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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2017-11-21 17:34:33 UTC
Update Date2022-03-07 03:18:13 UTC
HMDB IDHMDB0240221
Secondary Accession NumbersNone
Metabolite Identification
Common NameHistapyrrodine
DescriptionHistapyrrodine belongs to the class of organic compounds known as phenylbenzamines. These are aromatic compounds consisting of a benzyl group that is N-linked to a benzamine. In humans, histapyrrodine is involved in the histapyrrodine h1-antihistamine action pathway. Histapyrrodine 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 Histapyrrodine.
Structure
Data?1563892731
Synonyms
ValueSource
LuvistinHMDB
HistapyrrodineHMDB
Histapyrrodine hydrochlorideMeSH, HMDB
N-Phenyl-N-benzyl-1-pyrrolidineethanamineMeSH, HMDB
DomistanMeSH, HMDB
Chemical FormulaC19H24N2
Average Molecular Weight280.415
Monoisotopic Molecular Weight280.193948781
IUPAC NameN-benzyl-N-[2-(pyrrolidin-1-yl)ethyl]aniline
Traditional Namehistapyrrodine
CAS Registry Number493-80-1
SMILES
C(CN1CCCC1)N(CC1=CC=CC=C1)C1=CC=CC=C1
InChI Identifier
InChI=1S/C19H24N2/c1-3-9-18(10-4-1)17-21(19-11-5-2-6-12-19)16-15-20-13-7-8-14-20/h1-6,9-12H,7-8,13-17H2
InChI KeyMXHODDGKGSGCDI-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phenylbenzamines. These are aromatic compounds consisting of a benzyl group that is N-linked to a benzamine.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassPhenylmethylamines
Direct ParentPhenylbenzamines
Alternative Parents
Substituents
  • Phenylbenzamine
  • Benzylamine
  • Tertiary aliphatic/aromatic amine
  • Aniline or substituted anilines
  • Dialkylarylamine
  • Aralkylamine
  • N-alkylpyrrolidine
  • Pyrrolidine
  • Tertiary amine
  • Tertiary aliphatic amine
  • Azacycle
  • Organoheterocyclic compound
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Amine
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic 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 PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP4.2ALOGPS
logP4.23ChemAxon
logS-3.7ALOGPS
pKa (Strongest Basic)9.27ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area6.48 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity90.66 m³·mol⁻¹ChemAxon
Polarizability33.76 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
AllCCS[M-H]-173.57331661259
AllCCS[M+H]+168.56431661259
DeepCCS[M+H]+168.1430932474
DeepCCS[M-H]-165.78230932474
DeepCCS[M-2H]-198.66830932474
DeepCCS[M+Na]+174.23330932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
HistapyrrodineC(CN1CCCC1)N(CC1=CC=CC=C1)C1=CC=CC=C12917.2Standard polar33892256
HistapyrrodineC(CN1CCCC1)N(CC1=CC=CC=C1)C1=CC=CC=C12322.9Standard non polar33892256
HistapyrrodineC(CN1CCCC1)N(CC1=CC=CC=C1)C1=CC=CC=C12266.6Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Histapyrrodine GC-MS (Non-derivatized) - 70eV, Positivesplash10-000x-9320000000-3e2412986db4cd0a01922017-08-28Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Histapyrrodine 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 - Histapyrrodine 10V, Positive-QTOFsplash10-001i-5090000000-60f77a3e77e22bbe506b2017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Histapyrrodine 20V, Positive-QTOFsplash10-0007-9020000000-d8a82ac5280feca0a6022017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Histapyrrodine 40V, Positive-QTOFsplash10-0006-9000000000-414a981eca34c914be572017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Histapyrrodine 10V, Negative-QTOFsplash10-004i-0190000000-ee5fa81c6e7696c5d19a2017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Histapyrrodine 20V, Negative-QTOFsplash10-004i-5690000000-f868f113d2fa858eb2412017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Histapyrrodine 40V, Negative-QTOFsplash10-00u6-9500000000-c0365328614524e691652017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Histapyrrodine 10V, Positive-QTOFsplash10-001i-0090000000-898c03610f8e40ccc8592021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Histapyrrodine 20V, Positive-QTOFsplash10-01qc-6090000000-32cca95cda0f119d8dc22021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Histapyrrodine 40V, Positive-QTOFsplash10-001i-9000000000-ab3e2f1d9819a6a5ba4b2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Histapyrrodine 10V, Negative-QTOFsplash10-004i-0390000000-95aa35ae7dee755592552021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Histapyrrodine 20V, Negative-QTOFsplash10-004i-4590000000-82098facb43bc3065ba92021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Histapyrrodine 40V, Negative-QTOFsplash10-003r-5900000000-21f9c6b5a0a3b7fab2442021-09-24Wishart 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 IDDB13479
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID61430
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkHistapyrrodine
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. SIGWALD J, RAYMONDEAUD C: [Neurosedative action of histapyrrodine; its therapeutic value in anxiety, neurotonic manifestations and states of aggression]. Sem Med Prof Med Soc. 1957 Jan 30;33(4):161-2. [PubMed:13421807 ]