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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-10 21:37:35 UTC
Update Date2021-09-26 22:52:14 UTC
HMDB IDHMDB0244472
Secondary Accession NumbersNone
Metabolite Identification
Common NameSapanisertib
DescriptionSapanisertib, also known as TAK-228, belongs to the class of organic compounds known as benzoxazoles. These are organic compounds containing a benzene fused to an oxazole ring Oxazole is five-membered aromatic ring with a nitrogen and an oxygen atoms at the 1- and 3-position, respectively. Based on a literature review a significant number of articles have been published on Sapanisertib. This compound has been identified in human blood as reported by (PMID: 31557052 ). Sapanisertib is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Sapanisertib is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.
Structure
Thumb
Synonyms
ValueSource
TAK-228HMDB
Chemical FormulaC15H15N7O
Average Molecular Weight309.333
Monoisotopic Molecular Weight309.133808131
IUPAC Name5-[4-amino-1-(propan-2-yl)-1H-pyrazolo[3,4-d]pyrimidin-3-yl]-1,3-benzoxazol-2-amine
Traditional Name5-{4-amino-1-isopropylpyrazolo[3,4-d]pyrimidin-3-yl}-1,3-benzoxazol-2-amine
CAS Registry NumberNot Available
SMILES
CC(C)N1N=C(C2=C(N)N=CN=C12)C1=CC=C2OC(N)=NC2=C1
InChI Identifier
InChI=1S/C15H15N7O/c1-7(2)22-14-11(13(16)18-6-19-14)12(21-22)8-3-4-10-9(5-8)20-15(17)23-10/h3-7H,1-2H3,(H2,17,20)(H2,16,18,19)
InChI KeyGYLDXIAOMVERTK-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as benzoxazoles. These are organic compounds containing a benzene fused to an oxazole ring Oxazole is five-membered aromatic ring with a nitrogen and an oxygen atoms at the 1- and 3-position, respectively.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzoxazoles
Sub ClassNot Available
Direct ParentBenzoxazoles
Alternative Parents
Substituents
  • Benzoxazole
  • Pyrazolopyrimidine
  • Pyrazolo[3,4-d]pyrimidine
  • Aminopyrimidine
  • Pyrimidine
  • Benzenoid
  • Imidolactam
  • Azole
  • Oxazole
  • Pyrazole
  • Heteroaromatic compound
  • Oxacycle
  • Azacycle
  • Organopnictogen compound
  • Primary amine
  • Organic nitrogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxygen compound
  • Hydrocarbon derivative
  • 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
logP1.97ALOGPS
logP1.64ChemAxon
logS-3.1ALOGPS
pKa (Strongest Acidic)13.86ChemAxon
pKa (Strongest Basic)4.07ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area121.67 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity97.69 m³·mol⁻¹ChemAxon
Polarizability32.67 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
DeepCCS[M-2H]-204.42330932474
DeepCCS[M+Na]+179.6530932474
AllCCS[M+H]+173.232859911
AllCCS[M+H-H2O]+169.932859911
AllCCS[M+NH4]+176.332859911
AllCCS[M+Na]+177.232859911
AllCCS[M-H]-175.732859911
AllCCS[M+Na-2H]-175.232859911
AllCCS[M+HCOO]-174.732859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
SapanisertibCC(C)N1N=C(C2=C(N)N=CN=C12)C1=CC=C2OC(N)=NC2=C13811.4Standard polar33892256
SapanisertibCC(C)N1N=C(C2=C(N)N=CN=C12)C1=CC=C2OC(N)=NC2=C13143.7Standard non polar33892256
SapanisertibCC(C)N1N=C(C2=C(N)N=CN=C12)C1=CC=C2OC(N)=NC2=C13252.8Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Sapanisertib,1TMS,isomer #1CC(C)N1N=C(C2=CC=C3OC(N)=NC3=C2)C2=C(N[Si](C)(C)C)N=CN=C213574.0Semi standard non polar33892256
Sapanisertib,1TMS,isomer #1CC(C)N1N=C(C2=CC=C3OC(N)=NC3=C2)C2=C(N[Si](C)(C)C)N=CN=C213009.4Standard non polar33892256
Sapanisertib,1TMS,isomer #1CC(C)N1N=C(C2=CC=C3OC(N)=NC3=C2)C2=C(N[Si](C)(C)C)N=CN=C214991.2Standard polar33892256
Sapanisertib,1TMS,isomer #2CC(C)N1N=C(C2=CC=C3OC(N[Si](C)(C)C)=NC3=C2)C2=C(N)N=CN=C213613.5Semi standard non polar33892256
Sapanisertib,1TMS,isomer #2CC(C)N1N=C(C2=CC=C3OC(N[Si](C)(C)C)=NC3=C2)C2=C(N)N=CN=C212959.5Standard non polar33892256
Sapanisertib,1TMS,isomer #2CC(C)N1N=C(C2=CC=C3OC(N[Si](C)(C)C)=NC3=C2)C2=C(N)N=CN=C215019.5Standard polar33892256
Sapanisertib,2TMS,isomer #1CC(C)N1N=C(C2=CC=C3OC(N[Si](C)(C)C)=NC3=C2)C2=C(N[Si](C)(C)C)N=CN=C213449.8Semi standard non polar33892256
Sapanisertib,2TMS,isomer #1CC(C)N1N=C(C2=CC=C3OC(N[Si](C)(C)C)=NC3=C2)C2=C(N[Si](C)(C)C)N=CN=C212985.9Standard non polar33892256
Sapanisertib,2TMS,isomer #1CC(C)N1N=C(C2=CC=C3OC(N[Si](C)(C)C)=NC3=C2)C2=C(N[Si](C)(C)C)N=CN=C214786.5Standard polar33892256
Sapanisertib,2TMS,isomer #2CC(C)N1N=C(C2=CC=C3OC(N)=NC3=C2)C2=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C213367.0Semi standard non polar33892256
Sapanisertib,2TMS,isomer #2CC(C)N1N=C(C2=CC=C3OC(N)=NC3=C2)C2=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C213005.6Standard non polar33892256
Sapanisertib,2TMS,isomer #2CC(C)N1N=C(C2=CC=C3OC(N)=NC3=C2)C2=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C214534.7Standard polar33892256
Sapanisertib,2TMS,isomer #3CC(C)N1N=C(C2=CC=C3OC(N([Si](C)(C)C)[Si](C)(C)C)=NC3=C2)C2=C(N)N=CN=C213352.0Semi standard non polar33892256
Sapanisertib,2TMS,isomer #3CC(C)N1N=C(C2=CC=C3OC(N([Si](C)(C)C)[Si](C)(C)C)=NC3=C2)C2=C(N)N=CN=C213040.5Standard non polar33892256
Sapanisertib,2TMS,isomer #3CC(C)N1N=C(C2=CC=C3OC(N([Si](C)(C)C)[Si](C)(C)C)=NC3=C2)C2=C(N)N=CN=C214617.4Standard polar33892256
Sapanisertib,3TMS,isomer #1CC(C)N1N=C(C2=CC=C3OC(N([Si](C)(C)C)[Si](C)(C)C)=NC3=C2)C2=C(N[Si](C)(C)C)N=CN=C213254.2Semi standard non polar33892256
Sapanisertib,3TMS,isomer #1CC(C)N1N=C(C2=CC=C3OC(N([Si](C)(C)C)[Si](C)(C)C)=NC3=C2)C2=C(N[Si](C)(C)C)N=CN=C213085.4Standard non polar33892256
Sapanisertib,3TMS,isomer #1CC(C)N1N=C(C2=CC=C3OC(N([Si](C)(C)C)[Si](C)(C)C)=NC3=C2)C2=C(N[Si](C)(C)C)N=CN=C214316.3Standard polar33892256
Sapanisertib,3TMS,isomer #2CC(C)N1N=C(C2=CC=C3OC(N[Si](C)(C)C)=NC3=C2)C2=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C213318.8Semi standard non polar33892256
Sapanisertib,3TMS,isomer #2CC(C)N1N=C(C2=CC=C3OC(N[Si](C)(C)C)=NC3=C2)C2=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C212989.5Standard non polar33892256
Sapanisertib,3TMS,isomer #2CC(C)N1N=C(C2=CC=C3OC(N[Si](C)(C)C)=NC3=C2)C2=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C214267.9Standard polar33892256
Sapanisertib,4TMS,isomer #1CC(C)N1N=C(C2=CC=C3OC(N([Si](C)(C)C)[Si](C)(C)C)=NC3=C2)C2=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C213234.1Semi standard non polar33892256
Sapanisertib,4TMS,isomer #1CC(C)N1N=C(C2=CC=C3OC(N([Si](C)(C)C)[Si](C)(C)C)=NC3=C2)C2=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C213089.0Standard non polar33892256
Sapanisertib,4TMS,isomer #1CC(C)N1N=C(C2=CC=C3OC(N([Si](C)(C)C)[Si](C)(C)C)=NC3=C2)C2=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C213874.0Standard polar33892256
Sapanisertib,1TBDMS,isomer #1CC(C)N1N=C(C2=CC=C3OC(N)=NC3=C2)C2=C(N[Si](C)(C)C(C)(C)C)N=CN=C213736.1Semi standard non polar33892256
Sapanisertib,1TBDMS,isomer #1CC(C)N1N=C(C2=CC=C3OC(N)=NC3=C2)C2=C(N[Si](C)(C)C(C)(C)C)N=CN=C213141.7Standard non polar33892256
Sapanisertib,1TBDMS,isomer #1CC(C)N1N=C(C2=CC=C3OC(N)=NC3=C2)C2=C(N[Si](C)(C)C(C)(C)C)N=CN=C214912.5Standard polar33892256
Sapanisertib,1TBDMS,isomer #2CC(C)N1N=C(C2=CC=C3OC(N[Si](C)(C)C(C)(C)C)=NC3=C2)C2=C(N)N=CN=C213772.6Semi standard non polar33892256
Sapanisertib,1TBDMS,isomer #2CC(C)N1N=C(C2=CC=C3OC(N[Si](C)(C)C(C)(C)C)=NC3=C2)C2=C(N)N=CN=C213109.5Standard non polar33892256
Sapanisertib,1TBDMS,isomer #2CC(C)N1N=C(C2=CC=C3OC(N[Si](C)(C)C(C)(C)C)=NC3=C2)C2=C(N)N=CN=C214926.9Standard polar33892256
Sapanisertib,2TBDMS,isomer #1CC(C)N1N=C(C2=CC=C3OC(N[Si](C)(C)C(C)(C)C)=NC3=C2)C2=C(N[Si](C)(C)C(C)(C)C)N=CN=C213737.4Semi standard non polar33892256
Sapanisertib,2TBDMS,isomer #1CC(C)N1N=C(C2=CC=C3OC(N[Si](C)(C)C(C)(C)C)=NC3=C2)C2=C(N[Si](C)(C)C(C)(C)C)N=CN=C213339.0Standard non polar33892256
Sapanisertib,2TBDMS,isomer #1CC(C)N1N=C(C2=CC=C3OC(N[Si](C)(C)C(C)(C)C)=NC3=C2)C2=C(N[Si](C)(C)C(C)(C)C)N=CN=C214631.2Standard polar33892256
Sapanisertib,2TBDMS,isomer #2CC(C)N1N=C(C2=CC=C3OC(N)=NC3=C2)C2=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C213706.7Semi standard non polar33892256
Sapanisertib,2TBDMS,isomer #2CC(C)N1N=C(C2=CC=C3OC(N)=NC3=C2)C2=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C213351.7Standard non polar33892256
Sapanisertib,2TBDMS,isomer #2CC(C)N1N=C(C2=CC=C3OC(N)=NC3=C2)C2=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C214425.8Standard polar33892256
Sapanisertib,2TBDMS,isomer #3CC(C)N1N=C(C2=CC=C3OC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC3=C2)C2=C(N)N=CN=C213644.9Semi standard non polar33892256
Sapanisertib,2TBDMS,isomer #3CC(C)N1N=C(C2=CC=C3OC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC3=C2)C2=C(N)N=CN=C213380.3Standard non polar33892256
Sapanisertib,2TBDMS,isomer #3CC(C)N1N=C(C2=CC=C3OC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC3=C2)C2=C(N)N=CN=C214499.1Standard polar33892256
Sapanisertib,3TBDMS,isomer #1CC(C)N1N=C(C2=CC=C3OC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC3=C2)C2=C(N[Si](C)(C)C(C)(C)C)N=CN=C213682.4Semi standard non polar33892256
Sapanisertib,3TBDMS,isomer #1CC(C)N1N=C(C2=CC=C3OC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC3=C2)C2=C(N[Si](C)(C)C(C)(C)C)N=CN=C213597.6Standard non polar33892256
Sapanisertib,3TBDMS,isomer #1CC(C)N1N=C(C2=CC=C3OC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC3=C2)C2=C(N[Si](C)(C)C(C)(C)C)N=CN=C214312.6Standard polar33892256
Sapanisertib,3TBDMS,isomer #2CC(C)N1N=C(C2=CC=C3OC(N[Si](C)(C)C(C)(C)C)=NC3=C2)C2=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C213755.6Semi standard non polar33892256
Sapanisertib,3TBDMS,isomer #2CC(C)N1N=C(C2=CC=C3OC(N[Si](C)(C)C(C)(C)C)=NC3=C2)C2=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C213558.1Standard non polar33892256
Sapanisertib,3TBDMS,isomer #2CC(C)N1N=C(C2=CC=C3OC(N[Si](C)(C)C(C)(C)C)=NC3=C2)C2=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C214270.1Standard polar33892256
Sapanisertib,4TBDMS,isomer #1CC(C)N1N=C(C2=CC=C3OC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC3=C2)C2=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C213803.5Semi standard non polar33892256
Sapanisertib,4TBDMS,isomer #1CC(C)N1N=C(C2=CC=C3OC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC3=C2)C2=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C213821.2Standard non polar33892256
Sapanisertib,4TBDMS,isomer #1CC(C)N1N=C(C2=CC=C3OC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC3=C2)C2=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C214056.2Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Sapanisertib GC-MS (Non-derivatized) - 70eV, Positivesplash10-00lf-2090000000-02fb69e4d0cb0177a4c42017-08-28Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Sapanisertib 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 - Sapanisertib 10V, Positive-QTOFsplash10-03di-0059000000-4fe4acdbf40116b1b37e2017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sapanisertib 20V, Positive-QTOFsplash10-014i-0090000000-fd0df736d485d39bb33c2017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sapanisertib 40V, Positive-QTOFsplash10-0f8c-0390000000-5e5169be9365843619632017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sapanisertib 10V, Negative-QTOFsplash10-0a4i-0019000000-9b0d2578e355cb676b1e2017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sapanisertib 20V, Negative-QTOFsplash10-0aor-3297000000-1cd13194dff451b4b5792017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sapanisertib 40V, Negative-QTOFsplash10-0006-5090000000-ff184658c31383881bf22017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sapanisertib 10V, Positive-QTOFsplash10-03di-0009000000-8c5638c0c6e9f56c706f2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sapanisertib 20V, Positive-QTOFsplash10-02t9-0093000000-a86d6781410aaa4761742021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sapanisertib 40V, Positive-QTOFsplash10-00or-0190000000-ca60de863a9ee26a05242021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sapanisertib 10V, Negative-QTOFsplash10-0a4i-0009000000-35ef17ad9fb0b8b1eb9f2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sapanisertib 20V, Negative-QTOFsplash10-0aor-0089000000-51833f4230bd4a5cd2bc2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sapanisertib 40V, Negative-QTOFsplash10-000i-0190000000-2cb56fd9672d39a95b742021-10-12Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB11836
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID28189069
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkSapanisertib
METLIN IDNot Available
PubChem Compound45375953
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. Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]