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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:35:15 UTC
Update Date2019-07-23 06:05:48 UTC
HMDB IDHMDB0030172
Secondary Accession Numbers
  • HMDB30172
Metabolite Identification
Common NameOxyacanthine
DescriptionOxyacanthine is found in fruits. Oxyacanthine is an alkaloid from Berberis vulgaris (barberry
Structure
Data?1563861948
Synonyms
ValueSource
6,6',7-Trimethoxy-2,2'-dimethyloxyacanthan-12'-olHMDB
6,6'7'-Trimethoxy-2,2'-dimethyl-oxyacanthan-12'-olHMDB
6,6'7-Trimethoxy-2,2'-dimethyl-oxyacanthan-12'-olHMDB
N-MethylocoteamineHMDB
N-MethylsepeerineHMDB
OxycanthineHMDB
Chemical FormulaC37H40N2O6
Average Molecular Weight608.7233
Monoisotopic Molecular Weight608.288637022
IUPAC Name20,21,25-trimethoxy-15,30-dimethyl-8,23-dioxa-15,30-diazaheptacyclo[22.6.2.2⁹,¹².1³,⁷.1¹⁴,¹⁸.0²⁷,³¹.0²²,³³]hexatriaconta-3(36),4,6,9,11,18,20,22(33),24,26,31,34-dodecaen-6-ol
Traditional Name20,21,25-trimethoxy-15,30-dimethyl-8,23-dioxa-15,30-diazaheptacyclo[22.6.2.2⁹,¹².1³,⁷.1¹⁴,¹⁸.0²⁷,³¹.0²²,³³]hexatriaconta-3(36),4,6,9,11,18,20,22(33),24,26,31,34-dodecaen-6-ol
CAS Registry Number548-40-3
SMILES
COC1=C2OC3=C4C(CC5=CC=C(OC6=C(O)C=CC(CC7N(C)CCC(=C1)C7=C2)=C6)C=C5)N(C)CCC4=CC(OC)=C3OC
InChI Identifier
InChI=1S/C37H40N2O6/c1-38-14-12-24-19-32(41-3)33-21-27(24)28(38)17-23-8-11-30(40)31(18-23)44-26-9-6-22(7-10-26)16-29-35-25(13-15-39(29)2)20-34(42-4)36(43-5)37(35)45-33/h6-11,18-21,28-29,40H,12-17H2,1-5H3
InChI KeyHGNHIFJNOKGSKI-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound 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
  • Oxyneolignan skeleton
  • Benzylisoquinoline
  • Diaryl ether
  • Tetrahydroisoquinoline
  • Anisole
  • Aralkylamine
  • Alkyl aryl ether
  • Benzenoid
  • Tertiary aliphatic amine
  • Tertiary amine
  • Oxacycle
  • Azacycle
  • Ether
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Amine
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point212 - 214 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.0074 g/LALOGPS
logP5.52ALOGPS
logP5.72ChemAxon
logS-4.9ALOGPS
pKa (Strongest Acidic)8.94ChemAxon
pKa (Strongest Basic)8.32ChemAxon
Physiological Charge2ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area72.86 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity175.63 m³·mol⁻¹ChemAxon
Polarizability66.46 ųChemAxon
Number of Rings7ChemAxon
Bioavailability0ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-002f-0000090000-c412b15bd9537b35a376JSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-01b9-1000009000-1223820c9148dc5e06c5JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0000039000-2bad9850c5dc0f081dd9JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a7i-0000093000-2790909e7f0f30709acfJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0j4j-0000090000-25372cf1899667ad464eJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0000009000-62bbbb52d6800c881d5eJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4l-0000097000-49657eb97feeda86a735JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0bt9-0000190000-9c83502b2c4a0e62bf78JSpectraViewer | MoNA
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
FoodDB IDFDB001988
KNApSAcK IDC00001897
Chemspider ID329538
KEGG Compound IDC09598
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound371257
PDB IDNot Available
ChEBI ID7853
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .