(R)-Reticuline

• CAT Number: R057903
• CAS Number: 3968-19-2
• Molecular Formula: C19H23NO4
• Molecular Weight: 329.39
• Purity: ≥95%
• Synonyms: (1R)-1-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-7-ol
• InChI: InChI=1S/C19H23NO4/c1-20-7-6-13-10-19(24-3)17(22)11-14(13)15(20)8-12-4-5-18(23-2)16(21)9-12/h4-5,9-11,15,21-22H,6-8H2,1-3H3/t15-/m1/s1
• InChIKey: BHLYRWXGMIUIHG-OAHLLOKOSA-N
• SMILES: CN1CCC2=CC(=C(C=C2C1CC3=CC(=C(C=C3)OC)O)O)OC

(R)-Reticuline (Cat No.: R057903) is a naturally occurring benzylisoquinoline alkaloid and a key intermediate in the biosynthesis of many biologically active plant alkaloids, including morphine, berberine, and sanguinarine. Found in various medicinal plants, (R)-reticuline plays a central role in alkaloid metabolic pathways. It exhibits mild sedative, antispasmodic, and potential neuroprotective effects, and has been studied for its interaction with neurotransmitter systems. As a chiral compound, its (R)-enantiomer is essential in understanding stereospecific biosynthesis and enzymatic transformations in plant secondary metabolism.

Reference

[1]. Gerardy R, et al. Formation of salutaridine from (R)-reticuline by a membrane-bound cytochrome P-450 enzyme from Papaver somniferum[J]. Phytochemistry, 1992, 32(1): 79-86.

[2]. Yang X, et al. Anti-Inflammatory Effects of Boldine and Reticuline Isolated from Litsea cubeba through JAK2/STAT3 and NF-κB Signaling Pathways. Planta Med. 2018 Jan;84(1):20-25.
[Content Brief]