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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-06 15:16:52 UTC
Update Date2022-03-07 02:52:02 UTC
HMDB IDHMDB0015585
Secondary Accession Numbers
  • HMDB15585
Metabolite Identification
Common NameChlophedianol
DescriptionChlophedianol, also known as clofedanolum or antitussin, 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. Chlophedianol is a drug which is used in the treatment of dry cough. Based on a literature review very few articles have been published on Chlophedianol.
Structure
Data?1582753313
Synonyms
ValueSource
ClofedanolumChEBI
AntitussinKegg
Chlophendianol hydrochlorideHMDB
2-Chloro-alpha-(2-dimethylaminoethyl)benzhydrolHMDB
BaltixHMDB
Clofedanol hydrochlorideHMDB
1-(2-Chlorophenyl)-3-(dimethylamino)-1-phenyl-1-propanolHMDB
1-Phenyl-1-(O-chlorophenyl)-3-dimethylaminopropanolHMDB
2-Chloro-alpha-(2-(dimethylamino)ethyl)benzhydrolHMDB
alpha-(Dimethylaminoethyl)-O-chlorobenzhydrolHMDB
ChlofedanolHMDB
ClofedanoHMDB
ClofedanolHMDB
Clophedianol baseHMDB
1-(10-(3-(4-(2-Hydroxyethyl)-1-piperazinyl)propyl)phenothiazin-2-yl)-1-propanoneHMDB
CarfenazinaHMDB
CarfenazineHMDB
CarfenazinumHMDB
CarphenazinHMDB
2-(ACETYLOXY)benzoIC ACIDHMDB
2-Acetoxybenzenecarboxylic acidHMDB
2-Acetoxybenzoic acidHMDB
AcetylsalicylateHMDB
AcetylsalicylsaeureHMDB
Acide 2-(acetyloxy)benzoiqueHMDB
Acide acetylsalicyliqueHMDB
Acido acetilsalicilicoHMDB
Acidum acetylsalicylicumHMDB
ASAHMDB
AzetylsalizylsaeureHMDB
EasprinHMDB
O-Acetoxybenzoic acidHMDB
O-Acetylsalicylic acidHMDB
O-Carboxyphenyl acetateHMDB
Salicylic acid acetateHMDB
Acetylsalicylic acidHMDB
AspalonHMDB
DurlazaHMDB
2-(ACETYLOXY)benzoateHMDB
2-AcetoxybenzenecarboxylateHMDB
2-AcetoxybenzoateHMDB
O-AcetoxybenzoateHMDB
O-AcetylsalicylateHMDB
O-Carboxyphenyl acetic acidHMDB
Salicylate acetateHMDB
Salicylic acid acetic acidHMDB
2-Carboxyphenyl acetateHMDB
AcenterineHMDB
AcetardHMDB
AceticylHMDB
AcetolHMDB
AcetonylHMDB
AcetophenHMDB
AcetosalHMDB
AcetosalinHMDB
AcetylinHMDB
AcetyonylHMDB
AcetysalHMDB
Acetysalicylic acidHMDB
AcylpyrinHMDB
AsatardHMDB
AspergumHMDB
AspirdropsHMDB
BenaspirHMDB
BialpiriniaHMDB
BufferinHMDB
CaprinHMDB
CardioaspirinaHMDB
EcolenHMDB
EcotrinHMDB
EmpirinHMDB
EndosprinHMDB
EndydolHMDB
O-(Acetyloxy)benzoateHMDB
O-(Acetyloxy)benzoic acidHMDB
PersistinHMDB
PharmacinHMDB
PolopirynaHMDB
PremaspinHMDB
RheumintablettenHMDB
RhodineHMDB
SalcetogenHMDB
SaletinHMDB
SalospirHMDB
SolprinHMDB
Solprin acidHMDB
SolpyronHMDB
TasprinHMDB
TemperalHMDB
ToldexHMDB
TriaminicinHMDB
MagnecylHMDB
PolopirinHMDB
SolupsanHMDB
ZorprinHMDB
DisprilHMDB
AloxiprimumHMDB
ColfaritHMDB
MicristinHMDB
Acid, acetylsalicylicHMDB
ChlophedianolChEBI
Chemical FormulaC17H20ClNO
Average Molecular Weight289.8
Monoisotopic Molecular Weight289.123341974
IUPAC Name1-(2-chlorophenyl)-3-(dimethylamino)-1-phenylpropan-1-ol
Traditional Namebaltix
CAS Registry Number791-35-5
SMILES
CN(C)CCC(O)(C1=CC=CC=C1)C1=CC=CC=C1Cl
InChI Identifier
InChI=1S/C17H20ClNO/c1-19(2)13-12-17(20,14-8-4-3-5-9-14)15-10-6-7-11-16(15)18/h3-11,20H,12-13H2,1-2H3
InChI KeyWRCHFMBCVFFYEQ-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
  • Chlorobenzene
  • Aralkylamine
  • Halobenzene
  • Aryl chloride
  • Aryl halide
  • 1,3-aminoalcohol
  • Tertiary alcohol
  • Tertiary aliphatic amine
  • Tertiary amine
  • Organic nitrogen compound
  • Organonitrogen compound
  • Organochloride
  • Organohalogen compound
  • Organooxygen compound
  • Aromatic alcohol
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Organic oxygen compound
  • Amine
  • Alcohol
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.062 g/LNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.062 g/LALOGPS
logP3.51ALOGPS
logP3.46ChemAxon
logS-3.7ALOGPS
pKa (Strongest Acidic)13.18ChemAxon
pKa (Strongest Basic)8.87ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area23.47 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity84.94 m³·mol⁻¹ChemAxon
Polarizability31.25 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+161.73430932474
DeepCCS[M-H]-159.37630932474
DeepCCS[M-2H]-192.26230932474
DeepCCS[M+Na]+167.82730932474
AllCCS[M+H]+165.432859911
AllCCS[M+H-H2O]+161.832859911
AllCCS[M+NH4]+168.832859911
AllCCS[M+Na]+169.732859911
AllCCS[M-H]-171.132859911
AllCCS[M+Na-2H]-171.232859911
AllCCS[M+HCOO]-171.332859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
ChlophedianolCN(C)CCC(O)(C1=CC=CC=C1)C1=CC=CC=C1Cl2822.0Standard polar33892256
ChlophedianolCN(C)CCC(O)(C1=CC=CC=C1)C1=CC=CC=C1Cl2115.8Standard non polar33892256
ChlophedianolCN(C)CCC(O)(C1=CC=CC=C1)C1=CC=CC=C1Cl2091.0Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Chlophedianol,1TMS,isomer #1CN(C)CCC(O[Si](C)(C)C)(C1=CC=CC=C1)C1=CC=CC=C1Cl2144.4Semi standard non polar33892256
Chlophedianol,1TBDMS,isomer #1CN(C)CCC(O[Si](C)(C)C(C)(C)C)(C1=CC=CC=C1)C1=CC=CC=C1Cl2391.6Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Chlophedianol GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4i-6920000000-9663bc4c9b4c6cddf8032017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Chlophedianol GC-MS (1 TMS) - 70eV, Positivesplash10-000l-3190000000-c824c404a084a83de8cd2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Chlophedianol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
MSMass Spectrum (Electron Ionization)splash10-0pb9-9560000000-539851d74afb04d604222014-09-20Not AvailableView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Chlophedianol 10V, Positive-QTOFsplash10-002f-0490000000-3b2ca74cacc7304a7ac42016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Chlophedianol 20V, Positive-QTOFsplash10-0007-0290000000-6bbcb1c25f0ce2866aa32016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Chlophedianol 40V, Positive-QTOFsplash10-0a7i-3900000000-14ead6824a79b1c917d02016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Chlophedianol 10V, Negative-QTOFsplash10-000i-0090000000-f2501d0b07fcc1bbf2582016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Chlophedianol 20V, Negative-QTOFsplash10-002r-6190000000-130788ec7458ac9f94832016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Chlophedianol 40V, Negative-QTOFsplash10-00or-9450000000-03b65fc4b4d7b5b0a9df2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Chlophedianol 10V, Positive-QTOFsplash10-0006-0090000000-14dbfe1b830a461833ee2021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Chlophedianol 20V, Positive-QTOFsplash10-052f-2090000000-f53ebc7ce557c3f617182021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Chlophedianol 40V, Positive-QTOFsplash10-0a6r-9340000000-65e2916096fe866007e22021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Chlophedianol 10V, Negative-QTOFsplash10-000i-0090000000-3833a1b9bfc0387cd5b72021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Chlophedianol 20V, Negative-QTOFsplash10-000i-3390000000-563ec7bd3091dfff650a2021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Chlophedianol 40V, Negative-QTOFsplash10-001i-9570000000-b5963bbd2197b868f1962021-10-11Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Membrane
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB04837 details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB04837 details
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 IDDB04837
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID2693
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkClofedanol
METLIN IDNot Available
PubChem Compound2795
PDB IDNot Available
ChEBI ID135207
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

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:
HRH1
Uniprot ID:
P35367
Molecular weight:
55783.6
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
  3. Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
  4. Maurer H, Pfleger K: Identification and differentiation of alkylamine antihistamines and their metabolites in urine by computerized gas chromatography-mass spectrometry. J Chromatogr. 1988 Aug 19;430(1):31-41. [PubMed:2905706 ]