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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2017-11-21 17:43:13 UTC
Update Date2019-07-23 14:38:55 UTC
HMDB IDHMDB0240243
Secondary Accession NumbersNone
Metabolite Identification
Common NameHomochlorcyclizine
DescriptionHomochlorcyclizine 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. Homochlorcyclizine is a very strong basic compound (based on its pKa). In humans, homochlorcyclizine is involved in homochlorcyclizine h1-antihistamine action.
Structure
Data?1563892735
Synonyms
ValueSource
CurosajinHMDB
(±)-HomochlorcyclizineHMDB
HomochlorocyclizineHMDB, MeSH
HomoclomineHMDB
HomodamonHMDB
HomorestarHMDB
LysilanHMDB
N-(p-Chlorobenzhydryl)-N'-methylhomopiperazineHMDB
NSC 25132HMDB
SA 97HMDB
SankuminHMDB
WicronHMDB
HomochlorcyclizineHMDB, MeSH
Homochlorcyclizine HCLChEMBL, HMDB
Homochlorocyclizine hydrochlorideMeSH, HMDB
Homochlorocyclizine monohydrochlorideMeSH, HMDB
1-((4-Chlorophenyl)phenylmethyl)hexahydro-4-methyl-1H-1,4-diazepineMeSH, HMDB
Chemical FormulaC19H23ClN2
Average Molecular Weight314.86
Monoisotopic Molecular Weight314.1549764
IUPAC Name1-[(4-chlorophenyl)(phenyl)methyl]-4-methyl-1,4-diazepane
Traditional Namehomochlorcyclizine
CAS Registry Number848-53-3
SMILES
CN1CCCN(CC1)C(C1=CC=CC=C1)C1=CC=C(Cl)C=C1
InChI Identifier
InChI=1S/C19H23ClN2/c1-21-12-5-13-22(15-14-21)19(16-6-3-2-4-7-16)17-8-10-18(20)11-9-17/h2-4,6-11,19H,5,12-15H2,1H3
InChI KeyWEUCDJCFJHYFRL-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.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassDiphenylmethanes
Direct ParentDiphenylmethanes
Alternative Parents
Substituents
  • Diphenylmethane
  • 1,4-diazepane
  • Chlorobenzene
  • Diazepane
  • Halobenzene
  • Aralkylamine
  • Aryl chloride
  • Aryl halide
  • Tertiary aliphatic amine
  • Tertiary amine
  • Organoheterocyclic compound
  • Azacycle
  • Organonitrogen compound
  • Organochloride
  • Organohalogen compound
  • Organic nitrogen compound
  • Amine
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Process

Naturally occurring process:

Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP4.53ALOGPS
logP4.21ChemAxon
logS-4.2ALOGPS
pKa (Strongest Basic)8.63ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area6.48 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity94.6 m³·mol⁻¹ChemAxon
Polarizability35.22 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0029000000-8a61986cf6d60bf81cdaSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0gb9-3096000000-959bed2bb20cae706198Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udl-9240000000-e1c510f4600b8a191aa9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0009000000-dc2748d860fa60954b1dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03di-0159000000-65f5c34b0b35e0ac26b6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-02fx-5490000000-940d537678147878c1c3Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkHomochlorcyclizine
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Suzuki A, Yasui-Furukori N, Mihara K, Kondo T, Furukori H, Inoue Y, Kaneko S, Otani K: Histamine H1-receptor antagonists, promethazine and homochlorcyclizine, increase the steady-state plasma concentrations of haloperidol and reduced haloperidol. Ther Drug Monit. 2003 Apr;25(2):192-6. [PubMed:12657913 ]