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Details

Stereochemistry ACHIRAL
Molecular Formula C18H15NO8S2
Molecular Weight 437.444
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PICOSULFURIC ACID

SMILES

OS(=O)(=O)OC1=CC=C(C=C1)C(C2=CC=C(OS(O)(=O)=O)C=C2)C3=CC=CC=N3

InChI

InChIKey=UJIDKYTZIQTXPM-UHFFFAOYSA-N
InChI=1S/C18H15NO8S2/c20-28(21,22)26-15-8-4-13(5-9-15)18(17-3-1-2-12-19-17)14-6-10-16(11-7-14)27-29(23,24)25/h1-12,18H,(H,20,21,22)(H,23,24,25)

HIDE SMILES / InChI

Molecular Formula C18H15NO8S2
Molecular Weight 437.444
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Picosulfuric acid (as sodium picosulfate) is a contact laxative, which is used in combination with: magnesium oxide, and anhydrous citric acid for cleansing of the colon as a preparation for colonoscopy in adults. Sodium picosulfate is a prodrug. It has no significant direct physiological effect on the intestine. But it is hydrolyzed by colonic bacteria to form an active metabolite: bis-(p-hydroxy-phenyl)-pyridyl-2-methane, BHPM, which acts directly on the colonic mucosa to stimulate colonic peristalsis

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
PREPOPIK

Cmax

ValueDoseCo-administeredAnalytePopulation
18.1 ng/mL
10 mg single, oral
DEACETYLBISACODYL plasma
Homo sapiens
2.3 ng/mL
10 mg single, oral
DIHYDROXYDIPHENYL-PYRIDYL METHANE plasma
Homo sapiens
21.3 ng/mL
10 mg 1 times / day steady-state, oral
DEACETYLBISACODYL plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
209 ng × h/mL
10 mg single, oral
DEACETYLBISACODYL plasma
Homo sapiens
275 ng × h/mL
10 mg 1 times / day steady-state, oral
DEACETYLBISACODYL plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
7.3 h
10 mg single, oral
DEACETYLBISACODYL plasma
Homo sapiens
7.4 h
10 mg single, oral
DIHYDROXYDIPHENYL-PYRIDYL METHANE plasma
Homo sapiens
10 h
10 mg 1 times / day steady-state, oral
DEACETYLBISACODYL plasma
Homo sapiens

Overview

CYP3A4CYP2C9CYP2D6hERG


OverviewOther

Drug as perpetrator​

PubMed

Sample Use Guides

In Vivo Use Guide
PREPOPIK ((sodium picosulfate, magnesium oxide, and anhydrous citric acid), supplied as a powder, must be reconstituted with cold water right before its use. There are two dosing regimens, each requires two separate dosing times: The preferred method is the “Split Dose” method and consists of two separate doses: the first dose during the evening before the colonoscopy and the second dose the next day, during the morning prior to the colonoscopy. The alternative method is the “Day Before” method and consists of two separate doses: the first dose during the afternoon or early evening before the colonoscopy and the second dose 6 hours later during the evening before the colonoscopy). Additional fluids must be consumed after every dose in both dosing regimens. Instruct patients to consume only clear liquids (no solid food or milk) on the day before the colonoscopy up until 2 hours before the time of the colonoscopy. Instruct patients that if they experience severe bloating, distention, or abdominal pain following the first dose, delay the second dose until their symptoms resolve.
Route of Administration: Oral
In Vitro Use Guide
Sodium picosulfate was biotransformed by intestinal flora that produced a novel sulfotransferase (not sulfatase). The biotransformation was activated by adding phenolic compounds such as phenol, acetaminophen and flavonoids. The enzyme activity related to this biotransformation was the highest in the contents of the caecum region of the intestine. The enzyme activity was 3.0 umole/hr/g wet feces in humans and 0.75 in rats (pH 8.0). The optimal pH was 9.0. The sulfotransferase activity was assayed in reaction mixture consisting of 60 uL of 50 mM PNS (occasionally sodium picosulfate), tyramine and 0.2 ml of the enzyme solution. Sulfatase activity was measured under the assay conditions for he sulfotransferase acitivity without the addition of the acceptor tyramine.
Substance Class Chemical
Record UNII
95D580798S
Record Status Validated (UNII)
Record Version