Bovine Metabolome Database: Showing metabocard for Cetirizine (BMDB0005032)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-09-30 23:14:50 UTC

Update Date

2020-05-11 19:58:23 UTC

BMDB ID

BMDB0005032

Secondary Accession Numbers

BMDB05032

Metabolite Identification

Common Name

Cetirizine

Description

cetirizine, also known as cetiderm, 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. Based on a literature review a small amount of articles have been published on cetirizine.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Cetirizin	ChEBI
Cetirizina	ChEBI
Cetirizinum	ChEBI
Cetiderm	Kegg
Benaday	HMDB
Cetirizine hydrochloride	HMDB
Humex	HMDB
Reactine	HMDB, MeSH
Virlix	HMDB, MeSH
Zirtek	HMDB, MeSH
Zyrlex	HMDB
Zyrtec	HMDB, MeSH
Alpharma brand OF cetirizine dihydrochloride	MeSH, HMDB
Ceti-puren	MeSH, HMDB
CetiLich	MeSH, HMDB
Cetirigamma	MeSH, HMDB
Cetirizin al	MeSH, HMDB
Dihydrochloride, cetirizine	MeSH, HMDB
glaxo Wellcome brand OF cetirizine dihydrochloride	MeSH, HMDB
TAD brand OF cetirizine dihydrochloride	MeSH, HMDB
UCB brand OF cetirizine dihydrochloride	MeSH, HMDB
Voltric	MeSH, HMDB
CT-Arzneimittel brand OF cetirizine dihydrochloride	MeSH, HMDB
Azupharma brand OF cetirizine dihydrochloride	MeSH, HMDB
Basics brand OF cetirizine dihydrochloride	MeSH, HMDB
Cetalerg	MeSH, HMDB
Dermapharm brand OF cetirizine dihydrochloride	MeSH, HMDB
Krewel brand OF cetirizine dihydrochloride	MeSH, HMDB
Lacer brand OF cetirizine dihydrochloride	MeSH, HMDB
Menarini brand OF cetirizine dihydrochloride	MeSH, HMDB
Pfizer brand OF cetirizine dihydrochloride	MeSH, HMDB
Pfizer consumer healthcare brand OF cetirizine dihydrochloride	MeSH, HMDB
UCB pharma brand OF cetirizine dihydrochloride	MeSH, HMDB
AWD.pharma brand OF cetirizine dihydrochloride	MeSH, HMDB
Aliud brand OF cetirizine dihydrochloride	MeSH, HMDB
Ceti tad	MeSH, HMDB
Cetidura	MeSH, HMDB
Cetirizin azu	MeSH, HMDB
Cetirizine dihydrochloride	MeSH, HMDB
Cetirlan	MeSH, HMDB
Lichtenstein brand OF cetirizine dihydrochloride	MeSH, HMDB
Rodleben brand OF cetirizine	MeSH, HMDB
United drug brand OF cetirizine dihydrochloride	MeSH, HMDB
Wolff brand OF cetirizine dihydrochloride	MeSH, HMDB
(2-(4-((4-Chlorophenyl)phenylmethyl)-1-piperazinyl)ethoxy)acetic acid	MeSH, HMDB
Alerlisin	MeSH, HMDB
Ceterifug	MeSH, HMDB
Cetil von CT	MeSH, HMDB
Cetirizin basics	MeSH, HMDB
Merck dura brand OF cetirizine dihydrochloride	MeSH, HMDB
Sanofi synthelabo brand OF cetirizine dihydrochloride	MeSH, HMDB
Wörwag brand OF cetirizine dihydrochloride	MeSH, HMDB
Zetir	MeSH, HMDB

Chemical Formula

C₂₁H₂₅ClN₂O₃

Average Molecular Weight

388.888

Monoisotopic Molecular Weight

388.155370383

IUPAC Name

2-(2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethoxy)acetic acid

Traditional Name

cetirizine

CAS Registry Number

83881-51-0

SMILES

OC(=O)COCCN1CCN(CC1)C(C1=CC=CC=C1)C1=CC=C(Cl)C=C1

InChI Identifier

InChI=1S/C21H25ClN2O3/c22-19-8-6-18(7-9-19)21(17-4-2-1-3-5-17)24-12-10-23(11-13-24)14-15-27-16-20(25)26/h1-9,21H,10-16H2,(H,25,26)

InChI Key

ZKLPARSLTMPFCP-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
Chlorobenzene
Halobenzene
N-alkylpiperazine
Aralkylamine
Aryl halide
1,4-diazinane
Aryl chloride
Piperazine
Amino acid
Amino acid or derivatives
Tertiary amine
Tertiary aliphatic amine
Organoheterocyclic compound
Carboxylic acid derivative
Carboxylic acid
Dialkyl ether
Monocarboxylic acid or derivatives
Azacycle
Ether
Organic oxygen compound
Organic nitrogen compound
Organopnictogen compound
Organohalogen compound
Amine
Organochloride
Organonitrogen compound
Carbonyl group
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

monocarboxylic acid (CHEBI:3561 )
ether (CHEBI:3561 )
monochlorobenzenes (CHEBI:3561 )
piperazines (CHEBI:3561 )

Ontology

Status

Expected but not Quantified

Origin

Exogenous

Biofunction

Not Available

Application

Not Available

Cellular locations

Not Available

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	112.5 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	2.98	ALOGPS
logP	0.86	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	3.6	ChemAxon
pKa (Strongest Basic)	7.79	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	53.01 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	106.87 m³·mol⁻¹	ChemAxon
Polarizability	41.88 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udr-3292000000-e20abaab20740ce81a18	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-0uds-7498000000-d6daecf118171395d6b7	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	View in JSpectraViewer
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , negative	splash10-000j-0900000000-9801bb859e79fa9922aa	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , negative	splash10-000i-0009000000-014b559d56b0f32984ff	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , negative	splash10-000i-0009000000-213bd47e17d5ab69ad4b	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , negative	splash10-004r-9006000000-f496e22c8e0e293fe98c	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , negative	splash10-000i-0009000000-d8a55ab1a7aff0580a91	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , negative	splash10-000i-0009000000-d8a55ab1a7aff0580a91	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , negative	splash10-000i-0009000000-dc957bb6f947575ae4fa	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , negative	splash10-000b-0900000000-48fc0581ff9fff15e16d	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , negative	splash10-000i-0009000000-04ca95fadd952d0aaeb8	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , negative	splash10-000i-0009000000-014b559d56b0f32984ff	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , negative	splash10-0006-0009000000-26a7769df28c2325ec53	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , negative	splash10-0006-0009000000-284c2e7b25733d7c9875	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-000i-0009000000-04befed283d691217ba2	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-0udi-0190000000-14715ff4d57580fbb166	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-0f79-0069000000-431df9c3533b77cf08bc	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-0udi-0090000000-e042b67e2048318e7dbd	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-0udi-0190000000-b0dfb67717c01fd0c0b9	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-0gb9-0970000000-e2810b242fefb4a419e7	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-014i-0900000000-72f7cddc4ff6d45f98c0	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0019000000-e2cc239f762011eb0c4d	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0w2i-1169000000-185e6899ae017256a767	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udi-3391000000-bfd70499959ae71093eb	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0009000000-caf1604c9603d45a6712	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-1119000000-61c40cd9a0e9b76b5e91	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-056r-9162000000-08731719ee47b215e4c7	View in MoNA

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Brain
Epidermis

Pathways

Not Available

Name	SMPDB/Pathwhiz	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Brain	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details
Epidermis	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details

Abnormal Concentrations

Not Available

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

2577

KEGG Compound ID

C07778

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Cetirizine

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

3561

References

Synthesis Reference

Cossement, Eric; Motte, Genevieve; Bodson, Guy; Gobert, Jean. A., Process for preparation of cetirizine, its dihydrochloride, and optical isomers via hydrolysis and corresponding nitriles. Brit. UK Pat. Appl. (1990), 13 pp.

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Cetirizine (BMDB0005032)

Structure for BMDB0005032 (Cetirizine)