4090-18-0

Basic information

• Product Name: SINOACUTINE
• Synonyms: (9α,13α)-5,6,8,14-Tetradehydro-4-hydroxy-3,6-dimethoxy-17-methylmorphinan-7-one;Siacutine;(9alpha,13alpha)-5,6,8,14-Tetradehydro-4-hydroxy-3,6-dimethoxy-17-methylmorphinan-7-one;Sinoacutin;SINOACUTINE(RG);(-)-Salutarine;L-Sinoacutine;HA061908
• CAS NO: 4090-18-0
• Molecular Formula: C₁₉H₂₁NO₄
• Molecular Weight: 327.378
• Mol File: 4090-18-0.mol
• Article Data: 8

Chemical Properties

• Melting Point: 198℃
• Boiling Point: 532.5 °C at 760 mmHg
• Flash Point: 275.8 °C
• Appearance: /
• Density: 1.33
• Vapor Pressure: 5.93E-12mmHg at 25°C
• Refractive Index: 1.645
• PKA: 9.28±0.40(Predicted)
• CAS DataBase Reference: SINOACUTINE(CAS DataBase Reference)
• NIST Chemistry Reference: SINOACUTINE(4090-18-0)
• EPA Substance Registry System: SINOACUTINE(4090-18-0)

Safety Data

• Hazardous Substances Data: 4090-18-0(Hazardous Substances Data)

Usage

Uses

Sinoacutine is an isoquinoline alkaloid used as a prolyl oligopeptidase inhibitor.

InChI:InChI=1/C19H21NO4/c1-20-7-6-19-10-16(24-3)14(21)9-12(19)13(20)8-11-4-5-15(23-2)18(22)17(11)19/h4-5,9-10,13,22H,6-8H2,1-3H3/t13-,19-/m0/s1

Upstream product

• 2611-69-0 O⁴-acetylsalutaridine 
• 485-19-8 (R)-reticuline 
• 75820-95-0 O^4,6-diacetyl-O⁶-demethylsalutaridine 
• 75820-93-8 O⁴-acetyl-O⁶-demethylsalutaridine 
• 27669-33-6 O⁶-demethylsalutaridine 
• 104779-66-0 [1-(6,7-Dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl)-meth-(E)-ylidene]-((1S,2S)-2-phenyl-2-trimethylsilanyloxy-1-trimethylsilanyloxymethyl-ethyl)-amine 
• 104779-67-1 (3-Bromomethyl-6,6-dimethoxy-cyclohex-1-enyloxy)-tert-butyl-dimethyl-silane 
• 104779-68-2 4,4-Dimethoxy-3-oxo-cyclohexanecarboxylic acid ethyl ester 
• 1745-07-9 6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline 
• 104779-63-7 (S)-1-[3-(tert-Butyl-dimethyl-silanyloxy)-4,4-dimethoxy-cyclohex-2-enylmethyl]-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydro-isoquinoline 

Downstream Products

• 115-37-7 thebaine 

Relevant articles and documents

Compositions and methods for producing benzylisoquinoline alkaloids

The present invention relates to host cells that produce compounds that are characterized as benzylisoquinolines, as well as select precursors and intermediates thereof. The host cells comprise one, two or more heterologous coding sequences wherein each of the heterologous coding sequences encodes an enzyme involved in the metabolic pathway of a benzylisoquinoline, or its precursors or intermediates from a starting compound. The invention also relates to methods of producing the benzylisoquinoline, as well as select precursors and intermediates thereof by culturing the host cells under culture conditions that promote expression of the enzymes that produce the benzylisoquinoline or precursors or intermediates thereof.

PURIFICATION AND CHARACTERIZATION OF A CYTOCHROME P450 ENZYME FROM PIG LIVER, CATALYZING THE PHENOL OXIDATIVE COUPLING OF (R)-RETICULINE TO SALUTARIDINE, THE CRITICAL STEP IN MORPHINE BIOSYNTHESIS

The cytochrome P450 enzyme catalyzing the conversion of (R)-reticuline to salutaridine in the presence of cytochrome c reductase, NADPH and O2 was purified to homogeneity from pig liver and shown to be a highly regio- and stereoselective enzyme.This finding supports the view that the occurrence of morphine in mammals is of endogenous and not of dietary origin.

Totalsynthese von rac-Salutaridin und Sinoacutin ((-)-Salutaridin), ein neuer Weg zum Morphingeruest

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