Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2013-07-09 16:09:30 UTC
Update Date2019-07-23 07:15:28 UTC
HMDB IDHMDB0060958
Secondary Accession Numbers
  • HMDB60958
Metabolite Identification
Common Name7-hydroxyolanzapine
Description7-hydroxyolanzapine is a metabolite of olanzapine. Olanzapine (trade name Zyprexa or in combination with fluoxetine Symbyax) is an atypical antipsychotic, approved by the FDA for the treatment of schizophrenia and bipolar disorder. Olanzapine is structurally similar to clozapine, but is classified as a thienobenzodiazepine. The olanzapine formulations are manufactured and marketed by the pharmaceutical company Eli Lilly and Company; the drug went generic in 2011. Sales of Zyprexa in 2008 were $2.2B in the US alone, and $4.7B in total. (Wikipedia)
Structure
Data?1563866128
Synonyms
ValueSource
6-HydroxymethylmexiletineHMDB
Chemical FormulaC17H20N4OS
Average Molecular Weight328.432
Monoisotopic Molecular Weight328.135781972
IUPAC Name5-methyl-8-(4-methylpiperazin-1-yl)-4-thia-2,9-diazatricyclo[8.4.0.0³,⁷]tetradeca-1(10),3(7),5,8,11,13-hexaen-12-ol
Traditional Name5-methyl-8-(4-methylpiperazin-1-yl)-4-thia-2,9-diazatricyclo[8.4.0.0³,⁷]tetradeca-1(10),3(7),5,8,11,13-hexaen-12-ol
CAS Registry NumberNot Available
SMILES
CN1CCN(CC1)C1=NC2=C(NC3=C1C=C(C)S3)C=CC(O)=C2
InChI Identifier
InChI=1S/C17H20N4OS/c1-11-9-13-16(21-7-5-20(2)6-8-21)18-15-10-12(22)3-4-14(15)19-17(13)23-11/h3-4,9-10,19,22H,5-8H2,1-2H3
InChI KeySMNUCABXNXAPBY-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as benzodiazepines. These are organic compounds containing a benzene ring fused to either isomers of diazepine(unsaturated seven-member heterocycle with two nitrogen atoms replacing two carbon atoms).
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzodiazepines
Sub ClassNot Available
Direct ParentBenzodiazepines
Alternative Parents
Substituents
  • Benzodiazepine
  • Thieno-para-diazepine
  • 2,3,5-trisubstituted thiophene
  • Para-diazepine
  • 1-hydroxy-2-unsubstituted benzenoid
  • N-methylpiperazine
  • N-alkylpiperazine
  • N-arylated-2-aminothiophene
  • 1,4-diazinane
  • Piperazine
  • Benzenoid
  • Imidolactam
  • 2-aminothiophene
  • Heteroaromatic compound
  • Thiophene
  • Tertiary amine
  • Tertiary aliphatic amine
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Carboxylic acid amidine
  • Amidine
  • Secondary amine
  • Azacycle
  • Organonitrogen compound
  • Organic nitrogen compound
  • Organooxygen compound
  • Amine
  • Organic oxygen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • 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 Solubility0.15 g/LALOGPS
logP2.96ALOGPS
logP3.08ChemAxon
logS-3.3ALOGPS
pKa (Strongest Acidic)9.89ChemAxon
pKa (Strongest Basic)7.23ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area51.1 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity95.85 m³·mol⁻¹ChemAxon
Polarizability36.17 ųChemAxon
Number of Rings4ChemAxon
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]+176.63831661259
DarkChem[M-H]-176.83731661259
DeepCCS[M+H]+178.24230932474
DeepCCS[M-H]-175.88430932474
DeepCCS[M-2H]-208.89730932474
DeepCCS[M+Na]+184.33530932474
AllCCS[M+H]+175.732859911
AllCCS[M+H-H2O]+172.632859911
AllCCS[M+NH4]+178.632859911
AllCCS[M+Na]+179.532859911
AllCCS[M-H]-179.232859911
AllCCS[M+Na-2H]-178.732859911
AllCCS[M+HCOO]-178.332859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
7-hydroxyolanzapineCN1CCN(CC1)C1=NC2=C(NC3=C1C=C(C)S3)C=CC(O)=C24300.7Standard polar33892256
7-hydroxyolanzapineCN1CCN(CC1)C1=NC2=C(NC3=C1C=C(C)S3)C=CC(O)=C22889.0Standard non polar33892256
7-hydroxyolanzapineCN1CCN(CC1)C1=NC2=C(NC3=C1C=C(C)S3)C=CC(O)=C23143.2Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
7-hydroxyolanzapine,1TMS,isomer #1CC1=CC2=C(NC3=CC=C(O[Si](C)(C)C)C=C3N=C2N2CCN(C)CC2)S13117.7Semi standard non polar33892256
7-hydroxyolanzapine,1TMS,isomer #2CC1=CC2=C(S1)N([Si](C)(C)C)C1=CC=C(O)C=C1N=C2N1CCN(C)CC12978.5Semi standard non polar33892256
7-hydroxyolanzapine,2TMS,isomer #1CC1=CC2=C(S1)N([Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C=C1N=C2N1CCN(C)CC12987.3Semi standard non polar33892256
7-hydroxyolanzapine,2TMS,isomer #1CC1=CC2=C(S1)N([Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C=C1N=C2N1CCN(C)CC12975.9Standard non polar33892256
7-hydroxyolanzapine,2TMS,isomer #1CC1=CC2=C(S1)N([Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C=C1N=C2N1CCN(C)CC14061.9Standard polar33892256
7-hydroxyolanzapine,1TBDMS,isomer #1CC1=CC2=C(NC3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3N=C2N2CCN(C)CC2)S13280.3Semi standard non polar33892256
7-hydroxyolanzapine,1TBDMS,isomer #2CC1=CC2=C(S1)N([Si](C)(C)C(C)(C)C)C1=CC=C(O)C=C1N=C2N1CCN(C)CC13167.6Semi standard non polar33892256
7-hydroxyolanzapine,2TBDMS,isomer #1CC1=CC2=C(S1)N([Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1N=C2N1CCN(C)CC13309.4Semi standard non polar33892256
7-hydroxyolanzapine,2TBDMS,isomer #1CC1=CC2=C(S1)N([Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1N=C2N1CCN(C)CC13411.0Standard non polar33892256
7-hydroxyolanzapine,2TBDMS,isomer #1CC1=CC2=C(S1)N([Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1N=C2N1CCN(C)CC14139.5Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 7-hydroxyolanzapine GC-MS (Non-derivatized) - 70eV, Positivesplash10-0c2d-9053000000-108aea46e9a8975725172017-09-20Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 7-hydroxyolanzapine GC-MS (1 TMS) - 70eV, Positivesplash10-05bn-9116000000-2eb6d0a65984645630732017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 7-hydroxyolanzapine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 7-hydroxyolanzapine 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 - 7-hydroxyolanzapine 10V, Positive-QTOFsplash10-004i-0009000000-1c16d311ba60394854772017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-hydroxyolanzapine 20V, Positive-QTOFsplash10-004i-0039000000-35e3661c644d86d626182017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-hydroxyolanzapine 40V, Positive-QTOFsplash10-0002-9210000000-0dfc41403327e9c3022a2017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-hydroxyolanzapine 10V, Negative-QTOFsplash10-004i-0029000000-4dbe5ba9414a4c1f5a892017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-hydroxyolanzapine 20V, Negative-QTOFsplash10-000i-0093000000-715481b9a47914050e3a2017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-hydroxyolanzapine 40V, Negative-QTOFsplash10-056u-2291000000-03185a07a5283f879e352017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-hydroxyolanzapine 10V, Positive-QTOFsplash10-004i-0009000000-8d4c85c4dfeb69b509082021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-hydroxyolanzapine 20V, Positive-QTOFsplash10-004i-0019000000-05cb4ca54f1204bf0d2c2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-hydroxyolanzapine 40V, Positive-QTOFsplash10-00di-0191000000-2695042fa1813e2880f82021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-hydroxyolanzapine 10V, Negative-QTOFsplash10-004i-0009000000-93e1684d98a6abe386382021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-hydroxyolanzapine 20V, Negative-QTOFsplash10-004i-0009000000-426638d49bde5c543bec2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-hydroxyolanzapine 40V, Negative-QTOFsplash10-0udi-1091000000-3ac2c83002a0dd2360b12021-09-22Wishart 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 IDNot Available
KNApSAcK IDNot Available
Chemspider ID30778613
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound93285
PDB IDNot Available
ChEBI ID168676
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