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Bovine Metabolome Database



Showing metabocard for (S)-3-Hydroxy-N-methylcoclaurine (BMDB06921)

Legend: metabolite field enzyme field

Version 1.0
Creation Date 2008-09-04 14:13:28
Update Date 2009-05-05 21:01:20
Accession Number BMDB06921
Common Name (S)-3-Hydroxy-N-methylcoclaurine
Description (S)-3-Hydroxy-N-methylcoclaurine is an intermediate in the biosynthesis of alkaloids (KEGG ID C05202). It is the 10th to last step in the synthesis of morphine and is converted from (s)-N-methylcoclaurine via the enzyme tyrosinase [EC:1.14.18.1]. It is then converted to (S)-reticuline.
Synonyms
  1. 3'-Hydroxy-N-methyl-(S)-coclaurine
  2. 3'-hydroxy-(S)-N-methylcoclaurine
Chemical IUPAC Name 4-[[(1S)-7-hydroxy-6-methoxy-2-methyl-3, 4-dihydro-1H-isoquinolin-1-yl]methyl]benzene-1,2-diol
Chemical Formula C18H21NO4
Chemical Structure Structure
Chemical Taxonomy
Kingdom
  • Organic
Super Class
  • Alcohols
Class
  • Polyphenols
Sub Class
  • Morphine derivatives
Family
  • Mammalian_Metabolite
Species
  • phenol or hydroxyhetarene; 1,2-diphenol; alkyl aryl ether ; tertiary amine; tertiary aliphatic amine (trialkylamine); aromatic compound; heterocyclic compound
Biofunction
Application
Source
  • Endogenous
Average Molecular Weight 315.364
Monoisotopic Molecular Weight 315.147064
Isomeric SMILES COC1=C(O)C=C2[C@H](CC3=CC(O)=C(O)C=C3)N(C)CCC2=C1
Canonical SMILES COC1=C(O)C=C2C(CC3=CC(O)=C(O)C=C3)N(C)CCC2=C1
KEGG Compound ID C05202 Link Image
BioCyc ID 3-HYDROXY-N-METHYL-S-COCLAURINE Link Image
BiGG ID Not Available
Wikipedia Link Not Available
METLIN ID Not Available
PubChem Compound 440591 Link Image
PubChem Substance 7607 Link Image
ChEBI ID 17079 Link Image
CAS Registry Number Not Available
InChI Identifier InChI=1/C18H21NO4/c1-19-6-5-12-9-18(23-2)17(22)10-13(12)14(19)7-11-3-4-15(20)16(21)8-11/h3-4,8-10,14,20-22H,5-7H2,1-2H3/t14-/m0/s1
Synthesis Reference Not Available
Melting Point (Experimental) Not Available
Experimental Water Solubility Not Available Source: PhysProp
Predicted Water Solubility 0.229 mg/mL [Predicted by ALOGPS] Calculated using ALOGPS
Physiological Charge 1
State Solid
Experimental LogP/Hydrophobicity Not Available Source: PhysProp
Predicted LogP/Hydrophobicity 1.9 [Predicted by PubChem via XLOGP]; 2.27 [Predicted by ALOGPS] Calculated using ALOGPS
Material Safety Data Sheet (MSDS) Not Available
MOL File Show
SDF File Show
PDB File Show
2D Structure
3D Structure
Experimental PDB ID Not Available
Experimental 1H NMR Spectrum Not Available
Experimental 13C NMR Spectrum Not Available
Experimental 13C HSQC Spectrum Not Available
Predicted 1H NMR Spectrum Not Available
Not Available
Predicted 13C NMR Spectrum Not Available
Not Available
Mass Spectrum Not Available
Simplified TOCSY Spectrum Not Available
BMRB Spectrum Not Available
Cellular Location Not Available
Biofluid Location Not Available
Tissue Location Not Available
Concentrations (Normal) Not Available
Concentrations (Abnormal) Not Available
Pathway Names Not Available
HMDB Pathways Not Available
KEGG Pathways Not Available
SimCell Pathways Not Available
General References Not Available