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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-13 11:55:27 UTC
Update Date2022-03-07 02:57:15 UTC
HMDB IDHMDB0042039
Secondary Accession Numbers
  • HMDB42039
Metabolite Identification
Common NameTiapride
DescriptionTiapride, also known as tiapridal or equilium, belongs to the class of organic compounds known as benzenesulfonyl compounds. These are aromatic compounds containing a benzenesulfonyl group, which consists of a monocyclic benzene moiety that carries a sulfonyl group. Based on a literature review a significant number of articles have been published on Tiapride.
Structure
Data?1563863724
Synonyms
ValueSource
TiapridalKegg
Tiapride hydrochlorideHMDB
EquiliumHMDB
Hydrochloride, tiaprideHMDB
Monohydrochloride, tiaprideHMDB
TiapridexHMDB
Tiapride monohydrochlorideHMDB
TiaprizalHMDB
Chemical FormulaC15H24N2O4S
Average Molecular Weight328.427
Monoisotopic Molecular Weight328.145677956
IUPAC NameN-[2-(diethylamino)ethyl]-5-methanesulfonyl-2-methoxybenzene-1-carboximidic acid
Traditional Nametiapride
CAS Registry Number51012-32-9
SMILES
CCN(CC)CCN=C(O)C1=C(OC)C=CC(=C1)S(C)(=O)=O
InChI Identifier
InChI=1S/C15H24N2O4S/c1-5-17(6-2)10-9-16-15(18)13-11-12(22(4,19)20)7-8-14(13)21-3/h7-8,11H,5-6,9-10H2,1-4H3,(H,16,18)
InChI KeyJTVPZMFULRWINT-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as benzenesulfonyl compounds. These are aromatic compounds containing a benzenesulfonyl group, which consists of a monocyclic benzene moiety that carries a sulfonyl group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzenesulfonyl compounds
Direct ParentBenzenesulfonyl compounds
Alternative Parents
Substituents
  • Benzenesulfonyl group
  • Phenoxy compound
  • Anisole
  • Phenol ether
  • Methoxybenzene
  • Alkyl aryl ether
  • Sulfone
  • Sulfonyl
  • Tertiary amine
  • Tertiary aliphatic amine
  • Carboximidic acid
  • Carboximidic acid derivative
  • Ether
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxygen compound
  • Amine
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organic nitrogen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
DispositionNot Available
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point124 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP0.90Not Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M+H]+Not Available181.639http://allccs.zhulab.cn/database/detail?ID=AllCCS00000854
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.14 g/LALOGPS
logP1.55ALOGPS
logP0.68ChemAxon
logS-3.4ALOGPS
pKa (Strongest Acidic)6.46ChemAxon
pKa (Strongest Basic)8.17ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area79.2 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity88.54 m³·mol⁻¹ChemAxon
Polarizability35.69 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+178.87631661259
DarkChem[M-H]-173.23231661259
DeepCCS[M+H]+178.49730932474
DeepCCS[M-H]-176.13930932474
DeepCCS[M-2H]-209.02530932474
DeepCCS[M+Na]+184.5930932474
AllCCS[M+H]+177.132859911
AllCCS[M+H-H2O]+174.232859911
AllCCS[M+NH4]+179.832859911
AllCCS[M+Na]+180.632859911
AllCCS[M-H]-176.232859911
AllCCS[M+Na-2H]-176.832859911
AllCCS[M+HCOO]-177.632859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
TiaprideCCN(CC)CCN=C(O)C1=C(OC)C=CC(=C1)S(C)(=O)=O4258.4Standard polar33892256
TiaprideCCN(CC)CCN=C(O)C1=C(OC)C=CC(=C1)S(C)(=O)=O2679.0Standard non polar33892256
TiaprideCCN(CC)CCN=C(O)C1=C(OC)C=CC(=C1)S(C)(=O)=O2676.3Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Tiapride,1TMS,isomer #1CCN(CC)CCN=C(O[Si](C)(C)C)C1=CC(S(C)(=O)=O)=CC=C1OC2607.5Semi standard non polar33892256
Tiapride,1TBDMS,isomer #1CCN(CC)CCN=C(O[Si](C)(C)C(C)(C)C)C1=CC(S(C)(=O)=O)=CC=C1OC2828.9Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Tiapride GC-MS (Non-derivatized) - 70eV, Positivesplash10-000j-8292000000-edf72e41d8713a9c720f2017-08-28Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Tiapride GC-MS (1 TMS) - 70eV, Positivesplash10-000i-7019000000-899f716f2da558cdf38f2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Tiapride GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Tiapride GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Tiapride LC-ESI-QFT , negative-QTOFsplash10-0a4r-2900000000-ce7cf18c3df7664007c32017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Tiapride LC-ESI-QFT , negative-QTOFsplash10-0a4i-2900000000-f2c792ada2d697b7a3432017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Tiapride LC-ESI-QFT , negative-QTOFsplash10-0a4i-5900000000-660415070e12bcbe43762017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Tiapride LC-ESI-QFT , negative-QTOFsplash10-0a6r-9700000000-2ce26990c6212c2ed1712017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Tiapride LC-ESI-QFT , negative-QTOFsplash10-01t9-9200000000-8d71048d6039798257dd2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Tiapride LC-ESI-QFT , negative-QTOFsplash10-01t9-9000000000-128e0b213532d5c3e6b02017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Tiapride LC-ESI-QFT , positive-QTOFsplash10-004i-0009000000-da514094cabb397322032017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Tiapride LC-ESI-QFT , positive-QTOFsplash10-0a4i-0091000000-c4544a176e5242fdbb7f2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Tiapride LC-ESI-QFT , positive-QTOFsplash10-0a4i-0090000000-fb4e4eea413d32fc62192017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Tiapride LC-ESI-QFT , positive-QTOFsplash10-08fr-0190000000-90bc8da6d92687ec2d7c2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Tiapride LC-ESI-QFT , positive-QTOFsplash10-03di-0690000000-37fc0504835723e81e172017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Tiapride LC-ESI-QFT , positive-QTOFsplash10-03e9-1930000000-612cdc3e15572ae249532017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Tiapride 30V, Positive-QTOFsplash10-0a4i-0090000000-e1205e76a53e501aeed72021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Tiapride 40V, Positive-QTOFsplash10-08fr-0190000000-796adf2d960d09f7dfd12021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Tiapride 20V, Positive-QTOFsplash10-0a4i-0094000000-eb63cd5ac2b0c8f6379c2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Tiapride 10V, Positive-QTOFsplash10-004i-0009000000-567dc8a4e9e1e9d504e92021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Tiapride 50V, Positive-QTOFsplash10-03di-0590000000-e110ec459b5211a263db2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Tiapride 30V, Negative-QTOFsplash10-0a4i-2900000000-f2c792ada2d697b7a3432021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Tiapride 15V, Negative-QTOFsplash10-0a4r-2900000000-ce7cf18c3df7664007c32021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tiapride 10V, Positive-QTOFsplash10-004i-1439000000-e604f143418a5e26ed282017-07-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tiapride 20V, Positive-QTOFsplash10-0pvi-5891000000-97a02f864c0501ccc5012017-07-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tiapride 40V, Positive-QTOFsplash10-0fk9-9410000000-a2bf0c23a9484bd3dde12017-07-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tiapride 10V, Negative-QTOFsplash10-004i-1019000000-73c774e3942279a084852017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tiapride 20V, Negative-QTOFsplash10-004i-9345000000-820f6d565d65c6e470ac2017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tiapride 40V, Negative-QTOFsplash10-004i-9100000000-4861c4710a8a5e9fb4452017-07-26Wishart 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 IDDB13025
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID5268
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkTiapride
METLIN IDNot Available
PubChem Compound5467
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 ReferencesNot Available