Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2013-06-15 18:11:26 UTC
Update Date2021-09-14 14:59:06 UTC
HMDB IDHMDB0060631
Secondary Accession Numbers
  • HMDB60631
Metabolite Identification
Common NameHydroxyclomipramine
DescriptionHydroxyclomipramine, also known as gpe(O-18:1(1Z)/20:4) or gpe(p-18:0/20:4W6), belongs to the class of organic compounds known as dibenzazepines. Dibenzazepines are compounds with two benzene rings connected by an azepine ring. Azepine is an unsaturated seven-member heterocycle with one nitrogen atom replacing a carbon atom. In humans, hydroxyclomipramine is involved in the clomipramine metabolism pathway. Hydroxyclomipramine 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 Hydroxyclomipramine.
Structure
Data?1563866084
Synonyms
ValueSource
1-(1-Enyl-stearoyl)-2-arachidonoyl-gpeHMDB
1-(1Z-Octadecenyl)-2-(5Z,8Z,11Z,14Z- eicosatetraenoyl)-sn-glycero-3-phosphoethanolamineHMDB
1-(1Z-Octadecenyl)-2-(5Z,8Z,11Z,14Z-icosatetraenoyl)-sn-glycero-3-phosphoethanolamine zwitterionHMDB
GPE(p-18:0/20:4)HMDB
1-(1-Enyl-stearoyl)-2-arachidonoyl-sn-glycero-3-phosphoethanolamineHMDB
1-(1Z-Octadecenyl)-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphoethanolamineHMDB
1-Alkenyl-2-acyl-glycerophosphoethanolamineHMDB
GPE(O-18:1(1Z)/20:4(5Z,8Z,11Z,14Z))HMDB
GPE(O-18:1(1Z)/20:4)HMDB
GPE(O-18:1(1Z)/20:4n6)HMDB
GPE(O-18:1(1Z)/20:4W6)HMDB
GPE(p-18:0/20:4(5Z,8Z,11Z,14Z))HMDB
GPE(p-18:0/20:4n6)HMDB
GPE(p-18:0/20:4W6)HMDB
GPEtn(38:5)HMDB
GPEtn(O-18:1(1Z)/20:4(5Z,8Z,11Z,14Z))HMDB
GPEtn(O-18:1(1Z)/20:4)HMDB
GPEtn(O-18:1(1Z)/20:4n6)HMDB
GPEtn(O-18:1(1Z)/20:4W6)HMDB
GPEtn(p-18:0/20:4(5Z,8Z,11Z,14Z))HMDB
GPEtn(p-18:0/20:4)HMDB
GPEtn(p-18:0/20:4n6)HMDB
GPEtn(p-18:0/20:4W6)HMDB
PE(38:5)HMDB
PE(O-18:1(1Z)/20:4(5Z,8Z,11Z,14Z))HMDB
PE(O-18:1(1Z)/20:4)HMDB
PE(O-18:1(1Z)/20:4N6)HMDB
PE(O-18:1(1Z)/20:4W6)HMDB
PE(P-18:0/20:4)HMDB
PE(P-18:0/20:4N6)HMDB
PE(P-18:0/20:4W6)HMDB
Phophatidylethanolamine(38:5)HMDB
Phophatidylethanolamine(O-18:1(1Z)/20:4(5Z,8Z,11Z,14Z))HMDB
Phophatidylethanolamine(O-18:1(1Z)/20:4)HMDB
Phophatidylethanolamine(O-18:1(1Z)/20:4n6)HMDB
Phophatidylethanolamine(O-18:1(1Z)/20:4W6)HMDB
Phophatidylethanolamine(p-18:0/20:4(5Z,8Z,11Z,14Z))HMDB
Phophatidylethanolamine(p-18:0/20:4)HMDB
Phophatidylethanolamine(p-18:0/20:4n6)HMDB
Phophatidylethanolamine(p-18:0/20:4W6)HMDB
Chemical FormulaC19H23ClN2O
Average Molecular Weight330.852
Monoisotopic Molecular Weight330.149891075
IUPAC Name5-chloro-2-[3-(dimethylamino)propyl]-2-azatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaen-9-ol
Traditional Name5-chloro-2-[3-(dimethylamino)propyl]-2-azatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaen-9-ol
CAS Registry NumberNot Available
SMILES
CN(C)CCCN1C2=CC=CC=C2CC(O)C2=C1C=C(Cl)C=C2
InChI Identifier
InChI=1S/C19H23ClN2O/c1-21(2)10-5-11-22-17-7-4-3-6-14(17)12-19(23)16-9-8-15(20)13-18(16)22/h3-4,6-9,13,19,23H,5,10-12H2,1-2H3
InChI KeySATHMWNGUPSXIE-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as dibenzazepines. Dibenzazepines are compounds with two benzene rings connected by an azepine ring. Azepine is an unsaturated seven-member heterocycle with one nitrogen atom replacing a carbon atom.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzazepines
Sub ClassDibenzazepines
Direct ParentDibenzazepines
Alternative Parents
Substituents
  • Dibenzazepine
  • Alkyldiarylamine
  • Tertiary aliphatic/aromatic amine
  • Azepine
  • Aryl chloride
  • Aryl halide
  • Benzenoid
  • Secondary alcohol
  • Tertiary amine
  • Tertiary aliphatic amine
  • Azacycle
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Organochloride
  • Organohalogen compound
  • Organic nitrogen compound
  • Alcohol
  • Organopnictogen compound
  • Organic oxygen compound
  • Amine
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
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
Water Solubility0.14 g/LALOGPS
logP3.83ALOGPS
logP3.65ChemAxon
logS-3.4ALOGPS
pKa (Strongest Acidic)14.25ChemAxon
pKa (Strongest Basic)9.2ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area26.71 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity96.93 m³·mol⁻¹ChemAxon
Polarizability36.74 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
DeepCCS[M+H]+174.18330932474
DeepCCS[M-H]-171.82530932474
DeepCCS[M-2H]-204.71130932474
DeepCCS[M+Na]+180.27730932474
AllCCS[M+H]+177.632859911
AllCCS[M+H-H2O]+174.432859911
AllCCS[M+NH4]+180.632859911
AllCCS[M+Na]+181.432859911
AllCCS[M-H]-183.832859911
AllCCS[M+Na-2H]-183.732859911
AllCCS[M+HCOO]-183.632859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
HydroxyclomipramineCN(C)CCCN1C2=CC=CC=C2CC(O)C2=C1C=C(Cl)C=C23792.7Standard polar33892256
HydroxyclomipramineCN(C)CCCN1C2=CC=CC=C2CC(O)C2=C1C=C(Cl)C=C22637.4Standard non polar33892256
HydroxyclomipramineCN(C)CCCN1C2=CC=CC=C2CC(O)C2=C1C=C(Cl)C=C22565.3Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Hydroxyclomipramine,1TMS,isomer #1CN(C)CCCN1C2=CC=CC=C2CC(O[Si](C)(C)C)C2=CC=C(Cl)C=C212626.9Semi standard non polar33892256
Hydroxyclomipramine,1TBDMS,isomer #1CN(C)CCCN1C2=CC=CC=C2CC(O[Si](C)(C)C(C)(C)C)C2=CC=C(Cl)C=C212823.0Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Hydroxyclomipramine GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4i-9354000000-37423abed71f75076b842017-09-20Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Hydroxyclomipramine GC-MS (1 TMS) - 70eV, Positivesplash10-0a4r-9006000000-ca3f52e56115cb0f54012017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Hydroxyclomipramine 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 - Hydroxyclomipramine 10V, Positive-QTOFsplash10-03e9-0019000000-3c690b0fa51c880ecc682017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hydroxyclomipramine 20V, Positive-QTOFsplash10-01p9-9287000000-bb26165640ce829de0d02017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hydroxyclomipramine 40V, Positive-QTOFsplash10-0006-9000000000-a7d34871cc281526d3652017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hydroxyclomipramine 10V, Negative-QTOFsplash10-004i-0009000000-d611a69c0f978b3e18e22017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hydroxyclomipramine 20V, Negative-QTOFsplash10-004i-0059000000-216f8a4348c86f50c63a2017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hydroxyclomipramine 40V, Negative-QTOFsplash10-01ox-2190000000-de11240a185bf1aa01a12017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hydroxyclomipramine 10V, Positive-QTOFsplash10-001r-5009000000-a137f92ef41764fe93382021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hydroxyclomipramine 20V, Positive-QTOFsplash10-000i-9023000000-9be8d189721d7faaab822021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hydroxyclomipramine 40V, Positive-QTOFsplash10-0a4r-9000000000-e8aef58a3fd9cb281b012021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hydroxyclomipramine 10V, Negative-QTOFsplash10-004i-0009000000-6dafc67ddcd20555366e2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hydroxyclomipramine 20V, Negative-QTOFsplash10-0059-2092000000-e73f39f64a62f7bbf8b42021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hydroxyclomipramine 40V, Negative-QTOFsplash10-001i-9080000000-e1b3642e9e542b2cb7802021-10-12Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Membrane (predicted from logP)
Biospecimen Locations
  • Blood
  • Urine
Tissue Locations
  • Kidney
  • Liver
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableNormal
      Not Available
details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableNormal
      Not Available
details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB023768
KNApSAcK IDNot Available
Chemspider ID4926459
KEGG Compound IDC00350
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID6548
PubChem Compound9547058
PDB IDNot Available
ChEBI ID78342
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