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Glaucine

$480

  • Brand : BIOFRON

  • Catalogue Number : AV-B02964

  • Specification : 99%

  • CAS number : 475-81-0

  • Formula : C21H25NO4

  • Molecular Weight : 355.42

  • PUBCHEM ID : 16754

  • Volume : 5mg

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Catalogue Number

AV-B02964

Analysis Method

HPLC,NMR,MS

Specification

99%

Storage

2-8°C

Molecular Weight

355.42

Appearance

Powder

Botanical Source

Structure Type

Quinolines/Isoquinolines

Category

Standards;Natural Pytochemical;API

SMILES

CN1CCC2=CC(=C(C3=C2C1CC4=CC(=C(C=C43)OC)OC)OC)OC

Synonyms

(6aS)-1,2,9,10-Tetramethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline/4H-Dibenzo[de,g]quinoline, 5,6,6a,7-tetrahydro-1,2,9,10-tetramethoxy-6-methyl-, (S)-/(S)-5,6,6a,7-Tetrahydro-1,2,9,10-tetramethoxy-6-methyl-4H-dibenzo[de,g]quinoline/(+)-Glaucine/4H-Dibenzo[de,g]quinoline, 5,6,6a,7-tetrahydro-1,2,9,10-tetramethoxy-6-methyl-, (6aS)-/d-Glaucine/6aα-Aporphine, 1,2,9,10-tetramethoxy-/Glaucine

IUPAC Name

(6aS)-1,2,9,10-tetramethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline

Applications

Density

1.2±0.1 g/cm3

Solubility

Methanol; Acetontrile; DMSO

Flash Point

140.2±25.9 °C

Boiling Point

487.0±45.0 °C at 760 mmHg

Melting Point

246-247ºC

InChl

InChI=1S/C21H25NO4/c1-22-7-6-12-9-18(25-4)21(26-5)20-14-11-17(24-3)16(23-2)10-13(14)8-15(22)19(12)20/h9-11,15H,6-8H2,1-5H3/t15-/m0/s1

InChl Key

RUZIUYOSRDWYQF-HNNXBMFYSA-N

WGK Germany

RID/ADR

HS Code Reference

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:475-81-0) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

No Technical Documents Available For This Product.

PMID

30216681

Abstract

Compounds with activity at serotonin (5-hydroxytryptamine) 5-HT2 and α1 adrenergic receptors have potential for the treatment of central nervous system disorders, drug addiction or overdose. Isolaureline, dicentrine and glaucine enantiomers were synthesized, and their in vitro functional activities at human 5-HT2 and adrenergic α1 receptor subtypes were evaluated. The enantiomers of isolaureline and dicentrine acted as antagonists at 5-HT2 and α1 receptors with (R)-isolaureline showing the greatest potency (pKb = 8.14 at the 5-HT2C receptor). Both (R)- and (S)-glaucine also antagonized α1 receptors, but they behaved very differently to the other compounds at 5-HT2 receptors: (S)-glaucine acted as a partial agonist at all three 5-HT2 receptor subtypes, whereas (R)-glaucine appeared to act as a positive allosteric modulator at the 5-HT2A receptor.

? 2018 John Wiley & Sons A/S.

KEYWORDS

G protein-coupled receptors; adrenergic α1 receptors; allosteric modulator; antagonist; aporphines; enantiomers; functional studies; partial agonist; serotonin 5-HT2 receptors

Title

In vitro functional evaluation of isolaureline, dicentrine and glaucine enantiomers at 5-HT2 and α1 receptors.

Author

Heng HL1, Chee CF1,2, Thy CK2, Tee JT2,3, Chin SP1,2, Herr DR4, Buckle MJC1, Paterson IC3, Doughty SW5, Abd Rahman N2, Chung LY1.

Publish date

2019 Feb

PMID

29454020

Abstract

Eighteen alkaloids were detected in the bark, leaves, wood and roots of Peumus boldus, including traces of secoboldine, N-methylsecoboldine (boldine methine), glaucine and norreticuline, not reported previously as constituents of this species. Using appropriate standards, we quantified thirteen of them by UHPLC-MS/MS. Boldine was dominant in the bark, and laurolitsine in wood and roots. The alkaloid composition of the leaves, determined for 130 individually identified trees, classified by age and sex, was highly variable, where N-methyllaurotetanine, laurotetanine, coclaurine and in some cases isocorydine predominated, but not boldine.

Copyright ? 2018 Elsevier B.V. All rights reserved.

KEYWORDS

Alkaloids; Herbal products; Peumus boldus; Phytochemistry; Traditional medicine; UHPLC-MS/MS

Title

Variation of the alkaloid content of Peumus boldus (boldo).

Author

Fuentes-Barros G1, Castro-Saavedra S1, Liberona L2, Acevedo-Fuentes W3, Tirapegui C4, Mattar C5, Cassels BK6.

Publish date

2018 Jun

PMID

30428199

Abstract

The content of the alkaloid glaucine was evaluated in Glaucium flavum plants from seven localities along the Bulgarian Black sea coast during two consecutive years, in order to select those with highest glaucine content. Some fluctuations of glaucine content were observed during the two years, and in most of the localities the alkaloid was lower in 2015. Pomorie and Ahtopol maintained high percentages of glaucine in the dry plant material in the two investigated years, being 2.3% for Pomorie in 2014 and for Ahtopol in 2015. The lowest percentages of glaucine were recorded in the plant material from Shkorpilovtsi (0.9% and 0.6%, respectively in 2014 and 2015). Fluctuations in glaucine content were probably due to some abiotic factors as light, temperature, precipitation, soil substrate, salinity, etc.

Title

Evaluation of Glaucine Content in Bulgarian Black Sea Coast Localities of Glauciumflavum Cranz. (Papaveraceae).

Author

Doycheva I, Philipov S, Stanilova M.

Publish date

2017 Feb;