Ginsenoside F1 (BioDeep_00000000166)

Main id: BioDeep_00000377020

Secondary id: BioDeep_00001867470

human metabolite PANOMIX_OTCML-2023 Endogenous natural product


代谢物信息卡片


(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[(2S)-6-methyl-2-[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-3,6,12-trihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]hept-5-en-2-yl]oxyoxane-3,4,5-triol

化学式: C36H62O9 (638.4394)
中文名称: 人参皂苷 F1, 人参皂甙F1, 人参皂苷F1
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC(=CCCC(C)(C1CCC2(C1C(CC3C2(CC(C4C3(CCC(C4(C)C)O)C)O)C)O)C)OC5C(C(C(C(O5)CO)O)O)O)C
InChI: InChI=1S/C36H62O9/c1-19(2)10-9-13-36(8,45-31-29(43)28(42)27(41)23(18-37)44-31)20-11-15-34(6)26(20)21(38)16-24-33(5)14-12-25(40)32(3,4)30(33)22(39)17-35(24,34)7/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-/m0/s1

描述信息

Ginsenoside F1 is a ginsenoside found in Panax species that is dammarane which is substituted by hydroxy groups at the 3beta, 6alpha, 12beta and 20 pro-S positions, in which the hydroxy group at position 20 has been converted to the corresponding beta-D-glucopyranoside, and in which a double bond has been introduced at the 24-25 position. It has a role as a plant metabolite and an apoptosis inhibitor. It is a 12beta-hydroxy steroid, a 3beta-hydroxy steroid, a beta-D-glucoside, a ginsenoside, a tetracyclic triterpenoid, a 6alpha-hydroxy steroid and a 3beta-hydroxy-4,4-dimethylsteroid. It derives from a hydride of a dammarane.
Ginsenoside F1 is a natural product found in Panax ginseng, Panax notoginseng, and Gynostemma yixingense with data available.
Ginsenoside F1 is found in tea. Ginsenoside F1 is isolated from Panax species.
Isolated from Panax subspecies Ginsenoside F1 is found in tea.
Ginsenoside F1, an enzymatically modified derivative of Ginsenoside Rg1, demonstrates competitive inhibition of CYP3A4 activity and weaker inhibition of CYP2D6 activity.
Ginsenoside F1, an enzymatically modified derivative of Ginsenoside Rg1, demonstrates competitive inhibition of CYP3A4 activity and weaker inhibition of CYP2D6 activity.

同义名列表

10 个代谢物同义名

(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[(2S)-6-methyl-2-[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-3,6,12-trihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]hept-5-en-2-yl]oxyoxane-3,4,5-triol; 2-(hydroxymethyl)-6-[(6-methyl-2-{5,8,16-trihydroxy-2,6,6,10,11-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl}hept-5-en-2-yl)oxy]oxane-3,4,5-triol; (beta,6alpha,12beta)-3,6,12-trihydroxydammar-24-en-20-yl beta-D-glucopyranoside; Ginsenoside F1, >=98\\% (HPLC); 20(S)-ginsenoside F1; (20S)-ginsenoside F1; ginsenoside G-F1; Ginsenoside F1; GINSENOSIDEF1; Ginsenoside



数据库引用编号

16 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(1)

PlantCyc(1)

代谢反应

2 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(1)

  • ginsenosides biosynthesis: β-amyrin + O2 + a reduced [NADPH-hemoprotein reductase] ⟶ H+ + H2O + an oxidized [NADPH-hemoprotein reductase] + oleanolate

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(1)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

  • PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。

亚细胞结构定位 关联基因列表
Cytoplasm 13 ANG, BCL2, BDNF, GFAP, HPGDS, IL13, NFE2L2, NR4A1, PGM1, PGM2, RB1, TYR, VEGFA
Endoplasmic reticulum membrane 3 BCL2, HMOX1, HSP90B1
Nucleus 9 ANG, BCL2, HMOX1, HSP90B1, NFE2L2, NR4A1, RB1, RBL2, VEGFA
cytosol 13 ANG, BCL2, GCLM, GFAP, HMOX1, HPGDS, HSP90B1, NFE2L2, NR4A1, PGM1, PGM2, RB1, RBL2
dendrite 1 BDNF
centrosome 1 NFE2L2
nucleoplasm 6 HMOX1, HPGDS, NFE2L2, NR4A1, RB1, RBL2
RNA polymerase II transcription regulator complex 1 NFE2L2
Cytoplasmic side 1 HMOX1
cell surface 1 VEGFA
Golgi apparatus 2 NFE2L2, VEGFA
growth cone 1 ANG
neuronal cell body 1 ANG
smooth endoplasmic reticulum 1 HSP90B1
synaptic vesicle 1 BDNF
Cytoplasm, cytosol 3 NFE2L2, NR4A1, PGM2
Lysosome 1 TYR
Presynapse 1 NR4A1
plasma membrane 2 LCT, NFE2L2
Membrane 5 BCL2, BDNF, HMOX1, HSP90B1, VEGFA
axon 1 BDNF
extracellular exosome 4 HSP90B1, PGM1, PGM2, RBL2
endoplasmic reticulum 4 BCL2, HMOX1, HSP90B1, VEGFA
extracellular space 6 ANG, BDNF, HMOX1, IGF1, IL13, VEGFA
perinuclear region of cytoplasm 4 BDNF, HMOX1, HSP90B1, TYR
adherens junction 1 VEGFA
mitochondrion 2 BCL2, NR4A1
protein-containing complex 2 BCL2, HSP90B1
intracellular membrane-bounded organelle 2 HPGDS, TYR
Single-pass type I membrane protein 2 LCT, TYR
Secreted 5 ANG, BDNF, IGF1, IL13, VEGFA
extracellular region 8 ANG, BDNF, HSP90B1, IGF1, IL13, PGM1, PGM2, VEGFA
Mitochondrion outer membrane 1 BCL2
Single-pass membrane protein 1 BCL2
mitochondrial outer membrane 2 BCL2, HMOX1
astrocyte end-foot 1 GFAP
transcription regulator complex 2 NR4A1, RBL2
Nucleus membrane 1 BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 2 BCL2, NR4A1
external side of plasma membrane 1 IL13
Secreted, extracellular space, extracellular matrix 1 VEGFA
actin cytoskeleton 1 ANG
nucleolus 2 ANG, RBL2
Melanosome membrane 1 TYR
midbody 1 HSP90B1
Golgi-associated vesicle 1 TYR
Apical cell membrane 1 LCT
pore complex 1 BCL2
focal adhesion 1 HSP90B1
spindle 1 RB1
extracellular matrix 1 VEGFA
basement membrane 1 ANG
PML body 1 RB1
collagen-containing extracellular matrix 1 HSP90B1
secretory granule 1 VEGFA
intermediate filament 1 GFAP
chromatin 4 NFE2L2, NR4A1, RB1, RBL2
mediator complex 1 NFE2L2
cell projection 1 GFAP
Chromosome 2 ANG, RBL2
Nucleus, nucleolus 1 ANG
Melanosome 2 HSP90B1, TYR
Cytoplasm, Stress granule 1 ANG
cytoplasmic stress granule 1 ANG
cell body 1 GFAP
myelin sheath 1 BCL2
sperm plasma membrane 1 HSP90B1
intermediate filament cytoskeleton 1 GFAP
exocytic vesicle 1 IGF1
ficolin-1-rich granule lumen 2 PGM1, PGM2
secretory granule lumen 1 PGM2
endoplasmic reticulum lumen 2 BDNF, HSP90B1
platelet alpha granule lumen 2 IGF1, VEGFA
tertiary granule lumen 1 PGM1
endocytic vesicle 1 ANG
SWI/SNF complex 1 RB1
Single-pass type IV membrane protein 1 HMOX1
Sarcoplasmic reticulum lumen 1 HSP90B1
protein-DNA complex 1 NFE2L2
external side of apical plasma membrane 1 LCT
cytoplasmic side of lysosomal membrane 1 GFAP
endocytic vesicle lumen 1 HSP90B1
angiogenin-PRI complex 1 ANG
alphav-beta3 integrin-IGF-1-IGF1R complex 1 IGF1
insulin-like growth factor binding protein complex 1 IGF1
insulin-like growth factor ternary complex 1 IGF1
chromatin lock complex 1 RB1
Rb-E2F complex 1 RB1
endoplasmic reticulum chaperone complex 1 HSP90B1
BAD-BCL-2 complex 1 BCL2
[N-VEGF]: Cytoplasm 1 VEGFA
[VEGFA]: Secreted 1 VEGFA
[Isoform L-VEGF189]: Endoplasmic reticulum 1 VEGFA
[Isoform VEGF121]: Secreted 1 VEGFA
[Isoform VEGF165]: Secreted 1 VEGFA
VEGF-A complex 1 VEGFA
[Neurotrophic factor BDNF precursor form]: Secreted 1 BDNF
glutamate-cysteine ligase complex 1 GCLM


文献列表

  • Danni Feng, Zhongxiang Fang, Pangzhen Zhang. The melanin inhibitory effect of plants and phytochemicals: A systematic review. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2022 Dec; 107(?):154449. doi: 10.1016/j.phymed.2022.154449. [PMID: 36126406]
  • Chang-Hao Cui, Byeong-Min Jeon, Yaoyao Fu, Wan-Taek Im, Sun-Chang Kim. High-density immobilization of a ginsenoside-transforming β-glucosidase for enhanced food-grade production of minor ginsenosides. Applied microbiology and biotechnology. 2019 Sep; 103(17):7003-7015. doi: 10.1007/s00253-019-09951-4. [PMID: 31289903]
  • Jiayan Zhang, Mingqun Liu, Maohua Huang, Minfeng Chen, Dong Zhang, Liangping Luo, Geni Ye, Lijuan Deng, Yinghui Peng, Xin Wu, Guanping Liu, Wencai Ye, Dongmei Zhang. Ginsenoside F1 promotes angiogenesis by activating the IGF-1/IGF1R pathway. Pharmacological research. 2019 06; 144(?):292-305. doi: 10.1016/j.phrs.2019.04.021. [PMID: 31048033]
  • Ji In Kang, Yoonjung Choi, Chang-Hau Cui, Daeyoup Lee, Sun Chang Kim, Ho Min Kim. Pro-angiogenic Ginsenosides F1 and Rh1 Inhibit Vascular Leakage by Modulating NR4A1. Scientific reports. 2019 03; 9(1):4502. doi: 10.1038/s41598-019-41115-2. [PMID: 30872732]
  • Yin-Ping Guo, Man-Yun Chen, Li Shao, Wei Zhang, Tai Rao, Hong-Hao Zhou, Wei-Hua Huang. Quantification of Panax notoginseng saponins metabolites in rat plasma with in vivo gut microbiota-mediated biotransformation by HPLC-MS/MS. Chinese journal of natural medicines. 2019 Mar; 17(3):231-240. doi: 10.1016/s1875-5364(19)30026-3. [PMID: 30910060]
  • Xiu-Wei Yang, Li-Yuan Ma, Qi-Le Zhou, Wei Xu, You-Bo Zhang. SIRT1 activator isolated from artificial gastric juice incubate of total saponins in stems and leaves of Panax ginseng. Bioorganic & medicinal chemistry letters. 2018 02; 28(3):240-243. doi: 10.1016/j.bmcl.2017.12.067. [PMID: 29317167]
  • Wei Wei, Pingping Wang, Yongjun Wei, Qunfang Liu, Chengshuai Yang, Guoping Zhao, Jianmin Yue, Xing Yan, Zhihua Zhou. Characterization of Panax ginseng UDP-Glycosyltransferases Catalyzing Protopanaxatriol and Biosyntheses of Bioactive Ginsenosides F1 and Rh1 in Metabolically Engineered Yeasts. Molecular plant. 2015 Sep; 8(9):1412-24. doi: 10.1016/j.molp.2015.05.010. [PMID: 26032089]
  • Xuewei Ye, Siran Yu, Ying Liang, Haocai Huang, Xiao-Yuan Lian, Zhizhen Zhang. Bioactive triterpenoid saponins and phenolic compounds against glioma cells. Bioorganic & medicinal chemistry letters. 2014 Nov; 24(22):5157-63. doi: 10.1016/j.bmcl.2014.09.087. [PMID: 25442304]
  • Xue Li, Jinping Hu, Baolian Wang, Li Sheng, Zhihao Liu, Shuang Yang, Yan Li. Inhibitory effects of herbal constituents on P-glycoprotein in vitro and in vivo: herb-drug interactions mediated via P-gp. Toxicology and applied pharmacology. 2014 Mar; 275(2):163-75. doi: 10.1016/j.taap.2013.12.015. [PMID: 24380838]
  • Xin Liu, Lirui Qiao, Dan Xie, Yi Zhang, Jianhua Zou, Xiaoguang Chen, Jungui Dai. Microbial transformation of ginsenoside-Rg₁ by Absidia coerulea and the reversal activity of the metabolites towards multi-drug resistant tumor cells. Fitoterapia. 2011 Dec; 82(8):1313-7. doi: 10.1016/j.fitote.2011.09.001. [PMID: 21946057]
  • Liang Feng, Chang-Jiang Hu, Ling-Ying Yu. [Pharmacokinetics of ginsenosides Rg1 and its metabolites in rats]. Yao xue xue bao = Acta pharmaceutica Sinica. 2010 May; 45(5):636-40. doi: NULL. [PMID: 20931768]
  • Huu Tung Nguyen, Gyu Yong Song, Jeong-Ah Kim, Jae-Hee Hyun, Hee-Kyoung Kang, Young Ho Kim. Dammarane-type saponins from the flower buds of Panax ginseng and their effects on human leukemia cells. Bioorganic & medicinal chemistry letters. 2010 Jan; 20(1):309-14. doi: 10.1016/j.bmcl.2009.10.110. [PMID: 19926279]
  • Mona Abdel Tawab, Ute Bahr, Michael Karas, Mario Wurglics, Manfred Schubert-Zsilavecz. Degradation of ginsenosides in humans after oral administration. Drug metabolism and disposition: the biological fate of chemicals. 2003 Aug; 31(8):1065-71. doi: 10.1124/dmd.31.8.1065. [PMID: 12867496]
  • Sung-Ryong Ko, Kang-Ju Choi, Kei Suzuki, Yukio Suzuki. Enzymatic preparation of ginsenosides Rg2, Rh1, and F1. Chemical & pharmaceutical bulletin. 2003 Apr; 51(4):404-8. doi: 10.1248/cpb.51.404. [PMID: 12672992]
  • Sung-Ryong Ko, Kang-Ju Choi, Kei Uchida, Yukio Suzuki. Enzymatic preparation of ginsenosides Rg2, Rh1, and F1 from protopanaxatriol-type ginseng saponin mixture. Planta medica. 2003 Mar; 69(3):285-6. doi: 10.1055/s-2003-38476. [PMID: 12677539]
  • Yegao Chen, Eryi Zhan, Hongfen Chen, Xiuqiong Duan, Liqun Guo. [Saponins with low sugar chain from the leaves of Panax notoginseng (Burk) F. H. Chen]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2002 Mar; 25(3):176-8. doi: . [PMID: 12583159]