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A8001

Aconitine

Name: Aconitine
Brand: SIGMA

≥95% (HPLC), fibronectin binding Inhibitor , crystalline

Synonyma:

Acetylbenzoylaconine

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O této položce

Empirický vzorec (Hillův zápis):

C₃₄H₄₇NO₁₁

Číslo CAS:

302-27-2

Molekulová hmotnost:

645.74

NACRES:

NA.77

PubChem Substance ID:

24891304

UNSPSC Code:

12352200

EC Number:

206-121-7

MDL number:

MFCD00082375

Beilstein/REAXYS Number:

74608

Assay:

≥95% (HPLC)

Form:

crystalline

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Vlastnosti

Název produktu

Aconitine, ≥95% (HPLC), crystalline

Quality Segment

200

assay

≥95% (HPLC)

form

crystalline

color

white

solubility

H₂O: 0.3 mg/mL, ethanol: 35 mg/mL

SMILES string

CCN1C[C@]2(COC)[C@H](O)C[C@@H](OC)C34C5C[C@]6(O)[C@@H](OC)[C@H](O)[C@@](OC(C)=O)(C5[C@H]6OC(=O)c7ccccc7)C([C@H](OC)C23)C14

InChI

1S/C34H47NO11/c1-7-35-15-31(16-41-3)20(37)13-21(42-4)33-19-14-32(40)28(45-30(39)18-11-9-8-10-12-18)22(19)34(46-17(2)36,27(38)29(32)44-6)23(26(33)35)24(43-5)25(31)33/h8-12,19-29,37-38,40H,7,13-16H2,1-6H3/t19-,20-,21-,22-,23+,24+,25?,26?,27+,28-,29+,31+,32-,33?,34-/m1/s1

InChI key

XFSBVAOIAHNAPC-VBUFWTEXSA-N

Popis

Application

Aconitine is a neurotoxin which activates tetrodotoxin-sensitive Na⁺ channels, inducing presynaptic depolarization and blocking the release of neurotransmitters. Aconitine also blocks norepinephrine reuptake. In the heart, aconitine induces ventricular tachycardia after intracoronary injection.

Aconitine has been used:

to study its cardiotoxic effects along the pericardium meridian (PM) on cardiac rhythm in rabbits
as a standard in high-performance thin layer chromatography (HPTLC) fingerprinting method
in the aconitine-based lipo-alkaloids semi-synthesis

Biochem/physiol Actions

Neurotoxin. Activates tetrodotoxin-sensitive Na⁺ channels, inducing presynaptic depolarization, thus blocking the nerve action potential which, in turn, blocks the release of neurotransmitters and decreases the end plate potential at the neuromuscular junction. Aconitine also blocks norepinephrine reuptake. In the heart, aconitine induces ventricular tachycardia after intracoronary injection. In cultured ventricular myocytes, aconitine increases the duration of the action potential and induces the appearance of early after depolarization.

Aconitine is a diesterditerpene alkaloid found abundantly in the plant Aconitum genera. It possesses analgesic, antipyretic and antirheumatic activity. Aconitine is involved in blocking neurotransmission. It acts as a neurotoxin as well as a cardiotoxin. Aconitine triggers ventricular tachycardia (VT) and ventricular fibrillation (VF). It interacts with voltage-dependent Na⁺ channels which results in the depolarization of membranes. Aconitine may exhibit therapeutic effects against systemic lupus erythematosus (SLE). It also inhibits the reuptake of norepinephrine.