Sinomenine hydrochloride A natural anti-inflammatory morphinan analog

Sinomenine hydrochloride (CAS 6080-33-7)

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Synonym: 9α,13α,14α -7,8-Didehydro-4-hydroxy-3,7-dimethoxy-17-methylmorphinan-6-one hydrochloride
Application: A natural anti-inflammatory morphinan analog
CAS Number: 6080-33-7
Purity: ≥98%
Molecular Weight: 365.85
Molecular Formula: C19H23NO4•HCl
* Refer to Certificate of Analysis for lot specific data (including water content).
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Sinomenine hydrochloride is a natural anti-inflammatory morphinan analog. Sinomenine hydrochloride causes degranulation of mast cells in mammalian tissues to release histamine and suppresses production of proinflammatory cytokines. Sinomenine hydrochloride also displays antinociceptive activity, possibly through activation of the μ-opioid receptor. Stimulates short-term renewal of human embryonic stem cells (ESCs) in vitro.


References

1. Yamasaki, H., et al., 1976. Pharmacology of sinomenine, an anti-rheumatic alkaloid from Sinomenium acutum. Acta medica Okayama. 30(1): 1-20. PMID: 61710
2. Desbordes, Sabrina C., 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(6): 602-12. PMID: 18522853
3. Wang, Mao Hsien., et al., 2008. Activation of opioid mu-receptor by sinomenine in cell and mice. Neuroscience letters. 443(3): 209-12. PMID: 18692550

Physical State :
Solid
Solubility :
Soluble in water (20 mg/ml), ethanol (~5 mg/ml), DMSO (~30 mg/ml), DMF (~30 mg/ml), and methanol.
Storage :
Store at 4° C
Melting Point :
235-237 °C
Refractive Index :
n20D ~1.62 (Predicted)
Optical Activity :
α20D -80º±10º, c = 1 in water; α20D -91.6º, c = 1.05 in methanol
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
RTECS :
QD2163000
PubChem CID :
5464452
MDL Number :
MFCD01714307
SMILES :
CN1CC[C@@]23CC(=O)C(=C[C@@H]2[C@@H]1CC4=C3C(=C(C=C4)OC)O)OC.Cl

Download SDS (MSDS)

Certificate of Analysis

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