochemical Properties

Heavy Atoms 33
Rings 4
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 471.04
Topological Polar Surface Area 115.06
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 6
logP 4.09
Molar Refractivity 126.19

Admin

Created at
-
Updated at
15th Jan 2025