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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-06 15:16:52 UTC
Update Date2022-03-07 02:52:05 UTC
HMDB IDHMDB0015692
Secondary Accession Numbers
  • HMDB15692
Metabolite Identification
Common NameIsothipendyl
DescriptionIsothipendyl, also known as actapront or andanton, belongs to the class of organic compounds known as alkyldiarylamines. These are tertiary alkylarylamines having two aryl and one alkyl groups attached to the amino group. Isothipendyl is a drug which is used for the topical treatment of itching associated with allergic reactions. In humans, isothipendyl is involved in the isothipendyl h1-antihistamine action pathway. Isothipendyl 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 Isothipendyl.
Structure
Data?1582753324
Synonyms
ValueSource
ActaprontKegg
IsothipendylumHMDB
10-(2-Dimethylamino-2-methylethyl)-10H-pyrido(3,2- b)(1,4)benzothiazineHMDB
AndantonHMDB
EstamylHMDB
SedermylHMDB
Isothipendyl hydrochlorideHMDB
AndantolHMDB
Chemical FormulaC16H19N3S
Average Molecular Weight285.407
Monoisotopic Molecular Weight285.129968313
IUPAC Namedimethyl(1-{9-thia-2,4-diazatricyclo[8.4.0.0³,⁸]tetradeca-1(14),3(8),4,6,10,12-hexaen-2-yl}propan-2-yl)amine
Traditional Nameisothipendyl
CAS Registry Number482-15-5
SMILES
CC(CN1C2=CC=CC=C2SC2=C1N=CC=C2)N(C)C
InChI Identifier
InChI=1S/C16H19N3S/c1-12(18(2)3)11-19-13-7-4-5-8-14(13)20-15-9-6-10-17-16(15)19/h4-10,12H,11H2,1-3H3
InChI KeyOQJBSDFFQWMKBQ-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as alkyldiarylamines. These are tertiary alkylarylamines having two aryl and one alkyl groups attached to the amino group.
KingdomOrganic compounds
Super ClassOrganic nitrogen compounds
ClassOrganonitrogen compounds
Sub ClassAmines
Direct ParentAlkyldiarylamines
Alternative Parents
Substituents
  • Alkyldiarylamine
  • Diarylthioether
  • Benzothiazine
  • Aryl thioether
  • Para-thiazine
  • Pyridine
  • Benzenoid
  • Imidolactam
  • Heteroaromatic compound
  • Tertiary aliphatic amine
  • Azacycle
  • Thioether
  • Organoheterocyclic compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Biological location

Process

Naturally occurring process

Physical Properties
StateSolid
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
Water Solubility0.14 g/LALOGPS
logP3.45ALOGPS
logP3.66ChemAxon
logS-3.3ALOGPS
pKa (Strongest Basic)8.91ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area19.37 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity86.66 m³·mol⁻¹ChemAxon
Polarizability31.9 ųChemAxon
Number of Rings3ChemAxon
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]+165.76131661259
DarkChem[M-H]-164.13331661259
DeepCCS[M+H]+160.64430932474
DeepCCS[M-H]-158.28630932474
DeepCCS[M-2H]-191.17230932474
DeepCCS[M+Na]+166.73830932474
AllCCS[M+H]+165.832859911
AllCCS[M+H-H2O]+162.432859911
AllCCS[M+NH4]+168.932859911
AllCCS[M+Na]+169.832859911
AllCCS[M-H]-170.432859911
AllCCS[M+Na-2H]-170.032859911
AllCCS[M+HCOO]-169.832859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
IsothipendylCC(CN1C2=CC=CC=C2SC2=C1N=CC=C2)N(C)C3241.3Standard polar33892256
IsothipendylCC(CN1C2=CC=CC=C2SC2=C1N=CC=C2)N(C)C2250.5Standard non polar33892256
IsothipendylCC(CN1C2=CC=CC=C2SC2=C1N=CC=C2)N(C)C2289.7Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Isothipendyl EI-B (Non-derivatized)splash10-00di-9000000000-fcb41271c0640c5ac2b52017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Isothipendyl CI-B (Non-derivatized)splash10-000i-7090000000-32a33b7c7fcd9798b7252017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Isothipendyl EI-B (Non-derivatized)splash10-00di-9000000000-fcb41271c0640c5ac2b52018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Isothipendyl CI-B (Non-derivatized)splash10-000i-7090000000-32a33b7c7fcd9798b7252018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isothipendyl GC-MS (Non-derivatized) - 70eV, Positivesplash10-00di-9160000000-a37bf72e71b3109aec432017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isothipendyl GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isothipendyl 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 - Isothipendyl 10V, Positive-QTOFsplash10-000i-4190000000-f58e47b46c6bbf610c9b2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isothipendyl 20V, Positive-QTOFsplash10-000f-5090000000-d5105ccb8a44c64cd4932016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isothipendyl 40V, Positive-QTOFsplash10-00dr-9210000000-28d900388be36b5d42c72016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isothipendyl 10V, Negative-QTOFsplash10-001i-0090000000-44e4f4982ec52f3e264f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isothipendyl 20V, Negative-QTOFsplash10-00di-1900000000-bf7b272e20374ede20442016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isothipendyl 40V, Negative-QTOFsplash10-01ot-3900000000-044f63c6f9f36c4432562016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isothipendyl 10V, Positive-QTOFsplash10-000i-1090000000-0dc733f23897b903cdc62021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isothipendyl 20V, Positive-QTOFsplash10-000i-6090000000-6b8cdeb3b3c8ce9bba382021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isothipendyl 40V, Positive-QTOFsplash10-01p2-7940000000-87e5d0e6962060c338e52021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isothipendyl 10V, Negative-QTOFsplash10-001i-0090000000-a5919dffa6c443eb1b4a2021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isothipendyl 20V, Negative-QTOFsplash10-000t-5890000000-0dfe57d4ed78f0f6df9a2021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isothipendyl 40V, Negative-QTOFsplash10-0002-0920000000-f868d2f8840da16c41762021-10-11Wishart 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 DB08802 details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB08802 details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB08802
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID3649
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkIsothipendyl
METLIN IDNot Available
PubChem Compound3781
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. Moreau A, Dompmartin A, Dubreuil A, Leroy D: Phototoxic and photoprotective effects of topical isothipendyl. Photodermatol Photoimmunol Photomed. 1995 Apr;11(2):50-4. [PubMed:8546983 ]

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. Moreau A, Dompmartin A, Dubreuil A, Leroy D: Phototoxic and photoprotective effects of topical isothipendyl. Photodermatol Photoimmunol Photomed. 1995 Apr;11(2):50-4. [PubMed:8546983 ]