Sinomenine hydrochloride

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Cat.No. 3848 - Sinomenine hydrochloride | C19H23NO4.HCl | CAS No. 6080-33-7
Description: Anti-inflammatory; causes mast cell degranulation and histamine release
Chemical Name: 9α,13α,14α -7,8-Didehydro-4-hydroxy-3,7-dimethoxy-17-methylmorphinan-6-one hydrochloride
Purity: ≥98% (HPLC)
Datasheet
Citations
Literature

Biological Activity

Natural anti-inflammatory morphinan analog. Causes degranulation of mast cells in mammalian tissues to release histamine and suppresses production of proinflammatory cytokines. Also displays antinociceptive activity, possibly through activation of the μ-opioid receptor. Stimulates short-term renewal of human embryonic stem cells (ESCs) in vitro.

Technical Data

M. Wt 365.85
Formula C19H23NO4.HCl
Storage Store at +4°C
Purity ≥98% (HPLC)
CAS Number 6080-33-7
PubChem ID 90488887
InChI Key YMEVIMJAUHZFMW-QKCNXVMZSA-N
Smiles CN4C2[C@]3([H])[C@@](CC(C(OC)=C3)=O)(CC4)C1=C(O)C(OC)=CC=C1C2.Cl

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
water 36.59 100

Preparing Stock Solutions

The following data is based on the product molecular weight 365.85. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 2.73 mL 13.67 mL 27.33 mL
5 mM 0.55 mL 2.73 mL 5.47 mL
10 mM 0.27 mL 1.37 mL 2.73 mL
50 mM 0.05 mL 0.27 mL 0.55 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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Safety Datasheet

References

References are publications that support the products' biological activity.

Yamasaki (1976) Pharmacology of sinomenine, an anti-rheumatic alkaloid from Sinomenium acutum. Acta Med.Okayama 30 1 PMID: 61710

Desbordes et al (2008) High-throughput screening assay for the identification of compounds regulating self-renewal and differentiation in human embryonic stem cells. Cell Stem Cell 2 602 PMID: 18522853

Wang et al (2008) Activation of opioid μ-receptor by sinomenine in cell and mice. Neurosci.Lett. 443 209 PMID: 18692550

Qian et al (2007) Sinomenine, a natural dextrorotatory morphinan analog, is anti-inflammatory and neuroprotective through inhibition of microglial NADPH oxidase. J.Neuroinflamm. 4 23 PMID:


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Keywords: morphinan analogs anti-inflammatory antinociceptive histamine mu-opioid m-opioid μ-opioid opioids agonists stem cells Histaminergic-Related Compounds

Citations for Sinomenine hydrochloride

Citations are publications that use Tocris products.

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Reviews

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Literature in this Area

Histamine Receptors

Histamine Receptors Scientific Review

Written by Iwan de Esch and Rob Leurs, this review provides a synopsis of the different histamine receptor subtypes and the ligands that act upon them; compounds available from Tocris are listed.

Pathways for Sinomenine hydrochloride

Protocols

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