(+)-MAGNOFLORINE IODIDE CAS 2141-09-5

Introduction：Basic information about (+)-MAGNOFLORINE IODIDE CAS 2141-09-5, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

(+)-MAGNOFLORINE IODIDE Basic information

• Product Name: (+)-MAGNOFLORINE IODIDE
• Synonyms: MAGNOFLORINE;(+)-MAGNOFLORINE IODIDE;MAGNOFLORINE IODIDE, (+)-;1,11-dihydroxy-2,10-dimethoxy-6-methyl-6a-alpha-aporphiniu;escholin;escholine;g)quinolinium,5,6,6a,7-tetrahydro-1,11-dihydroxy-2,10-dimethoxy-4h-dibenzo(d;THALICTRIN
• CAS: 2141-09-5
• MF: C20H24INO4
• MW: 469.31
• Product Categories: Alkaloids
• Mol File: 2141-09-5.mol

(+)-MAGNOFLORINE IODIDE Chemical Properties

• Melting point: 252℃
• storage temp.: 2-8°C(protect from light)
• solubility: Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
• form: Powder
• Major Application: metabolomics vitamins, nutraceuticals, and natural products
• InChI: 1S/C20H23NO4/c1-21(2)8-7-12-10-15(25-4)20(23)18-16(12)13(21)9-11-5-6-14(24-3)19(22)17(11)18/h5-6,10,13H,7-9H2,1-4H3,(H-,22,23)/p+1/t13-/m0/s1
• InChIKey: YLRXAIKMLINXQY-ZDUSSCGKSA-O
• SMILES: OC1=C(OC)C=C2CC[N+](C)(C)[C@@]3([H])CC4=CC=C(OC)C(O)=C4C1=C32

Safety Information

• WGK Germany: WGK 3
• Storage Class: 11 - Combustible Solids
• Hazard Classifications: Acute Tox. 4 Dermal Acute Tox. 4 Inhalation Acute Tox. 4 Oral

(+)-MAGNOFLORINE IODIDE Usage And Synthesis

Description

A wide variety of species contain this quaternary alkaloid which is widespread among the families, Aquilegia, Magnolia and Michelia. It has been isolated and characterized as the iodide, m.p. 248-9°C (dec.); [0:11>5 + 200.1° (MeOH). The optically inactive base also yields an iodide which crystallizes with 1.5 H20, m.p. 243°C (dec.).

Description

Magnoflorine is an alkaloid and a major constituent of S. acutum that has diverse biological activities. It reduces hemolysis induced by lysophosphatidylcholine (LPC), but not NaCl, in a rat erythrocyte suspension when used at concentrations ranging from 0.01 to 10 μM. Magnoflorine (10 μM) induces intracellular chloride influx in neuroblastoma cells, an effect that is reversed by the GABA_A receptor antagonist bicuculline . It reduces TNF-α-induced NF-κB expression as well as production of IL-6 and IL-8 in BEAS-2B cells. In vivo, magnoflorine (20 mg/kg, i.p.) improves short- and long-term memory acquisition in a passive avoidance test in a mouse model of scopolamine-induced memory impairment.

Chemical Properties

Off-white crystalline powder, soluble in methanol, ethanol, DMSO and other organic solvents, derived from magnolia, thrush, phellodendron, coptis root, celandine and magnolia.

Uses

Magnoflorine-d3 is the labelled analogue of Magnoflorine, an isoquinoline alkaloid from the Coptis japonica and it enhances the myoblast differentiation through activation of the p38 MAP kinase and Akt pathway.

Definition

ChEBI: (S)-magnoflorine is an aporphine alkaloid that is (S)-corytuberine in which the nitrogen has been quaternised by an additional methyl group. It has a role as a plant metabolite. It is an aporphine alkaloid and a quaternary ammonium ion. It is functionally related to a (S)-corytuberine.

References

Nakano., Chem. Pharm. Bull. (Tokyo), 2, 329 (1954) Tomita, Kikkawa.,J. Pharm. Soc., Japan, 77, 195 (1957) Gopinath et aI., J. Sci. Ind. Res., 18B, 444 (1959) Ishii, Harada.,J. Pharm. Soc., Japan, 81,238 (1961) Yang, Lu, Hsiao., ibid, 82,794,816 (1962) Yang, Lu, Hsiao., ibid, 83,216 (1963)