(3b,6a,12b)-3,6,12-Trihydroxydammar-24-ene-20-yl beta-D-glucopyranoside
Ginsenoside F1
CAS: 53963-43-2
Molecular Formula: C36H62O9
(3b,6a,12b)-3,6,12-Trihydroxydammar-24-ene-20-yl beta-D-glucopyranoside - Names and Identifiers
| Name | Ginsenoside F1 |
| Synonyms | Ginsenosidef1 GINSENOSIDEF1 Ginsenoside F1 GINSENOSIDE F1(P) Panaxoside Aprogenin 20(S)-Ginsenoside F1 (20S)-20-(β-D-Glucopyranosyloxy)dammar-24-ene-3β,6α,12β-triol 3β,6α,12β-Trihydroxy-5α-dammar-24-en-20-yl β-D-glucopyranoside (3b,6a,12b)-3,6,12-Trihydroxydammar-24-ene-20-yl beta-D-glucopyranoside 20(S)-Ginsenoside F1(3b,6a,12b)-3,6,12-Trihydroxydammar-24-ene-20-yl beta-D-glucopyranoside (2R)-6-methyl-2-[(6beta,8xi,9xi,12alpha,13alpha,14beta,17beta)-3,6,12-trihydroxy-4,4,10,14,17-pentamethylgonan-17-yl]hept-5-en-2-yl beta-D-allopyranoside |
| CAS | 53963-43-2 |
| InChI | InChI=1/C36H62O9/c1-19(2)10-9-12-36(8,45-31-28(43)27(42)26(41)24(18-37)44-31)35(7)15-14-34(6)21-16-22(38)29-32(3,4)25(40)11-13-33(29,5)20(21)17-23(39)30(34)35/h10,20-31,37-43H,9,11-18H2,1-8H3/t20?,21?,22-,23+,24-,25?,26-,27-,28-,29?,30-,31+,33-,34-,35+,36-/m1/s1 |
(3b,6a,12b)-3,6,12-Trihydroxydammar-24-ene-20-yl beta-D-glucopyranoside - Physico-chemical Properties
| Molecular Formula | C36H62O9 |
| Molar Mass | 638.87 |
| Density | 1.23±0.1 g/cm3(Predicted) |
| Melting Point | >165°C (dec.) |
| Boling Point | 751.7±60.0 °C(Predicted) |
| Specific Rotation(α) | +36.6°（c1.2，methanol） |
| Flash Point | 409.1°C |
| Solubility | Soluble in water, methanol, ethanol, insoluble in ether, benzene. |
| Vapor Presure | 3.65E-26mmHg at 25°C |
| Appearance | White powder |
| Color | Pale Yellow |
| pKa | 12.94±0.70(Predicted) |
| Storage Condition | Sealed in dry,Room Temperature |
| Refractive Index | 1.58 |
| MDL | MFCD06410947 |
| Physical and Chemical Properties | White crystalline powder, soluble in methanol, ethanol, DMSO and other organic solvents, derived from ginseng rhizome, Gynostemma pentaphyllum. |
| In vitro study | Ginsenoside 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 (200 μM) in MTT assays. |
| In vivo study | ApoE -/- 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. |
(3b,6a,12b)-3,6,12-Trihydroxydammar-24-ene-20-yl beta-D-glucopyranoside - Reference
| Reference Show more | 1. Wang Jinhe, Wang Dong, Li Danxian, etc. Optimization of UDP-glucose supply module of Saccharomyces cerevisiae and production of ginsenoside F_1 [J]. Chinese Journal of Traditional Chinese Medicine, 2019(21). 2. Yue Hao, Zhou Dongyue, Zhang Meiyu, Zhang Jie, Dai Yulin, Zheng Fei, Zhu Yinhao. In vitro transformation of Panax ginseng triol saponin group in intestinal flora and its effect on intestinal flora [J]. Applied Chemistry, 2021,38(03):323-330. 3. Qin, Z., jia, M., yang, J. et al. Multiple circulation alkaloids and saponins from internal Kang-Ai injection inhibit human cyto Chrome P450 and UDP-glucuronosyltransferase isozymes: potential drug-drug interactions. Chin Med 15, 69 (2020). https://doi.o 4. Jin, Wenqi, et al. "Ginsenoside Rd attenuates ACTH-induced corticosterone secretion by blocking the MC2R-cAMP/PKA/CREB pathway in Y1 mouse adrenocortical cells." Life sciences 245 (2020): 117337.https://doi.org/10.1016/j.lfs.2020.117337 5. Hong Zhang, Jia-Ming Jiang, Dan Zheng, Ming Yuan, Zhi-Ying Wang, Hong-Mei Zhang, Chang-Wu Zheng, Lian-Bo Xiao Hong-Xi Xu,A multidimensional analytical approach based on time-decoupled online comprehensive two-dimensional liquid chromatography coupled wit 6. Hong Zhang, Jia-Ming Jiang, Dan Zheng, Ming Yuan, Zhi-Ying Wang, Hong-Mei Zhang, Chang-Wu Zheng, Lian-Bo Xiao, Hong-Xi Xu,A multidimensional analytical approach based on time-decoupled online comprehensive two-dimensional liquid chromatography coupled wit 7. Hong Zhang, Jia-Ming Jiang Dan Zheng, Ming Yuan, Zhi-Ying Wang, Hong-Mei Zhang, Chang-Wu Zheng, Lian-Bo Xiao, Hong-Xi Xu,A multidimensional analytical approach based on time-decoupled online comprehensive two-dimensional liquid chromatography coupled wit 8. [IF=5.34] Shan-Shan Zhou et al."Stronger anti-obesity effect of white ginseng over red ginseng and the potential mechanisms involving chemically structural/compositional specificity to gut microbiota."Phytomedicine. 2020 Aug;74:152761 9. [IF=3.935] Hong-Mei Zhang et al."Holistic quality evaluation of commercial white and red ginseng using a UPLC-QTOF-MS/MS-based metabolomics approach."J Pharmaceut Biomed. 2012 Mar;62:258 10. [IF=3.935] Hong Zhang et al."A multidimensional analytical approach based on time-decoupled online comprehensive two-dimensional liquid chromatography coupled with ion mobility quadrupole time-of-flight mass spectrometry for the analysis of ginsenosides from white a 11. [IF=3.935] Shan-Shan Zhou et al."Synchronous characterization of carbohydrates and ginsenosides yields deeper insights into the processing chemistry of ginseng."J Pharmaceut Biomed. 2017 Oct;145:59 12. [IF=6.558] Qingqing Song et al."Binary code, a flexible tool for diagnostic metabolite sequencing of medicinal plants."Anal Chim Acta. 2019 Dec;1088:89 13. [IF=6.06] Zhenzhuo Li et al."Ginsenosides repair UVB-induced skin barrier damage in BALB/c hairless mice and HaCaT keratinocytes."J Ginseng Res. 2021 May;: 14. [IF=5.396] Hui Wang et al."Ginsenoside extract from ginseng extends lifespan and health span in Caenorhabditis elegans."Food Funct. 2021 Aug;12(15):6793-6808 15. [IF=4.142] Wang Chenxi et al."Rapid discovery of potential ADR compounds from injection of total saponins from Panax notoginseng using data-independent acquisition untargeted metabolomics."Analytical And Bioanalytical Chemistry. 2021 Oct 26 16. [IF=3.647] Wenqi Jin et al."Ginsenoside Rd attenuates ACTH-induced corticosterone secretion by blocking the MC2R-cAMP/PKA/CREB pathway in Y1 mouse adrenocortical cells."Life Sci. 2020 Mar;245:117337 17. [IF=3.645] Mengmeng Jia et al."UHPLC coupled with mass spectrometry and chemometric analysis of Kang-Ai injection based on the chemical characterization, simultaneous quantification and relative quantification of 47 herbal alkaloids and saponins."J Sep Sci. 2020 Ju 18. [IF=2.419] Yinping Jin et al."Dynamic changes of ginsenosides in Panax quinquefolius fruit at different development stages measured by UHPLC-Orbitrap MS."Rapid Communications In Mass Spectrometry. 2022 Feb 17 19. [IF=6.06] Qingxia Huang et al."Major ginsenosides from Panax ginseng promote aerobic cellular respiration and SIRT1-mediated mitochondrial biosynthesis in cardiomyocytes and neurons."J Ginseng Res. 2022 Feb ;: |
(3b,6a,12b)-3,6,12-Trihydroxydammar-24-ene-20-yl beta-D-glucopyranoside - Reference Information
| biological activity | Ginsenoside F1 is a pharmaceutical ingredient of ginseng and is known to have anti-aging, anti-oxidation, anti-cancer and keratinocyte protection effect. Ginsenoside F1 has a competitive inhibitory effect on CYP3A4 activity with a Ki value of 67.8±16.2 μM. Ginsenoside F1 has a weak inhibitory effect on CYP2D6. |
| target | TargetValue CYP3A4 (Cell-free say) 67.8 μM(Ki) |
| Target | Value |
| CYP3A4 (Cell-free assay) | 67.8 μM(Ki) |
| in vitro study | Ginsenoside F1 has been showto 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 (200 μM) in MTT assays. |
| in vivo study | ApoE -/- 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. |
| chemical properties | white crystalline powder, soluble in methanol, ethanol, DMSO and other organic solvents, derived from ginseng rhizome, Gynostemma pentaphyllum. |
| use | used for content determination/identification/pharmacological experiments and other pharmacological effects: improve people's physical and intellectual activity and enhance the body's non-specific resistance to harmful stimuli. ginsenoside F1 is a metabolite of ginsenoside Rg1, which has antioxidant and anti-aging activities and has whitening effect on skin. |
Last Update：2024-04-09 21:54:55
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