Genkwanin (BioDeep_00000017257)

 

Secondary id: BioDeep_00000000181, BioDeep_00000270248

human metabolite PANOMIX_OTCML-2023 blood metabolite natural product


代谢物信息卡片


4H-1-Benzopyran-4-one, 5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-

化学式: C16H12O5 (284.0685)
中文名称: 芫花素, 4',5-二羟基-7-甲氧基黄酮
谱图信息: 最多检出来源 Homo sapiens(blood) 15.88%

分子结构信息

SMILES: C1(OC)=CC2OC(C3C=CC(O)=CC=3)=CC(=O)C=2C(O)=C1
InChI: InChI=1S/C16H12O5/c1-20-11-6-12(18)16-13(19)8-14(21-15(16)7-11)9-2-4-10(17)5-3-9/h2-8,17-18H,1H3

描述信息

Genkwanin is a monomethoxyflavone that is apigenin in which the hydroxy group at position 7 is methylated. It has a role as a metabolite. It is a dihydroxyflavone and a monomethoxyflavone. It is functionally related to an apigenin. It is a conjugate acid of a genkwanin(1-).
Genkwanin is a natural product found in Odontites viscosus, Eupatorium capillifolium, and other organisms with data available.
A monomethoxyflavone that is apigenin in which the hydroxy group at position 7 is methylated.
Genkwanin is a major non-glycosylated flavonoid with anti-flammatory activities.
Genkwanin is a major non-glycosylated flavonoid with anti-flammatory activities.

同义名列表

42 个代谢物同义名

4H-1-Benzopyran-4-one, 5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-; 4H-1-Benzopyran-4-one,5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-; 5-Hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4H-chromen-4-one #; 5-Hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4H-chromen-4-one; 5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-chromen-4-one; 5-hydroxy-2-(4-hydroxyphenyl)-7-methoxychromen-4-one; 4,5-Dihydroxy-7-methoxyflavone, AldrichCPR; n-2,4-dimethylphenyl-n-methylformamidine; 4',5-DIHYDROXY-7-METHOXYFLAVONE; Flavone, 4,5-dihydroxy-7-methoxy-; 4,5-dihydroxy-7-methoxy flavone; 5,4-dihydroxy-7-methoxy-flavone; Genkwanin, analytical standard; 4,5-Dihydroxy-7-methoxyflavone; 5,4-dihydroxy-7-methoxyflavone; 4,5-dihydroxy-7-methoxyflavone; JPMYFOBNRRGFNO-UHFFFAOYSA-N; Genkwanin, >=98\\% (HPLC); Apigenin 7-methyl ether; 7O-methyl-apigenin; 7-O-Methylapigenin; 7-Methoxyapigenin; Spectrum4_001667; 7-Methylapigenin; Spectrum3_001401; Spectrum5_000573; Spectrum2_001355; UNII-5K3I5D6B2B; DivK1c_006931; KBio2_003378; KBio2_000810; KBio2_005946; KBio3_002262; KBio1_001875; Puddumetin; gengkwanin; 5K3I5D6B2B; Henquanin; Gonkwanin; Genkwanin; Genkwanin; Genkwanin



数据库引用编号

20 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

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)

486 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 10 AKT1, BCL2, CASP3, DUSP1, GCK, KEAP1, MAPK14, PIK3CA, PTGS2, TYR
Peripheral membrane protein 4 ACHE, CYP1B1, GCK, PTGS2
Endoplasmic reticulum membrane 4 BCL2, CYP1B1, PTGS2, UGT1A1
Nucleus 10 ACHE, AKT1, BCL2, CASP3, DUSP1, FOS, GABPA, GCK, KEAP1, MAPK14
cytosol 9 AKT1, BCL2, CASP3, FOS, GCK, IL1B, KEAP1, MAPK14, PIK3CA
nucleoplasm 7 AKT1, CASP3, FOS, GABPA, GCK, KEAP1, MAPK14
RNA polymerase II transcription regulator complex 1 FOS
Cell membrane 3 ACHE, AKT1, TNF
lamellipodium 2 AKT1, PIK3CA
Golgi apparatus membrane 1 GCK
Synapse 1 ACHE
cell cortex 1 AKT1
cell surface 2 ACHE, TNF
glutamatergic synapse 3 AKT1, CASP3, MAPK14
Golgi apparatus 1 ACHE
Golgi membrane 1 GCK
lysosomal membrane 1 GAA
neuromuscular junction 1 ACHE
neuronal cell body 2 CASP3, TNF
postsynapse 1 AKT1
Cytoplasm, cytosol 1 IL1B
Lysosome 3 GAA, IL1B, TYR
plasma membrane 6 ACHE, AKT1, GAA, PIK3CA, TNF, UGT1A1
Membrane 6 ACHE, AKT1, BCL2, CYP1B1, GAA, UGT1A1
basolateral plasma membrane 1 GCK
caveola 1 PTGS2
extracellular exosome 1 GAA
Lysosome membrane 1 GAA
endoplasmic reticulum 5 BCL2, FOS, KEAP1, PTGS2, UGT1A1
extracellular space 5 ACHE, IL10, IL1B, IL6, TNF
lysosomal lumen 1 GAA
perinuclear region of cytoplasm 4 ACHE, PIK3CA, TYR, UGT1A1
intercalated disc 1 PIK3CA
mitochondrion 4 BCL2, CYP1B1, GCK, MAPK14
protein-containing complex 3 AKT1, BCL2, PTGS2
intracellular membrane-bounded organelle 3 CYP1B1, GAA, TYR
Microsome membrane 2 CYP1B1, PTGS2
postsynaptic density 1 CASP3
Single-pass type I membrane protein 1 TYR
Secreted 5 ACHE, GAA, IL10, IL1B, IL6
extracellular region 7 ACHE, GAA, IL10, IL1B, IL6, MAPK14, TNF
Mitochondrion outer membrane 1 BCL2
Single-pass membrane protein 2 BCL2, UGT1A1
mitochondrial outer membrane 1 BCL2
Extracellular side 1 ACHE
centriolar satellite 1 KEAP1
Nucleus membrane 1 BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 1 BCL2
external side of plasma membrane 1 TNF
microtubule cytoskeleton 1 AKT1
Melanosome membrane 1 TYR
midbody 1 KEAP1
cell-cell junction 1 AKT1
Golgi-associated vesicle 1 TYR
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
vesicle 1 AKT1
Cytoplasm, perinuclear region 1 UGT1A1
Membrane raft 1 TNF
pore complex 1 BCL2
spindle 1 AKT1
basement membrane 1 ACHE
Mitochondrion intermembrane space 1 AKT1
mitochondrial intermembrane space 1 AKT1
secretory granule 1 IL1B
nuclear speck 1 MAPK14
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
neuron projection 1 PTGS2
ciliary basal body 1 AKT1
chromatin 2 FOS, GABPA
phagocytic cup 1 TNF
spindle pole 1 MAPK14
actin filament 1 KEAP1
Basolateral cell membrane 1 GCK
Lipid-anchor, GPI-anchor 1 ACHE
Cul3-RING ubiquitin ligase complex 1 KEAP1
tertiary granule membrane 1 GAA
Melanosome 1 TYR
side of membrane 1 ACHE
myelin sheath 1 BCL2
ficolin-1-rich granule lumen 1 MAPK14
secretory granule lumen 1 MAPK14
endoplasmic reticulum lumen 2 IL6, PTGS2
nuclear matrix 1 FOS
phosphatidylinositol 3-kinase complex 1 PIK3CA
phosphatidylinositol 3-kinase complex, class IA 1 PIK3CA
azurophil granule membrane 1 GAA
Secreted, extracellular exosome 1 IL1B
synaptic cleft 1 ACHE
protein-DNA complex 1 FOS
ficolin-1-rich granule membrane 1 GAA
death-inducing signaling complex 1 CASP3
transcription factor AP-1 complex 1 FOS
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
inclusion body 1 KEAP1
interleukin-6 receptor complex 1 IL6
endoplasmic reticulum chaperone complex 1 UGT1A1
autolysosome lumen 1 GAA
BAD-BCL-2 complex 1 BCL2
[Isoform H]: Cell membrane 1 ACHE
cytochrome complex 1 UGT1A1
phosphatidylinositol 3-kinase complex, class IB 1 PIK3CA
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

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  • Naoual El Menyiy, Sara Aboulaghras, Saad Bakrim, Rania Moubachir, Doaue Taha, Asaad Khalid, Ashraf N Abdalla, Alanood S Algarni, Andi Hermansyah, Long Chiau Ming, Marius Emil Rusu, Abdelhakim Bouyahya. Genkwanin: An emerging natural compound with multifaceted pharmacological effects. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2023 Jul; 165(?):115159. doi: 10.1016/j.biopha.2023.115159. [PMID: 37481929]
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  • Zhengshi Chen, Yongheng He, Fan Hu, Mei Li, Yanru Yao. Genkwanin Alleviates Mitochondrial Dysfunction and Oxidative Stress in a Murine Model of Experimental Colitis: The Participation of Sirt1. Annals of clinical and laboratory science. 2022 Mar; 52(2):301-313. doi: . [PMID: 35414509]
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  • Hua-Feng Yin, Chun-Ming Yin, Ting Ouyang, Shu-Ding Sun, Wei-Guo Chen, Xiao-Lin Yang, Xin He, Chun-Feng Zhang. Self-Nanoemulsifying Drug Delivery System of Genkwanin: A Novel Approach for Anti-Colitis-Associated Colorectal Cancer. Drug design, development and therapy. 2021; 15(?):557-576. doi: 10.2147/dddt.s292417. [PMID: 33603345]
  • Hui Ao, Yijing Li, Haowen Li, Yian Wang, Meihua Han, Yifei Guo, Rongxing Shi, Feng Yue, Xiangtao Wang. Preparation of hydroxy genkwanin nanosuspensions and their enhanced antitumor efficacy against breast cancer. Drug delivery. 2020 Dec; 27(1):816-824. doi: 10.1080/10717544.2020.1770372. [PMID: 32489130]
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  • Yarigui Bao, Yue-Wen Sun, Jun Ji, Lu Gan, Chun-Feng Zhang, Chong-Zhi Wang, Chun-Su Yuan. Genkwanin ameliorates adjuvant-induced arthritis in rats through inhibiting JAK/STAT and NF-κB signaling pathways. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2019 Oct; 63(?):153036. doi: 10.1016/j.phymed.2019.153036. [PMID: 31401534]
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  • Yanqing Song, Sixi Zhang, Hong Liu, Xiangqun Jin. Determination of genkwanin in rat plasma by liquid chromatography-tandem mass spectrometry: application to a bioavailability study. Journal of pharmaceutical and biomedical analysis. 2013 Oct; 84(?):129-34. doi: 10.1016/j.jpba.2013.06.006. [PMID: 23831487]
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