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Record Information
StatusExpected but not Quantified
Creation Date2006-10-17 09:58:23 UTC
Update Date2020-04-22 23:33:43 UTC
Secondary Accession Numbers
  • HMDB05032
Metabolite Identification
Common NameCetirizine
DescriptionCetirizine is a medication used for the treatment of allergies, hay fever, angioedema, and hives. It is a second-generation H1-receptor antagonist antihistamine and works by blocking H1 histamine receptors. It is a major metabolite of hydroxyzine, and has the same basic side effects, including dry mouth. A potent second-generation histamine H1 antagonist that is effective in the treatment of allergic rhinitis, chronic urticaria, and pollen-induced asthma. Unlike many traditional antihistamines, it does not cause drowsiness or anticholinergic side effects. Cetirizine hydrochloride is a medication used for the treatment of allergies, hay fever, angioedema, and hives. It is a second-generation H1-receptor antagonist antihistamine and works by blocking H1 histamine receptors. It is a major metabolite of hydroxyzine, and has the same basic side effects, including dry mouth.
Cetirizine hydrochlorideHMDB
Alpharma brand OF cetirizine dihydrochlorideHMDB
Cetirizin alHMDB
Dihydrochloride, cetirizineHMDB
Glaxo wellcome brand OF cetirizine dihydrochlorideHMDB
TAD brand OF cetirizine dihydrochlorideHMDB
UCB brand OF cetirizine dihydrochlorideHMDB
CT-Arzneimittel brand OF cetirizine dihydrochlorideHMDB
Azupharma brand OF cetirizine dihydrochlorideHMDB
Basics brand OF cetirizine dihydrochlorideHMDB
Dermapharm brand OF cetirizine dihydrochlorideHMDB
Krewel brand OF cetirizine dihydrochlorideHMDB
Lacer brand OF cetirizine dihydrochlorideHMDB
Menarini brand OF cetirizine dihydrochlorideHMDB
Pfizer brand OF cetirizine dihydrochlorideHMDB
Pfizer consumer healthcare brand OF cetirizine dihydrochlorideHMDB
UCB pharma brand OF cetirizine dihydrochlorideHMDB
AWD.pharma brand OF cetirizine dihydrochlorideHMDB
Aliud brand OF cetirizine dihydrochlorideHMDB
Ceti tadHMDB
Cetirizin azuHMDB
Cetirizine dihydrochlorideHMDB
Lichtenstein brand OF cetirizine dihydrochlorideHMDB
Rodleben brand OF cetirizineHMDB
United drug brand OF cetirizine dihydrochlorideHMDB
Wolff brand OF cetirizine dihydrochlorideHMDB
(2-(4-((4-Chlorophenyl)phenylmethyl)-1-piperazinyl)ethoxy)acetic acidHMDB
Cetil von CTHMDB
Cetirizin basicsHMDB
Merck dura brand OF cetirizine dihydrochlorideHMDB
Sanofi synthelabo brand OF cetirizine dihydrochlorideHMDB
Wörwag brand OF cetirizine dihydrochlorideHMDB
Chemical FormulaC21H25ClN2O3
Average Molecular Weight388.888
Monoisotopic Molecular Weight388.155370383
IUPAC Name2-(2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethoxy)acetic acid
Traditional Namecetirizine
CAS Registry Number83881-51-0
InChI Identifier
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.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassDiphenylmethanes
Direct ParentDiphenylmethanes
Alternative Parents
  • 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 FrameworkAromatic heteromonocyclic compounds
External Descriptors
Physiological effect

Health effect:


Route of exposure:

Biological location:


Naturally occurring process:


Industrial application:

Physical Properties
Experimental Properties
Melting Point112.5 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
Water Solubility0.066 g/LALOGPS
pKa (Strongest Acidic)3.6ChemAxon
pKa (Strongest Basic)7.79ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area53.01 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity106.87 m³·mol⁻¹ChemAxon
Polarizability41.88 ųChemAxon
Number of Rings3ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0udr-3292000000-e20abaab20740ce81a18Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-0uds-7498000000-d6daecf118171395d6b7Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-000j-0900000000-9801bb859e79fa9922aaSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-000i-0009000000-014b559d56b0f32984ffSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-000i-0009000000-213bd47e17d5ab69ad4bSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-004r-9006000000-f496e22c8e0e293fe98cSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-000i-0009000000-d8a55ab1a7aff0580a91Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-000i-0009000000-d8a55ab1a7aff0580a91Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-000i-0009000000-dc957bb6f947575ae4faSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-000b-0900000000-48fc0581ff9fff15e16dSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-000i-0009000000-04ca95fadd952d0aaeb8Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-000i-0009000000-014b559d56b0f32984ffSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-0006-0009000000-26a7769df28c2325ec53Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-0006-0009000000-284c2e7b25733d7c9875Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-000i-0009000000-04befed283d691217ba2Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0udi-0190000000-14715ff4d57580fbb166Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0f79-0069000000-431df9c3533b77cf08bcSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0udi-0090000000-e042b67e2048318e7dbdSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0udi-0190000000-b0dfb67717c01fd0c0b9Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0gb9-0970000000-e2810b242fefb4a419e7Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-014i-0900000000-72f7cddc4ff6d45f98c0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0019000000-e2cc239f762011eb0c4dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0w2i-1169000000-185e6899ae017256a767Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udi-3391000000-bfd70499959ae71093ebSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0009000000-caf1604c9603d45a6712Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-1119000000-61c40cd9a0e9b76b5e91Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-056r-9162000000-08731719ee47b215e4c7Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue Locations
  • Brain
  • Epidermis
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Predicted Concentrations
BiospecimenValueOriginal ageOriginal sexOriginal conditionComments
Blood0.000 uMAdult (>18 years old)BothNormalPredicted based on drug qualities
Blood0.000 umol/mmol creatinineAdult (>18 years old)BothNormalPredicted based on drug qualities
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB00341
Phenol Explorer Compound IDNot Available
FooDB IDFDB023599
KNApSAcK IDNot Available
Chemspider ID2577
KEGG Compound IDC07778
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkCetirizine
PubChem Compound2678
PDB IDNot Available
ChEBI ID3561
Food Biomarker OntologyNot Available
VMH IDNot Available
Synthesis ReferenceCossement, 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)Download (PDF)
General References
  1. Purohit A, Melac M, Pauli G, Frossard N: Comparative activity of cetirizine and desloratadine on histamine-induced wheal-and-flare responses during 24 hours. Ann Allergy Asthma Immunol. 2004 Jun;92(6):635-40. [PubMed:15237765 ]
  2. Ramboer I, Bumtbacea R, Lazarescu D, Radu JR: Cetirizine and loratadine: a comparison using the ED50 in skin reactions. J Int Med Res. 2000 Mar-Apr;28(2):69-77. [PubMed:10898119 ]
  3. Townley RG, Okada C: Use of cetirizine to investigate non-H1 effects of second-generation antihistamines. Ann Allergy. 1992 Feb;68(2):190-6. [PubMed:1346737 ]
  4. Brik A, Tashkin DP, Gong H Jr, Dauphinee B, Lee E: Effect of cetirizine, a new histamine H1 antagonist, on airway dynamics and responsiveness to inhaled histamine in mild asthma. J Allergy Clin Immunol. 1987 Jul;80(1):51-6. [PubMed:2885355 ]
  5. Fadel R, Herpin-Richard N, Rihoux JP, Henocq E: Inhibitory effect of cetirizine 2HCl on eosinophil migration in vivo. Clin Allergy. 1987 Jul;17(4):373-9. [PubMed:2887304 ]
  6. Tashiro M, Sakurada Y, Iwabuchi K, Mochizuki H, Kato M, Aoki M, Funaki Y, Itoh M, Iwata R, Wong DF, Yanai K: Central effects of fexofenadine and cetirizine: measurement of psychomotor performance, subjective sleepiness, and brain histamine H1-receptor occupancy using 11C-doxepin positron emission tomography. J Clin Pharmacol. 2004 Aug;44(8):890-900. [PubMed:15286093 ]
  7. Petersen LJ, Church MK, Rihoux JP, Skov PS: Measurement of interstitial cetirizine concentrations in human skin: correlation of drug levels with inhibition of histamine-induced skin responses. Allergy. 1999 Jun;54(6):607-11. [PubMed:10435475 ]
  8. Siergiejko Z, Michalska I, Rogalewska A, Chyrek-Borowska S: [Effect of cetirizine, selective H1 antagonist of histamine on skin and bronchial reactivity and cellular histamine release in allergic diseases]. Pneumonol Alergol Pol. 1992;60(11-12):22-7. [PubMed:1303774 ]
  9. Purohit A, Duvernelle C, Melac M, Pauli G, Frossard N: Twenty-four hours of activity of cetirizine and fexofenadine in the skin. Ann Allergy Asthma Immunol. 2001 Apr;86(4):387-92. [PubMed:11345280 ]
  10. Atkins PC, Zweiman B, Moskovitz A, von Allmen C, Ciliberti M: Cellular inflammatory responses and mediator release during early developing late-phase allergic cutaneous inflammatory responses: effects of cetirizine. J Allergy Clin Immunol. 1997 Jun;99(6 Pt 1):806-11. [PubMed:9215249 ]
  11. Simons FE, Murray HE, Simons KJ: Quantitation of H1-receptor antagonists in skin and serum. J Allergy Clin Immunol. 1995 Mar;95(3):759-64. [PubMed:7897161 ]


General function:
Involved in monooxygenase activity
Specific function:
Exhibits low testosterone 6-beta-hydroxylase activity.
Gene Name:
Uniprot ID:
Molecular weight:
General function:
Involved in G-protein coupled receptor protein signaling pathway
Specific function:
In peripheral tissues, the H1 subclass of histamine receptors mediates the contraction of smooth muscles, increase in capillary permeability due to contraction of terminal venules, and catecholamine release from adrenal medulla, as well as mediating neurotransmission in the central nervous system
Gene Name:
Uniprot ID:
Molecular weight: