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Bisacodyl (Standard)

CAT: 0804-HY-B0557R-01Size: 25 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-B0557R-01Size:25 mg
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Description
Bisacodyl (Standard) is the analytical standard of Bisacodyl. This product is intended for research and analytical applications. Bisacodyl is a stimulant laxative agent that works directly on the colon to produce a bowel movement. Bisacodyl increases the secretion of PGE2 by direct activation of colon macrophages. PGE2 acts as a paracrine factor and decreases the expression of AQP3 in the colon, which inhibits water transfer from the luminal to the vascular side and leads to a laxative effect[1].
CAS Number
603-50-9
UNSPSC
12352005
Target
Dopamine Transporter; Opioid Receptor; Reference Standards
Type
Reference Standards
Related Pathways
GPCR/G Protein; Neuronal Signaling; Others
Field of Research
Metabolic Disease; Cancer
Assay Protocol
https://www.medchemexpress.com/bisacodyl-standard.html
Smiles
CC(OC1=CC=C(C(C2=CC=C(OC(C)=O)C=C2)C3=NC=CC=C3)C=C1)=O
Molecular Formula
C22H19NO4
Molecular Weight
361.39
References & Citations
[1]Ikarashi, N., et al., The laxative effect of bisacodyl is attributable to decreased aquaporin-3 expression in the colon induced by increased PGE2 secretion from macrophages. Am J Physiol Gastrointest Liver Physiol, 2011. 301 (5) : p. G887-95.|[2]Saunders, D.R., et al., Effect of bisacodyl on the structure and function of rodent and human intestine. Gastroenterology, 1977. 72 (5 Pt 1) : p. 849-56.|[3]Karmeli, F., R. Stalnikowicz, and D. Rachmilewitz, Effect of colchicine and bisacodyl on rat intestinal transit and nitric oxide synthase activity. Scand J Gastroenterol, 1997. 32 (8) : p. 791-6.|[4]Rachmilewitz, D., F. Karmeli, and E. Okon, Effects of bisacodyl on cAMP and prostaglandin E2 contents, (Na + K) ATPase, adenyl cyclase, and phosphodiesterase activities of rat intestine. Dig Dis Sci, 1980. 25 (8) : p. 602-8.|[5]Borrelli, F., et al., Effect of bisacodyl and cascara on growth of aberrant crypt foci and malignant tumors in the rat colon. Life Sci, 2001. 69 (16) : p. 1871-7.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

Chemical Information

Bisacodyl

Bisacodyl is a diarylmethane.

CAS Number603-50-9
PubChem CID2391
IUPAC Name[4-[(4-acetyloxyphenyl)-pyridin-2-ylmethyl]phenyl] acetate
Molecular FormulaC22H19NO4
Molecular Weight361.4
XLogP3.8
Topological Polar Surface Area65.5
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count5
Rotatable Bond Count7
Heavy Atom Count27
Formal Charge0
Complexity457
SMILES
CC(=O)OC1=CC=C(C=C1)C(C2=CC=C(C=C2)OC(=O)C)C3=CC=CC=N3
InChI
InChI=1S/C22H19NO4/c1-15(24)26-19-10-6-17(7-11-19)22(21-5-3-4-14-23-21)18-8-12-20(13-9-18)27-16(2)25/h3-14,22H,1-2H3
InChIKey
KHOITXIGCFIULA-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Bisacodyl
CAS: 603-50-9
CID: 2391
Formula: C22H19NO4
MW: 361.4
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight361.4
XLogP33.8
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count5
Rotatable Bond Count7
Exact Mass361.13140809
Monoisotopic Mass361.13140809
Topological Polar Surface Area65.5 Ų
Heavy Atom Count27
Formal Charge0
Complexity457
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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