Identification
- Generic Name
- Butyrylthiocholine
- DrugBank Accession Number
- DB04250
- Background
A sulfur-containing analog of butyrylcholine which is hydrolyzed by butyrylcholinesterase to butyrate and thiocholine. It is used as a reagent in the determination of butyrylcholinesterase activity. [PubChem]
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for Butyrylthiocholine (DB04250)
- Weight
- Average: 190.326
Monoisotopic: 190.126559957 - Chemical Formula
- C9H20NOS
- Synonyms
- Not Available
Pharmacology
- Indication
Not Available
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Prevent Adverse Drug Events TodayTap into our Clinical API for life-saving information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.Avoid life-threatening adverse drug events with our Clinical API- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UCholinesterase substrateHumans - Absorption
Not Available
- Volume of distribution
Not Available
- Protein binding
Not Available
- Metabolism
- Not Available
- Route of elimination
Not Available
- Half-life
Not Available
- Clearance
Not Available
- Adverse Effects
Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!Improve decision support & research outcomes with our structured adverse effects data.- Toxicity
Not Available
- Pathways
- Not Available
- Pharmacogenomic Effects/ADRs
- Not Available
Interactions
- Drug Interactions
- This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Drug Interaction Integrate drug-drug
interactions in your softwareAclidinium The serum concentration of Aclidinium can be increased when it is combined with Butyrylthiocholine. Ambenonium Ambenonium may increase the neuromuscular blocking activities of Butyrylthiocholine. Aprotinin Aprotinin may increase the neuromuscular blocking activities of Butyrylthiocholine. Benzonatate The serum concentration of Butyrylthiocholine can be increased when it is combined with Benzonatate. Betaine Betaine may increase the neuromuscular blocking activities of Butyrylthiocholine. - Food Interactions
- Not Available
Categories
- Drug Categories
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as fatty acyl thioesters. These are thioester derivatives of a fatty acid with the general formula RC(=O)SR', where R is the fatty acyl chain.
- Kingdom
- Organic compounds
- Super Class
- Lipids and lipid-like molecules
- Class
- Fatty Acyls
- Sub Class
- Fatty acyl thioesters
- Direct Parent
- Fatty acyl thioesters
- Alternative Parents
- Tetraalkylammonium salts / Thioesters / Carbothioic S-esters / Sulfenyl compounds / Carboxylic acids and derivatives / Organopnictogen compounds / Organic salts / Organic oxides / Hydrocarbon derivatives / Carbonyl compounds show 2 more
- Substituents
- Aliphatic acyclic compound / Amine / Carbonyl group / Carbothioic s-ester / Carboxylic acid derivative / Fatty acyl thioester / Hydrocarbon derivative / Organic cation / Organic nitrogen compound / Organic oxide show 11 more
- Molecular Framework
- Aliphatic acyclic compounds
- External Descriptors
- quaternary ammonium ion (CHEBI:41055)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- K8D83KI04M
- CAS number
- Not Available
- InChI Key
- AWBGQVBMGBZGLS-UHFFFAOYSA-N
- InChI
- InChI=1S/C9H20NOS/c1-5-6-9(11)12-8-7-10(2,3)4/h5-8H2,1-4H3/q+1
- IUPAC Name
- [2-(butanoylsulfanyl)ethyl]trimethylazanium
- SMILES
- CCCC(=O)SCC[N+](C)(C)C
References
- General References
- Not Available
- External Links
- PubChem Compound
- 20689
- PubChem Substance
- 46508351
- ChemSpider
- 19484
- BindingDB
- 8978
- ChEBI
- 41055
- ChEMBL
- CHEMBL139908
- ZINC
- ZINC000001592591
- PDBe Ligand
- BCH
- PDB Entries
- 1p0p / 2ha7
Clinical Trials
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
- Not Available
- Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Solid
- Experimental Properties
- Not Available
- Predicted Properties
Property Value Source Water Solubility 0.00606 mg/mL ALOGPS logP -2.4 ALOGPS logP -2.6 Chemaxon logS -4.6 ALOGPS pKa (Strongest Basic) -6.1 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 1 Chemaxon Hydrogen Donor Count 0 Chemaxon Polar Surface Area 17.07 Å2 Chemaxon Rotatable Bond Count 6 Chemaxon Refractivity 67.07 m3·mol-1 Chemaxon Polarizability 22.74 Å3 Chemaxon Number of Rings 0 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter No Chemaxon Veber's Rule Yes Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption - 0.8059 Blood Brain Barrier + 0.9596 Caco-2 permeable + 0.6708 P-glycoprotein substrate Substrate 0.5159 P-glycoprotein inhibitor I Non-inhibitor 0.9671 P-glycoprotein inhibitor II Non-inhibitor 0.9386 Renal organic cation transporter Non-inhibitor 0.6941 CYP450 2C9 substrate Non-substrate 0.8126 CYP450 2D6 substrate Non-substrate 0.7198 CYP450 3A4 substrate Non-substrate 0.5202 CYP450 1A2 substrate Non-inhibitor 0.7783 CYP450 2C9 inhibitor Non-inhibitor 0.9141 CYP450 2D6 inhibitor Non-inhibitor 0.8961 CYP450 2C19 inhibitor Non-inhibitor 0.8986 CYP450 3A4 inhibitor Non-inhibitor 0.9775 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9677 Ames test Non AMES toxic 0.9455 Carcinogenicity Carcinogens 0.703 Biodegradation Not ready biodegradable 0.5133 Rat acute toxicity 2.7068 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.8475 hERG inhibition (predictor II) Non-inhibitor 0.6131
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted GC-MS Spectrum - GC-MS Predicted GC-MS splash10-0550-9300000000-84a9c41e6293acc55172 Predicted 1H NMR Spectrum 1D NMR Not Applicable Predicted 13C NMR Spectrum 1D NMR Not Applicable - Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 136.96974 predictedDeepCCS 1.0 (2019) [M+H]+ 139.59657 predictedDeepCCS 1.0 (2019) [M+Na]+ 147.95604 predictedDeepCCS 1.0 (2019)
Targets
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- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- Actions
- Substrate
- General Function
- Identical protein binding
- Specific Function
- Esterase with broad substrate specificity. Contributes to the inactivation of the neurotransmitter acetylcholine. Can degrade neurotoxic organophosphate esters.
- Gene Name
- BCHE
- Uniprot ID
- P06276
- Uniprot Name
- Cholinesterase
- Molecular Weight
- 68417.575 Da
References
- Bourne Y, Radic Z, Sulzenbacher G, Kim E, Taylor P, Marchot P: Substrate and product trafficking through the active center gorge of acetylcholinesterase analyzed by crystallography and equilibrium binding. J Biol Chem. 2006 Sep 29;281(39):29256-67. doi: 10.1074/jbc.M603018200. Epub 2006 Jul 12. [Article]
- Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
Enzymes
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- Actions
- Substrate
- General Function
- Identical protein binding
- Specific Function
- Esterase with broad substrate specificity. Contributes to the inactivation of the neurotransmitter acetylcholine. Can degrade neurotoxic organophosphate esters.
- Gene Name
- BCHE
- Uniprot ID
- P06276
- Uniprot Name
- Cholinesterase
- Molecular Weight
- 68417.575 Da
References
- Bourne Y, Radic Z, Sulzenbacher G, Kim E, Taylor P, Marchot P: Substrate and product trafficking through the active center gorge of acetylcholinesterase analyzed by crystallography and equilibrium binding. J Biol Chem. 2006 Sep 29;281(39):29256-67. doi: 10.1074/jbc.M603018200. Epub 2006 Jul 12. [Article]
- Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52