(R)-N-Methylcoclaurine
Basic information
- CAS
5096-70-8- Standard SMILES
COc1cc2c(cc1O)[C@@H](Cc1ccc(O)cc1)N(C)CC2- InChIKey
BOKVLBSSPUTWLV-MRXNPFEDSA-N- Molecular formula
- C18H21NO3
- Average molar mass
- 299.4 g/mol
- Monoisotopic mass
- 299.15214353
Overview
(R)-N-methylcoclaurine is the (R)-enantiomer of N-methylcoclaurine. It is a conjugate base of a (R)-N-methylcoclaurinium. It is an enantiomer of a (S)-N-methylcoclaurine.
Names & identifiers
- Preferred name
- (R)-N-Methylcoclaurine
- IUPAC
- (1R)-1-[(4-hydroxyphenyl)methyl]-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-7-ol
- English name
- N-Methylcoclaurine
- Molecular formula
- C18H21NO3
- Molecular weight
- 299.36
Names & synonyms
(R)-N-Methylcoclaurine(1R)-1-[(4-hydroxyphenyl)methyl]-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-7-olCHEBI:16387DTXSID80198974(R)-1,2,3,4-Tetrahydro-1-[(4-hydroxyphenyl)methyl]-6-methoxy-2-methyl-7-isoquinolinol(1R)-1-((4-hydroxyphenyl)methyl)-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-7-ol(R)-1,2,3,4-tetrahydro-1-((4-hydroxyphenyl)methyl)-6-methoxy-2-methyl-7-isoquinolinolRefChem:1051099DTXCID401214655096-70-8(-)-N-methylcoclaurine1betaH-Coclaurine, 2-methyl-
Show more names
D-Methylcoclaurine(R)-(-)-N-MethylcoclaurineD-Methylcoclaurine/（R）-N-Methylcoclaurine/D-(-)-N-Methylcoclaurine7-Isoquinolinol, 1,2,3,4-tetrahydro-1-[(4-hydroxyphenyl)methyl]-6-methoxy-2-methyl-, (1R)-
(-)-1(R)-N-MethylcoclaurineC052437-Isoquinolinol, 1,2,3,4-tetrahydro-1-((4-hydroxyphenyl)methyl)-6-methoxy-2-methyl-, (R)-AC1L99LIorb1682053orb1944203(-)-(1R)-N-methylcoclaurineSCHEMBL18179206
Properties
Computed structural properties
- XLogP
- 3
- Topological polar surface area
- 52.9 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 3
- Heavy atoms
- 22
- Formal charge
- 0
- Complexity
- 356
Physicochemical properties
- Melting point
- 184 · 184-185℃
- Boiling point
- 480.9 · 480.9±45.0 °C(Predicted)
- Density
- 1.214 · 1.214±0.06 g/cm3(Predicted)
- pka
- 10 · 10.00±0.15(Predicted)
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302-H315-H319-H335
- Precautionary statements
- 280 · P280-P305+P351+P338
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P280-P305+P351+P338
Chemistry & industry
Applications
Uses(-)-N-methylcoclaurine possesses melanogenesis inhibitory activity[1].
Additional notes
DefinitionChEBI: (R)-N-methylcoclaurine is the (R)-enantiomer of N-methylcoclaurine. It is a conjugate base of a (R)-N-methylcoclaurinium. It is an enantiomer of a (S)-N-methylcoclaurine.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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