Hmdb loader
Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 15:32:13 UTC
Update Date2021-09-26 23:10:48 UTC
HMDB IDHMDB0255724
Secondary Accession NumbersNone
Metabolite Identification
Common NameNorbinaltorphimine
DescriptionAC1L1IDJ belongs to the class of organic compounds known as morphinans. These are polycyclic compounds with a four-ring skeleton with three condensed six-member rings forming a partially hydrogenated phenanthrene moiety, one of which is aromatic while the two others are alicyclic. AC1L1IDJ is a very strong basic compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). Norbinaltorphimine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Norbinaltorphimine 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
SynonymsNot Available
Chemical FormulaC40H43N3O6
Average Molecular Weight661.799
Monoisotopic Molecular Weight661.315186117
IUPAC Name9,33-bis(cyclopropylmethyl)-19,25-dioxa-9,22,33-triazaundecacyclo[24.9.1.1⁸,¹⁴.0¹,²⁴.0²,³².0⁴,²³.0⁵,²¹.0⁷,¹².0¹²,²⁰.0¹³,¹⁸.0³⁰,³⁶]heptatriaconta-4(23),5(21),13,15,17,26,28,30(36)-octaene-2,7,17,27-tetrol
Traditional Name9,33-bis(cyclopropylmethyl)-19,25-dioxa-9,22,33-triazaundecacyclo[24.9.1.1⁸,¹⁴.0¹,²⁴.0²,³².0⁴,²³.0⁵,²¹.0⁷,¹².0¹²,²⁰.0¹³,¹⁸.0³⁰,³⁶]heptatriaconta-4(23),5(21),13,15,17,26,28,30(36)-octaene-2,7,17,27-tetrol
CAS Registry NumberNot Available
SMILES
OC1=C2OC3C4=C(CC5(O)C6CC(C=C1)=C2C35CCN6CC1CC1)C1=C(N4)C2OC3=C(O)C=CC4=C3C22CCN(CC3CC3)C(C4)C2(O)C1
InChI Identifier
InChI=1S/C40H43N3O6/c44-25-7-5-21-13-27-39(46)15-23-24-16-40(47)28-14-22-6-8-26(45)34-30(22)38(40,10-12-43(28)18-20-3-4-20)36(49-34)32(24)41-31(23)35-37(39,29(21)33(25)48-35)9-11-42(27)17-19-1-2-19/h5-8,19-20,27-28,35-36,41,44-47H,1-4,9-18H2
InChI KeyAPSUXPSYBJVPPS-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as morphinans. These are polycyclic compounds with a four-ring skeleton with three condensed six-member rings forming a partially hydrogenated phenanthrene moiety, one of which is aromatic while the two others are alicyclic.
KingdomOrganic compounds
Super ClassAlkaloids and derivatives
ClassMorphinans
Sub ClassNot Available
Direct ParentMorphinans
Alternative Parents
Substituents
  • Morphinan
  • Phenanthrene
  • Carbazole
  • Tetralin
  • Indole or derivatives
  • Coumaran
  • Alkyl aryl ether
  • 1-hydroxy-2-unsubstituted benzenoid
  • Aralkylamine
  • Piperidine
  • Benzenoid
  • Heteroaromatic compound
  • Pyrrole
  • Tertiary alcohol
  • Tertiary amine
  • Tertiary aliphatic amine
  • 1,2-aminoalcohol
  • Organoheterocyclic compound
  • Polyol
  • Oxacycle
  • Azacycle
  • Ether
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Organonitrogen compound
  • Organic oxygen compound
  • Amine
  • Organooxygen compound
  • Alcohol
  • 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
logP3.26ALOGPS
logP3.15ChemAxon
logS-3.6ALOGPS
pKa (Strongest Acidic)9.84ChemAxon
pKa (Strongest Basic)8.74ChemAxon
Physiological Charge2ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area121.65 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity182.09 m³·mol⁻¹ChemAxon
Polarizability73.4 ųChemAxon
Number of Rings13ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M-2H]-285.87230932474
DeepCCS[M+Na]+260.10830932474
AllCCS[M+H]+244.532859911
AllCCS[M+H-H2O]+244.332859911
AllCCS[M+NH4]+244.632859911
AllCCS[M+Na]+244.632859911
AllCCS[M-H]-200.332859911
AllCCS[M+Na-2H]-202.332859911
AllCCS[M+HCOO]-204.632859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
NorbinaltorphimineOC1=C2OC3C4=C(CC5(O)C6CC(C=C1)=C2C35CCN6CC1CC1)C1=C(N4)C2OC3=C(O)C=CC4=C3C22CCN(CC3CC3)C(C4)C2(O)C14983.2Standard polar33892256
NorbinaltorphimineOC1=C2OC3C4=C(CC5(O)C6CC(C=C1)=C2C35CCN6CC1CC1)C1=C(N4)C2OC3=C(O)C=CC4=C3C22CCN(CC3CC3)C(C4)C2(O)C13685.6Standard non polar33892256
NorbinaltorphimineOC1=C2OC3C4=C(CC5(O)C6CC(C=C1)=C2C35CCN6CC1CC1)C1=C(N4)C2OC3=C(O)C=CC4=C3C22CCN(CC3CC3)C(C4)C2(O)C15756.1Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Norbinaltorphimine,2TMS,isomer #1C[Si](C)(C)OC1=CC=C2CC3N(CC4CC4)CCC45C2=C1OC4C1=C(CC35O[Si](C)(C)C)C2=C([NH]1)C1OC3=C4C(=CC=C3O)CC3N(CC5CC5)CCC41C3(O)C25421.6Semi standard non polar33892256
Norbinaltorphimine,2TMS,isomer #1C[Si](C)(C)OC1=CC=C2CC3N(CC4CC4)CCC45C2=C1OC4C1=C(CC35O[Si](C)(C)C)C2=C([NH]1)C1OC3=C4C(=CC=C3O)CC3N(CC5CC5)CCC41C3(O)C25711.8Standard non polar33892256
Norbinaltorphimine,2TMS,isomer #1C[Si](C)(C)OC1=CC=C2CC3N(CC4CC4)CCC45C2=C1OC4C1=C(CC35O[Si](C)(C)C)C2=C([NH]1)C1OC3=C4C(=CC=C3O)CC3N(CC5CC5)CCC41C3(O)C26844.9Standard polar33892256
Norbinaltorphimine,3TMS,isomer #1C[Si](C)(C)OC1=CC=C2CC3N(CC4CC4)CCC45C2=C1OC4C1=C(CC35O[Si](C)(C)C)C2=C([NH]1)C1OC3=C4C(=CC=C3O)CC3N(CC5CC5)CCC41C3(O[Si](C)(C)C)C25242.2Semi standard non polar33892256
Norbinaltorphimine,3TMS,isomer #1C[Si](C)(C)OC1=CC=C2CC3N(CC4CC4)CCC45C2=C1OC4C1=C(CC35O[Si](C)(C)C)C2=C([NH]1)C1OC3=C4C(=CC=C3O)CC3N(CC5CC5)CCC41C3(O[Si](C)(C)C)C25683.9Standard non polar33892256
Norbinaltorphimine,3TMS,isomer #1C[Si](C)(C)OC1=CC=C2CC3N(CC4CC4)CCC45C2=C1OC4C1=C(CC35O[Si](C)(C)C)C2=C([NH]1)C1OC3=C4C(=CC=C3O)CC3N(CC5CC5)CCC41C3(O[Si](C)(C)C)C26648.6Standard polar33892256
Norbinaltorphimine,3TMS,isomer #3C[Si](C)(C)OC1=CC=C2CC3N(CC4CC4)CCC45C2=C1OC4C1=C(CC35O[Si](C)(C)C)C2=C(C3OC4=C(O)C=CC5=C4C34CCN(CC3CC3)C(C5)C4(O)C2)N1[Si](C)(C)C5316.1Semi standard non polar33892256
Norbinaltorphimine,3TMS,isomer #3C[Si](C)(C)OC1=CC=C2CC3N(CC4CC4)CCC45C2=C1OC4C1=C(CC35O[Si](C)(C)C)C2=C(C3OC4=C(O)C=CC5=C4C34CCN(CC3CC3)C(C5)C4(O)C2)N1[Si](C)(C)C5680.7Standard non polar33892256
Norbinaltorphimine,3TMS,isomer #3C[Si](C)(C)OC1=CC=C2CC3N(CC4CC4)CCC45C2=C1OC4C1=C(CC35O[Si](C)(C)C)C2=C(C3OC4=C(O)C=CC5=C4C34CCN(CC3CC3)C(C5)C4(O)C2)N1[Si](C)(C)C6630.8Standard polar33892256
Norbinaltorphimine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CC=C2CC3N(CC4CC4)CCC45C2=C1OC4C1=C(CC35O[Si](C)(C)C(C)(C)C)C2=C([NH]1)C1OC3=C4C(=CC=C3O)CC3N(CC5CC5)CCC41C3(O)C25745.0Semi standard non polar33892256
Norbinaltorphimine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CC=C2CC3N(CC4CC4)CCC45C2=C1OC4C1=C(CC35O[Si](C)(C)C(C)(C)C)C2=C([NH]1)C1OC3=C4C(=CC=C3O)CC3N(CC5CC5)CCC41C3(O)C26175.8Standard non polar33892256
Norbinaltorphimine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CC=C2CC3N(CC4CC4)CCC45C2=C1OC4C1=C(CC35O[Si](C)(C)C(C)(C)C)C2=C([NH]1)C1OC3=C4C(=CC=C3O)CC3N(CC5CC5)CCC41C3(O)C26926.8Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Norbinaltorphimine GC-MS (TMS_1_1) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Norbinaltorphimine GC-MS (TMS_1_2) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Norbinaltorphimine GC-MS (TMS_1_3) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Norbinaltorphimine GC-MS (TMS_2_2) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Norbinaltorphimine GC-MS (TMS_2_3) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Norbinaltorphimine GC-MS (TMS_2_4) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Norbinaltorphimine GC-MS (TMS_2_5) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Norbinaltorphimine GC-MS (TMS_2_6) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Norbinaltorphimine GC-MS (TMS_3_2) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Norbinaltorphimine GC-MS (TMS_3_4) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Norbinaltorphimine GC-MS (TMS_3_5) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Norbinaltorphimine GC-MS (TMS_3_6) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Norbinaltorphimine GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Norbinaltorphimine GC-MS (TBDMS_1_2) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Norbinaltorphimine GC-MS (TBDMS_1_3) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Norbinaltorphimine GC-MS (TBDMS_2_2) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Norbinaltorphimine GC-MS (TBDMS_2_3) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Norbinaltorphimine GC-MS (TBDMS_2_4) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Norbinaltorphimine GC-MS (TBDMS_2_5) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Norbinaltorphimine GC-MS (TBDMS_2_6) - 70eV, PositiveNot Available2021-11-04Wishart 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 IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound4533
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 ]