Gingerenone A (BioDeep_00000861491)

Main id: BioDeep_00000008103

 

PANOMIX_OTCML-2023 natural product


代谢物信息卡片


(E)-1,7-bis(4-hydroxy-3-methoxy-phenyl)hept-4-en-3-one

化学式: C21H24O5 (356.1624)
中文名称: 姜酮A
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: COC1=C(C=CC(=C1)CCC=CC(=O)CCC2=CC(=C(C=C2)O)OC)O
InChI: InChI=1S/C21H24O5/c1-25-20-13-15(8-11-18(20)23)5-3-4-6-17(22)10-7-16-9-12-19(24)21(14-16)26-2/h4,6,8-9,11-14,23-24H,3,5,7,10H2,1-2H3/b6-4+

描述信息

Gingerenone A is a Nrf2-Gpx4 activator with anti-breast-cancer properties. Gingerenone A results a delayed G2/M in cancer cells, following oxidative stress and senescence responses. Gingerenone A also alleviates ferroptosis in secondary liver injury (SLI) in dextran sodium sulfate (DSS)-induced colitis mice. Gingerenone A can be isolated from Zingiber officinale[1][2].
Gingerenone A is a Nrf2-Gpx4 activator with anti-breast-cancer properties. Gingerenone A results a delayed G2/M in cancer cells, following oxidative stress and senescence responses. Gingerenone A also alleviates ferroptosis in secondary liver injury (SLI) in dextran sodium sulfate (DSS)-induced colitis mice. Gingerenone A can be isolated from Zingiber officinale[1][2].

同义名列表

8 个代谢物同义名

Gingerenone A; (E)-1,7-bis(4-hydroxy-3-methoxy-phenyl)hept-4-en-3-one; (E)-1,7-bis(4-hydroxy-3-methoxyphenyl)hept-4-en-3-one; 1,7-bis(4-hydroxy-3-methoxy-phenyl)hept-4-en-3-one; 1,7-bis(4-hydroxy-3-methoxyphenyl)hept-4-en-3-one; 128700-97-0; C10460; Gingerenone A



数据库引用编号

17 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

19 个相关的物种来源信息

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 7 ANXA6, IL13, IRS1, JAK1, JAK2, PIK3CA, RPS6KB1
Peripheral membrane protein 2 ANXA6, JAK2
Endosome membrane 1 INSR
Nucleus 6 GABPA, GPX4, IRS1, JAK1, JAK2, RPS6KB1
cytosol 9 GCLM, GPX4, GSS, IRS1, JAK1, JAK2, PIK3CA, RPS6KB1, SLC2A4
trans-Golgi network 1 SLC2A4
nucleoplasm 4 GABPA, IRS1, JAK2, RPS6KB1
Cell membrane 4 INSR, SLC2A4, TNF, VCAM1
lamellipodium 1 PIK3CA
Multi-pass membrane protein 1 SLC2A4
cell surface 3 RPS6KB1, TNF, VCAM1
glutamatergic synapse 2 JAK2, RPS6KB1
Golgi apparatus 1 VCAM1
Golgi membrane 1 INS
lysosomal membrane 1 ANXA6
mitochondrial inner membrane 1 ATP5ME
neuronal cell body 1 TNF
postsynapse 2 JAK2, RPS6KB1
sarcolemma 3 ANXA6, SLC2A4, VCAM1
Lysosome 1 INSR
Presynapse 1 SLC2A4
endosome 1 JAK1
plasma membrane 8 INSR, IRS1, JAK1, JAK2, PIK3CA, SLC2A4, TNF, VCAM1
Membrane 6 ANXA6, INSR, JAK1, JAK2, SLC2A4, VCAM1
axon 1 INSR
caveola 3 INSR, IRS1, JAK2
extracellular exosome 6 ANXA6, GPX4, GSS, INSR, SLC2A4, VCAM1
endoplasmic reticulum 1 VCAM1
extracellular space 7 CCL2, IL10, IL13, IL2, INS, TNF, VCAM1
perinuclear region of cytoplasm 4 ANXA6, PIK3CA, RPS6KB1, SLC2A4
intercalated disc 1 PIK3CA
mitochondrion 4 ANXA6, ATP5ME, GPX4, RPS6KB1
protein-containing complex 1 GPX4
intracellular membrane-bounded organelle 1 IRS1
filopodium 1 VCAM1
Single-pass type I membrane protein 2 INSR, VCAM1
Secreted 5 CCL2, IL10, IL13, IL2, INS
extracellular region 6 CCL2, IL10, IL13, IL2, INS, TNF
cytoplasmic side of plasma membrane 2 JAK1, JAK2
mitochondrial outer membrane 1 RPS6KB1
neuronal cell body membrane 1 INSR
external side of plasma membrane 5 IL13, INSR, SLC2A4, TNF, VCAM1
multivesicular body 1 SLC2A4
T-tubule 1 SLC2A4
Early endosome 1 VCAM1
apical part of cell 1 VCAM1
clathrin-coated pit 1 SLC2A4
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
Cytoplasm, perinuclear region 1 SLC2A4
Membrane raft 3 JAK2, SLC2A4, TNF
focal adhesion 3 ANXA6, JAK1, JAK2
sarcoplasmic reticulum 1 SLC2A4
collagen-containing extracellular matrix 1 ANXA6
Late endosome 1 INSR
receptor complex 1 INSR
Zymogen granule membrane 1 ANXA6
neuron projection 1 RPS6KB1
chromatin 1 GABPA
Late endosome membrane 1 ANXA6
phagocytic cup 1 TNF
cytoskeleton 2 JAK1, JAK2
podosome 1 VCAM1
nuclear envelope 1 GPX4
Endomembrane system 3 JAK1, JAK2, SLC2A4
endosome lumen 2 INS, JAK2
microvillus 1 VCAM1
Cytoplasmic vesicle membrane 1 SLC2A4
Melanosome 1 ANXA6
euchromatin 1 JAK2
clathrin-coated vesicle 1 SLC2A4
trans-Golgi network transport vesicle 1 SLC2A4
secretory granule lumen 1 INS
Golgi lumen 1 INS
endoplasmic reticulum lumen 1 INS
phosphatidylinositol 3-kinase complex 1 PIK3CA
phosphatidylinositol 3-kinase complex, class IA 1 PIK3CA
transport vesicle 1 INS
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
vesicle membrane 2 ANXA6, SLC2A4
extrinsic component of cytoplasmic side of plasma membrane 2 JAK1, JAK2
Synapse, synaptosome 1 RPS6KB1
dendrite membrane 1 INSR
extrinsic component of plasma membrane 1 JAK2
granulocyte macrophage colony-stimulating factor receptor complex 1 JAK2
interleukin-12 receptor complex 1 JAK2
interleukin-23 receptor complex 1 JAK2
proton-transporting ATP synthase complex 1 ATP5ME
proton-transporting ATP synthase complex, coupling factor F(o) 1 ATP5ME
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
insulin receptor complex 2 INSR, IRS1
[Isoform Mitochondrial]: Mitochondrion 1 GPX4
insulin-responsive compartment 1 SLC2A4
[Vascular cell adhesion protein 1]: Cell membrane 1 VCAM1
[Soluble Vascular Cell Adhesion Molecule-1]: Secreted 1 VCAM1
alpha9-beta1 integrin-vascular cell adhesion molecule-1 complex 1 VCAM1
[Isoform Cytoplasmic]: Cytoplasm 1 GPX4
phosphatidylinositol 3-kinase complex, class IB 1 PIK3CA
glutamate-cysteine ligase complex 1 GCLM
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Kolade O Faloye, Manish K Tripathi, Stephen A Adesida, Samuel A Oguntimehin, Yemisi M Oyetunde, Adetola H Adewole, Ifeoluwa I Ogunlowo, Esther A Idowu, Uduak I Olayemi, Olamide D Dosumu. Antimalarial potential, LC-MS secondary metabolite profiling and computational studies of Zingiber officinale. Journal of biomolecular structure & dynamics. 2023 Apr; ?(?):1-16. doi: 10.1080/07391102.2023.2205949. [PMID: 37116195]
  • Yonger Chen, Shumin Zhu, Zongwen Chen, Ying Liu, Chaoying Pei, Haiyang Huang, Shaozhen Hou, Weimin Ning, Jian Liang. Gingerenone A Alleviates Ferroptosis in Secondary Liver Injury in Colitis Mice via Activating Nrf2-Gpx4 Signaling Pathway. Journal of agricultural and food chemistry. 2022 Oct; 70(39):12525-12534. doi: 10.1021/acs.jafc.2c05262. [PMID: 36135333]
  • Ruin Moaddel, Martina Rossi, Stephanie Rodriguez, Rachel Munk, Mohammed Khadeer, Kotb Abdelmohsen, Myriam Gorospe, Luigi Ferrucci. Identification of gingerenone A as a novel senolytic compound. PloS one. 2022; 17(3):e0266135. doi: 10.1371/journal.pone.0266135. [PMID: 35349590]
  • Corinne Vanucci-Bacqué, Florence Bedos-Belval. Anti-inflammatory activity of naturally occuring diarylheptanoids - A review. Bioorganic & medicinal chemistry. 2021 02; 31(?):115971. doi: 10.1016/j.bmc.2020.115971. [PMID: 33422907]
  • Jiongjiong Wang, Richard A Prinz, Xiufan Liu, Xiulong Xu. In Vitro and In Vivo Antiviral Activity of Gingerenone A on Influenza A Virus Is Mediated by Targeting Janus Kinase 2. Viruses. 2020 10; 12(10):. doi: 10.3390/v12101141. [PMID: 33050000]
  • Junhong Chen, Jing Sun, Richard A Prinz, Yi Li, Xiulong Xu. Gingerenone A Sensitizes the Insulin Receptor and Increases Glucose Uptake by Inhibiting the Activity of p70 S6 Kinase. Molecular nutrition & food research. 2018 12; 62(23):e1800709. doi: 10.1002/mnfr.201800709. [PMID: 30296358]
  • Shailima Rampogu, Ayoung Baek, Rajesh Goud Gajula, Amir Zeb, Rohit S Bavi, Raj Kumar, Yongseong Kim, Yong Jung Kwon, Keun Woo Lee. Ginger (Zingiber officinale) phytochemicals-gingerenone-A and shogaol inhibit SaHPPK: molecular docking, molecular dynamics simulations and in vitro approaches. Annals of clinical microbiology and antimicrobials. 2018 Apr; 17(1):16. doi: 10.1186/s12941-018-0266-9. [PMID: 29609660]
  • Sujin Suk, Gyoo Taik Kwon, Eunjung Lee, Woo Jung Jang, Hee Yang, Jong Hun Kim, N R Thimmegowda, Min-Yu Chung, Jung Yeon Kwon, Seunghee Yang, Jason K Kim, Jung Han Yoon Park, Ki Won Lee. Gingerenone A, a polyphenol present in ginger, suppresses obesity and adipose tissue inflammation in high-fat diet-fed mice. Molecular nutrition & food research. 2017 10; 61(10):. doi: 10.1002/mnfr.201700139. [PMID: 28556482]
  • Juan Carlos Romero-Benavides, Ana Lucía Ruano, Ronal Silva-Rivas, Paola Castillo-Veintimilla, Sara Vivanco-Jaramillo, Natalia Bailon-Moscoso. Medicinal plants used as anthelmintics: Ethnomedical, pharmacological, and phytochemical studies. European journal of medicinal chemistry. 2017 Mar; 129(?):209-217. doi: 10.1016/j.ejmech.2017.02.005. [PMID: 28231520]
  • Chatchawan Changtam, Poonpilas Hongmanee, Apichart Suksamrarn. Isoxazole analogs of curcuminoids with highly potent multidrug-resistant antimycobacterial activity. European journal of medicinal chemistry. 2010 Oct; 45(10):4446-57. doi: 10.1016/j.ejmech.2010.07.003. [PMID: 20691508]
  • Chatchawan Changtam, Harry P de Koning, Hasan Ibrahim, M Sohail Sajid, Matthew K Gould, Apichart Suksamrarn. Curcuminoid analogs with potent activity against Trypanosoma and Leishmania species. European journal of medicinal chemistry. 2010 Mar; 45(3):941-56. doi: 10.1016/j.ejmech.2009.11.035. [PMID: 20004045]
  • Eun Mi Koh, Hye Jin Kim, Sohee Kim, Woo Hyuck Choi, Yeon Hee Choi, Shi Yong Ryu, Young Sup Kim, Woo Suk Koh, Shin-Young Park. Modulation of macrophage functions by compounds isolated from Zingiber officinale. Planta medica. 2009 Feb; 75(2):148-51. doi: 10.1055/s-0028-1088347. [PMID: 19031369]