Hmdb loader
You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2017-11-21 17:41:24 UTC
Update Date2022-03-07 03:18:14 UTC
HMDB IDHMDB0240237
Secondary Accession NumbersNone
Metabolite Identification
Common NameMebhydrolin
DescriptionMebhydrolin, also known as bexidal, belongs to the class of organic compounds known as n-alkylindoles. N-alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 1-position. In humans, mebhydrolin is involved in the mebhydrolin h1-antihistamine action pathway. Mebhydrolin is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review very few articles have been published on Mebhydrolin.
Structure
Data?1563892734
Synonyms
ValueSource
BexidalKegg
DiazolinHMDB
DiazolinumHMDB
FabahistinHMDB
IncidalHMDB
OmerilHMDB
MebhydrolinHMDB
MEBHYDROLIN napadisylATEChEMBL, HMDB
MEBHYDROLIN napadisylic acidGenerator, HMDB
5-Benzyl-1,3,4,5-tetrahydro-2-methyl-2H-pyrido(4,3-b)indoleMeSH, HMDB
MebhydrolineMeSH, HMDB
Chemical FormulaC19H20N2
Average Molecular Weight276.383
Monoisotopic Molecular Weight276.162648652
IUPAC Name5-benzyl-2-methyl-1H,2H,3H,4H,5H-pyrido[4,3-b]indole
Traditional Namemebhydrolin
CAS Registry Number524-81-2
SMILES
CN1CCC2=C(C1)C1=CC=CC=C1N2CC1=CC=CC=C1
InChI Identifier
InChI=1S/C19H20N2/c1-20-12-11-19-17(14-20)16-9-5-6-10-18(16)21(19)13-15-7-3-2-4-8-15/h2-10H,11-14H2,1H3
InChI KeyFQQIIPAOSKSOJM-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as n-alkylindoles. N-alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 1-position.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassIndoles and derivatives
Sub ClassN-alkylindoles
Direct ParentN-alkylindoles
Alternative Parents
Substituents
  • N-alkylindole
  • 3-alkylindole
  • Indole
  • Aralkylamine
  • Monocyclic benzene moiety
  • Substituted pyrrole
  • Benzenoid
  • Pyrrole
  • Heteroaromatic compound
  • Tertiary aliphatic amine
  • Tertiary amine
  • Azacycle
  • Hydrocarbon derivative
  • Amine
  • Organonitrogen compound
  • Organopnictogen compound
  • Organic nitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Process

Naturally occurring process:

Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M+H]+Not Available168.875http://allccs.zhulab.cn/database/detail?ID=AllCCS00001141
Predicted Molecular Properties
PropertyValueSource
logP3.69ALOGPS
logP3.69ChemAxon
logS-3.9ALOGPS
pKa (Strongest Basic)7.2ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area8.17 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity88.49 m³·mol⁻¹ChemAxon
Polarizability32.54 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+164.8331661259
DarkChem[M-H]-165.12931661259
DeepCCS[M+H]+163.69230932474
DeepCCS[M-H]-161.33430932474
DeepCCS[M-2H]-194.2230932474
DeepCCS[M+Na]+169.78530932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
MebhydrolinCN1CCC2=C(C1)C1=CC=CC=C1N2CC1=CC=CC=C13518.4Standard polar33892256
MebhydrolinCN1CCC2=C(C1)C1=CC=CC=C1N2CC1=CC=CC=C12479.6Standard non polar33892256
MebhydrolinCN1CCC2=C(C1)C1=CC=CC=C1N2CC1=CC=CC=C12482.3Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Mebhydrolin GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9360000000-9002610ba3e228f59aff2017-08-28Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Mebhydrolin GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mebhydrolin 10V, Positive-QTOFsplash10-004i-3090000000-40622525da2ce99796fa2017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mebhydrolin 20V, Positive-QTOFsplash10-0006-9060000000-6696356c1054ed8a110d2017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mebhydrolin 40V, Positive-QTOFsplash10-0006-9000000000-d98d9810eda32a0bbd0a2017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mebhydrolin 10V, Negative-QTOFsplash10-004i-0190000000-3a3bda3830d86f3d214e2017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mebhydrolin 20V, Negative-QTOFsplash10-004i-3390000000-22a83e55769bca15edbe2017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mebhydrolin 40V, Negative-QTOFsplash10-02vr-2910000000-ea3f90b4d71454e8f1932017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mebhydrolin 10V, Negative-QTOFsplash10-004i-0090000000-e86d9a5414dd3e76625b2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mebhydrolin 20V, Negative-QTOFsplash10-004i-0190000000-f345a0b2f1d8af6023e52021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mebhydrolin 40V, Negative-QTOFsplash10-00dj-1690000000-8af1271e6a2d684015872021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mebhydrolin 10V, Positive-QTOFsplash10-004i-0090000000-5d2789db9f38fbd1411e2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mebhydrolin 20V, Positive-QTOFsplash10-004i-2290000000-06c494eafd80be70851a2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mebhydrolin 40V, Positive-QTOFsplash10-0006-9030000000-8984b350cccee30983302021-09-24Wishart LabView Spectrum
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 IDDB13808
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID21129
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkMebhydrolin
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
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 References
  1. Franks HM, Lawrie M, Schabinsky VV, Starmer GA, Teo RK: Interaction between ethanol and antihistamines: 3. mebhydrolin. Med J Aust. 1981 Oct 31;2(9):477-9. [PubMed:6119605 ]