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Details

Stereochemistry ABSOLUTE
Molecular Formula C20H24NO4
Molecular Weight 342.4089
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 1

SHOW SMILES / InChI
Structure of MAGNOFLORINE

SMILES

[H][C@]12CC3=C(C(O)=C(OC)C=C3)C4=C1C(CC[N+]2(C)C)=CC(OC)=C4O

InChI

InChIKey=YLRXAIKMLINXQY-ZDUSSCGKSA-O
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

HIDE SMILES / InChI
Magnoflorine is a chemical compound isolated from the rhizome of Sinomenium acutum and from Pachygone ovata. Magnoflorine was shown to suppress the induction phase of the cellular immune response, and assigned as noncytotoxic to various human cancer cell lines. In addition, it was shown that Sinomeni Caulis et Rhizoma has sedative and anxiolytic effects, probably mediated by magnoflorine through a GABAergic mechanism of action. Moreover, magnoflorine can protect the erythrocyte membrane from LPC-induced damage, which was demonstrated in experiments on rat erythrocytes. This protective effect is mediated by some mechanism other than prevention of micelle formation or protection of the erythrocyte membrane against osmotic imbalance.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
[Magnoflorine in Caltha palustris L].
1963 Apr 12
[PHARMACOLOGICAL STUDIES ON MAGNOFLORINE, A HYPOTENSIVE PRINCIPLE FROM TU QING MU XIANG].
1964 Jan
[MAGNOFLORINE IN OPIUM].
1964 Oct 16
The involvement of magnoflorine in the sedative and anxiolytic effects of Sinomeni Caulis et Rhizoma in mice.
2013 Oct

Sample Use Guides

in mice: 70% ethanol extract of Sinomeni Caulis et Rhizoma (magnoflorine is a component of this extract) was orally administered to mice at dosages of 25, 50, 100, 200 or 400 mg/kg.
Route of Administration: Oral
The effective action of magnoflorine on the ability of HDL to protect LDL from Cu2+ (0.5 uM)-mediated oxidation was evaluated by the measurement of the peroxide value. The oxidized HDL (HDL-0), which was prepared from exposure of HDL to Cu2+ (5 uM) in the absence of magnoflorine, expressed a slight protection (28.5%), while native HDL was highly effective (68.8%) in protecting LDL from the oxidation. The inclusion of magnoflorine/Cu2+ oxidized HDL preparations (HDL-1.0, -2.0, -5.0, -10.0) decreased lipid oxidation of LDL progressively with increasing concentration of magnoflorine (1.0, 2.0, 5.0, 10.0 uM). It is suggested that the ability of magnoflorine/Cu2+ oxidized HDL in preventing LDL oxidation maybe related to the oxidation state of HDL after pre-incubation.
Name Type Language
MAGNOFLORINE
MI  
Common Name English
MAGNOFLORINE [MI]
Common Name English
ESCHOLINE
Common Name English
.ALPHA.-MAGNOFLORINE
Common Name English
THALICTRINE
Common Name English
ESCHOLIN
Common Name English
(6AS)-5,6,6A,7-TETRAHYDRO-1,11-DIHYDROXY-2,10-DIMETHOXY-6,6-DIMETHYL-4H-DIBENZO(DE,G)QUINOLINIUM
Common Name English
Code System Code Type Description
FDA UNII
NI8K6962K4
Created by admin on Fri Dec 15 17:50:36 GMT 2023 , Edited by admin on Fri Dec 15 17:50:36 GMT 2023
PRIMARY
PUBCHEM
73337
Created by admin on Fri Dec 15 17:50:36 GMT 2023 , Edited by admin on Fri Dec 15 17:50:36 GMT 2023
PRIMARY
CAS
2141-09-5
Created by admin on Fri Dec 15 17:50:36 GMT 2023 , Edited by admin on Fri Dec 15 17:50:36 GMT 2023
PRIMARY
EPA CompTox
DTXSID90943972
Created by admin on Fri Dec 15 17:50:36 GMT 2023 , Edited by admin on Fri Dec 15 17:50:36 GMT 2023
PRIMARY
MERCK INDEX
m7030
Created by admin on Fri Dec 15 17:50:36 GMT 2023 , Edited by admin on Fri Dec 15 17:50:36 GMT 2023
PRIMARY Merck Index
MESH
C001670
Created by admin on Fri Dec 15 17:50:36 GMT 2023 , Edited by admin on Fri Dec 15 17:50:36 GMT 2023
PRIMARY
WIKIPEDIA
Magnoflorine
Created by admin on Fri Dec 15 17:50:36 GMT 2023 , Edited by admin on Fri Dec 15 17:50:36 GMT 2023
PRIMARY
CHEBI
6641
Created by admin on Fri Dec 15 17:50:36 GMT 2023 , Edited by admin on Fri Dec 15 17:50:36 GMT 2023
PRIMARY