Tectochrysin (BioDeep_00000003602)

Main id: BioDeep_00000229859

 

natural product PANOMIX_OTCML-2023


代谢物信息卡片


4H-1-Benzopyran-4-one, 5-hydroxy-7-methoxy-2-phenyl- (9CI)

化学式: C16H12O4 (268.0736)
中文名称: 柚木柯因, 杨芽黄素
谱图信息: 最多检出来源 Homo sapiens(lipidomics) 50%

分子结构信息

SMILES: c1(cc(c2c(c1)oc(cc2=O)c1ccccc1)O)OC
InChI: InChI=1S/C16H12O4/c1-19-11-7-12(17)16-13(18)9-14(20-15(16)8-11)10-5-3-2-4-6-10/h2-9,17H,1H3

描述信息

7-methylchrysin, also known as 5-hydroxy-7-methoxyflavone or techtochrysin, is a member of the class of compounds known as 7-o-methylated flavonoids. 7-o-methylated flavonoids are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone. Thus, 7-methylchrysin is considered to be a flavonoid lipid molecule. 7-methylchrysin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 7-methylchrysin can be found in pine nut, prunus (cherry, plum), sour cherry, and sweet cherry, which makes 7-methylchrysin a potential biomarker for the consumption of these food products.
relative retention time with respect to 9-anthracene Carboxylic Acid is 1.330
relative retention time with respect to 9-anthracene Carboxylic Acid is 1.324
Tectochrysin (Techtochrysin) is one of the major flavonoids of Alpinia oxyphylla Miquel. Tectochrysin inhibits activity of NF-κB.
Tectochrysin (Techtochrysin) is one of the major flavonoids of Alpinia oxyphylla Miquel. Tectochrysin inhibits activity of NF-κB.

同义名列表

34 个代谢物同义名

7-Methylchrysin; Tectochrysin; 4H-1-Benzopyran-4-one, 5-hydroxy-7-methoxy-2-phenyl- (9CI); 4H-1-Benzopyran-4-one, 5-hydroxy-7-methoxy-2-phenyl-; 5-Hydroxy-7-methoxy-2-phenyl-chromen-4-one; 5-hydroxy-7-methoxy-2-phenylchromen-4-one; 5-hydroxy-7-methoxy-2-phenyl-4-chromenone; 5-hydroxy-7-methoxy-2-phenyl-chromone; Flavone, 5-hydroxy-7-methoxy- (8CI); Flavone, 5-hydroxy-7-methoxy-; 5-Hydroxy-7-methoxyflavone; 7-Methoxy-5-hydroxyflavone; Maybridge3_003219; SR-01000402578-2; NCGC00142540-01; NCGC00017176-01; Oprea1_023530; Oprea1_215176; Techtochrysin; MLS001049041; SMR000387029; ZINC00042243; BAS 00872586; MLS000697658; AIDS-059327; IDI1_014606; AIDS059327; NSC 80687; ST057541; NSC80687; TNP00038; 520-28-5; C11621; Tectochrysin



数据库引用编号

27 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)

170 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 8 ABCB1, AHR, BCL2, CASP3, CAT, FOXO3, PIK3CA, PTGS2
Peripheral membrane protein 2 FOXO3, PTGS2
Endosome membrane 1 INSR
Endoplasmic reticulum membrane 2 BCL2, PTGS2
Nucleus 5 AHR, BCL2, CASP3, FOXO3, JUND
cytosol 6 AHR, BCL2, CASP3, CAT, FOXO3, PIK3CA
nucleoplasm 5 AHR, ATP2B1, CASP3, FOXO3, JUND
RNA polymerase II transcription regulator complex 1 JUND
Cell membrane 4 ABCB1, ATP2B1, INSR, TNF
Cytoplasmic side 1 FOXO3
lamellipodium 1 PIK3CA
Multi-pass membrane protein 2 ABCB1, ATP2B1
Synapse 1 ATP2B1
cell surface 4 ABCB1, CD200R1, TNF, TNFRSF10B
glutamatergic synapse 2 ATP2B1, CASP3
Golgi membrane 1 INS
neuronal cell body 2 CASP3, TNF
presynaptic membrane 1 ATP2B1
Cytoplasm, cytosol 1 FOXO3
Lysosome 1 INSR
plasma membrane 8 ABCB1, ATP2B1, CD200R1, IGHE, INSR, PIK3CA, TNF, TNFRSF10B
synaptic vesicle membrane 1 ATP2B1
Membrane 7 ABCB1, ATP2B1, BCL2, CAT, CD200R1, INSR, TNFRSF10B
apical plasma membrane 1 ABCB1
axon 1 INSR
basolateral plasma membrane 1 ATP2B1
caveola 2 INSR, PTGS2
extracellular exosome 5 ABCB1, ATP2B1, CAT, EPX, INSR
endoplasmic reticulum 2 BCL2, PTGS2
extracellular space 7 EPX, IGHE, IL4, IL5, IL6, INS, TNF
perinuclear region of cytoplasm 1 PIK3CA
intercalated disc 1 PIK3CA
mitochondrion 2 BCL2, CAT
protein-containing complex 5 AHR, BCL2, CAT, FOXO3, PTGS2
intracellular membrane-bounded organelle 2 ATP2B1, CAT
Microsome membrane 1 PTGS2
postsynaptic density 1 CASP3
Single-pass type I membrane protein 2 IGHE, INSR
Secreted 4 IL4, IL5, IL6, INS
extracellular region 9 CAT, CD200R1, EPX, IGHE, IL4, IL5, IL6, INS, TNF
Mitochondrion outer membrane 2 BCL2, FOXO3
Single-pass membrane protein 2 BCL2, CD200R1
mitochondrial outer membrane 2 BCL2, FOXO3
neuronal cell body membrane 1 INSR
Mitochondrion matrix 1 FOXO3
mitochondrial matrix 2 CAT, FOXO3
transcription regulator complex 2 AHR, JUND
Cytoplasmic vesicle, secretory vesicle, synaptic vesicle membrane 1 ATP2B1
Nucleus membrane 1 BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 1 BCL2
external side of plasma membrane 3 CD200R1, INSR, TNF
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
Apical cell membrane 1 ABCB1
Membrane raft 1 TNF
pore complex 1 BCL2
focal adhesion 1 CAT
Peroxisome 1 CAT
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
lateral plasma membrane 1 ATP2B1
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
Late endosome 1 INSR
receptor complex 2 CD200R1, INSR
neuron projection 1 PTGS2
chromatin 3 AHR, FOXO3, JUND
IgE immunoglobulin complex 1 IGHE
cell projection 1 ATP2B1
phagocytic cup 1 TNF
Basolateral cell membrane 1 ATP2B1
[Isoform 2]: Cell membrane 1 IGHE
endosome lumen 1 INS
aryl hydrocarbon receptor complex 1 AHR
Presynaptic cell membrane 1 ATP2B1
myelin sheath 1 BCL2
ficolin-1-rich granule lumen 1 CAT
secretory granule lumen 3 CAT, EPX, INS
Golgi lumen 1 INS
endoplasmic reticulum lumen 3 IL6, INS, PTGS2
transcription repressor complex 1 JUND
phosphatidylinositol 3-kinase complex 1 PIK3CA
phosphatidylinositol 3-kinase complex, class IA 1 PIK3CA
transport vesicle 1 INS
RNA polymerase II transcription repressor complex 1 FOXO3
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
immunological synapse 1 ATP2B1
external side of apical plasma membrane 1 ABCB1
death-inducing signaling complex 1 CASP3
dendrite membrane 1 INSR
[Isoform 3]: Cell membrane 1 IGHE
transcription factor AP-1 complex 1 JUND
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
[Isoform 1]: Secreted 1 IGHE
IgE B cell receptor complex 1 IGHE
immunoglobulin complex, circulating 1 IGHE
catalase complex 1 CAT
interleukin-6 receptor complex 1 IL6
insulin receptor complex 1 INSR
BAD-BCL-2 complex 1 BCL2
photoreceptor ribbon synapse 1 ATP2B1
nuclear aryl hydrocarbon receptor complex 1 AHR
cytosolic aryl hydrocarbon receptor complex 1 AHR
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

  • Dinesh Kumar Patel. Ethnopharmacological uses, pharmacological activities, and therapeutic applications of tectochrysin in Medicine: An important class of dietary flavonoid. Cardiovascular & hematological disorders drug targets. 2023 Jul; ?(?):. doi: 10.2174/1871529x23666230726143243. [PMID: 37496140]
  • Lei Fang, Ying Yan, Zhengxin Xu, Zhenpeng He, Shuting Zhou, Xin Jiang, Fan Wu, Xiaoling Yuan, Tong Zhang, Duonan Yu. Tectochrysin ameliorates murine allergic airway inflammation by suppressing Th2 response and oxidative stress. European journal of pharmacology. 2021 Jul; 902(?):174100. doi: 10.1016/j.ejphar.2021.174100. [PMID: 33878335]
  • Noriyuki Natsume, Aki Yamano, Akio Watanabe, Takayuki Yonezawa, Je-Tae Woo, Tohru Yamakuni, Toshiaki Teruya. Effect of methoxyflavones contained in Kaempferia parviflora on CRE-mediated transcription in PC12D cells. Bioorganic & medicinal chemistry letters. 2020 12; 30(23):127606. doi: 10.1016/j.bmcl.2020.127606. [PMID: 33038547]
  • Min Lu, Lin Tan, Xiao-Gang Zhou, Zhong-Lin Yang, Qing Zhu, Jian-Ning Chen, Huai-Rong Luo, Gui-Sheng Wu. Tectochrysin increases stress resistance and extends the lifespan of Caenorhabditis elegans via FOXO/DAF-16. Biogerontology. 2020 10; 21(5):669-682. doi: 10.1007/s10522-020-09884-w. [PMID: 32506187]
  • Alvaro José Hernández Tasco, Román Yesid Ramírez Rueda, Carlos José Alvarez, Fabiana Terezinha Sartori, Ana Claudia B C Sacilotto, Izabel Yoko Ito, Walter Vichnewski, Marcos José Salvador. Antibacterial and antifungal properties of crude extracts and isolated compounds from Lychnophora markgravii. Natural product research. 2020 Mar; 34(6):863-867. doi: 10.1080/14786419.2018.1503263. [PMID: 30445853]
  • Qing Niu, Yumei Gao, Pinghuai Liu. Optimization of microwave-assisted extraction, antioxidant capacity, and characterization of total flavonoids from the leaves of Alpinia oxyphylla Miq. Preparative biochemistry & biotechnology. 2020; 50(1):82-90. doi: 10.1080/10826068.2019.1663535. [PMID: 31545661]
  • Pornphimol Meesakul, Christopher Richardson, Stephen G Pyne, Surat Laphookhieo. α-Glucosidase Inhibitory Flavonoids and Oxepinones from the Leaf and Twig Extracts of Desmos cochinchinensis. Journal of natural products. 2019 04; 82(4):741-747. doi: 10.1021/acs.jnatprod.8b00581. [PMID: 30835120]
  • Qamar Uddin Ahmed, Murni Nazira Sarian, Siti Zaiton Mat So'ad, Jalifah Latip, Solachuddin Jauhari Arief Ichwan, Nurlaili Najmie Hussein, Muhammad Taher, Alhassan Muhammad Alhassan, Hanisuhana Hamidon, Sharida Fakurazi. Methylation and Acetylation Enhanced the Antidiabetic Activity of Some Selected Flavonoids: In Vitro, Molecular Modelling and Structure Activity Relationship-Based Study. Biomolecules. 2018 11; 8(4):. doi: 10.3390/biom8040149. [PMID: 30445784]
  • Xu Zhao, Xin Su, Chunmei Liu, Ying Jia. Simultaneous Determination of Chrysin and Tectochrysin from Alpinia oxyphylla Fruits by UPLC-MS/MS and Its Application to a Comparative Pharmacokinetic Study in Normal and Dementia Rats. Molecules (Basel, Switzerland). 2018 Jul; 23(7):. doi: 10.3390/molecules23071702. [PMID: 30002311]
  • Rui Hou, Yixin Han, Qiaoling Fei, Yuan Gao, Ruijuan Qi, Runlan Cai, Yun Qi. Dietary Flavone Tectochrysin Exerts Anti-Inflammatory Action by Directly Inhibiting MEK1/2 in LPS-Primed Macrophages. Molecular nutrition & food research. 2018 01; 62(2):. doi: 10.1002/mnfr.201700288. [PMID: 28980448]
  • Junqing Zhang, Sheng Wang, Yonghui Li, Peng Xu, Feng Chen, Yinfeng Tan, Jinao Duan. Anti-diarrheal constituents of Alpinia oxyphylla. Fitoterapia. 2013 Sep; 89(?):149-56. doi: 10.1016/j.fitote.2013.04.001. [PMID: 23583435]
  • Catheleeya Mekjaruskul, Michael Jay, Bungorn Sripanidkulchai. Pharmacokinetics, bioavailability, tissue distribution, excretion, and metabolite identification of methoxyflavones in Kaempferia parviflora extract in rats. Drug metabolism and disposition: the biological fate of chemicals. 2012 Dec; 40(12):2342-53. doi: 10.1124/dmd.112.047142. [PMID: 22961680]
  • Hsiang-Ruei Liao, Jih-Jung Chen, Yin-Huan Chien, Shinn-Zhi Lin, Shunchih Lin, Ching-Ping Tseng. 5-Hydroxy-7-methoxyflavone inhibits N-formyl-L-methionyl-L-leucyl-L-phenylalanine-induced superoxide anion production by specific modulate membrane localization of Tec with a PI3K independent mechanism in human neutrophils. Biochemical pharmacology. 2012 Jul; 84(2):182-91. doi: 10.1016/j.bcp.2012.03.015. [PMID: 22484311]
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  • Sanghyun Lee, Kyoung Soon Kim, Youmie Park, Kuk Hyun Shin, Bak-Kwang Kim. In vivo anti-oxidant activities of tectochrysin. Archives of pharmacal research. 2003 Jan; 26(1):43-6. doi: 10.1007/bf03179930. [PMID: 12568357]
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