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AB141190

Sinomenine hydrochloride, Morphinan analog

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(1 Publication)

MW 365.8 Da, Purity >98%. Natural anti-inflammatory morphinan analog, able to weakly bind to the μ-opioid receptor. Potently releases histamine following mast cell degranulation. Inhibits oligomeric amyloid-β-induced increases in ROS, NO and other inflammatory molecules. Stimulates acute renewal of human embryonic stem cells (ESCs) in vitro.
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Functional Studies - Sinomenine hydrochloride, Morphinan analog (AB141190)
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Functional Studies - Sinomenine hydrochloride, Morphinan analog (AB141190)

ab15191 staining COX2 in HepG2 cells treated with sinomenine hydrochloride (ab141190), by ICC/IF. Decrease of COX2 expression correlates with increased concentration of sinomenine hydrochloride, as described in literature.
The cells were incubated at 37°C for 48 hours in media containing different concentrations of ab141190 (sinomenine hydrochloride) in DMSO, fixed with 4% formaldehyde for 10 minutes at room temperature and blocked with PBS containing 10% goat serum, 0.3 M glycine, 1% BSA and 0.1% tween for 2h at room temperature. Staining of the treated cells with ab15191 (5 µg/ml) was performed overnight at 4°C in PBS containing 1% BSA and 0.1% tween. A DyLight® 488 anti-rabbit polyclonal antibody (ab96899) at 1/250 dilution was used as the secondary antibody. Nuclei were counterstained with DAPI and are shown in blue.

Chemical Structure - Sinomenine hydrochloride, Morphinan analog (AB141190)
  • Chemical Structure

Lab

Chemical Structure - Sinomenine hydrochloride, Morphinan analog (AB141190)

2D chemical structure image of ab141190, Sinomenine hydrochloride, Morphinan analog

Key facts

CAS number

6080-33-7

Purity

>98%

Form

Solid

form

Source

Sinomenium acutum

Molecular weight

365.8 Da

Molecular formula

C<sub>1</sub><sub>9</sub>H<sub>2</sub><sub>4</sub>ClNO<sub>4</sub>

PubChem

5464452

Nature

Native

Solubility

Soluble in water to 100 mM

Biochemical name

Sinomenine hydrochloride

Biological description

Natural anti-inflammatory morphinan analog, able to weakly bind to the μ-opioid receptor. Potently releases histamine following mast cell degranulation. Inhibits oligomeric amyloid-β-induced increases in ROS, NO and other inflammatory molecules. Stimulates acute renewal of human embryonic stem cells (ESCs) in vitro.

Canonical smiles

CN1CCC23CC(=O)C(=CC2C1CC4=C3C(=C(C=C4)OC)O)OC.Cl

Isomeric smiles

CN1CC[C@@]23CC(=O)C(=C[C@@H]2[C@@H]1CC4=C3C(=C(C=C4)OC)O)OC.Cl

InChi

InChI=1S/C19H23NO4.ClH/c1-20-7-6-19-10-14(21)16(24-3)9-12(19)13(20)8-11-4-5-15(23-2)18(22)17(11)19;/h4-5,9,12-13,22H,6-8,10H2,1-3H3;1H/t12-,13+,19-;/m1./s1

InChiKey

YMEVIMJAUHZFMW-VUIDNZEBSA-N

IUPAC Name

(1R,9S,10S)-3-hydroxy-4,12-dimethoxy-17-methyl-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5,11-tetraen-13-one;hydrochloride

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Properties and storage information

Shipped at conditions
Ambient - Can Ship with Ice
Appropriate short-term storage conditions
+4°C
Appropriate long-term storage conditions
+4°C
Storage information
Store under desiccating conditions|The product can be stored for up to 12 months
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Product protocols

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Publications (1)

Recent publications for all applications. Explore the full list and refine your search

Kidney & blood pressure research 41:158-67 PubMed26919366

2016

Sinomenine Attenuates Angiotensin II-Induced Autophagy via Inhibition of P47-Phox Translocation to the Membrane and Influences Reactive Oxygen Species Generation in Podocytes.

Applications

Unspecified application

Species

Unspecified reactive species

Weili Wang,Juan Cai,Sha Tang,Ying Zhang,Xuejing Gao,Lijiao Xie,Zhirong Mou,Yuzhang Wu,Li Wang,Jingbo Zhang
View all publications
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