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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 02:55:03 UTC
Update Date2022-03-07 02:56:56 UTC
HMDB IDHMDB0041246
Secondary Accession Numbers
  • HMDB41246
Metabolite Identification
Common NameSecoisotetrandrine
DescriptionSecoisotetrandrine belongs to the class of organic compounds known as benzylisoquinolines. These are organic compounds containing an isoquinoline to which a benzyl group is attached. Secoisotetrandrine has been detected, but not quantified in, herbs and spices. This could make secoisotetrandrine a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Secoisotetrandrine.
Structure
Data?1563863641
SynonymsNot Available
Chemical FormulaC38H40N2O8
Average Molecular Weight652.7328
Monoisotopic Molecular Weight652.278466266
IUPAC Name4-[5-({6,7-dimethoxy-8-[(6-methoxy-2-methyl-1-oxo-1,2,3,4-tetrahydroisoquinolin-7-yl)oxy]-2-methyl-1,2,3,4-tetrahydroisoquinolin-1-yl}methyl)-2-methoxyphenoxy]benzaldehyde
Traditional Name4-[5-({6,7-dimethoxy-8-[(6-methoxy-2-methyl-1-oxo-3,4-dihydroisoquinolin-7-yl)oxy]-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl}methyl)-2-methoxyphenoxy]benzaldehyde
CAS Registry Number172924-26-4
SMILES
COC1=C(OC2=CC=C(C=O)C=C2)C=C(CC2N(C)CCC3=CC(OC)=C(OC)C(OC4=C(OC)C=C5CCN(C)C(=O)C5=C4)=C23)C=C1
InChI Identifier
InChI=1S/C38H40N2O8/c1-39-15-14-26-20-34(45-5)36(46-6)37(48-33-21-28-25(19-31(33)44-4)13-16-40(2)38(28)42)35(26)29(39)17-24-9-12-30(43-3)32(18-24)47-27-10-7-23(22-41)8-11-27/h7-12,18-22,29H,13-17H2,1-6H3
InChI KeyRMEYIAJCROYLDU-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
  • Diphenylether
  • Diaryl ether
  • Isoquinolone
  • Tetrahydroisoquinoline
  • Anisole
  • Phenoxy compound
  • Benzaldehyde
  • Benzoyl
  • Methoxybenzene
  • Phenol ether
  • Alkyl aryl ether
  • Aralkylamine
  • Aryl-aldehyde
  • Benzenoid
  • Monocyclic benzene moiety
  • Tertiary carboxylic acid amide
  • Tertiary aliphatic amine
  • Tertiary amine
  • Amino acid or derivatives
  • Carboxamide group
  • Lactam
  • Carboxylic acid derivative
  • Ether
  • Azacycle
  • Hydrocarbon derivative
  • Amine
  • Organic oxide
  • Organopnictogen compound
  • Aldehyde
  • Organic oxygen compound
  • Organic nitrogen compound
  • Organonitrogen compound
  • Organooxygen 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 Solubility0.0026 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.0032 g/LALOGPS
logP4.81ALOGPS
logP5.45ChemAxon
logS-5.3ALOGPS
pKa (Strongest Basic)8.04ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area96 ŲChemAxon
Rotatable Bond Count11ChemAxon
Refractivity184.05 m³·mol⁻¹ChemAxon
Polarizability69.67 ųChemAxon
Number of Rings6ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+248.96931661259
DarkChem[M-H]-243.01131661259
DeepCCS[M-2H]-278.7330932474
DeepCCS[M+Na]+253.25930932474
AllCCS[M+H]+254.132859911
AllCCS[M+H-H2O]+253.032859911
AllCCS[M+NH4]+255.132859911
AllCCS[M+Na]+255.332859911
AllCCS[M-H]-240.932859911
AllCCS[M+Na-2H]-243.132859911
AllCCS[M+HCOO]-245.732859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
SecoisotetrandrineCOC1=C(OC2=CC=C(C=O)C=C2)C=C(CC2N(C)CCC3=CC(OC)=C(OC)C(OC4=C(OC)C=C5CCN(C)C(=O)C5=C4)=C23)C=C16868.3Standard polar33892256
SecoisotetrandrineCOC1=C(OC2=CC=C(C=O)C=C2)C=C(CC2N(C)CCC3=CC(OC)=C(OC)C(OC4=C(OC)C=C5CCN(C)C(=O)C5=C4)=C23)C=C15213.9Standard non polar33892256
SecoisotetrandrineCOC1=C(OC2=CC=C(C=O)C=C2)C=C(CC2N(C)CCC3=CC(OC)=C(OC)C(OC4=C(OC)C=C5CCN(C)C(=O)C5=C4)=C23)C=C15266.3Semi standard non polar33892256
Spectra

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Secoisotetrandrine 10V, Positive-QTOFsplash10-0udi-0100009000-baf0b78b94b1f91def0d2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Secoisotetrandrine 20V, Positive-QTOFsplash10-11bc-0451229000-5fd75b348a7e55d82fe22017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Secoisotetrandrine 40V, Positive-QTOFsplash10-0ab9-1921102000-a53a8df96b0d60f520ce2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Secoisotetrandrine 10V, Negative-QTOFsplash10-0udi-0100009000-806ac9e0875795939f012017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Secoisotetrandrine 20V, Negative-QTOFsplash10-0kmu-1310119000-6dc78d31530693d087d12017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Secoisotetrandrine 40V, Negative-QTOFsplash10-00di-1911200000-5b13bb24624e173722612017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Secoisotetrandrine 10V, Positive-QTOFsplash10-0udi-0000019000-9bd901a655e7e73e0b6c2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Secoisotetrandrine 20V, Positive-QTOFsplash10-00fr-1100529000-debd838480897c8e6aeb2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Secoisotetrandrine 40V, Positive-QTOFsplash10-0nmj-1200249000-a47bc0f118fc70b8fecc2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Secoisotetrandrine 10V, Negative-QTOFsplash10-0udi-0000009000-a0fa0883b0dd99027c972021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Secoisotetrandrine 20V, Negative-QTOFsplash10-0fkc-1200039000-92877a824921d75065042021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Secoisotetrandrine 40V, Negative-QTOFsplash10-05fu-6301198000-415cf5ec1ac706ddcf9c2021-09-24Wishart 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 IDFDB021154
KNApSAcK IDC00057145
Chemspider ID35015138
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound85174872
PDB IDNot Available
ChEBI ID169446
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1890821
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.. .