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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 00:03:47 UTC
Update Date2022-03-07 02:55:53 UTC
HMDB IDHMDB0038724
Secondary Accession Numbers
  • HMDB38724
Metabolite Identification
Common Namexi-Anomuricine
Descriptionxi-Anomuricine belongs to the class of organic compounds known as benzylisoquinolines. These are organic compounds containing an isoquinoline to which a benzyl group is attached. xi-Anomuricine has been detected, but not quantified in, fruits. This could make XI-anomuricine a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on xi-Anomuricine.
Structure
Data?1563863246
SynonymsNot Available
Chemical FormulaC19H23NO4
Average Molecular Weight329.3902
Monoisotopic Molecular Weight329.162708229
IUPAC Name6,7-dimethoxy-1-[(4-methoxyphenyl)methyl]-1,2,3,4-tetrahydroisoquinolin-5-ol
Traditional Name6,7-dimethoxy-1-[(4-methoxyphenyl)methyl]-1,2,3,4-tetrahydroisoquinolin-5-ol
CAS Registry NumberNot Available
SMILES
COC1=CC=C(CC2NCCC3=C(O)C(OC)=C(OC)C=C23)C=C1
InChI Identifier
InChI=1S/C19H23NO4/c1-22-13-6-4-12(5-7-13)10-16-15-11-17(23-2)19(24-3)18(21)14(15)8-9-20-16/h4-7,11,16,20-21H,8-10H2,1-3H3
InChI KeySQMUQBYKHDACDD-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as benzylisoquinolines. These are organic compounds containing an isoquinoline to which a benzyl group is attached.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassIsoquinolines and derivatives
Sub ClassBenzylisoquinolines
Direct ParentBenzylisoquinolines
Alternative Parents
Substituents
  • Benzylisoquinoline
  • Tetrahydroisoquinoline
  • Phenoxy compound
  • Anisole
  • Phenol ether
  • Methoxybenzene
  • Alkyl aryl ether
  • 1-hydroxy-4-unsubstituted benzenoid
  • Aralkylamine
  • Monocyclic benzene moiety
  • Benzenoid
  • Secondary aliphatic amine
  • Ether
  • Azacycle
  • Secondary amine
  • Amine
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Organic oxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
Role
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 Solubility0.04 g/LALOGPS
logP2.37ALOGPS
logP2.59ChemAxon
logS-3.9ALOGPS
pKa (Strongest Acidic)10.13ChemAxon
pKa (Strongest Basic)8.82ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area59.95 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity93.02 m³·mol⁻¹ChemAxon
Polarizability36.16 ųChemAxon
Number of Rings3ChemAxon
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]+178.01231661259
DarkChem[M-H]-179.01631661259
DeepCCS[M-2H]-211.20930932474
DeepCCS[M+Na]+187.03630932474
AllCCS[M+H]+181.032859911
AllCCS[M+H-H2O]+177.832859911
AllCCS[M+NH4]+184.132859911
AllCCS[M+Na]+184.932859911
AllCCS[M-H]-185.032859911
AllCCS[M+Na-2H]-184.932859911
AllCCS[M+HCOO]-185.032859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
xi-AnomuricineCOC1=CC=C(CC2NCCC3=C(O)C(OC)=C(OC)C=C23)C=C13834.7Standard polar33892256
xi-AnomuricineCOC1=CC=C(CC2NCCC3=C(O)C(OC)=C(OC)C=C23)C=C12777.6Standard non polar33892256
xi-AnomuricineCOC1=CC=C(CC2NCCC3=C(O)C(OC)=C(OC)C=C23)C=C12805.8Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
xi-Anomuricine,1TMS,isomer #1COC1=CC=C(CC2NCCC3=C2C=C(OC)C(OC)=C3O[Si](C)(C)C)C=C12765.8Semi standard non polar33892256
xi-Anomuricine,1TMS,isomer #2COC1=CC=C(CC2C3=CC(OC)=C(OC)C(O)=C3CCN2[Si](C)(C)C)C=C12810.3Semi standard non polar33892256
xi-Anomuricine,2TMS,isomer #1COC1=CC=C(CC2C3=CC(OC)=C(OC)C(O[Si](C)(C)C)=C3CCN2[Si](C)(C)C)C=C12773.6Semi standard non polar33892256
xi-Anomuricine,2TMS,isomer #1COC1=CC=C(CC2C3=CC(OC)=C(OC)C(O[Si](C)(C)C)=C3CCN2[Si](C)(C)C)C=C12793.1Standard non polar33892256
xi-Anomuricine,1TBDMS,isomer #1COC1=CC=C(CC2NCCC3=C2C=C(OC)C(OC)=C3O[Si](C)(C)C(C)(C)C)C=C12997.3Semi standard non polar33892256
xi-Anomuricine,1TBDMS,isomer #2COC1=CC=C(CC2C3=CC(OC)=C(OC)C(O)=C3CCN2[Si](C)(C)C(C)(C)C)C=C13078.5Semi standard non polar33892256
xi-Anomuricine,2TBDMS,isomer #1COC1=CC=C(CC2C3=CC(OC)=C(OC)C(O[Si](C)(C)C(C)(C)C)=C3CCN2[Si](C)(C)C(C)(C)C)C=C13257.4Semi standard non polar33892256
xi-Anomuricine,2TBDMS,isomer #1COC1=CC=C(CC2C3=CC(OC)=C(OC)C(O[Si](C)(C)C(C)(C)C)=C3CCN2[Si](C)(C)C(C)(C)C)C=C13173.5Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - xi-Anomuricine GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4i-0692000000-0447bc4834c21d27c46d2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - xi-Anomuricine GC-MS (1 TMS) - 70eV, Positivesplash10-0079-3597000000-5ce8c54796527232284d2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - xi-Anomuricine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - xi-Anomuricine 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 - xi-Anomuricine 10V, Positive-QTOFsplash10-001i-0019000000-bf27d59c518c8523f9df2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xi-Anomuricine 20V, Positive-QTOFsplash10-001i-0967000000-3135637bb1c5aaf81e922016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xi-Anomuricine 40V, Positive-QTOFsplash10-0540-1920000000-29b33183010ff1c61af32016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xi-Anomuricine 10V, Negative-QTOFsplash10-004i-0009000000-a183662bb5a1544d519f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xi-Anomuricine 20V, Negative-QTOFsplash10-01t9-0039000000-eab719e01139fca404682016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xi-Anomuricine 40V, Negative-QTOFsplash10-0kgo-1190000000-c7bdea81badb6dbe74a12016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xi-Anomuricine 10V, Positive-QTOFsplash10-001i-0009000000-35d228ab3d85d04bd5e32021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xi-Anomuricine 20V, Positive-QTOFsplash10-001i-0029000000-e855bbaf0c604ffc0e562021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xi-Anomuricine 40V, Positive-QTOFsplash10-08gi-0191000000-44d11479253c97adc5e32021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xi-Anomuricine 10V, Negative-QTOFsplash10-004i-0009000000-48c9693a0346ebfa2d972021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xi-Anomuricine 20V, Negative-QTOFsplash10-004i-0059000000-7f43bbaa70582896fcbc2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xi-Anomuricine 40V, Negative-QTOFsplash10-004i-0589000000-17d1820dd341edac918c2021-09-25Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
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 IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB018132
KNApSAcK IDC00052469
Chemspider ID138360
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound157209
PDB IDNot Available
ChEBI ID174437
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. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .