Tricetin (BioDeep_00000000704)

Main id: BioDeep_00000007863

Secondary id: BioDeep_00000400508

human metabolite PANOMIX_OTCML-2023 Endogenous natural product


代谢物信息卡片


2-(3,4,5-TRIHYDROXYPHENYL)-5,7-DIHYDROXY-4H-1-BENZOPYRAN-4-ONE; PENTAHYDROXYFLAVONE

化学式: C15H10O7 (302.0427)
中文名称: 三粒小麦黄酮
谱图信息: 最多检出来源 Viridiplantae(plant) 27.88%

分子结构信息

SMILES: C12C(=O)C=C(C3C=C(O)C(O)=C(O)C=3)OC=1C=C(O)C=C2O
InChI: InChI=1S/C15H10O7/c16-7-3-8(17)14-9(18)5-12(22-13(14)4-7)6-1-10(19)15(21)11(20)2-6/h1-5,16-17,19-21H

描述信息

Tricetin is flavone hydroxylated at positions 3, 4, 5, 5 and 7. It has a role as an antineoplastic agent and a metabolite. It is a conjugate acid of a tricetin(1-).
Tricetin is a natural product found in Punica granatum, Lathyrus pratensis, and other organisms with data available.
Constituent of the seed coat of lentil (Lens culinaris). Tricetin is found in many foods, some of which are ginkgo nuts, pulses, tea, and cereals and cereal products.
Tricetin is found in cereals and cereal products. Tricetin is a constituent of the seed coat of lentil (Lens culinaris)
Flavone hydroxylated at positions 3, 4, 5, 5 and 7.

同义名列表

26 个代谢物同义名

2-(3,4,5-TRIHYDROXYPHENYL)-5,7-DIHYDROXY-4H-1-BENZOPYRAN-4-ONE; PENTAHYDROXYFLAVONE; 5,7-Dihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-1-benzopyran-4-one, 9CI; 4H-1-Benzopyran-4-one, 5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-; 5,7-Dihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-1-benzopyran-4-one; 5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-4-one; 5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chromen-4-one; 3,4,5,5,7-pentahydroxyflavone; 5,7,3,4,5-pentahydroxyflavone; 5,7,3,4,5-Pentahydroxyflavone; ARSRJFRKVXALTF-UHFFFAOYSA-N; Spectrum3_001617; Spectrum5_000615; Spectrum4_001678; Spectrum2_000741; DivK1c_006922; KBio3_002473; KBio2_007207; KBio2_002071; KBio1_001866; KBio2_004639; Hieracin; Tricetin; 2o65; MYF; Tricetin; Isoetin



数据库引用编号

29 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)

46 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 9 AIMP2, BCL2, CAT, EGR1, KEAP1, MAPK1, MAPK8, MAPK9, PTGS2
Peripheral membrane protein 1 PTGS2
Endoplasmic reticulum membrane 4 BCL2, HMOX1, PSEN1, PTGS2
Nucleus 10 AIMP2, BCL2, EGR1, HMOX1, KEAP1, MAPK1, MAPK8, MAPK9, PARP1, PSEN1
cytosol 10 AIMP2, BCL2, CAT, HMOX1, KEAP1, LIPE, MAPK1, MAPK8, MAPK9, PARP1
dendrite 1 PSEN1
nuclear body 1 PARP1
centrosome 2 MAPK1, PSEN1
nucleoplasm 9 EGR1, HMOX1, KEAP1, MAPK1, MAPK8, MAPK9, OLR1, PARP1, PSEN1
Cell membrane 5 LIPE, OLR1, PSEN1, TNF, VCAM1
Lipid-anchor 1 OLR1
Cytoplasmic side 1 HMOX1
Cell projection, axon 1 PSEN1
Cell projection, growth cone 1 PSEN1
Cytoplasmic granule 1 PSEN1
Early endosome membrane 1 PSEN1
Multi-pass membrane protein 1 PSEN1
Golgi apparatus membrane 1 PSEN1
Synapse 3 MAPK1, MAPK8, PSEN1
cell cortex 1 PSEN1
cell junction 1 PSEN1
cell surface 4 ICAM1, PSEN1, TNF, VCAM1
ciliary rootlet 1 PSEN1
dendritic shaft 1 PSEN1
gamma-secretase complex 1 PSEN1
glutamatergic synapse 1 PSEN1
Golgi apparatus 3 MAPK1, PSEN1, VCAM1
Golgi membrane 1 PSEN1
growth cone 1 PSEN1
lysosomal membrane 1 PSEN1
mitochondrial inner membrane 1 PSEN1
neuromuscular junction 1 PSEN1
neuronal cell body 2 PSEN1, TNF
postsynapse 1 PSEN1
presynaptic membrane 1 PSEN1
sarcolemma 2 PSEN1, VCAM1
smooth endoplasmic reticulum 1 PSEN1
synaptic vesicle 1 PSEN1
Cytoplasm, cytosol 3 AIMP2, LIPE, PARP1
plasma membrane 7 ICAM1, MAPK1, MAPK9, OLR1, PSEN1, TNF, VCAM1
Membrane 10 AIMP2, BCL2, CAT, HMOX1, ICAM1, LIPE, OLR1, PARP1, PSEN1, VCAM1
axon 3 CCK, MAPK8, PSEN1
caveola 3 LIPE, MAPK1, PTGS2
extracellular exosome 3 CAT, ICAM1, VCAM1
endoplasmic reticulum 6 BCL2, HMOX1, KEAP1, PSEN1, PTGS2, VCAM1
extracellular space 7 CCK, CXCL8, HMOX1, ICAM1, IL6, TNF, VCAM1
perinuclear region of cytoplasm 1 HMOX1
Schaffer collateral - CA1 synapse 1 MAPK9
mitochondrion 6 BCL2, CAT, MAPK1, MAPK9, PARP1, PSEN1
protein-containing complex 5 BCL2, CAT, PARP1, PSEN1, PTGS2
intracellular membrane-bounded organelle 2 CAT, OLR1
Microsome membrane 1 PTGS2
filopodium 1 VCAM1
Single-pass type I membrane protein 2 ICAM1, VCAM1
Secreted 4 CCK, CXCL8, IL6, OLR1
extracellular region 7 CAT, CCK, CXCL8, IL6, MAPK1, OLR1, TNF
Mitochondrion outer membrane 1 BCL2
Single-pass membrane protein 1 BCL2
mitochondrial outer membrane 2 BCL2, HMOX1
mitochondrial matrix 1 CAT
transcription regulator complex 1 PARP1
centriolar satellite 1 KEAP1
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 1 MAPK1
Nucleus membrane 1 BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 2 BCL2, PSEN1
external side of plasma membrane 3 ICAM1, TNF, VCAM1
nucleolus 1 PARP1
midbody 1 KEAP1
Early endosome 3 MAPK1, PSEN1, VCAM1
apical part of cell 1 VCAM1
recycling endosome 1 TNF
Single-pass type II membrane protein 2 OLR1, TNF
Membrane raft 4 ICAM1, OLR1, PSEN1, TNF
pore complex 1 BCL2
Cell junction, focal adhesion 1 MAPK1
Cytoplasm, cytoskeleton, spindle 1 MAPK1
focal adhesion 3 CAT, ICAM1, MAPK1
spindle 1 MAPK1
Peroxisome 1 CAT
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
collagen-containing extracellular matrix 1 ICAM1
nuclear speck 1 MAPK9
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 2 PSEN1, PTGS2
Late endosome 1 MAPK1
receptor complex 1 OLR1
Cell projection, neuron projection 1 PSEN1
neuron projection 2 PSEN1, PTGS2
chromatin 2 EGR1, PARP1
phagocytic cup 1 TNF
mitotic spindle 1 MAPK1
Chromosome 1 PARP1
cytoskeleton 1 MAPK1
podosome 1 VCAM1
Nucleus, nucleolus 1 PARP1
nuclear replication fork 1 PARP1
chromosome, telomeric region 1 PARP1
actin filament 1 KEAP1
site of double-strand break 1 PARP1
Cul3-RING ubiquitin ligase complex 1 KEAP1
nuclear envelope 1 PARP1
microvillus 1 VCAM1
Lipid droplet 1 LIPE
Membrane, caveola 2 LIPE, MAPK1
specific granule membrane 1 OLR1
tertiary granule membrane 1 OLR1
myelin sheath 1 BCL2
pseudopodium 1 MAPK1
ficolin-1-rich granule lumen 2 CAT, MAPK1
secretory granule lumen 1 CAT
endoplasmic reticulum lumen 3 IL6, MAPK1, PTGS2
kinetochore 1 PSEN1
azurophil granule membrane 1 PSEN1
azurophil granule lumen 1 MAPK1
immunological synapse 1 ICAM1
aggresome 1 PSEN1
Single-pass type IV membrane protein 1 HMOX1
protein-DNA complex 1 PARP1
basal dendrite 1 MAPK8
aminoacyl-tRNA synthetase multienzyme complex 1 AIMP2
Rough endoplasmic reticulum 1 PSEN1
site of DNA damage 1 PARP1
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
catalase complex 1 CAT
inclusion body 1 KEAP1
interleukin-6 receptor complex 1 IL6
[Poly [ADP-ribose] polymerase 1, processed N-terminus]: Chromosome 1 PARP1
[Poly [ADP-ribose] polymerase 1, processed C-terminus]: Cytoplasm 1 PARP1
BAD-BCL-2 complex 1 BCL2
[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
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Vladimir Chobot, Franz Hadacek, Gert Bachmann, Wolfram Weckwerth, Lenka Kubicova. In Vitro Evaluation of Pro- and Antioxidant Effects of Flavonoid Tricetin in Comparison to Myricetin. Molecules (Basel, Switzerland). 2020 Dec; 25(24):. doi: 10.3390/molecules25245850. [PMID: 33322312]
  • Niannian Wang, Feifei Zhu, Mingxiang Shen, Lipeng Qiu, Min Tang, Hengchuan Xia, Liang Chen, Yi Yuan, Shangshang Ma, Keping Chen. Network pharmacology-based analysis on bioactive anti-diabetic compounds in Potentilla discolor bunge. Journal of ethnopharmacology. 2019 Sep; 241(?):111905. doi: 10.1016/j.jep.2019.111905. [PMID: 31022565]
  • Yelin Kang, Bong-Gyu Kim, Sunghoon Kim, Youngshim Lee, Youngdae Yoon. Inhibitory potential of flavonoids on PtdIns(3,4,5)P3 binding with the phosphoinositide-dependent kinase 1 pleckstrin homology domain. Bioorganic & medicinal chemistry letters. 2017 02; 27(3):420-426. doi: 10.1016/j.bmcl.2016.12.051. [PMID: 28049590]
  • Aymerick Eudes, Tanmoy Dutta, Kai Deng, Nicolas Jacquet, Anagh Sinha, Veronica T Benites, Edward E K Baidoo, Aurore Richel, Scott E Sattler, Trent R Northen, Seema Singh, Blake A Simmons, Dominique Loqué. SbCOMT (Bmr12) is involved in the biosynthesis of tricin-lignin in sorghum. PloS one. 2017; 12(6):e0178160. doi: 10.1371/journal.pone.0178160. [PMID: 28594846]
  • Atsuyoshi Nishina, Motohiko Ukiya, Makoto Fukatsu, Mamoru Koketsu, Masayuki Ninomiya, Daisuke Sato, Junpei Yamamoto, Kazuo Kobayashi-Hattori, Takeshi Okubo, Hideyo Tokuoka, Hirokazu Kimura. Effects of Various 5,7-Dihydroxyflavone Analogs on Adipogenesis in 3T3-L1 Cells. Biological & pharmaceutical bulletin. 2015; 38(11):1794-800. doi: 10.1248/bpb.b15-00489. [PMID: 26521830]
  • Jian-Chun Qin, Ya-Mei Zhang, Chen-Yong Lang, Yan-Hua Yao, Hong-Yu Pan, Xiang Li. Cloning and functional characterization of a caffeic acid O-methyltransferase from Trigonella foenum-graecum L. Molecular biology reports. 2012 Feb; 39(2):1601-8. doi: 10.1007/s11033-011-0899-7. [PMID: 21604170]
  • Thomas Widiez, Thomas G Hartman, Nativ Dudai, Qing Yan, Michael Lawton, Daphna Havkin-Frenkel, Faith C Belanger. Functional characterization of two new members of the caffeoyl CoA O-methyltransferase-like gene family from Vanilla planifolia reveals a new class of plastid-localized O-methyltransferases. Plant molecular biology. 2011 Aug; 76(6):475-88. doi: 10.1007/s11103-011-9772-2. [PMID: 21629984]
  • Margarita D Marinova, Bozhidar P Tchorbanov. Preparation of antioxidant enzymatic hydrolysates from honeybee-collected pollen using plant enzymes. Enzyme research. 2011 Jan; 2010(?):415949. doi: 10.4061/2010/415949. [PMID: 21318132]
  • Jian-Min Zhou, Eunjung Lee, Francesca Kanapathy-Sinnaiaha, Younghee Park, Jack A Kornblatt, Yoongho Lim, Ragai K Ibrahim. Structure-function relationships of wheat flavone O-methyltransferase: Homology modeling and site-directed mutagenesis. BMC plant biology. 2010 Jul; 10(?):156. doi: 10.1186/1471-2229-10-156. [PMID: 20670441]
  • Li-Wen Tian, Ying-Jun Zhang, Chang Qu, Yi-Fei Wang, Chong-Ren Yang. Phloroglucinol glycosides from the fresh fruits of Eucalyptus maideni. Journal of natural products. 2010 Feb; 73(2):160-3. doi: 10.1021/np900530n. [PMID: 20092288]
  • Xiaoyun Meng, Larissa A Munishkina, Anthony L Fink, Vladimir N Uversky. Effects of Various Flavonoids on the α-Synuclein Fibrillation Process. Parkinson's disease. 2010 Jan; 2010(?):650794. doi: 10.4061/2010/650794. [PMID: 20976092]
  • Luisa Pistelli, Alessandra Bertoli, Cecilia Noccioli, Jeanette Mendez, Rosa Anna Musmanno, Tiziana Di Maggio, Grazietta Coratza. Antimicrobial activity of Inga fendleriana extracts and isolated flavonoids. Natural product communications. 2009 Dec; 4(12):1679-83. doi: ". [PMID: 20120106]
  • Qi Wu, Xiuwei Yang, Lei Zou, Dexian Fu. [Bioactivity guided isolation of alpha-glucosidase inhibitor from whole herbs of Crossostephium chinense]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2009 Sep; 34(17):2206-11. doi: . [PMID: 19943487]
  • Jian-Min Zhou, Nicholas D Gold, Vincent J J Martin, Eckhard Wollenweber, Ragai K Ibrahim. Sequential O-methylation of tricetin by a single gene product in wheat. Biochimica et biophysica acta. 2006 Jul; 1760(7):1115-24. doi: 10.1016/j.bbagen.2006.02.008. [PMID: 16730127]
  • Hong-Bing Wang, Hui Yao, Guan-Hu Bao, Hua-Ping Zhang, Guo-Wei Qin. Flavone glucosides with immunomodulatory activity from the leaves of Pleioblastus amarus. Phytochemistry. 2004 Apr; 65(7):969-74. doi: 10.1016/j.phytochem.2003.11.013. [PMID: 15081303]
  • Jenny Greenham, Jeffrey B Harborne, Christine A Williams. Identification of lipophilic flavones and flavonols by comparative HPLC, TLC and UV spectral analysis. Phytochemical analysis : PCA. 2003 Mar; 14(2):100-18. doi: 10.1002/pca.693. [PMID: 12693635]
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