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485-19-8

485-19-8 Structure

485-19-8 Structure
IdentificationBack Directory
[Name]

(S)-1,2,3,4-tetrahydro-1-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methoxy-2-methylisoquinolin-7-ol
[CAS]

485-19-8
[Synonyms]

reticuline
(S)-Reticuline
Reticuline (>90% ee)
(1S)-1-[(3-hydroxy-4-methoxy-phenyl)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
2-Methoxy-5-[[(1S)-2-methyl-6-methoxy-7-hydroxy-1,2,3,4-tetrahydroisoquinoline]-1-ylmethyl]phenol
7-Isoquinolinol, 1,2,3,4-tetrahydro-1-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methoxy-2-methyl-, (1S)-
[1S,(+)]-1,2,3,4-Tetrahydro-1-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methoxy-2-methylisoquinolin-7-ol
[1S,(+)]-1,2,3,4-Tetrahydro-1-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methoxy-2-methylisoquinoline-7-ol
[EINECS(EC#)]

207-611-3
[Molecular Formula]

C19H23NO4
[MOL File]

485-19-8.mol
[Molecular Weight]

329.39
Chemical PropertiesBack Directory
[Melting point ]

125-126°C
[Boiling point ]

648.96°C (rough estimate)
[density ]

1.4371 (rough estimate)
[refractive index ]

1.6800 (estimate)
[storage temp. ]

Sealed in dry,2-8°C
[solubility ]

Soluble in DMSO
[form ]

Solid
[pka]

9.95±0.10(Predicted)
[color ]

Off-white to yellow
[Optical Rotation]

+88.318 (c 0.21, ethanol)
[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-/m0/s1
[InChIKey]

BHLYRWXGMIUIHG-HNNXBMFYSA-N
[SMILES]

[C@H]1(CC2=CC=C(OC)C(O)=C2)C2=C(C=C(OC)C(O)=C2)CCN1C
Safety DataBack Directory
[Symbol(GHS) ]

Skull and Crossbones (GHS06)
GHS06
[Signal word ]

Danger
[Hazard statements ]

H301+H311+H331-H315-H319
[Precautionary statements ]

P501-P261-P270-P271-P264-P280-P337+P313-P305+P351+P338-P361+P364-P332+P313-P301+P310+P330-P302+P352+P312-P304+P340+P311-P403+P233-P405
Hazard InformationBack Directory
[Chemical Properties]

Pale Yellow Solid
[Uses]

Precursor of many aporphine and morphine-type alkaloids.
[Definition]

ChEBI: The (S)-enantiomer of reticuline.
[in vivo]

Reticuline (5, 10 and 20 mg/kg, i. v., randomly) injections produced an intense hypotension in normotensive rats. The hypotensive effect of Reticuline is probably due to a peripheral vasodilation in consequence of: 1) muscarinic stimulation and NOS activation in the vascular endothelium, 2) voltage-dependent Ca2+ channel blockade and/or 3) inhibition of Ca2+ release from norepinephrine-sensitive intracellular stores[2].

[IC 50]

JAK2; STAT3; NF-κB; Human Endogenous Metabolite
[storage]

Store at -20°C
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