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

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For Research Use Only.

Category

Alkaloids

Cat.No.

NP0459

CAS

485-19-8

Product Name

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

Structure

Product Details

Description

Reticuline is a natural alkaloid found in the root of Thalictrum foliolosum, it elicits vasorelaxation probably due to the blockade of the L-type voltage-dependent Ca(2+) current in rat aorta.

Synonyms

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

IUPAC Name

(1S)-1-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-7-ol

Molecular Weight

329.4

Molecular Formula

C19H23NO4

Canonical SMILES

CN1CCC2=CC(=C(C=C2C1CC3=CC(=C(C=C3)OC)O)O)OC

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

Boiling Point

648.96°C (rough estimate)

Melting Point

125-126°C

Purity

>97%

Density

1.217g/cm3

Appearance

Powder

Storage

Sealed in dry,2-8°C

Definition

ChEBI: The (S)-enantiomer of reticuline.

EINECS

207-611-3

Form

Powder

pKa

9.95±0.10(Predicted)

Refractive Index

1.6800 (estimate)

Uses

Precursor of many aporphine and morphine-type alkaloids.

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