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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 18:43:42 UTC
Update Date2022-03-07 02:53:55 UTC
HMDB IDHMDB0033954
Secondary Accession Numbers
  • HMDB33954
Metabolite Identification
Common NameJuzirine
DescriptionJuzirine belongs to the class of organic compounds known as benzylisoquinolines. These are organic compounds containing an isoquinoline to which a benzyl group is attached. Juzirine has been detected, but not quantified in, fruits. This could make juzirine a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Juzirine.
Structure
Data?1563862487
Synonyms
ValueSource
1-((4-Hydroxyphenyl)methyl)-6-methoxy-7-isoquinolinolHMDB
7-Hydroxy-1-(4-hydroxybenzyl)-6-methoxyisoquinolineHMDB
YuzirineHMDB
JuzirineMeSH
Chemical FormulaC17H15NO3
Average Molecular Weight281.3059
Monoisotopic Molecular Weight281.105193351
IUPAC Name1-[(4-hydroxyphenyl)methyl]-6-methoxyisoquinolin-7-ol
Traditional Name1-[(4-hydroxyphenyl)methyl]-6-methoxyisoquinolin-7-ol
CAS Registry Number64069-53-0
SMILES
COC1=C(O)C=C2C(CC3=CC=C(O)C=C3)=NC=CC2=C1
InChI Identifier
InChI=1S/C17H15NO3/c1-21-17-9-12-6-7-18-15(14(12)10-16(17)20)8-11-2-4-13(19)5-3-11/h2-7,9-10,19-20H,8H2,1H3
InChI KeyXUCRLUHFLBPVRO-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
  • Anisole
  • Alkyl aryl ether
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Monocyclic benzene moiety
  • Pyridine
  • Benzenoid
  • Heteroaromatic compound
  • Ether
  • Azacycle
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Organic nitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point203 - 205 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility98.02 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.065 g/LALOGPS
logP2.96ALOGPS
logP2.95ChemAxon
logS-3.6ALOGPS
pKa (Strongest Acidic)9.14ChemAxon
pKa (Strongest Basic)6.05ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area62.58 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity80.09 m³·mol⁻¹ChemAxon
Polarizability29.44 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]+165.75531661259
DarkChem[M-H]-168.77631661259
DeepCCS[M+H]+172.08530932474
DeepCCS[M-H]-169.72730932474
DeepCCS[M-2H]-202.8130932474
DeepCCS[M+Na]+178.17830932474
AllCCS[M+H]+166.932859911
AllCCS[M+H-H2O]+163.132859911
AllCCS[M+NH4]+170.332859911
AllCCS[M+Na]+171.332859911
AllCCS[M-H]-169.832859911
AllCCS[M+Na-2H]-169.232859911
AllCCS[M+HCOO]-168.732859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
JuzirineCOC1=C(O)C=C2C(CC3=CC=C(O)C=C3)=NC=CC2=C14139.9Standard polar33892256
JuzirineCOC1=C(O)C=C2C(CC3=CC=C(O)C=C3)=NC=CC2=C12739.9Standard non polar33892256
JuzirineCOC1=C(O)C=C2C(CC3=CC=C(O)C=C3)=NC=CC2=C12899.7Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Juzirine,1TMS,isomer #1COC1=CC2=CC=NC(CC3=CC=C(O)C=C3)=C2C=C1O[Si](C)(C)C2729.3Semi standard non polar33892256
Juzirine,1TMS,isomer #2COC1=CC2=CC=NC(CC3=CC=C(O[Si](C)(C)C)C=C3)=C2C=C1O2642.8Semi standard non polar33892256
Juzirine,2TMS,isomer #1COC1=CC2=CC=NC(CC3=CC=C(O[Si](C)(C)C)C=C3)=C2C=C1O[Si](C)(C)C2620.6Semi standard non polar33892256
Juzirine,1TBDMS,isomer #1COC1=CC2=CC=NC(CC3=CC=C(O)C=C3)=C2C=C1O[Si](C)(C)C(C)(C)C3003.5Semi standard non polar33892256
Juzirine,1TBDMS,isomer #2COC1=CC2=CC=NC(CC3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3)=C2C=C1O2933.4Semi standard non polar33892256
Juzirine,2TBDMS,isomer #1COC1=CC2=CC=NC(CC3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3)=C2C=C1O[Si](C)(C)C(C)(C)C3140.9Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Juzirine GC-MS (Non-derivatized) - 70eV, Positivesplash10-0uxr-0390000000-338e1573d5da13f012a92017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Juzirine GC-MS (2 TMS) - 70eV, Positivesplash10-0h90-2109300000-b12706a7767d96872fcb2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Juzirine 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 - Juzirine 10V, Positive-QTOFsplash10-001i-0090000000-0dea336130622db6571d2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Juzirine 20V, Positive-QTOFsplash10-0a59-0690000000-6491ba7ae1ac02cecbe12015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Juzirine 40V, Positive-QTOFsplash10-0a6r-8950000000-94e4151dac7c06e25c2f2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Juzirine 10V, Negative-QTOFsplash10-001i-0090000000-0e4d8419003a3fe806d22015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Juzirine 20V, Negative-QTOFsplash10-001i-0090000000-93604034c2d8b88ebcb82015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Juzirine 40V, Negative-QTOFsplash10-0a4i-2790000000-009b452438e8a3b1b5542015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Juzirine 10V, Negative-QTOFsplash10-001i-0090000000-cd1939612c9ef5597ee02021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Juzirine 20V, Negative-QTOFsplash10-003s-0190000000-3e6654bf94cf23a07d0f2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Juzirine 40V, Negative-QTOFsplash10-001i-2490000000-b9790c7dbc02acd552572021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Juzirine 10V, Positive-QTOFsplash10-001i-0090000000-3b4cac44e39678d481742021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Juzirine 20V, Positive-QTOFsplash10-001i-0290000000-9d3dbc906011d8857a812021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Juzirine 40V, Positive-QTOFsplash10-00fu-8890000000-867ce02d58c545c6851b2021-09-24Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Membrane
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 IDFDB012170
KNApSAcK IDC00035166
Chemspider ID2342227
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound3085285
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1839481
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.. .