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VERBENALIN

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VERBENALIN Basic information

Product Name:
VERBENALIN
Synonyms:
  • cyclopenta(c)pyran-4-carboxylicacid,1,4a,5,6,7,7a-hexahydro-1-(beta-d-glucopy
  • ranosyloxy)-7-methyl-5-oxo-,methylester,(1s-(1-alpha,4a-alpha,7-alapha,7a-a
  • Verbenaline
  • 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
  • Verbenalinp
  • VERBENALIN
  • VERBENALOSIDE
  • cornin(glycoside
CAS:
548-37-8
MF:
C17H24O10
MW:
388.37
Product Categories:
  • Iridoids
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract
  • chemical reagent
  • pharmaceutical intermediate
Mol File:
548-37-8.mol
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VERBENALIN Chemical Properties

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. 
Sealed in dry,2-8°C
solubility 
DMSO : 250 mg/mL (643.72 mM; Need ultrasonic)
pka
12.79±0.70(Predicted)
form 
powder
color 
White
Merck 
13,10021
BRN 
57895
InChIKey
HLXRWTJXGMHOFN-XJSNKYLASA-N
LogP
-2.390 (est)
CAS DataBase Reference
548-37-8
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Safety Information

Safety Statements 
22-24/25
WGK Germany 
3
RTECS 
GY5826000
10-21

MSDS

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VERBENALIN Usage And Synthesis

Uses

Verbenalin is an iridoid glucoside isolated found in Verbena officinalis and other herb plants.

Uses

cell growth inhibitor, coagulant

Definition

ChEBI: Verbenalin is a terpene glycoside.

Biological Activity

Cornin is used in cardiology due to its cardioprotective property. It helps to lower blood pressure, improve heart activity, and 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.

VERBENALINSupplier

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