| Identification | Back Directory | [Name]
VERBENALIN | [CAS]
548-37-8 | [Synonyms]
CORNIN
VERBENALIN
Verbenaline
Verbenalinp
VERBENALOSIDE
cornin(glycoside
cornin(glycoside)
Verbenalin, 98%, from Verbena officinalis L.
ranosyloxy)-7-methyl-5-oxo-,methylester,(1s-(1-alpha,4a-alpha,7-alapha,7a-a
cyclopenta(c)pyran-4-carboxylicacid,1,4a,5,6,7,7a-hexahydro-1-(beta-d-glucopy
Methyl (1S,4aS,7S,7aR)-7-Methyl-5-oxo-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxyMethyl)oxan-2-yl]oxy}-1H,4aH,5H,6H,7H,7aH-cyclopenta[c]pyran-4-carboxylate | [Molecular Formula]
C17H24O10 | [MDL Number]
MFCD00017414 | [MOL File]
548-37-8.mol | [Molecular Weight]
388.37 |
| Chemical Properties | Back Directory | [Melting point ]
180-182°C | [alpha ]
D25 -173° (water) | [Boiling point ]
610.1±55.0 °C(Predicted) | [density ]
1.50±0.1 g/cm3(Predicted) | [storage temp. ]
2-8°C | [solubility ]
DMSO : 250 mg/mL (643.72 mM; Need ultrasonic) | [form ]
powder | [pka]
12.79±0.70(Predicted) | [color ]
White | [Merck ]
13,10021 | [BRN ]
57895 | [InChIKey]
HLXRWTJXGMHOFN-XJSNKYLASA-N | [SMILES]
[C@@]12([H])[C@@H](C)CC(=O)[C@]1([H])C(C(=O)OC)=CO[C@H]2O[C@H]1[C@H](O)[C@H]([C@H](O)[C@@H](CO)O1)O |&1:0,2,7,16,18,19,21,22,24,r| | [LogP]
-2.390 (est) | [CAS DataBase Reference]
548-37-8 |
| Hazard Information | Back Directory | [Uses]
cell growth inhibitor, coagulant | [Chemical Properties]
White powder, soluble in organic solvents such as methanol, ethanol, and DMSO, derived from verbena and euphorbia. | [Definition]
ChEBI: Verbenalin is a terpene glycoside. | [Biological Activity]
Cornin is used in cardiology due to its cardioprotective property. It helps to lower blood pressureimprove heart activityand reverse cardiac hypertrophy It can prevent lipid peroxidation catalyzed by Fe2+. Cornin can also prevent the activities of cyclooxygenase 1 (COX-1) and cyclooxygenase 1 (COX-2) enzymes. It plays a protective role against cerebral ischemia injury. | [in vivo]
Verbenalin (100-200 mg/kg; gavage; 35 days) reduces the levels of Aβ and tau in the hippocampus and restores the expression of BDNF in the AD mouse model[1].
Verbenalin (50-200 mg/kg; gavage; 21 days) has an improving effect in the mouse prostatitis model[2].
Verbenalin (5-20 mg/kg; intravenous injection; single dose) has a protective effect in the rat model of focal cerebral ischemia-reperfusion[3].
Verbenalin (12.5-50 mg/kg; gavage; 16 days) can alleviate liver injury, regulate lipid homeostasis, inhibit oxidative stress-induced ferroptosis, and improve mitochondrial function in the mouse model of alcoholic steatohepatitis[5]. | Animal Model: | KM male mice (24-26 g) treated Xiaozhiling to induce prostatitis model[2] | | Dosage: | 50, 100 and 200 mg/kg | | Administration: | Oral gavage (i.g.); 21 days
| | Result: | Had significantly increased amounts of water, and prostate white blood cell count and prostate volume density were decreased significantly, the density of lecithin corpuscle score increased, and pathologic prostatitis changes were significantly reduced.
Significantly reduced pathological change in the testis and the change in the epididymis.
Increased significantly the thymic cortex thickness and the number of lymphocytes.
Reduce the renal pathological changes in potential.
|
| Animal Model: | Male KM rats (25-30 g) with focal cerebral ischemia reperfusion[3] | | Dosage: | 5, 10 and 20 mg/kg | | Administration: | Intravenous injection (i.v.); single dose | | Result: | Significantly reduced the mortality rate, neurological deficit score and the percentage of cerebral infarction size.
Significantly reduced the levels of Bax, Caspase-3, S-100β level of the serum in the brain tissue.
Increased the levels of Bcl-2 and ATPase in brain tissue and improved pathological damage of hippocampus and cortex.
Inhibited the expression of apoptosis genes, promoted the expression of anti-apoptosis genes, improved brain microcirculation and energy metabolism, hence reducing cerebral ischemia-reperfusion injury.
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