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Details

Stereochemistry ABSOLUTE
Molecular Formula C22H26N2O4
Molecular Weight 382.4528
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of CORYNOXEINE

SMILES

CO\C=C(/[C@H]1C[C@@H]2N(CC[C@]23C(=O)NC4=CC=CC=C34)C[C@@H]1C=C)C(=O)OC

InChI

InChIKey=MUVGVMUWMAGNSY-KAXDATADSA-N
InChI=1S/C22H26N2O4/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/h4-8,13-15,19H,1,9-12H2,2-3H3,(H,23,26)/b16-13+/t14-,15-,19-,22+/m0/s1

HIDE SMILES / InChI

Description

Corynoxeine is a compound isolated from Uncaria rhynchophylla, a traditional Chinese herb that has been applied to the treatment of convulsive disorders in China. Corynoxeine was found to inhibit PDGF-BB-induced activation of ERK1/2 and vascular smooth muscle cells proliferation. Corynoxeine found to induce autophagy in different neuronal cell lines, including N2a and SHSY-5Y cells and may have potential application for the prevention or treatment of Parkinson's disease.

CNS Activity

Approval Year

Targets

Targets

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Preventing
PubMed

PubMed

TitleDatePubMed
Corynoxeine isolated from the hook of Uncaria rhynchophylla inhibits rat aortic vascular smooth muscle cell proliferation through the blocking of extracellular signal regulated kinase 1/2 phosphorylation.
2008 Nov
The blood-brain barrier permeability of geissoschizine methyl ether in Uncaria hook, a galenical constituent of the traditional Japanese medicine yokukansan.
2011 Jul
Corynoxine, a natural autophagy enhancer, promotes the clearance of alpha-synuclein via Akt/mTOR pathway.
2014 Jun
Patents

Sample Use Guides

In Vivo Use Guide
In a rat PK study, Yokukansan (a traditional Japanese medicine, containing corynoxeine) was administered orally at 1 or 4 g/kg.
Route of Administration: Oral
In Vitro Use Guide
Vascular smooth muscle cells (VSMCs) were seeded in 12-well culture plates at 5x104 cells/ml and cultured in DMEM with 10% FBS at 37 °C for 24 h. Under these conditions, the cells reached ca. 70% confluence. VSMCs were pre-cultured in serum-free medium in the presence and absence of corynoxeine (5 - 50mM) for 24 h and then stimulated with 50 ng/ml PDGF-BB. The cells were trypsinized and counted using hemocytometer after 24 h.
Name Type Language
CORYNOXEINE
Common Name English
SPIRO(3H-INDOLE-3,1'(5'H)-INDOLIZINE)-7'-ACETIC ACID, 6'-ETHENYL-1,2,2',3',6',7',8',8'A-OCTAHYDRO-.ALPHA.-(METHOXYMETHYLENE)-2-OXO-, METHYL ESTER, (.ALPHA.E,1'R,6'R,7'S,8'AS)-
Systematic Name English
CORYNOXEIN
Common Name English
.DELTA.18-RHYNCHOPHYLLINE
Common Name English
CORYNOXAN-16-CARBOXYLIC ACID, 16,17,18,19-TETRADEHYDRO-17-METHOXY-2-OXO-, METHYL ESTER, (7.BETA.,16E,20.ALPHA.)-
Common Name English
.DELTA.18-RHYNCOPHYLLINE
Common Name English
Code System Code Type Description
CAS
630-94-4
Created by admin on Tue Oct 22 17:37:33 UTC 2019 , Edited by admin on Tue Oct 22 17:37:33 UTC 2019
PRIMARY
PUBCHEM
44568160
Created by admin on Tue Oct 22 17:37:33 UTC 2019 , Edited by admin on Tue Oct 22 17:37:33 UTC 2019
PRIMARY