Basic information
- CAS
10040-34-3- Standard SMILES
O=S(=O)(O)Oc1ccc(C(c2ccc(OS(=O)(=O)O)cc2)c2ccccn2)cc1- InChIKey
UJIDKYTZIQTXPM-UHFFFAOYSA-N- Molecular formula
- C18H15NO8S2
- Average molar mass
- 437.4 g/mol
- Monoisotopic mass
- 437.02390878
Overview
Picosulfuric acid is found in laxative products. Sodium picosulfate is a used to treat constipation or induce colon cleansing to prepare the large bowels before colonoscopy or surgery. The combination product containing sodium picosulfate and magnesium citrate was introduced to the Canadian market in 2005 and has been used in European countries for many years.
Names & identifiers
- Preferred name
- Picosulfuric acid
- IUPAC
- [4-[pyridin-2-yl-(4-sulfooxyphenyl)methyl]phenyl] hydrogen sulfate
Names & synonyms
Picosulfuric acidPicosulfate10040-34-3PicosulphateUNII-95D580798SPICOSULFATE [VANDF]95D580798SDTXSID70143251Phenol, 4,4'-(2-pyridinylmethylene)bis-, 1,1'-bis(hydrogen sulfate){4-[(pyridin-2-yl)[4-(sulfooxy)phenyl]methyl]phenyl}oxidanesulfonic acid(4-((pyridin-2-yl)(4-(sulfooxy)phenyl)methyl)phenyl)oxidanesulfonic acidRefChem:174170
Show more names
DTXCID3065742(Pyridin-2-ylmethylene)bis(4,1-phenylene) bis(hydrogen sulfate)sodium-picosulfateCHEMBL1741134SCHEMBL18552552[4-[pyridin-2-yl-(4-sulfooxyphenyl)methyl]phenyl] hydrogen sulfateEBC-27096DB09268
Database identifiers
- CAS
10040-34-3- PubChem CID
- 5243
- DTXSID
DTXSID70143251- ChEMBL
CHEMBL1741134- UNII
- 95D580798S
- Nikkaji
- J3.293.412I
Properties
Computed structural properties
- XLogP
- 2.4
- Topological polar surface area
- 157 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 9
- Rotatable bonds
- 7
- Heavy atoms
- 29
- Formal charge
- 0
- Complexity
- 660
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
Chemistry & industry
Pharmacology
Protein BindingNot available.
Pharmacodynamics
Sodium picosulfate is a stimulant laxative that in conjunction with magnesium citrate, produces a purgative effect on stools. In a multicentre, observational study comprising of patients undergoing colonoscopy, more than 93.0% of the patients receiving sodium picosulfate-containing preparations reported the colon cleansing effect to be effective.
Mechanism of Action
Picosulfuric acid, as sodium picosulfate, is a contact laxative. Sodium picosulfate inhibits the absorption of water and electrolytes, and increases their secretion into the intestinal lumen. It is hydrolyzed by colonic bacterial enzyme, sulfatase, to form an active metabolite bis-(p-hydroxy-phenyl)-pyridyl-2-methane (BHPM), which acts directly on the colonic mucosa to stimulate colonic peristalsis.
Biological Half-LifeThe terminal half-life of sodium picosulfate is 7.4 hours in adults and 7 hours in pediatric patients.
Metabolism/MetabolitesSodium picosulfate is hydrolyzed by colonic bacteria to form an active metabolite bis-(p-hydroxy-phenyl)-pyridyl-2-methane (BHPM).
Absorption, Distribution and Excretion
After the first dose of an oral sodium picosulfate, magnesium oxide, and anhydrous citric acid product, healthy volunteers had a picosulfate mean peak plasma concentration (Cmax) of 2.3 ng/mL that was reached at 2 hours (tmax). After the administration of two doses separated by 6 hours, the mean Cmax for picosulfate was 3.2 ng/mL, with a tmax of 7 hours.
Sodium picosulfate and its metabolite bis-(p-hydroxy-phenyl)-pyridyl-2-methane (BHPM) are mainly excreted in urine. The majority of BHPM is excreted as a glucuronide-conjugate. Approximately 0.1% of the sodium picosulfate dose is excreted unchanged in urine.
Not available.
Not available.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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