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



Classification

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