(-)-Bergenin
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(-)-Bergenin
structure -
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CAS No:
477-90-7
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Formula:
C14H16O9
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Chemical Name:
(-)-Bergenin
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Synonyms:
Pyrano[3,2-c][2]benzopyran-6(2H)-one,3,4,4a,10b-tetrahydro-3,4,8,10-tetrahydroxy-2-(hydroxymethyl)-9-methoxy-,(2R,3S,4S,4aR,10bS)-;Bergenin;Pyrano[3,2-c][2]benzopyran-6(2H)-one,3,4,4a,10b-tetrahydro-3,4,8,10-tetrahydroxy-2-(hydroxymethyl)-9-methoxy-,[2R-(2α,3β,4α,4aα,10bβ)]-;α-Resorcylic acid,4-methoxy-2-[tetrahydro-3,4,5-trihydroxy-6-(hydroxymethyl)pyran-2-yl]-,δ-lactone;(2R,3S,4S,4aR,10bS)-3,4,4a,10b-Tetrahydro-3,4,8,10-tetrahydroxy-2-(hydroxymethyl)-9-methoxypyrano[3,2-c][2]benzopyran-6(2H)-one;Ai Cha Su;Corylopsin;Vakerin;Peltophorin;Cuscutin;Ardisic acid B;Bergenit;NSC 661749;(-)-Bergenin;Bergeninum;Bengenin;1391-25-9;12262-00-9;22550-81-8
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CAS No:
Description
Bergenin, a polyphenol, is a potent antinarcotic agent with antioxidant action. IC50 value: < 2.5 μM (antiplasmodial) [3]Target:In vitro: The naloxone-precipitated withdrawal symptom (jumping frequency) was significantly ameliorated (50% of control group) by administration of bergenin (20 mg/kg) in morphine-treated mice. Furthermore, morphine-induced down-regulation of glutathione (GSH) contents was reversed by bergenin administration in the frontal cortex and liver [2].In vivo: Bergenin
Bergenin is a trihydroxybenzoic acid. It has a role as a metabolite.
Characteristics
146
-1
the loose white needle crystal powder or crystalline
1.6±0.1 g/cm3
238 °C
658.9ºC at 760 mmHg
250.7±25.0 °C
1.655
-20°C
2.92E-18mmHg at 25°C
D18 -37.7° (c = 1.96 in ethanol); D24 -45.3° (c = 0.51 for anhydr in water)
168.3 Ų [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]
Safety Information
NONH for all modes of transport
3
36/37/38-20/21/22
26-36
UQ0337200
Xi,Xn
P261-P305 + P351 + P338
H315-H319-H335
|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 39 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
(-)-Bergenin Use and Manufacturing
Take the crude powder of crude medicine (Astragalus or Iris) and dip it with 95% ethanol. The resulting ethanol solution is concentrated to recover ethanol. The concentrated solution is added with concentrated ammonia to pH 9-10 to precipitate the crude bergenin. The crude product is dissolved in ethanol, decolorized with activated carbon, and recrystallized to obtain the finished product of bergenin, calculated as crude drugs, with a yield of 1.5%.
A herbal remedy with antioxidant, antimicrobial and antiinflammatory properties.
Computed Properties
Molecular Weight:328.27
XLogP3:-1
Hydrogen Bond Donor Count:5
Hydrogen Bond Acceptor Count:9
Rotatable Bond Count:2
Exact Mass:328.07943208
Monoisotopic Mass:328.07943208
Topological Polar Surface Area:146
Heavy Atom Count:23
Complexity:458
Defined Atom Stereocenter Count:5
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
Drug Function and Efficacy
Extract from the above information
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