General Information of Drug (ID: DM6SFYH)

Drug Name
[14C]TEA
Synonyms
Tetraethylammonium; Tetrylammonium; TETRAETHYLAMMONIUM ION; Tetramon; tetraethylazanium; N,N,N-Triethylethanaminium; tetraethylamine; UNII-5AV7G7EIEE; Tetraetilammonio [Italian]; 66-40-0; 5AV7G7EIEE; BRN 1738225; CHEMBL9324; AMMONIUM, TETRAETHYL-; CHEBI:44296; C8H20N; Tetraetilammonio; [14C]-TEA; tetraethyl ammonium; AC1L1KAW; Lopac-T-2265; 77-98-5 (hydroxide); 71-91-0 (bromide); 56-34-8 (chloride); 68-05-3 (iodide); SCHEMBL16267; 4-04-00-00331 (Beilstein Handbook Reference); NEt4(+); GTPL4575; GTPL2343; Ethanaminium,; [14C]-TEA ; tetraethylammonium
Indication
Disease Entry ICD 11 Status REF
Discovery agent N.A. Investigative [1]
Drug Type
Small molecular drug
Structure
3D MOL is unavailable 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 130.25
Logarithm of the Partition Coefficient (xlogp) 1.7
Rotatable Bond Count (rotbonds) 4
Hydrogen Bond Donor Count (hbonddonor) 0
Hydrogen Bond Acceptor Count (hbondacc) 0
Chemical Identifiers
Formula
C8H20N+
IUPAC Name
tetraethylazanium
Canonical SMILES
CC[N+](CC)(CC)CC
InChI
InChI=1S/C8H20N/c1-5-9(6-2,7-3)8-4/h5-8H2,1-4H3/q+1
InChIKey
CBXCPBUEXACCNR-UHFFFAOYSA-N
Cross-matching ID
PubChem CID
5413
ChEBI ID
CHEBI:44296
CAS Number
66-40-0
DrugBank ID
DB08837
TTD ID
D06PZZ
VARIDT ID
DR00106

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Aquaporin-1 (AQP1) TTSF1KH AQP1_HUMAN Inhibitor [2]
Calcium-activated potassium channel KCa2.1 (KCNN1) TT9R6BE KCNN1_HUMAN Blocker (channel blocker) [3]
Calcium-activated potassium channel KCa2.2 (KCNN2) TT2T5M0 KCNN2_HUMAN Blocker (channel blocker) [3]
Calcium-activated potassium channel KCa2.3 (KCNN3) TT9JH25 KCNN3_HUMAN Blocker (channel blocker) [3]
Calcium-activated potassium channel KCa4.1 (KCNT1) TTGJFK1 KCNT1_HUMAN Blocker (channel blocker) [4]
Calcium-activated potassium channel KCa4.2 (KCNT2) TTLU5FO KCNT2_HUMAN Blocker (channel blocker) [5]
Calcium-activated potassium channel KCa5.1 (KCNU1) TTI9XK6 KCNU1_HUMAN Blocker (channel blocker) [6]
Charybdotoxin receptor beta-4 (BKbeta4) TT1AQ50 KCMB4_HUMAN Inhibitor [7]
Inward rectifier potassium channel Kir2.3 (KCNJ4) TTXF0ZW KCNJ4_HUMAN Blocker (channel blocker) [8]
Multidrug and toxin extrusion protein 2 (MATE2) TT7HXSL S47A2_HUMAN Modulator [9]
Solute carrier family 47 member 1 (SLC47A1) TTMHCGA S47A1_HUMAN Modulator [10]
Transient receptor potential cation channel V2 (TRPV2) TTBECWA TRPV2_HUMAN Blocker (channel blocker) [11]
Voltage-gated potassium channel Kv1.1 (KCNA1) TTS3DIK KCNA1_HUMAN Blocker (channel blocker) [12]
Voltage-gated potassium channel Kv1.2 (KCNA2) TTVFB0O KCNA2_HUMAN Blocker (channel blocker) [12]
Voltage-gated potassium channel Kv1.3 (KCNA3) TTY3UE6 KCNA3_HUMAN Blocker (channel blocker) [12]
Voltage-gated potassium channel Kv1.5 (KCNA5) TTW0CMT KCNA5_HUMAN Blocker (channel blocker) [12]
Voltage-gated potassium channel Kv1.6 (KCNA6) TTJ2W69 KCNA6_HUMAN Blocker (channel blocker) [13]
Voltage-gated potassium channel Kv1.7 (KCNA7) TTCVBT7 KCNA7_HUMAN Blocker (channel blocker) [14]
Voltage-gated potassium channel Kv1.8 (KCNA10) TTT4Y0X KCA10_HUMAN Blocker (channel blocker) [15]
Voltage-gated potassium channel Kv2.1 (KCNB1) TT5OEKU KCNB1_HUMAN Blocker (channel blocker) [16]
Voltage-gated potassium channel Kv2.2 (KCNB2) TT5PFNG KCNB2_HUMAN Blocker (channel blocker) [17]
Voltage-gated potassium channel Kv3.1 (KCNC1) TTVUWHQ KCNC1_HUMAN Blocker (channel blocker) [12]
Voltage-gated potassium channel Kv3.2 (KCNC2) TTGK3ZO KCNC2_HUMAN Blocker (channel blocker) [18]
Voltage-gated potassium channel Kv3.3 (KCNC3) TTALSY9 KCNC3_HUMAN Blocker (channel blocker) [19]
Voltage-gated potassium channel Kv3.4 (KCNC4) TTODZF1 KCNC4_HUMAN Blocker (channel blocker) [20]
Voltage-gated potassium channel Kv4.1 (KCND1) TT4DI0J KCND1_HUMAN Blocker (channel blocker) [21]
Voltage-gated potassium channel Kv7.2 (KCNQ2) TTPXI3S KCNQ2_HUMAN Blocker (channel blocker) [22]
Voltage-gated potassium channel Kv7.3 (KCNQ3) TTIVDM3 KCNQ3_HUMAN Blocker (channel blocker) [23]
Voltage-gated potassium channel Kv7.4 (KCNQ4) TT8HGRW KCNQ4_HUMAN Blocker (channel blocker) [24]
Voltage-gated potassium channel Kv7.5 (KCNQ5) TTWVL5Q KCNQ5_HUMAN Blocker (channel blocker) [25]

Drug Transporter (DTP)
DTP Name DTP ID UniProt ID MOA REF
Organic cation/carnitine transporter 1 (SLC22A4) DT2EG60 S22A4_HUMAN Substrate [26]
Organic cation transporter 1 (SLC22A1) DTT79CX S22A1_HUMAN Substrate [27]
Multidrug and toxin extrusion protein 2 (SLC47A2) DT3TX4H S47A2_HUMAN Substrate [28]
Multidrug and toxin extrusion protein 1 (SLC47A1) DTZGT0P S47A1_HUMAN Substrate [29]
Organic cation transporter 2 (SLC22A2) DT9IDPW S22A2_HUMAN Substrate [30]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
Cholinesterase (BCHE) OTOH3WQ9 CHLE_HUMAN Gene/Protein Processing [31]
Multidrug and toxin extrusion protein 1 (SLC47A1) OTZX0U5Q S47A1_HUMAN Regulation of Drug Effects [32]
Potassium voltage-gated channel subfamily A member 1 (KCNA1) OTP3CCEH KCNA1_HUMAN Protein Interaction/Cellular Processes [33]
Solute carrier family 22 member 16 (SLC22A16) OTG192UT S22AG_HUMAN Regulation of Drug Effects [34]
Solute carrier family 22 member 2 (SLC22A2) OTGFK1AL S22A2_HUMAN Regulation of Drug Effects [35]
Solute carrier family 22 member 3 (SLC22A3) OTQYGVXX S22A3_HUMAN Regulation of Drug Effects [36]
Solute carrier family 22 member 4 (SLC22A4) OT4LOVI9 S22A4_HUMAN Regulation of Drug Effects [37]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

Molecular Expression Atlas of This Drug

The Studied Disease Discovery agent
ICD Disease Classification N.A.
Molecule Name Molecule Type Gene Name p-value Fold-Change Z-score
Multidrug and toxin extrusion protein 1 (SLC47A1) DTP MATE1 7.26E-02 -7.73E-01 -1.16E+00
Organic cation transporter 1 (SLC22A1) DTP SLC22A1 5.44E-01 1.29E-01 3.80E-01
Organic cation transporter 2 (SLC22A2) DTP SLC22A2 4.95E-01 -1.32E-01 -3.77E-01
Multidrug and toxin extrusion protein 2 (SLC47A2) DTP MATE2 5.64E-01 -1.09E-01 -1.98E-01
Organic cation/carnitine transporter 1 (SLC22A4) DTP OCTN1 3.41E-01 -7.96E-02 -1.50E-01
Molecular Expression Atlas (MEA) Jump to Detail Molecular Expression Atlas of This Drug

References

1 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 4575).
2 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Target id: 688).
3 Small conductance calcium-activated potassium channels: from structure to function. Prog Neurobiol. 2010 Jul;91(3):242-55.
4 For K+ channels, Na+ is the new Ca2+. Trends Neurosci. 2005 Aug;28(8):422-8.
5 Opposite regulation of Slick and Slack K+ channels by neuromodulators. J Neurosci. 2006 May 10;26(19):5059-68.
6 Block of mouse Slo1 and Slo3 K+ channels by CTX, IbTX, TEA, 4-AP and quinidine. Channels (Austin). 2010 Jan-Feb;4(1):22-41.
7 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Target id: 380).
8 Cloning and expression of a novel human brain inward rectifier potassium channel. J Biol Chem. 1994 Aug 12;269(32):20468-74.
9 Substrate specificity of MATE1 and MATE2-K, human multidrug and toxin extrusions/H(+)-organic cation antiporters. Biochem Pharmacol. 2007 Jul 15;74(2):359-71.
10 Molecular cloning, functional characterization and tissue distribution of rat H+/organic cation antiporter MATE1. Pharm Res. 2006 Aug;23(8):1696-701.
11 Pharmacological characterization and molecular determinants of the activation of transient receptor potential V2 channel orthologs by 2-aminoethoxy... Mol Pharmacol. 2007 Nov;72(5):1258-68.
12 Pharmacological characterization of five cloned voltage-gated K+ channels, types Kv1.1, 1.2, 1.3, 1.5, and 3.1, stably expressed in mammalian cell lines. Mol Pharmacol. 1994 Jun;45(6):1227-34.
13 Cloning and expression of a human voltage-gated potassium channel. A novel member of the RCK potassium channel family. EMBO J. 1990 Jun;9(6):1749-56.
14 Characterisation of the human voltage-gated potassium channel gene, KCNA7, a candidate gene for inherited cardiac disorders, and its exclusion as cause of progressive familial heart block I (PFHBI). Eur J Hum Genet. 2002 Jan;10(1):36-43.
15 KCNA10: a novel ion channel functionally related to both voltage-gated potassium and CNG cation channels. Am J Physiol Renal Physiol. 2000 Jun;278(6):F1013-21.
16 Modulation of Kv2.1 channel gating and TEA sensitivity by distinct domains of SNAP-25. Biochem J. 2006 Jun 1;396(2):363-9.
17 Molecular identification of a component of delayed rectifier current in gastrointestinal smooth muscles. Am J Physiol. 1998 May;274(5 Pt 1):G901-11.
18 Gating, modulation and subunit composition of voltage-gated K(+) channels in dendritic inhibitory interneurones of rat hippocampus. J Physiol. 2002 Jan 15;538(Pt 2):405-19.
19 Cloning of ShIII (Shaw-like) cDNAs encoding a novel high-voltage-activating, TEA-sensitive, type-A K+ channel. Proc Biol Sci. 1992 Apr 22;248(1321):9-18.
20 Characterization of a Shaw-related potassium channel family in rat brain. EMBO J. 1992 Jul;11(7):2473-86.
21 Endogenous Kv channels in human embryonic kidney (HEK-293) cells. Mol Cell Biochem. 2002 Sep;238(1-2):69-79.
22 Retigabine, a novel anti-convulsant, enhances activation of KCNQ2/Q3 potassium channels. Mol Pharmacol. 2000 Sep;58(3):591-600.
23 Differential tetraethylammonium sensitivity of KCNQ1-4 potassium channels. Br J Pharmacol. 2000 Feb;129(3):413-5.
24 Homomeric and heteromeric assembly of KCNQ (Kv7) K+ channels assayed by total internal reflection fluorescence/fluorescence resonance energy transfer and patch clamp analysis. J Biol Chem. 2008 Nov 7;283(45):30668-76.
25 KCNQ5, a novel potassium channel broadly expressed in brain, mediates M-type currents. J Biol Chem. 2000 Aug 4;275(31):24089-95.
26 Functional effects of protein sequence polymorphisms in the organic cation/ergothioneine transporter OCTN1 (SLC22A4). Pharmacogenet Genomics. 2007 Sep;17(9):773-82.
27 Involvement of human organic cation transporter 1 in the hepatic uptake of 1-(2-methoxyethyl)-2-methyl-4,9-dioxo-3-(pyrazin-2-ylmethyl)-4,9-dihydro-1H-naphtho[2,3-d]imidazolium bromide (YM155 monobromide), a novel, small molecule survivin suppressant. Drug Metab Dispos. 2009 Sep;37(9):1856-63.
28 Substrate specificity of MATE1 and MATE2-K, human multidrug and toxin extrusions/H(+)-organic cation antiporters. Biochem Pharmacol. 2007 Jul 15;74(2):359-71.
29 A human transporter protein that mediates the final excretion step for toxic organic cations. Proc Natl Acad Sci U S A. 2005 Dec 13;102(50):17923-8.
30 Molecular mechanisms of organic cation transport in OCT2-expressing Xenopus oocytes. Biochim Biophys Acta. 1999 Mar 4;1417(2):224-31.
31 The mechanism and benefit of human butyrylcholinesterase activation by what would otherwise be inhibitors. Chem Biol Interact. 2019 Aug 1;308:350-356.
32 Genetic variants in multidrug and toxic compound extrusion-1, hMATE1, alter transport function. Pharmacogenomics J. 2009 Apr;9(2):127-36.
33 Variability of Potassium Channel Blockers in Mesobuthus eupeus Scorpion Venom with Focus on Kv1.1: AN INTEGRATED TRANSCRIPTOMIC AND PROTEOMIC STUDY. J Biol Chem. 2015 May 8;290(19):12195-209. doi: 10.1074/jbc.M115.637611. Epub 2015 Mar 19.
34 Characterization of the organic cation transporter SLC22A16: a doxorubicin importer. Biochem Biophys Res Commun. 2005 Aug 5;333(3):754-62. doi: 10.1016/j.bbrc.2005.05.174.
35 Identification and functional characterization of genetic variants of human organic cation transporters in a Korean population. Drug Metab Dispos. 2007 Apr;35(4):667-75. doi: 10.1124/dmd.106.013581. Epub 2007 Jan 12.
36 Structure, function, and regional distribution of the organic cation transporter OCT3 in the kidney. Am J Physiol Renal Physiol. 2000 Sep;279(3):F449-58.
37 Functional and molecular effects of mercury compounds on the human OCTN1 cation transporter: C50 and C136 are the targets for potent inhibition. Toxicol Sci. 2015 Mar;144(1):105-13. doi: 10.1093/toxsci/kfu259. Epub 2014 Dec 8.