Isorhynchophylline

For Research Use Only.
Category
Alkaloids
Cat.No.
NP0065
CAS
6859-01-4
Product Name
Isorhynchophylline
Structure

Product Details

Description
Rhynchophylline and isorhynchophylline act as noncompetitive antagonists of the NMDA receptor and that this property may contribute to the neuroprotective and anticonvulsant activity of the Uncaira species plant extracts. Rhynchophylline and isorhynchophylline have a non-competitive antagonistic effect on the NMDA-type ionotropic glutamate receptors, the present results suggest that these alkaloids exert their protective action against ischemia-induced neuronal damage by preventing NMDA, muscarinic M1, and 5-HT2 receptors-mediated neurotoxicity during ischemia.
Synonyms
methyl (E)-2-((3S,6'R,7'S,8a'S)-6'-ethyl-2-oxo-2',3',6',7',8',8a'-hexahydro-5'H-spiro[indoline-3,1'-indolizin]-7'-yl)-3-methoxyacrylate; Spiro[3H-indole-3,1'(5'H)-indolizine]-7'-acetic acid, 6'-ethyl-1,2,2',3',6',7',8',8'a-octahydro-α-(methoxymethylene)-2-oxo-, methyl ester, (αE,1'S,6'R,7'S,8'aS)-; 7-Isorhyncophylline; Corynoxan-16-carboxylic acid, 16,17-didehydro-17-methoxy-2-oxo-, methyl ester, (16E,20α)-; (+)-Isorhynchophylline; Spiro[3H-indole-3,1'(5'H)-indolizine]-7'-acetic acid, 6'-ethyl-1,2,2',3',6',7',8',8'a-octahydro-α-(methoxymethylene)-2-oxo-, methyl ester, [1'S-[1'α,6'α,7'β(E),8'aα]]-
IUPAC Name
methyl (E)-2-[(3S,6'R,7'S,8'aS)-6'-ethyl-2-oxospiro[1H-indole-3,1'-3,5,6,7,8,8a-hexahydro-2H-indolizine]-7'-yl]-3-methoxyprop-2-enoate
Molecular Weight
384.47
Molecular Formula
C22H28N2O4
Canonical SMILES
CCC1CN2CCC3(C2CC1C(=COC)C(=O)OC)C4=CC=CC=C4NC3=O
InChI
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
InChIKey
DAXYUDFNWXHGBE-VKCGGMIFSA-N
Boiling Point
560.8±50.0°C
Melting Point
114°C
Purity
>98%
Density
1.23±0.1 g/cm3
Solubility
Soluble in Chloroform (Slightly), Ethanol (Slightly)
Appearance
White to Pale Yellow Solid
Shelf Life
As supplied, 2 years from the QC date provided on the Certificate of Analysis, when stored properly
Storage
Store at -20°C
Definition
ChEBI: A natural product found in Uncaria macrophylla.
Form
Solid
HS Code
29389090
MDL
MFCD22124712
pKa
13.61±0.60(Predicted)
Safety Statements
24/25
  • Verification code
Online Inquiry
  • Verification code
×
Top
Inquiry Basket