Isorhynchophylline

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For Research Use Only.

Size	Price	Stock	Quantity
50 mg	$239	In stock

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

Products

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