Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 19:28:15 UTC
Update Date2022-03-07 02:54:09 UTC
HMDB IDHMDB0034593
Secondary Accession Numbers
  • HMDB34593
Metabolite Identification
Common Name(S)-Codamine
Description(S)-Codamine belongs to the class of organic compounds known as benzylisoquinolines. These are organic compounds containing an isoquinoline to which a benzyl group is attached (S)-Codamine is a bitter tasting compound (S)-Codamine has been detected, but not quantified in, opium poppies (Papaver somniferum). This could make (S)-codamine a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on (S)-Codamine.
Structure
Data?1563862587
Synonyms
ValueSource
(+)-CodamineHMDB
(.+-.)-codamineHMDB
CodamineHMDB
DL-CodamineHMDB
Chemical FormulaC20H25NO4
Average Molecular Weight343.4168
Monoisotopic Molecular Weight343.178358293
IUPAC Name1-[(3,4-dimethoxyphenyl)methyl]-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-7-ol
Traditional Namecodamine
CAS Registry Number21040-59-5
SMILES
COC1=C(OC)C=C(CC2N(C)CCC3=CC(OC)=C(O)C=C23)C=C1
InChI Identifier
InChI=1S/C20H25NO4/c1-21-8-7-14-11-19(24-3)17(22)12-15(14)16(21)9-13-5-6-18(23-2)20(10-13)25-4/h5-6,10-12,16,22H,7-9H2,1-4H3
InChI KeyOKORHWXYDBSYNO-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
  • O-dimethoxybenzene
  • Dimethoxybenzene
  • Tetrahydroisoquinoline
  • Phenoxy compound
  • Anisole
  • Phenol ether
  • Methoxybenzene
  • Alkyl aryl ether
  • 1-hydroxy-2-unsubstituted benzenoid
  • Aralkylamine
  • Monocyclic benzene moiety
  • Benzenoid
  • Tertiary aliphatic amine
  • Tertiary amine
  • Ether
  • Azacycle
  • Organonitrogen compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Organic oxygen compound
  • Organooxygen compound
  • Amine
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effect
Disposition
ProcessNot Available
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point126 - 127 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.037 g/LALOGPS
logP3.2ALOGPS
logP3.25ChemAxon
logS-4ALOGPS
pKa (Strongest Acidic)10.79ChemAxon
pKa (Strongest Basic)7.22ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area51.16 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity98.32 m³·mol⁻¹ChemAxon
Polarizability37.84 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]+180.83631661259
DarkChem[M-H]-182.01531661259
DeepCCS[M-2H]-219.1430932474
DeepCCS[M+Na]+195.4330932474
AllCCS[M+H]+184.732859911
AllCCS[M+H-H2O]+181.632859911
AllCCS[M+NH4]+187.632859911
AllCCS[M+Na]+188.532859911
AllCCS[M-H]-189.832859911
AllCCS[M+Na-2H]-189.832859911
AllCCS[M+HCOO]-190.032859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
(S)-CodamineCOC1=C(OC)C=C(CC2N(C)CCC3=CC(OC)=C(O)C=C23)C=C14238.7Standard polar33892256
(S)-CodamineCOC1=C(OC)C=C(CC2N(C)CCC3=CC(OC)=C(O)C=C23)C=C12779.5Standard non polar33892256
(S)-CodamineCOC1=C(OC)C=C(CC2N(C)CCC3=CC(OC)=C(O)C=C23)C=C12776.0Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
(S)-Codamine,1TMS,isomer #1COC1=CC=C(CC2C3=CC(O[Si](C)(C)C)=C(OC)C=C3CCN2C)C=C1OC2723.0Semi standard non polar33892256
(S)-Codamine,1TBDMS,isomer #1COC1=CC=C(CC2C3=CC(O[Si](C)(C)C(C)(C)C)=C(OC)C=C3CCN2C)C=C1OC2952.7Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - (S)-Codamine GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-0900000000-a3142469441c07edcd5a2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (S)-Codamine GC-MS (1 TMS) - 70eV, Positivesplash10-03di-1390100000-f97311c09a25829bde872017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (S)-Codamine 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 - (S)-Codamine 10V, Positive-QTOFsplash10-0006-0009000000-5c1d1aba4a29acdb0ee42016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (S)-Codamine 20V, Positive-QTOFsplash10-01ox-0917000000-734f92f58de9ca3204402016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (S)-Codamine 40V, Positive-QTOFsplash10-0j4m-1931000000-41e3e8efe8cc738fb82a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (S)-Codamine 10V, Negative-QTOFsplash10-0006-0009000000-cd691319c35409992f872016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (S)-Codamine 20V, Negative-QTOFsplash10-002f-0019000000-928877f61eee6f97ef102016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (S)-Codamine 40V, Negative-QTOFsplash10-007k-1092000000-82ee3833247cb7dc98012016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (S)-Codamine 10V, Negative-QTOFsplash10-0006-0009000000-5a516184c230fa2e7a582021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (S)-Codamine 20V, Negative-QTOFsplash10-01ox-0139000000-31112d91d662727c16db2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (S)-Codamine 40V, Negative-QTOFsplash10-00xv-0391000000-f73013eb114d2efdaa0d2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (S)-Codamine 10V, Positive-QTOFsplash10-0006-0009000000-4c99d939ca6eae6febd12021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (S)-Codamine 20V, Positive-QTOFsplash10-0006-0924000000-22cd306df90bfa420c1b2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (S)-Codamine 40V, Positive-QTOFsplash10-0ikd-0912000000-ba986575b3938984d9e92021-09-24Wishart 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 IDFDB013109
KNApSAcK IDC00025654
Chemspider ID80700
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound89421
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. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .