Structure Database (LMSD)
Systematic Name
5β-androstane-3,17-dione
Synonyms
LM ID
LMST02020058
Formula
Exact Mass
Calculate m/z
288.20893
Sum Composition
Status
Curated
3D model of
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Category
Main Class
Sub Class
Biological Context
Etiocholanedione is a neurosteroid.1 It inhibits glycine-induced chloride currents (IGly) in isolated rat hippocampal pyramidal neurons when used at a concentration of 50 µM. Etiocholanedione (0.1, 0.3, and 0.5 mM) also inhibits glucose exchange transport in isolated human erythrocytes.2
This information has been provided by Cayman Chemical
References
1. Bukanova, J.V., SoIntserva, I., and Kudova, E. Neurosteroids as selective inhibitors of glycine receptor activity: Structure-activity relationship study on endogenous androstanes and androstenes. Front. Mol. Neurosci. 13, 44 (2020).
2. Lacko, L., Wittke, B., and Geck, P. Interaction of steroids with the transport system of glucose in human erythrocytes. J. Cell. Physiol. 86 Suppl 2(3 Pt 2), 673-680 (1975).
String Representations
InChiKey (Click to copy)
RAJWOBJTTGJROA-QJISAEMRSA-N
InChi (Click to copy)
InChI=1S/C19H28O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12,14-16H,3-11H2,1-2H3/t12-,14+,15+,16+,18+,19+/m1/s1
SMILES (Click to copy)
[C@@]12([H])CC[C@]3([H])CC(CC[C@]3(C)[C@@]1([H])CC[C@]1(C)C(CC[C@@]21[H])=O)=O
Other Databases
KEGG ID
HMDB ID
CHEBI ID
PubChem CID
SwissLipids ID
Cayman ID
PDB ID
Calculated Physicochemical Properties
Heavy Atoms
21
Rings
4
Aromatic Rings
0
Rotatable Bonds
0
Van der Waals Molecular Volume
300.12
Topological Polar Surface Area
34.14
Hydrogen Bond Donors
0
Hydrogen Bond Acceptors
2
logP
4.17
Molar Refractivity
81.74
Admin
Created at
-
Updated at
9th Jun 2022