ContaminantDB: Bisacodyl

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-22 03:37:56 UTC

Update Date

2016-11-09 01:15:26 UTC

Accession Number

CHEM016591

Identification

Common Name

Bisacodyl

Class

Small Molecule

Description

Bisacodyl, a diphenylmethane derivative, is a commonly used over the counter stimulant laxative for occasional constipation.[A233300,L13362] Both bisacodyl and [picosulfate] are metabolized to the same active metabolite bis-(p-hydroxyphenyl)-pyridyl-2-methane (BHPM).[A233290,A233300,A207700] Bisacodyl was patented on 25 September 1956[L33045] but has been used as a laxative since 1952.[A233300]

Contaminant Sources

STOFF IDENT Compounds
ToxCast & Tox21 Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Dulcolax	Kegg
Bekunis bisacodyl	MeSH
bisco Lax	MeSH
dulco Lax	MeSH
dulco Lax perles	MeSH
Laxanin	MeSH
Laxbene	MeSH
Rytmil	MeSH
Tannex, bisacodyl	MeSH
Bicol	MeSH
Bisacodyl tannex	MeSH
Bisacodyl, bekunis	MeSH
Bisacodyl, fleet	MeSH
Bisalax	MeSH
bisco-Lax	MeSH
dulco-Lax	MeSH
dulco-Lax perles	MeSH
Dulcolax perles	MeSH
Fleet bisacodyl	MeSH
ratio Bisacodyl	MeSH
apo-Bisacodyl	MeSH
Bisac-evac	MeSH
bisco-Zitron	MeSH
Durolax	MeSH
Florisan N	MeSH
Laxagetten	MeSH
Laxans-ratiopharm	MeSH
Laxysat bürger	MeSH
Lünolax	MeSH
Ulcolax	MeSH
ratio-Bisacodyl	MeSH
Agaroletten	MeSH
apo Bisacodyl	MeSH
Aventis brand OF bisacodyl	MeSH
Bisac evac	MeSH
Bisacodyl uniserts	MeSH
bisco Zitron	MeSH
Laxans ratiopharm	MeSH
Uniserts, bisacodyl	MeSH
4-{[4-(acetyloxy)phenyl](pyridin-2-yl)methyl}phenyl acetic acid	Generator

Chemical Formula

C₂₂H₁₉NO₄

Average Molecular Mass

361.391 g/mol

Monoisotopic Mass

361.131 g/mol

CAS Registry Number

603-50-9

IUPAC Name

4-{[4-(acetyloxy)phenyl](pyridin-2-yl)methyl}phenyl acetate

Traditional Name

bicol

SMILES

CC(=O)OC1=CC=C(C=C1)C(C1=CC=C(OC(C)=O)C=C1)C1=CC=CC=N1

InChI Identifier

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

InChI Key

KHOITXIGCFIULA-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Diphenylmethanes

Direct Parent

Diphenylmethanes

Alternative Parents

Substituents

Diphenylmethane
Phenol ester
Phenoxy compound
Dicarboxylic acid or derivatives
Pyridine
Heteroaromatic compound
Carboxylic acid ester
Azacycle
Organoheterocyclic compound
Carboxylic acid derivative
Hydrocarbon derivative
Carbonyl group
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Organic oxide
Organopnictogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.0013 g/L	ALOGPS
logP	4.71	ALOGPS
logP	3.61	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Basic)	4.08	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	65.49 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	100.15 m³·mol⁻¹	ChemAxon
Polarizability	38.48 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-7196000000-0a767b1b796f5c75bb61	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-qTof , Positive	splash10-03e9-0619000000-408a755e5a908f9651a8	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - , positive	splash10-03e9-0619000000-408a755e5a908f9651a8	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - , positive	splash10-001i-2900000000-44bd4ec7df3de8de29aa	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0009000000-28c5db6ed6744669761f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03k9-0029000000-c38de988040da6ebe6ec	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-004i-2092000000-6ebb4b8599478d76e615	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-0009000000-105e3389e33a6a080c3c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-02t9-1019000000-da533e333b1a8c218168	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-05i3-5093000000-07761ee99d73c5cbf49b	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0009000000-8b0e33bb9e3ca55e74aa	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03fr-0259000000-df321f100f828077d810	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0059-0491000000-20e147db6e751630f62b	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03xr-0009000000-9fe322c44c5ee322d7dc	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03xr-0009000000-eabb945a6c50d1110de8	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00dr-0190000000-63c9192bed86491d0599	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

DB09020

HMDB ID

HMDB0249262

FooDB ID

Not Available

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Bisacodyl

Chemspider ID

2299

ChEBI ID

Not Available

PubChem Compound ID

2391

Kegg Compound ID

Not Available

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

Not Available

Bisacodyl (CHEM016591)

Structure for CHEM016591: Bisacodyl