Compound: Reticuline
SMILES: O(c1c(O)cc2[C@@H](N(C)CCc2c1)Cc3cc(O)c(OC)cc3)C
InChIKey: BHLYRWXGMIUIHG-HNNXBMFYSA-N
Synonyms: Reticuline, d-Reticuline, S-(+)-Reticuline, Reticulin, X35Z551WT4, (1S)-1-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-7-ol, (S)-1,2,3,4-Tetrahydro-1-((3-hydroxy-4-methoxyphenyl)methyl)-6-methoxy-2-methylisoquinolin-7-ol, (R,S)-Reticuline, CHEBI:26533, Reticular Fiber, Reticulin Fiber, Reticular Fibers, Reticular Fibril, Reticulin Fibers, Reticulin Fibril, Reticular Fibrils, Reticulin Fibrils, Fiber, Reticular, Fiber, Reticulin, Fibers, Reticular, Fibers, Reticulin, Fibril, Reticular, Fibril, Reticulin, Fibrils, Reticular, Fibrils, Reticulin, (1S)-1-((3-hydroxy-4-methoxyphenyl)methyl)-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-7-ol, RefChem:46167, 207-611-3, 1-((3-hydroxy-4-methoxyphenyl)methyl)-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-7-ol, (S)-Reticuline, 485-19-8, (+)-Reticuline, L-(+)-Reticuline, Reticline, CHEBI:16718, (1S)-1-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-7-ol, (1S)-1-(3-hydroxy-4-methoxybenzyl)-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-7-ol, UNII-X35Z551WT4, REN, EINECS 207-611-3, MFCD01716982, BRN 4299976, (S)-(+)-reticuline, RETICULINE [MI], RETICULINE, (+)-, 5-21-06-00046 (Beilstein Handbook Reference), orb105406, SCHEMBL147597, CHEMBL235212, orb3027304, RETICULINE, S-(+)-, SCHEMBL29923953, GTPL13998, BHLYRWXGMIUIHG-HNNXBMFYSA-N, DTXSID001317199, GLXC-14385, HY-N1356, BDBM50187681, MSK179066, AKOS032948461, EBC-618472, FR27708, AC-35156, DA-57400, MS-24943, CS-0016764, NS00041820, C02105, F14598, AK-693/21212005, Q6122828, (1S)-1,2,3,4-Tetrahydro-1-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methoxy-2-methyl-7-isoquinolinol, (1S)-1-[(3-hydroxy-4-methoxy-phenyl)methyl]-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-7-ol, 7-ISOQUINOLINOL, 1,2,3,4-TETRAHYDRO-1 ((3-HYDROXY-4-METHOXYPHENYL)METHYL)-6-METHOXY-2-METHYL-, (S)-, 7-ISOQUINOLINOL, 1,2,3,4-TETRAHYDRO-1-((3-HYDROXY-4-METHOXYPHENYL)METHYL)-6-METHOXY-2-METHYL-, (1S)-, 7-Isoquinolinol, 1,2,3,4-tetrahydro-1-((3-hydroxy-4-methoxyphenyl)methyl)-6-methoxy-2-methyl-,(S)-
Theoretical properties:
molecular_formula: C19H23NO4
molecular_weight: 329.4 g/mol
exact_mass: 329.16270821 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 5
rotatable_bond_count: 4
heavy_atom_count: 24
topological_polar_surface_area: 62.2 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: (S)-reticuline is the (S)-enantiomer of reticuline. It has a role as an EC 2.1.1.116 [3'-hydroxy-N-methyl-(S)-coclaurine 4'-O-methyltransferase] inhibitor. It is a conjugate base of a (S)-reticulinium(1+). It is an enantiomer of a (R)-reticuline.
chebi: The (<i>S</i>)-enantiomer of reticuline.
chembl: (S)-RETICULINE is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Reticuline is a tetrahydroisoquinoline alkaloid. It is also classified as a benzylisoquinoline alkaloid. It is produced in the opium poppy plant from the amino acid tyrosine, initially as (S)-reticuline, which is a precursor to other alkaloids, including papaverine and stylopine. Another large group of alkaloids including morphine are made after (S)-reticuline has been converted in the poppy to its enantiomer, (R)-reticuline.