CAS 53963-43-2|Ginsenoside F1

Introduction:Basic information about CAS 53963-43-2|Ginsenoside F1, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameGinsenoside F1
CAS Number53963-43-2Molecular Weight638.872
Density1.2±0.1 g/cm3Boiling Point751.7±60.0 °C at 760 mmHg
Molecular FormulaC36H62O9Melting Point/
MSDSChineseUSAFlash Point408.4±32.9 °C

Names

Nameginsenoside F1
SynonymMore Synonyms

Ginsenoside F1 BiologicalActivity

DescriptionGinsenoside F1, an enzymatically modified derivative of Ginsenoside Rg1, demonstrates competitive inhibition of CYP3A4 activity and weaker inhibition of CYP2D6 activity.
Related CatalogSignaling Pathways >>Metabolic Enzyme/Protease >>Cytochrome P450Research Areas >>CancerNatural Products >>Terpenoids and Glycosides
Target

CYP3A4

In VitroGinsenoside F1 has been shown to flaunt anticancer, anti-aging, and antioxidant effects and has demonstrated competitive inhibition of CYP3A4 activity and weaker inhibition of CYP2D6 activity. The cell viabilities are 68% at the highest concentration of ginsenoside F1 (200μM) in MTT assays[1].
In VivoApoE-/- mice are fed a high fat diet and orally treated with Ginsenoside F1 (50 mg/kg/day) for 8 weeks. Ginsenoside F1 treated mice significantly reduce the lesion size compared with model group mice[2].
Kinase AssayGlycosylation ability is assayed with overexpressed BSGT1 enzyme and F1. The reaction mixtures contain 100 μL of 0.5 mM F1 and 100 μL of 2.5 mM UDP-glucose and 800 μL of purified enzyme (final concentration at 0.1 mg/mL) (pH 7.0). The mixtures are incubated at 30°C for 24 h. Moreover, three groups of controls are incubated under the same conditions: (1) control 1 (C1) consists of Ginsenoside F1 with BSGT1; (2) control 2 (C2) consists of BSGT1 with UDP-glucose; and (3) control 3 (C3) consists of Ginsenoside F1 with UDP-glucose[1].
Cell AssayB16BL6 cells are cultured in Dulbecco's modified Eagles medium supplemented with 10% fetal bovine serum and 1% Penicillin-Streptomycin at 37°C in a humidified 95% air/5% CO2 atmosphere. Cell viability is determined for Ginsenoside F1 and metabolite 1 using MTT conversion to formazan. Cells are seeded at a density of 1×105 cells/well in a 96-well plate, cultured for 24 h, and treated with various concentrations from 1 μM to 200 μM of Ginsenoside F1 and metabolite 1 for 5 d. Finally, 10 μL of MTT (5 mg/mL in PBS) is added to each well. Cells are incubated at 37°C for 3 h, and then DMSO (100 μL) is added to dissolve the formazan crystals. The absorbance is measured at 570 nm with the reference wavelength of 630 nm using an ELISA reader[1].
Animal AdminMice[2] Six-week-old (17±1 g) male C57BL/6 mice and ApoE-/- mice with a C57BL/6 background are maintained in a temperature-controlled facility (temperature: 22±1°C; humidity: 60%) with a 14 h light/10 h dark cycle in conventional cages. Forty mice are randomly divided into four experimental groups (n=10/group): (I) C57BL/6 N mice, the control group; (II) ApoE-/- mice group; (III) ApoE-/- mice+ Ginsenoside F1 group; (IV) ApoE-/- mice+Probucol group. All mice are fed with a high fat diet (HFD, 0.3% cholesterol and 20% pork fat) for 8 weeks. Ginsenoside F1 (50 mg/kg/day, i.g.) and Probucol (2 g/kg, i.g.) are dissolved in carboxymethyl cellulose sodium (CMC-Na). Oral administration is given to mice every day for 8 weeks. The control and model groups receive the aseptic 0.5% CMC-Na treatment every day (i.g., 0.1 mL/10g) [2].
References

[1]. Wang DD, et al. Rare ginsenoside Ia synthesized from F1 by cloning and overexpression of the UDP-glycosyltransferase gene from Bacillus subtilis: synthesis, characterization, and in vitromelanogenesis inhibition activity in BL6B16 cells. J Ginseng Res. 2018 Jan;42(1):42-49.

[2]. Qin M, et al. Ginsenoside F1 Ameliorates Endothelial Cell Inflammatory Injury and Prevents Atherosclerosis in Mice through A20-Mediated Suppression of NF-kB Signaling. Front Pharmacol. 2017 Dec 22;8:953.

Chemical & Physical Properties

Density1.2±0.1 g/cm3
Boiling Point751.7±60.0 °C at 760 mmHg
Molecular FormulaC36H62O9
Molecular Weight638.872
Flash Point408.4±32.9 °C
Exact Mass638.439392
PSA160.07000
LogP3.80
Vapour Pressure0.0±5.7 mmHg at 25°C
Index of Refraction1.581
InChIKeyXNGXWSFSJIQMNC-FIYORUNESA-N
SMILESCC(C)=CCCC(C)(OC1OC(CO)C(O)C(O)C1O)C1CCC2(C)C1C(O)CC1C3(C)CCC(O)C(C)(C)C3C(O)CC12C

Safety Information

Hazard CodesXi
RIDADRNONH for all modes of transport

Synonyms

β-D-Glucopyranoside, (3β,6α,12β)-3,6,12-trihydroxydammar-24-en-20-yl
Ginsenoside F1
GINSENOSIDEF1
Ginsenoside-F1
(3β,6α,12β)-3,6,12-Trihydroxydammar-24-en-20-yl β-D-glucopyranoside
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