Reticuline

Modify Date: 2024-01-06 10:26:13

Reticuline Structure
Reticuline structure
Common Name Reticuline
CAS Number 3968-19-2 Molecular Weight 329.390
Density 1.2±0.1 g/cm3 Boiling Point 504.9±50.0 °C at 760 mmHg
Molecular Formula C19H23NO4 Melting Point N/A
MSDS N/A Flash Point 259.2±30.1 °C

 Use of Reticuline


(R)-Reticuline is an isomer of Reticuline (HY-N1356). Reticuline displays anti-inflammatory and cardiovascular effects through JAK2/STAT3 and NF-κB signaling pathways. Salutaridine is a key intermediate in morphine biosynthesis. Salutaridine can be converted from (R)-Reticuline in the poppy plant. The conversion system relies on membrane-bound cytochrome P-450 enzymes and also requires reducing cofactors NADPH, molecular oxygen, etc[1][2].

 Names

Name (R)-reticuline
Synonym More Synonyms

 Reticuline Biological Activity

Description (R)-Reticuline is an isomer of Reticuline (HY-N1356). Reticuline displays anti-inflammatory and cardiovascular effects through JAK2/STAT3 and NF-κB signaling pathways. Salutaridine is a key intermediate in morphine biosynthesis. Salutaridine can be converted from (R)-Reticuline in the poppy plant. The conversion system relies on membrane-bound cytochrome P-450 enzymes and also requires reducing cofactors NADPH, molecular oxygen, etc[1][2].
Related Catalog
References

[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.  

 Chemical & Physical Properties

Density 1.2±0.1 g/cm3
Boiling Point 504.9±50.0 °C at 760 mmHg
Molecular Formula C19H23NO4
Molecular Weight 329.390
Flash Point 259.2±30.1 °C
Exact Mass 329.162720
PSA 62.16000
LogP 2.09
Vapour Pressure 0.0±1.3 mmHg at 25°C
Index of Refraction 1.604

 Synonyms

1-(3-Hydroxy-4-methoxybenzyl)-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-7-ol
Reticuline
1,2,3,4-Tetrahydro-1-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methoxy-2-methyl-7-isoquinolinol
2-Methyl-7-hydroxy-6-methoxy-1-(3-hydroxy-4-methoxybenzyl)-1,2,3,4-tetrahydroisoquinoline
1-(3-Hydroxy-4-methoxybenzyl)-6-methoxy-2-methyl-1,2,3,4-tetrahydro-7-isoquinolinol
Coclanoline
(R)-Reticuline
(1R)-1-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-7-ol
(±)-Reticuline
7-Isoquinolinol, 1,2,3,4-tetrahydro-1-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methoxy-2-methyl-