Identification
- Generic Name
- N,N,N-Trimethyl-2-(phosphonooxy)ethanaminium
- DrugBank Accession Number
- DB03945
- Background
Calcium and magnesium salts used therapeutically in hepatobiliary dysfunction.
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for N,N,N-Trimethyl-2-(phosphonooxy)ethanaminium (DB03945)
- Weight
- Average: 184.1507
Monoisotopic: 184.073869485 - Chemical Formula
- C5H15NO4P
- Synonyms
- Choline, dihydrogen phosphate (ester) (8CI)
- Ethanaminium, N,N,N-trimethyl-2-(phosphonooxy)-
- Phosphocholine cation
Pharmacology
- Indication
Not Available
Reduce drug development failure ratesBuild, train, & validate machine-learning modelswith evidence-based and structured datasets.Build, train, & validate predictive machine-learning models with structured datasets.- Contraindications & Blackbox Warnings
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 UC-reactive protein Not Available Humans UEpididymal sperm-binding protein 1 Not Available Humans UGamma-hemolysin component B Not Available Staphylococcus aureus (strain MW2) - 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
- Pharmacogenomic Effects/ADRs Browse all" title="About SNP Mediated Effects/ADRs" id="snp-actions-info" class="drug-info-popup" href="javascript:void(0);">
- Not Available
Interactions
- Drug Interactions Learn More" title="About Drug Interactions" id="structured-interactions-info" class="drug-info-popup" href="javascript:void(0);">
- 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.Not Available
- Food Interactions
- Not Available
Products
Drug product information from 10+ global regionsOur datasets provide approved product information including:dosage, form, labeller, route of administration, and marketing period.Access drug product information from over 10 global regions.- Product Ingredients
Ingredient UNII CAS InChI Key Phosphorylcholine chloride 96AN057F7A 107-73-3 PYJNAPOPMIJKJZ-UHFFFAOYSA-N
Categories
- Drug Categories
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as phosphocholines. These are compounds containing a [2-(trimethylazaniumyl)ethoxy]phosphonic acid or derivative.
- Kingdom
- Organic compounds
- Super Class
- Organic nitrogen compounds
- Class
- Organonitrogen compounds
- Sub Class
- Quaternary ammonium salts
- Direct Parent
- Phosphocholines
- Alternative Parents
- Monoalkyl phosphates / Tetraalkylammonium salts / Organopnictogen compounds / Organooxygen compounds / Organic salts / Organic oxides / Hydrocarbon derivatives / Amines / Organic cations
- Substituents
- Aliphatic acyclic compound / Alkyl phosphate / Amine / Hydrocarbon derivative / Monoalkyl phosphate / Organic cation / Organic oxide / Organic oxygen compound / Organic phosphoric acid derivative / Organic salt
- Molecular Framework
- Aliphatic acyclic compounds
- External Descriptors
- phosphocholines (CHEBI:18132)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- Not Available
- CAS number
- 3616-04-4
- InChI Key
- YHHSONZFOIEMCP-UHFFFAOYSA-O
- InChI
- InChI=1S/C5H14NO4P/c1-6(2,3)4-5-10-11(7,8)9/h4-5H2,1-3H3,(H-,7,8,9)/p+1
- IUPAC Name
- [2-(trimethylazaniumyl)ethoxy]phosphonic acid
- SMILES
- C[N+](C)(C)CCOP(O)(O)=O
References
- Synthesis Reference
Louis J. Rezanka, "SYNTHESIS OF PHOSPHOCHOLINE ESTER DERIVATIVES AND CONJUGATES THEREOF." U.S. Patent US20080175852, issued July 24, 2008.
US20080175852- General References
- Not Available
- External Links
- Human Metabolome Database
- HMDB0001565
- KEGG Compound
- C00588
- PubChem Compound
- 1014
- PubChem Substance
- 46508785
- ChemSpider
- 989
- ChEBI
- 18132
- ChEMBL
- CHEMBL1235161
- ZINC
- ZINC000001532692
- PDBe Ligand
- PC
- Wikipedia
- Phosphocholine
- PDB Entries
- 1b09 / 1h8p / 1o72 / 1wra / 2bib / 2ckq / 2mcp / 2x6a / 2x6b / 2x6c … show 36 more
Clinical Trials
- Clinical Trials Learn More" title="About Clinical Trials" id="clinical-trials-info" class="drug-info-popup" href="javascript:void(0);">
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 4.36 mg/mL ALOGPS logP -2.4 ALOGPS logP -4.8 Chemaxon logS -1.7 ALOGPS pKa (Strongest Acidic) 1.15 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 3 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 66.76 Å2 Chemaxon Rotatable Bond Count 4 Chemaxon Refractivity 53.07 m3·mol-1 Chemaxon Polarizability 17.23 Å3 Chemaxon Number of Rings 0 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption - 0.9996 Blood Brain Barrier + 0.7104 Caco-2 permeable - 0.5258 P-glycoprotein substrate Substrate 0.5662 P-glycoprotein inhibitor I Non-inhibitor 0.949 P-glycoprotein inhibitor II Non-inhibitor 0.9765 Renal organic cation transporter Non-inhibitor 0.8337 CYP450 2C9 substrate Non-substrate 0.7553 CYP450 2D6 substrate Non-substrate 0.7684 CYP450 3A4 substrate Substrate 0.5308 CYP450 1A2 substrate Non-inhibitor 0.8738 CYP450 2C9 inhibitor Non-inhibitor 0.8356 CYP450 2D6 inhibitor Non-inhibitor 0.9089 CYP450 2C19 inhibitor Non-inhibitor 0.8238 CYP450 3A4 inhibitor Non-inhibitor 0.9052 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9787 Ames test Non AMES toxic 0.7789 Carcinogenicity Non-carcinogens 0.5899 Biodegradation Ready biodegradable 0.6165 Rat acute toxicity 2.6000 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.6303 hERG inhibition (predictor II) Non-inhibitor 0.7878
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 139.3773717 predictedDarkChem Lite v0.1.0 [M-H]- 139.2371717 predictedDarkChem Lite v0.1.0 [M-H]- 123.327484 predictedDeepCCS 1.0 (2019) [M+H]+ 127.03094 predictedDeepCCS 1.0 (2019) [M+Na]+ 136.25798 predictedDeepCCS 1.0 (2019)
Targets
Build, predict & validate machine-learning models
Use our structured and evidence-based datasets to unlock newinsights and accelerate drug research.
Use our structured and evidence-based datasets to unlock new insights and accelerate drug research.
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Low-density lipoprotein particle receptor binding
- Specific Function
- Displays several functions associated with host defense: it promotes agglutination, bacterial capsular swelling, phagocytosis and complement fixation through its calcium-dependent binding to phosph...
- Gene Name
- CRP
- Uniprot ID
- P02741
- Uniprot Name
- C-reactive protein
- Molecular Weight
- 25038.385 Da
References
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Not Available
- Specific Function
- Binds to spermatozoa upon ejaculation and may play a role in sperm capacitation. Has phosphorylcholine-binding activity (By similarity).
- Gene Name
- ELSPBP1
- Uniprot ID
- Q96BH3
- Uniprot Name
- Epididymal sperm-binding protein 1
- Molecular Weight
- 26106.11 Da
References
- Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
- Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [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]
- Kind
- Protein
- Organism
- Staphylococcus aureus (strain MW2)
- Pharmacological action
- Unknown
- General Function
- Not Available
- Specific Function
- Toxin that seems to act by forming pores in the membrane of the cell. Has a hemolytic and a leucotoxic activity (By similarity).
- Gene Name
- hlgB
- Uniprot ID
- P0A076
- Uniprot Name
- Gamma-hemolysin component B
- Molecular Weight
- 36710.87 Da
References
Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52