Basic information
- CAS
1936-17-0- Standard SMILES
COc1cc2c(cc1O)[C@H](Cc1ccc(O)c(O)c1)N(C)CC2- InChIKey
DAUPWJBRVZCBQB-AWEZNQCLSA-N- Molecular formula
- C18H21NO4
- Average molar mass
- 315.4 g/mol
- Monoisotopic mass
- 315.14705815
Overview
(S)-3'-hydroxy-N-methylcoclaurine is an isoquinoline alkaloid having a tetrahydroisoquinoline core with 3,4-dihydroxybenzyl, methoxy and hydroxy groups at the 1-, 6- and 7-positions respectively; major species at pH 7.3. It has a role as a mouse metabolite. It is an isoquinoline alkaloid and a member of isoquinolines. It is functionally related to a coclaurine. It is a conjugate base of a (S)-3'-hydroxy-N-methylcoclaurinium(1+).
Names & identifiers
- Preferred name
- (S)-3'-Hydroxy-N-methylcoclaurine
- IUPAC
- 4-[[(1S)-7-hydroxy-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]benzene-1,2-diol
Names & synonyms
(S)-3'-Hydroxy-N-methylcoclaurine3'-Hydroxy-N-methyl-(S)-coclaurineCHEBI:170794-{[(1S)-7-hydroxy-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-1-yl]methyl}benzene-1,2-diol4-[[(1S)-7-hydroxy-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]benzene-1,2-diol4-(((1S)-7-hydroxy-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl)benzene-1,2-diol4-(((1S)-7-hydroxy-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl)methyl)benzene-1,2-diolRefChem:10511601936-17-0(S)-3-hydroxy-N-methylcoclaurine3'-hydroxy-(S)-N-methylcoclaurine1,2-Benzenediol, 4-[[(1S)-1,2,3,4-tetrahydro-7-hydroxy-6-methoxy-2-methyl-1-isoquinolinyl]methyl]-
Show more names
C05202SCHEMBL181792073a(2)-Hydroxy-N-MethylcoclaurineDTXSID601307746Q27102201
Database identifiers
- CAS
Properties
Computed structural properties
- XLogP
- 2.7
- Topological polar surface area
- 73.2 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 3
- Heavy atoms
- 23
- Formal charge
- 0
- Complexity
- 393
Experimental & physicochemical properties
Physical DescriptionSolid
Chemistry & industry
Pharmacology
Cellular LocationsMembrane
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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