Tetrabutylammonium hydrogen sulfate (TBAHS) [C16H37NO4S]

Page 1

Reaxys

PubChem

eMolecules

LabNetwork

Bioactivities (23)

SigmaAldrich

Reactions (810)

Substances (1)

Structure

Targets (4)

Citations (760)

N° of preparations All Preps | All Reactions

Structure/Compound Data Chemical Name: tetra(n-butyl)ammonium hydrogensulfate Reaxys Registry Number: 3599663

CAS Registry Number: 2472-88-0 Type of Substance: acyclic Molecular Formula: C16H36N*HO4S Linear Structure Formula: (C4H9)4N(1+)*HSO4(1-)=[(C4H9)4N]HSO4

8 prep out of 810 reactions.

Available Data

Target

N° of ref.

Druglikeness

Bioactivity

Identification Physical Data (147) Spectra (4) Other Data (12)

Show Targets

760

Molecular Weight: 339.54 InChI Key: SHFJWMWCIHQNCP-UHFFFAOYSA-M

1

Synthesize | Hide Details Find similar Chemical Names and Synonyms tetra(n-butyl)ammonium hydrogensulfate, tetrabutylammonium hydrogensulfate, tetra-n-butyl ammonioum hydrogen sulfate, tetrabutylammonium hydrogen sulfate salt, tetra n-butyl ammonium hydrogen sulfate, tetra(n-butyl)ammonium hydrogen sulfate, tetra-n-butyl ammonium hydrogen sulfate Druglikeness Bioactivity In vitro: Efficacy (21) Quantitative Results pX

Parameter

Value (qual)

Value (quant)

Unit

Action on Target

Target

Tissue/Organ

Cell

Bioassay

Dose

Effect

Reference (expand all/collapse all) Journal of Antibiotics, ...

Title/Abstract Full Text View citing articles Show Details


Watanabe, Hiroshi; Azuma, Masayuki; Igarashi, Koicbi; Ooshima, Hiroshi

Journal of Antibiotics, 2006 , vol. 59, # 5 p. 281 - 287 Title/Abstract Full Text View citing articles Show Details

Journal of Antibiotics, ...

Title/Abstract Full Text View citing articles Show Details

Watanabe, Hiroshi; Azuma, Masayuki; Igarashi, Koicbi; Ooshima, Hiroshi

Journal of Antibiotics, 2006 , vol. 59, # 5 p. 281 - 287 Title/Abstract Full Text View citing articles Show Details

Journal of Antibiotics, ...

Title/Abstract Full Text View citing articles Show Details

Watanabe, Hiroshi; Azuma, Masayuki; Igarashi, Koicbi; Ooshima, Hiroshi

Journal of Antibiotics, 2006 , vol. 59, # 5 p. 281 - 287 Title/Abstract Full Text View citing articles Show Details

Journal of Antibiotics, ...

Title/Abstract Full Text View citing articles Show Details

Watanabe, Hiroshi; Azuma, Masayuki; Igarashi, Koicbi; Ooshima, Hiroshi

Journal of Antibiotics, 2006 , vol. 59, # 5 p. 281 - 287 Title/Abstract Full Text View citing articles Show Details

Journal of Antibiotics, ...

Title/Abstract Full Text View citing articles Show Details

Watanabe, Hiroshi; Azuma, Masayuki; Igarashi, Koicbi; Ooshima, Hiroshi

Journal of Antibiotics, 2006 , vol. 59, # 5 p. 281 - 287 Title/Abstract Full Text View citing articles Show Details

Journal of Antibiotics, ...

Title/Abstract Full Text View citing articles Show Details

Watanabe, Hiroshi; Azuma, Masayuki; Igarashi, Koicbi; Ooshima, Hiroshi

Journal of Antibiotics, 2006 , vol. 59, # 5 p. 281 - 287 Title/Abstract Full Text View citing articles Show Details

Journal of Antibiotics, ...

Title/Abstract Full Text View citing articles Show Details

Watanabe, Hiroshi; Azuma, Masayuki; Igarashi, Koicbi; Ooshima, Hiroshi

Journal of Antibiotics, 2006 , vol. 59, # 5 p. 281 - 287 Title/Abstract Full Text View citing articles Show Details

Journal of Antibiotics, ...

Title/Abstract Full Text View citing articles Show Details

Watanabe, Hiroshi; Azuma, Masayuki; Igarashi, Koicbi; Ooshima, Hiroshi

Journal of Antibiotics, 2006 , vol. 59, # 5 p. 281 - 287 Title/Abstract Full Text View citing articles Show Details

Journal of Antibiotics, ...

Title/Abstract Full Text View citing articles Show Details

Watanabe, Hiroshi; Azuma, Masayuki; Igarashi, Koicbi; Ooshima, Hiroshi

Journal of Antibiotics, 2006 , vol. 59, # 5 p. 281 - 287 Title/Abstract Full Text View citing articles Show Details

Journal of Antibiotics, ...

Title/Abstract Full Text View citing articles Show Details

Watanabe, Hiroshi; Azuma, Masayuki; Igarashi, Koicbi; Ooshima, Hiroshi

Journal of Antibiotics, 2006 , vol. 59, # 5 p. 281 - 287


Title/Abstract Full Text View citing articles Show Details

Journal of Antibiotics, ...

Title/Abstract Full Text View citing articles Show Details

Watanabe, Hiroshi; Azuma, Masayuki; Igarashi, Koicbi; Ooshima, Hiroshi

Journal of Antibiotics, 2006 , vol. 59, # 5 p. 281 - 287 Title/Abstract Full Text View citing articles Show Details

1

% Inhibition

12

%

Arylacetamide deacetylase [human]:Wild

Sf21 cell line

Enzymology inhibition

100 µM

Drug Metabolism and Disp...

Title/Abstract Full Text View citing articles Show Details

Shimizu, Mai; Fukami, Tatsuki; Nakajima, Miki; Yokoi, Tsuyoshi

Drug Metabolism and Disposition, 2014 , vol. 42, # 7 p. 1103 - 1109 Title/Abstract Full Text View citing articles Show Details

1

% Inhibition

0

%

Inhibitor

UDPglucuronosyltransferase 1-8:Wild

20 μM

Drug Metabolism and Disp...

Title/Abstract Full Text View citing articles Show Details

Oda, Shingo; Fujiwara, Ryoichi; Kutsuno, Yuki; Fukami, Tatsuki; Itoh, Tomoo; Yokoi, Tsuyoshi; Nakajima, Miki

Drug Metabolism and Disposition, 2015 , vol. 43, # 6 p. 812 - 818 Title/Abstract Full Text View citing articles Show Details

1

% Inhibition

0

%

Inhibitor

UDPglucuronosyltransferase 1-8:Wild

20 μM

Drug Metabolism and Disp...

Title/Abstract Full Text View citing articles Show Details

Oda, Shingo; Fujiwara, Ryoichi; Kutsuno, Yuki; Fukami, Tatsuki; Itoh, Tomoo; Yokoi, Tsuyoshi; Nakajima, Miki

Drug Metabolism and Disposition, 2015 , vol. 43, # 6 p. 812 - 818 Title/Abstract Full Text View citing articles Show Details

1

% Inhibition

0

%

Inhibitor

UDPglucuronosyltransferase 1-8:Wild

20 μM

Drug Metabolism and Disp...

Title/Abstract Full Text View citing articles Show Details

Oda, Shingo; Fujiwara, Ryoichi; Kutsuno, Yuki; Fukami, Tatsuki; Itoh, Tomoo; Yokoi, Tsuyoshi; Nakajima, Miki

Drug Metabolism and Disposition, 2015 , vol. 43, # 6 p. 812 - 818 Title/Abstract Full Text View citing articles Show Details

Qualitative Information 1 of 6

2 of 6

3 of 6

Assay Description

Effect : |transport Target : human placental syncytial microvillus membrane vesicles Bioassay : in vitro; effect on choline uptake assayed; 250 μM <3H>choline; 100 mM mannitol; 100 mM KCl; 20 μM valinomycin; Hepes-Tris, pH 7.4; 37 deg C; rapid filtration technique

Results

title comp. inhibited <3H>choline uptake; graphical representation

Citation

Van Der AA; Wouterse; Peereboom-Stegeman; Russel

Biochemical Pharmacology, 1995 , vol. 50, # 11 p. 1873 - 1878 Title/Abstract Full Text Show Details

Assay Description

Effect : |agonist Target : New Zealand White rabbit carotid artery Bioassay : force displacement transducer; Grass polygraph; rings contracted with phenylephrine (1μM); concentration-response curve; effect on L-NAME (30μM)/indomethacin (10μM) insensitive relaxation to acethylcholine (ACh) rabbits (1-2 kg) killed by exsanguination; common carotid artery quickly excised, adherent fat and connective tissue removed, cut into 5 mm rings; pretreatment with title compound (K+ channel blocker)

Results

title compound completely inhibited L-NAME/indomethacin insensitive response to ACh

Citation

Dong, Hui; Waldron, Gareth J.; Galipeau, Denise; Cole, William C.; Triggle, Christopher R.

British Journal of Pharmacology, 1997 , vol. 120, # 4 p. 695 - 701 Title/Abstract Full Text View citing articles Show Details

Biological material

Staphylococcus epidermidis ATCC 12228


4 of 6

5 of 6

6 of 6

Assay Description

Minimum inhibitory concentration of the compound against Staphylococcus epidermidis ATCC12228 upon incubation for 24 h at 37 degree C

Results

MIC not calculated

Citation

Ingalsbe, Michelle L.; Denis, Jeffrey D.St.; McGahan, Megan E.; Steiner, Walter W.; Priefer, Ronny

Bioorganic and Medicinal Chemistry Letters, 2009 , vol. 19, # 17 p. 4984 - 4987 Title/Abstract Full Text View citing articles Show Details

Biological material

Staphylococcus epidermidis ATCC 12228

Assay Description

Antimicrobial efficacy expressed as ratio of reciprocal of y-intercept as maximum zone of inhibition to that of negative reciprocal of x-intercept as concentration to one-half maximum zone of inhibition against Staphylococcus epidermidis ATCC12228 upon incubation for 24 h at 37 degree C with compound dissolved in DMSO by halo test

Results

Antimicrobial efficacy not calculated

Citation

Ingalsbe, Michelle L.; Denis, Jeffrey D.St.; McGahan, Megan E.; Steiner, Walter W.; Priefer, Ronny

Bioorganic and Medicinal Chemistry Letters, 2009 , vol. 19, # 17 p. 4984 - 4987 Title/Abstract Full Text View citing articles Show Details

Biological material

Escherichia coli K 12 C600

Assay Description

Minimum inhibitory concentration of the compound against Escherichia coli K-12 C600 upon incubation for 24 h at 37 degree C

Results

MIC not calculated

Citation

Ingalsbe, Michelle L.; Denis, Jeffrey D.St.; McGahan, Megan E.; Steiner, Walter W.; Priefer, Ronny

Bioorganic and Medicinal Chemistry Letters, 2009 , vol. 19, # 17 p. 4984 - 4987 Title/Abstract Full Text View citing articles Show Details

Biological material

Escherichia coli K 12 C600

Assay Description

Antimicrobial efficacy expressed as ratio of reciprocal of y-intercept as maximum zone of inhibition to that of negative reciprocal of x-intercept as concentration to one-half maximum zone of inhibition against Escherichia coli K-12 C600 upon incubation for 24 h at 37 degree C with compound dissolved in DMSO by halo test

Results

Antimicrobial efficacy not calculated

Citation

Ingalsbe, Michelle L.; Denis, Jeffrey D.St.; McGahan, Megan E.; Steiner, Walter W.; Priefer, Ronny

Bioorganic and Medicinal Chemistry Letters, 2009 , vol. 19, # 17 p. 4984 - 4987 Title/Abstract Full Text View citing articles Show Details

Metabolism (2) Quantitative Results pX

Parameter

1

% Inhibition

Value (qual)

Value (quant)

Unit

Action on Target

1

%

Cell fraction

Target

Tissue/Organ

Cell

Carboxylesterase 1 [human]:Wild

Sf21 cell line

Sf21 cell line

Substrate /Carried Molecule

Dose

Reference (expand all/collapse all)

4Nitrophenyl acetate

100 µM

Drug Metabolism and Disp...

Title/Abstract Full Text View citing articles Show Details

4Nitrophenyl acetate

100 µM

Shimizu, Mai; Fukami, Tatsuki; Nakajima, Miki; Yokoi, Tsuyoshi

Drug Metabolism and Disposition, 2014 , vol. 42, # 7 p. 1103 - 1109 Title/Abstract Full Text View citing articles Show Details

1

% Inhibition

19

%

Carboxylesterase 2 [human]:Wild

Drug Metabolism and Disp...

Title/Abstract Full Text View citing articles Show Details


Shimizu, Mai; Fukami, Tatsuki; Nakajima, Miki; Yokoi, Tsuyoshi

Drug Metabolism and Disposition, 2014 , vol. 42, # 7 p. 1103 - 1109 Title/Abstract Full Text View citing articles Show Details

Identification Physical Data Spectra Other Data


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