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SML2345 Sigma-Aldrich

Rhynchophylline

≥95% (HPLC)

Synonym: (αE,1′R,6′R,7′S,8′aS)-6′-Ethyl-1,2,2′,3′,6′,7′,8′,8′a-octahydro-α-(methoxymethylene)-2-oxo- Spiro[3H-indole-3,1′(5′H)-indolizine]-7′-acetic acid methyl ester, (7β,16E,20α)-16,17-Didehydro-17-methoxy-2-oxo-corynoxan-16-carboxylic acid methyl ester, Mitrinermin, Mitrinermine, NSC 21731, Rhynchophyllin, Rhyncophylline

  • CAS Number 76-66-4

  • Empirical Formula (Hill Notation) C22H28N2O4

  • Molecular Weight 384.47

  •  MDL number MFCD00221748

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Properties

Related Categories Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology, R
biological source   Uncaria rhynchophylla
assay   ≥95% (HPLC)
form   powder
color   white to beige
solubility   DMSO: 2 mg/mL, clear (warmed)
shipped in   wet ice
storage temp.   −20°C
InChI   1S/C22H28N2O4/c1-4-14-12-24-10-9-22(17-7-5-6-8-18(17)23-21(22)26)19(24)11-15(14)16(13-27-2)20(25)28-3/h5-8,13-15,19H,4,9-12H2,1-3H3,(H,23,26)/b16-13+/t14-,15-,19-,22+/m0/s1
InChI key   DAXYUDFNWXHGBE-KAXDATADSA-N

Description

Biochem/physiol Actions

Rhynchophylline is a spirocyclic alkaloid isolated from Uncaria species that exibits numerous pharmacological activities including hypotensive, neuroprotective, anticonvulsive, antiepileptic, antiarrhythmic, anticoagulant, antispasmodic, and sedative. Rhynchophylline modulates voltage-gated K+ (Kv) channel slow inactivation in mouse neuroblastoma N2A cells. Also it acts as noncompetitive antagonists of NMDA receptor channels in Xenopus oocytes.

Safety & Documentation

Safety Information

Symbol 
GHS06  GHS06
Signal word 
Danger
Hazard statements 
Precautionary statements 
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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