CAS 477-90-7|Bergenin

Introduction:Basic information about CAS 477-90-7|Bergenin, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameBergenin
CAS Number477-90-7Molecular Weight328.271
Density1.6±0.1 g/cm3Boiling Point658.9±55.0 °C at 760 mmHg
Molecular FormulaC14H16O9Melting Point237-240 °C(lit.)
MSDSChineseUSAFlash Point250.7±25.0 °C
Symbol
GHS07
Signal WordWarning

Names

NameBengenin
SynonymMore Synonyms

Bergenin BiologicalActivity

DescriptionBergenin, 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 attenuated inflammatory cell infiltration and decreased the concentration of NO, TNF-α, IL-1β, and IL-6, which were increased in LPS-induced mouse mastitis [1].
Related CatalogSignaling Pathways >>Others >>OthersResearch Areas >>OthersNatural Products >>Phenylpropanoids
References

[1]. Gao XJ, et al. Bergenin Plays an Anti-Inflammatory Role via the Modulation of MAPK and NF-κB Signaling Pathways in a Mouse Model of LPS-Induced Mastitis. Inflammation. 2015 Jun;38(3):1142-50.

[2]. Yun J, et al. Bergenin decreases the morphine-induced physical dependence via antioxidative activity in mice. Arch Pharm Res. 2015 Jun;38(6):1248-54.

[3]. Uddin G, et al. Comparative antioxidant and antiplasmodial activities of 11-O-galloylbergenin and bergenin isolated from Bergenia ligulata. Trop Biomed. 2014 Mar;31(1):143-8.

Chemical & Physical Properties

Density1.6±0.1 g/cm3
Boiling Point658.9±55.0 °C at 760 mmHg
Melting Point237-240 °C(lit.)
Molecular FormulaC14H16O9
Molecular Weight328.271
Flash Point250.7±25.0 °C
Exact Mass328.079437
PSA145.91000
LogP0.05
Vapour Pressure0.0±2.1 mmHg at 25°C
Index of Refraction1.655
InChIKeyYWJXCIXBAKGUKZ-HJJNZUOJSA-N
SMILESCOc1c(O)cc2c(c1O)C1OC(CO)C(O)C(O)C1OC2=O
Storage condition?20°C

Safety Information

Symbol
GHS07
Signal WordWarning
Hazard StatementsH315-H319-H335
Precautionary StatementsP261-P305 + P351 + P338
Hazard CodesXi: Irritant;
Risk PhrasesR36/37/38
Safety PhrasesS26-S36
RIDADRNONH for all modes of transport
WGK Germany3
RTECSUQ0337200

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Synonyms

Vakerin
Ai Cha Su
Bergenitol
Bergenit
Peltophorin
CORYLOPSIN
(+)-Bergenin
3,4,8,10-Tetrahydroxy-2-(hydroxymethyl)-9-methoxy-3,4,4a,10b-tetrahydropyrano[3,2-c]isochromen-6(2H)-one
4-Methoxy-2-[tetrahydro-3,4,5-trihydroxy-6-(hydroxymethyl)pyran-2-yl]-a-resorcylic Acid d-Lactone
Pyrano[3,2-c][2]benzopyran-6(2H)-one, 3,4,4a,10b-tetrahydro-3,4,8,10-tetrahydroxy-2-(hydroxymethyl)-9-methoxy-
3,4,4a,10b-Tetrahydro-3,4,8,10-tetrahydroxy-2-(hydroxymethyl)-9-methoxypyrano[3,2-c][2]benzopyran-6(2H)-one
BERGENIN
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-(2,3,4,4a, 10b)]-,
CUSCUTIN
Ardisic Acid B
MFCD00133120
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