Homoeriodictyol (BioDeep_00000270291)

Main id: BioDeep_00000001037

Secondary id: BioDeep_00000859587

natural product PANOMIX_OTCML-2023


代谢物信息卡片


(2S) -2alpha- (3-Methoxy-4-hydroxyphenyl) -5,7-dihydroxy-2,3-dihydro-4H-1-benzopyran-4-one

化学式: C16H14O6 (302.079)
中文名称: 高圣草酚
谱图信息: 最多检出来源 Viridiplantae(plant) 16.83%

分子结构信息

SMILES: C1(O)C=C2O[C@]([H])(C3C=CC(O)=C(OC)C=3)CC(=O)C2=C(O)C=1
InChI: InChI=1S/C16H14O6/c1-21-14-4-8(2-3-10(14)18)13-7-12(20)16-11(19)5-9(17)6-15(16)22-13/h2-6,13,17-19H,7H2,1H3

描述信息

Homoeriodictyol is a trihydroxyflavanone that consists of 3-methoxyflavanone in which the three hydroxy substituents are located at positions 4, 5, and 7. It has a role as a metabolite and a flavouring agent. It is a monomethoxyflavanone, a trihydroxyflavanone, a member of 3-methoxyflavanones and a member of 4-hydroxyflavanones. It is functionally related to an eriodictyol.
Homoeriodictyol is a natural product found in Smilax corbularia, Limonium aureum, and other organisms with data available.
A trihydroxyflavanone that consists of 3-methoxyflavanone in which the three hydroxy substituents are located at positions 4, 5, and 7.
Homoeriodictyol is a flavonoid metabolite of Eriocitrin in plasma and urine. Eriocitrin is a strong antioxidant agent[1].
Homoeriodictyol is a flavonoid metabolite of Eriocitrin in plasma and urine. Eriocitrin is a strong antioxidant agent[1].

同义名列表

22 个代谢物同义名

4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-, (2S)-; 4H-1-Benzopyran-4-one,2,3-dihydro-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-, (2S)-; (2S)-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-2,3-dihydro-4H-chromen-4-one; (S)-2,3-Dihydro-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-benzopyrone; (2S)-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-2,3-dihydrochromen-4-one; (2S)-5,7-dihydroxy-2-(4-hydroxy-3-methoxy-phenyl)chroman-4-one; (S)-5,7-Dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chroman-4-one; (.+/-.)-5,7,4-Trihydroxy-3-methoxyflavanone; 5,7,4-Trihydroxy-3-methoxyflavanone; 3-Methoxy-5,7,4-trihydroxyflavanone; FTODBIPDTXRIGS-ZDUSSCGKSA-N; Eriodictyol 3-methyl ether; HOMOERIODICTYOL [MI]; (-)-Homoeriodictyol; (S)-homoeriodictyol; UNII-EHE7H3705C; Homoeriodictyol; Eriodictyonone; EHE7H3705C; (2S) -2alpha- (3-Methoxy-4-hydroxyphenyl) -5,7-dihydroxy-2,3-dihydro-4H-1-benzopyran-4-one; Homoeriodictyol; (-)-Homoeriodictyol



数据库引用编号

26 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)

69 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 BCL2, BCL2L1, CD36, NLRP3, PPARG, SLC2A2, SRA1
Peripheral membrane protein 1 CYP1B1
Endoplasmic reticulum membrane 3 BCL2, CYP1A2, CYP1B1
Mitochondrion membrane 1 BCL2L1
Nucleus 6 BCL2, MYB, NLRP3, PARP1, PPARG, SRA1
cytosol 8 BCL2, BCL2L1, IL1B, MYB, NLRP3, PARP1, PPARG, SRA1
nuclear body 1 PARP1
phagocytic vesicle 1 CD36
centrosome 1 BCL2L1
nucleoplasm 4 MYB, PARP1, PPARG, SRA1
RNA polymerase II transcription regulator complex 2 MYB, PPARG
Cell membrane 2 CD36, SLC2A2
Cytoplasmic side 1 BCL2L1
Multi-pass membrane protein 5 CD36, SLC25A16, SLC2A2, SLC5A1, TAS2R43
Golgi apparatus membrane 1 NLRP3
cell surface 1 CD36
glutamatergic synapse 1 GHRL
Golgi apparatus 1 CD36
Golgi membrane 1 NLRP3
mitochondrial inner membrane 2 BCL2L1, SLC25A16
postsynapse 1 GHRL
Cytoplasm, cytosol 4 BCL2L1, IL1B, NLRP3, PARP1
Lysosome 1 IL1B
plasma membrane 6 CD36, SLC2A2, SLC5A1, SRA1, TAS2R43, TAS2R50
synaptic vesicle membrane 1 BCL2L1
Membrane 11 BCL2, CD36, CYP1B1, HGF, MYB, NLRP3, PARP1, SLC25A16, SLC2A2, TAS2R43, TAS2R50
apical plasma membrane 3 CD36, SLC2A2, SLC5A1
axon 1 GHRL
brush border 1 SLC2A2
caveola 1 CD36
extracellular exosome 1 SLC5A1
endoplasmic reticulum 3 BCL2, BCL2L1, NLRP3
extracellular space 6 CD36, GHRL, HGF, IL1B, IL6, PYY
perinuclear region of cytoplasm 2 PPARG, SLC5A1
Schaffer collateral - CA1 synapse 1 GHRL
mitochondrion 6 BCL2, BCL2L1, CYP1B1, NLRP3, PARP1, SLC25A16
protein-containing complex 2 BCL2, PARP1
intracellular membrane-bounded organelle 3 CYP1A2, CYP1B1, PPARG
Microsome membrane 2 CYP1A2, CYP1B1
Secreted 4 GHRL, IL1B, IL6, NLRP3
extracellular region 6 GHRL, HGF, IL1B, IL6, NLRP3, PYY
Mitochondrion outer membrane 2 BCL2, BCL2L1
Single-pass membrane protein 2 BCL2, BCL2L1
mitochondrial outer membrane 2 BCL2, BCL2L1
Mitochondrion matrix 1 BCL2L1
mitochondrial matrix 1 BCL2L1
transcription regulator complex 1 PARP1
ciliary membrane 1 TAS2R43
motile cilium 1 TAS2R43
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 1 BCL2L1
Cytoplasmic vesicle, secretory vesicle, synaptic vesicle membrane 1 BCL2L1
Nucleus membrane 2 BCL2, BCL2L1
Bcl-2 family protein complex 2 BCL2, BCL2L1
nuclear membrane 2 BCL2, BCL2L1
external side of plasma membrane 1 CD36
neuronal dense core vesicle lumen 1 GHRL
microtubule cytoskeleton 1 SRA1
nucleolus 1 PARP1
Early endosome 1 SLC5A1
cell-cell junction 1 SLC2A2
Apical cell membrane 2 CD36, SLC5A1
Mitochondrion inner membrane 1 SLC25A16
Membrane raft 1 CD36
pore complex 1 BCL2
collagen trimer 1 CD36
intracellular vesicle 1 SLC5A1
secretory granule 1 IL1B
Cytoplasm, cytoskeleton, microtubule organizing center 1 NLRP3
Inflammasome 1 NLRP3
interphase microtubule organizing center 1 NLRP3
NLRP3 inflammasome complex 1 NLRP3
receptor complex 2 CD36, PPARG
chromatin 2 PARP1, PPARG
cell periphery 1 CD36
Chromosome 1 PARP1
brush border membrane 2 CD36, SLC5A1
Nucleus, nucleolus 1 PARP1
nuclear replication fork 1 PARP1
chromosome, telomeric region 1 PARP1
site of double-strand break 1 PARP1
intercellular bridge 1 SRA1
nuclear envelope 1 PARP1
Endomembrane system 1 NLRP3
microtubule organizing center 1 NLRP3
specific granule membrane 1 CD36
myelin sheath 1 BCL2
secretory granule lumen 1 GHRL
endoplasmic reticulum lumen 2 GHRL, IL6
nuclear matrix 1 MYB
platelet alpha granule lumen 1 HGF
endocytic vesicle membrane 1 CD36
Secreted, extracellular exosome 1 IL1B
protein-DNA complex 1 PARP1
Cell projection, cilium membrane 1 TAS2R43
platelet alpha granule membrane 1 CD36
site of DNA damage 1 PARP1
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
intracellular organelle 1 SLC5A1
[Isoform Bcl-X(L)]: Mitochondrion inner membrane 1 BCL2L1


文献列表

  • Álvaro Pérez-Valero, Juan Serna-Diestro, Albert Tafur Rangel, Simona Barbuto Ferraiuolo, Chiara Schiraldi, Eduard J Kerkhoven, Claudio J Villar, Felipe Lombó. Biosynthesis of Hesperetin, Homoeriodictyol, and Homohesperetin in a Transcriptomics-Driven Engineered Strain of Streptomyces albidoflavus. International journal of molecular sciences. 2024 Apr; 25(7):. doi: 10.3390/ijms25074053. [PMID: 38612864]
  • Sukanya Dej-Adisai, Kedsaraporn Parndaeng, Chatchai Wattanapiromsakul, Jae Sung Hwang. Three New Isoprenylated Flavones from Artocarpus chama Stem and Their Bioactivities. Molecules (Basel, Switzerland). 2021 Dec; 27(1):. doi: 10.3390/molecules27010003. [PMID: 35011235]
  • Chen Chen, Geng Zhou, Juan Chen, Xiaohong Liu, Xiangyang Lu, Huiming Chen, Yun Tian. Integrated Metabolome and Transcriptome Analysis Unveils Novel Pathway Involved in the Formation of Yellow Peel in Cucumber. International journal of molecular sciences. 2021 Feb; 22(3):. doi: 10.3390/ijms22031494. [PMID: 33540857]
  • Chun-Yan Shen, Jia-Jun Lin, Jian-Guo Jiang, Tian-Xing Wang, Wei Zhu. Potential roles of dietary flavonoids from Citrus aurantium L. var. amara Engl. in atherosclerosis development. Food & function. 2020 Jan; 11(1):561-571. doi: 10.1039/c9fo02336d. [PMID: 31850465]
  • Christina M Hochkogler, Kathrin Liszt, Barbara Lieder, Verena Stöger, Anna Stübler, Marc Pignitter, Joachim Hans, Sabine Widder, Jakob P Ley, Gerhard E Krammer, Veronika Somoza. Appetite-Inducing Effects of Homoeriodictyol: Two Randomized, Cross-Over Interventions. Molecular nutrition & food research. 2017 12; 61(12):. doi: 10.1002/mnfr.201700459. [PMID: 28834253]
  • Jin Yang, Qian Liang, Mei Wang, Cynthia Jeffries, David Smithson, Ying Tu, Nidal Boulos, Melissa R Jacob, Anang A Shelat, Yunshan Wu, Ranga Rao Ravu, Richard Gilbertson, Mitchell A Avery, Ikhlas A Khan, Larry A Walker, R Kiplin Guy, Xing-Cong Li. UPLC-MS-ELSD-PDA as a powerful dereplication tool to facilitate compound identification from small-molecule natural product libraries. Journal of natural products. 2014 Apr; 77(4):902-9. doi: 10.1021/np4009706. [PMID: 24617915]
  • Qingtao Liu, Long Liu, Jingwen Zhou, Hyun-Dong Shin, Rachel R Chen, Catherine Madzak, Jianghua Li, Guocheng Du, Jian Chen. Biosynthesis of homoeriodictyol from eriodictyol by flavone 3'-O-methyltransferase from recombinant Yarrowia lioplytica: Heterologous expression, biochemical characterization, and optimal transformation. Journal of biotechnology. 2013 Sep; 167(4):472-8. doi: 10.1016/j.jbiotec.2013.07.025. [PMID: 23906843]
  • S Medina, R Domínguez-Perles, C García-Viguera, R Cejuela-Anta, J M Martínez-Sanz, F Ferreres, A Gil-Izquierdo. Physical activity increases the bioavailability of flavanones after dietary aronia-citrus juice intake in triathletes. Food chemistry. 2012 Dec; 135(4):2133-7. doi: 10.1016/j.foodchem.2012.07.080. [PMID: 22980781]
  • Min Chen, Fang Hu, Feng Li, Zhi Zhao, Ying Zhou. [Study on the chemical constituents from Fructus Toosendan (III)]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2011 Dec; 34(12):1879-81. doi: . [PMID: 22500422]
  • Na Han, Ting Huang, Yi-Chun Wang, Jun Yin, Shigetoshi Kadota. Flavanone glycosides from viscum coloratum and their inhibitory effects on osteoclast formation. Chemistry & biodiversity. 2011 Sep; 8(9):1682-8. doi: 10.1002/cbdv.201000289. [PMID: 21922656]
  • Karina R Vega-Villa, Connie M Remsberg, Jody K Takemoto, Yusuke Ohgami, Jaime A Yáñez, Preston K Andrews, Neal M Davies. Stereospecific pharmacokinetics of racemic homoeriodictyol, isosakuranetin, and taxifolin in rats and their disposition in fruit. Chirality. 2011 Apr; 23(4):339-48. doi: 10.1002/chir.20926. [PMID: 21384439]
  • De-li Zhang, Xiao-qiang Li. [Studies on the chemical constituents from the leave of Paulownia tomentosa]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2011 Feb; 34(2):232-4. doi: . [PMID: 21823481]
  • Li-Bing Guo, Li-Li Sun, Qi Deng, Peng Chen. [Studies on the flavonoids from Lignum Dalbergiae Odoriferae (II)]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2010 Jun; 33(6):915-7. doi: . [PMID: 21049615]
  • Katharina V Reichelt, Beate Hartmann, Berthold Weber, Jakob P Ley, Gerhard E Krammer, Karl-Heinz Engel. Identification of bisprenylated benzoic acid derivatives from yerba santa (Eriodictyon ssp.) using sensory-guided fractionation. Journal of agricultural and food chemistry. 2010 Feb; 58(3):1850-9. doi: 10.1021/jf903286s. [PMID: 20058867]
  • 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]
  • Katharina V Reichelt, Regina Peter, Susanne Paetz, Michael Roloff, Jakob P Ley, Gerhard E Krammer, Karl-Heinz Engel. Characterization of flavor modulating effects in complex mixtures via high temperature liquid chromatography. Journal of agricultural and food chemistry. 2010 Jan; 58(1):458-64. doi: 10.1021/jf9027552. [PMID: 19924859]
  • Zeng-Bao Wu, Yu-Ying Zhao, Xiu-Wei Yang, Hong Liang. Flavonoids from Bauhinia glauca subsp. pernervosa. Chemical & pharmaceutical bulletin. 2009 Jun; 57(6):628-31. doi: 10.1248/cpb.57.628. [PMID: 19483349]
  • Yoshiko Fukuchi, Masanori Hiramitsu, Miki Okada, Sanae Hayashi, Yuka Nabeno, Toshihiko Osawa, Michitaka Naito. Lemon Polyphenols Suppress Diet-induced Obesity by Up-Regulation of mRNA Levels of the Enzymes Involved in beta-Oxidation in Mouse White Adipose Tissue. Journal of clinical biochemistry and nutrition. 2008 Nov; 43(3):201-9. doi: 10.3164/jcbn.2008066. [PMID: 19015756]
  • Karina R Vega-Villa, Jaime A Yáñez, Connie M Remsberg, Yusuke Ohgami, Neal M Davies. Stereospecific high-performance liquid chromatographic validation of homoeriodictyol in serum and Yerba Santa (Eriodictyon glutinosum). Journal of pharmaceutical and biomedical analysis. 2008 Apr; 46(5):971-4. doi: 10.1016/j.jpba.2007.07.020. [PMID: 17719196]
  • Yunli Zhao, Zhiguo Yu, Lingchao Zhang, Dandan Zhou, Xiaohui Chen, Kaishun Bi. Simultaneous determination of homoeriodictyol-7-O-beta-D-Glccopyranoside and its metabolite homoeriodictyol in rat tissues and urine by liquid chromatography-mass spectrometry. Journal of pharmaceutical and biomedical analysis. 2007 May; 44(1):293-300. doi: 10.1016/j.jpba.2007.02.016. [PMID: 17382506]
  • Hai-Yan Zhu, Zheng-Wen Yu, Xiao-Sheng Yang, Xiao-Jiang Hao. [Chemical constituents from Viscum nudum and their accelerating PC12 cell differentiation]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2006 Aug; 31(16):1340-2. doi: ". [PMID: 17061556]
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