Pseudohypericin (BioDeep_00000182698)

Main id: BioDeep_00000008068

 

human metabolite PANOMIX_OTCML-2023 blood metabolite


代谢物信息卡片


9,11,13,16,18,20-hexahydroxy-5-(hydroxymethyl)-24-methyloctacyclo[13.11.1.1^{2,10}.0^{3,8}.0^{4,25}.0^{19,27}.0^{21,26}.0^{14,28}]octacosa-1,3,5,8,10,12,14(28),15(27),16,18,20,23,25-tridecaene-7,22-dione

化学式: C30H16O9 (520.0794)
中文名称: 伪金丝桃素
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC1=CC(=O)C2=C(C3=C(C=C(C4=C3C5=C2C1=C6C(=CC(=O)C7=C(C8=C(C=C(C4=C8C5=C67)O)O)O)CO)O)O)O
InChI: InChI=1S/C30H16O9/c1-7-2-9(32)19-23-15(7)16-8(6-31)3-10(33)20-24(16)28-26-18(12(35)5-14(37)22(26)30(20)39)17-11(34)4-13(36)21(29(19)38)25(17)27(23)28/h2-5,31,34-39H,6H2,1H3

描述信息

D000890 - Anti-Infective Agents > D000998 - Antiviral Agents
D004791 - Enzyme Inhibitors

同义名列表

3 个代谢物同义名

9,11,13,16,18,20-hexahydroxy-5-(hydroxymethyl)-24-methyloctacyclo[13.11.1.1^{2,10}.0^{3,8}.0^{4,25}.0^{19,27}.0^{21,26}.0^{14,28}]octacosa-1,3,5,8,10,12,14(28),15(27),16,18,20,23,25-tridecaene-7,22-dione; Pseudohypericin; Pseudohypericin



数据库引用编号

7 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)

31 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 ABCB1, ALB, ANXA5, BCL2, CALCA, CYP1A1, EIF2AK3, MAPK3, PTGS2
Peripheral membrane protein 3 ANXA5, CYP1A1, PTGS2
Endoplasmic reticulum membrane 4 BCL2, CYP1A1, EIF2AK3, PTGS2
Nucleus 6 ALB, BCL2, DNTT, EIF2AK3, MAPK3, MPO
cytosol 8 ALB, ANXA5, BCL2, DNTT, EIF2AK3, GSR, MAPK3, PRKCQ
centrosome 1 ALB
nucleoplasm 3 DNTT, MAPK3, MPO
Cell membrane 1 ABCB1
Multi-pass membrane protein 1 ABCB1
Synapse 1 CRH
cell surface 2 ABCB1, TNR
glutamatergic synapse 2 MAPK3, TNR
Golgi apparatus 2 ALB, MAPK3
mitochondrial inner membrane 1 CYP1A1
neuronal cell body 1 CALCA
sarcolemma 1 ANXA5
Lysosome 1 MPO
plasma membrane 3 ABCB1, MAPK3, PRKCQ
terminal bouton 1 CALCA
Membrane 4 ABCB1, ANXA5, BCL2, EIF2AK3
apical plasma membrane 1 ABCB1
axon 1 CCK
caveola 2 MAPK3, PTGS2
extracellular exosome 5 ABCB1, ALB, ANXA5, GSR, MPO
endoplasmic reticulum 4 ALB, BCL2, EIF2AK3, PTGS2
extracellular space 9 ALB, CALCA, CCK, CRH, IL10, IL6, MPO, PNLIP, TNR
perinuclear region of cytoplasm 1 EIF2AK3
Schaffer collateral - CA1 synapse 1 TNR
mitochondrion 4 BCL2, CYP1A1, GSR, MAPK3
protein-containing complex 3 ALB, BCL2, PTGS2
intracellular membrane-bounded organelle 2 CYP1A1, MPO
Microsome membrane 2 CYP1A1, PTGS2
Single-pass type I membrane protein 1 EIF2AK3
Secreted 8 ALB, CALCA, CCK, CLPS, CRH, IL10, IL6, PNLIP
extracellular region 11 ALB, ANXA5, CALCA, CCK, CLPS, CRH, IL10, IL6, MPO, PNLIP, TNR
Mitochondrion outer membrane 1 BCL2
Single-pass membrane protein 1 BCL2
mitochondrial outer membrane 1 BCL2
hippocampal mossy fiber to CA3 synapse 1 CALCA
mitochondrial matrix 1 GSR
anchoring junction 1 ALB
centriolar satellite 1 PRKCQ
Nucleus membrane 1 BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 1 BCL2
external side of plasma membrane 2 ANXA5, GSR
varicosity 1 CRH
Secreted, extracellular space, extracellular matrix 1 TNR
neuronal dense core vesicle lumen 1 CRH
perikaryon 1 CRH
Early endosome 1 MAPK3
Apical cell membrane 1 ABCB1
Mitochondrion inner membrane 1 CYP1A1
Membrane raft 1 TNR
pore complex 1 BCL2
Cell junction, focal adhesion 1 MAPK3
focal adhesion 2 ANXA5, MAPK3
collagen-containing extracellular matrix 2 ANXA5, TNR
secretory granule 1 MPO
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
Late endosome 1 MAPK3
Zymogen granule membrane 1 ANXA5
neuron projection 1 PTGS2
ciliary basal body 1 ALB
cytoskeleton 1 MAPK3
centriole 1 ALB
spindle pole 1 ALB
blood microparticle 1 ALB
nuclear envelope 1 MAPK3
Membrane, caveola 1 MAPK3
euchromatin 1 DNTT
myelin sheath 1 BCL2
pseudopodium 1 MAPK3
azurophil granule 1 MPO
endoplasmic reticulum lumen 4 ALB, IL6, MAPK3, PTGS2
nuclear matrix 1 DNTT
platelet alpha granule lumen 1 ALB
azurophil granule lumen 1 MPO
immunological synapse 1 PRKCQ
perineuronal net 1 TNR
neuronal dense core vesicle 1 CALCA
aggresome 1 PRKCQ
vesicle membrane 1 ANXA5
phagocytic vesicle lumen 1 MPO
external side of apical plasma membrane 1 ABCB1
interleukin-6 receptor complex 1 IL6
endothelial microparticle 1 ANXA5
BAD-BCL-2 complex 1 BCL2
tenascin complex 1 TNR
ciliary transition fiber 1 ALB


文献列表

  • S Jafarirad, M Kosari-Nasab, R Mohammadpour Tavana, S Mahjouri, R Ebadollahi. Impacts of manganese bio-based nanocomposites on phytochemical classification, growth and physiological responses of Hypericum perforatum L. shoot cultures. Ecotoxicology and environmental safety. 2021 Feb; 209(?):111841. doi: 10.1016/j.ecoenv.2020.111841. [PMID: 33387772]
  • R Ebadollahi, S Jafarirad, M Kosari-Nasab, S Mahjouri. Effect of explant source, perlite nanoparticles and TiO2/perlite nanocomposites on phytochemical composition of metabolites in callus cultures of Hypericum perforatum. Scientific reports. 2019 09; 9(1):12998. doi: 10.1038/s41598-019-49504-3. [PMID: 31506546]
  • Tomás Herraiz, Hugo Guillén. Monoamine Oxidase-A Inhibition and Associated Antioxidant Activity in Plant Extracts with Potential Antidepressant Actions. BioMed research international. 2018; 2018(?):4810394. doi: 10.1155/2018/4810394. [PMID: 29568754]
  • Silvia Lazzara, Marcello Militello, Alessandra Carrubba, Edoardo Napoli, Sergio Saia. Arbuscular mycorrhizal fungi altered the hypericin, pseudohypericin, and hyperforin content in flowers of Hypericum perforatum grown under contrasting P availability in a highly organic substrate. Mycorrhiza. 2017 May; 27(4):345-354. doi: 10.1007/s00572-016-0756-6. [PMID: 27999964]
  • Andrea Kucharíková, Katarína Kimáková, Christian Janfelt, Eva Čellárová. Interspecific variation in localization of hypericins and phloroglucinols in the genus Hypericum as revealed by desorption electrospray ionization mass spectrometry imaging. Physiologia plantarum. 2016 May; 157(1):2-12. doi: 10.1111/ppl.12422. [PMID: 26822391]
  • Ana-Mihaela Florea, Tanța-Verona Iordache, Catherine Branger, Marius Ghiurea, Sorin Avramescu, Gheorghe Hubca, Andrei Sârbu. An innovative approach to prepare hypericin molecularly imprinted pearls using a "phyto-template". Talanta. 2016; 148(?):37-45. doi: 10.1016/j.talanta.2015.10.061. [PMID: 26653421]
  • Miriam S N Hohmann, Renato D R Cardoso, Victor Fattori, Nilton S Arakawa, José C Tomaz, Norberto P Lopes, Rubia Casagrande, Waldiceu A Verri. Hypericum perforatum Reduces Paracetamol-Induced Hepatotoxicity and Lethality in Mice by Modulating Inflammation and Oxidative Stress. Phytotherapy research : PTR. 2015 Jul; 29(7):1097-101. doi: 10.1002/ptr.5350. [PMID: 25851311]
  • Zhaozhou Li, Cuili Qin, Daomin Li, Yuze Hou, Songbiao Li, Junjie Sun. Molecularly imprinted polymer for specific extraction of hypericin from Hypericum perforatum L. herbal extract. Journal of pharmaceutical and biomedical analysis. 2014 Sep; 98(?):210-20. doi: 10.1016/j.jpba.2014.05.031. [PMID: 24946147]
  • Emilio Russo, Francesca Scicchitano, Benjamin J Whalley, Carmela Mazzitello, Miriam Ciriaco, Stefania Esposito, Marinella Patanè, Roy Upton, Michela Pugliese, Serafina Chimirri, Maria Mammì, Caterina Palleria, Giovambattista De Sarro. Hypericum perforatum: pharmacokinetic, mechanism of action, tolerability, and clinical drug-drug interactions. Phytotherapy research : PTR. 2014 May; 28(5):643-55. doi: 10.1002/ptr.5050. [PMID: 23897801]
  • Aleksandar Rašković, Jelena Cvejić, Nebojša Stilinović, Svetlana Goločorbin-Kon, Saša Vukmirović, Neda Mimica-Dukić, Momir Mikov. Interaction between different extracts of Hypericum perforatum L. from Serbia and pentobarbital, diazepam and paracetamol. Molecules (Basel, Switzerland). 2014 Mar; 19(4):3869-82. doi: 10.3390/molecules19043869. [PMID: 24686576]
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  • F Javier Gutiérrez Mañero, Elena Algar, María Soledad Martín Gómez, María Dolores Saco Sierra, Beatriz Ramos Solano. Elicitation of secondary metabolism in Hypericum perforatum by rhizosphere bacteria and derived elicitors in seedlings and shoot cultures. Pharmaceutical biology. 2012 Oct; 50(10):1201-9. doi: 10.3109/13880209.2012.664150. [PMID: 22900596]
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  • Szymon Zubek, Sebastian Mielcarek, Katarzyna Turnau. Hypericin and pseudohypericin concentrations of a valuable medicinal plant Hypericum perforatum L. are enhanced by arbuscular mycorrhizal fungi. Mycorrhiza. 2012 Feb; 22(2):149-56. doi: 10.1007/s00572-011-0391-1. [PMID: 21626142]
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  • Satomi Onoue, Yoshiki Seto, Masanori Ochi, Ryo Inoue, Hideyuki Ito, Tsutomu Hatano, Shizuo Yamada. In vitro photochemical and phototoxicological characterization of major constituents in St. John's Wort (Hypericum perforatum) extracts. Phytochemistry. 2011 Oct; 72(14-15):1814-20. doi: 10.1016/j.phytochem.2011.06.011. [PMID: 21782201]
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  • Gordana Zdunić, Dejan Gođevac, Katarina Šavikin, Miroslav Novaković, Slobodan Milosavljević, Silvana Petrović. Isolation and identification of phenolic compounds from Hypericum richeri Vill. and their antioxidant capacity. Natural product research. 2011 Feb; 25(3):175-87. doi: 10.1080/14786410802401390. [PMID: 19764002]
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  • Dieter Schwarz, Pyotr Kisselev, Wolf-Hagen Schunck, Ivar Roots. Inhibition of 17β-estradiol activation by CYP1A1: genotype- and regioselective inhibition by St. John's Wort and several natural polyphenols. Biochimica et biophysica acta. 2011 Jan; 1814(1):168-74. doi: 10.1016/j.bbapap.2010.09.014. [PMID: 20883830]
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  • Anastasia Karioti, Franco F Vincieri, Anna R Bilia. Rapid and efficient purification of naphthodianthrones from St. John's wort extract by using liquid-liquid extraction and SEC. Journal of separation science. 2009 May; 32(9):1374-82. doi: 10.1002/jssc.200800700. [PMID: 19360729]
  • Audrey Hecka, Benoît Maunit, Frédéric Aubriet, Jean-François Muller. Study of active naphtodianthrone St John's Wort compounds by electrospray ionization Fourier transform ion cyclotron resonance and multi-stage mass spectrometry in sustained off-resonance irradiation collision-induced dissociation and infrared multiphoton dissociation modes. Rapid communications in mass spectrometry : RCM. 2009 Mar; 23(6):885-98. doi: 10.1002/rcm.3952. [PMID: 19224526]
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  • Ali Kemal Ayan, Cuneyt Cirak. Variation of hypericins in Hypericum triquetrifolium Turra growing in different locations of Turkey during plant growth. Natural product research. 2008 Dec; 22(18):1597-604. doi: 10.1080/14786410701838213. [PMID: 19085414]
  • Marina Xenophontos, Ilias Stavropoulos, Emmanuel Avramakis, Eleni Navakoudis, Dieter Dörnemann, Kiriakos Kotzabasis. Influence of the habitat altitude on the (proto)hypericin and (proto)pseudohypericin levels of hypericum plants from Crete. Planta medica. 2008 Oct; 74(12):1496-503. doi: 10.1055/s-2008-1081337. [PMID: 18671196]
  • Kimberly D P Hammer, Matthew L Hillwig, Jeffrey D Neighbors, Young-Je Sim, Marian L Kohut, David F Wiemer, Eve S Wurtele, Diane F Birt. Pseudohypericin is necessary for the light-activated inhibition of prostaglandin E2 pathways by a 4 component system mimicking an Hypericum perforatum fraction. Phytochemistry. 2008 Sep; 69(12):2354-62. doi: 10.1016/j.phytochem.2008.06.010. [PMID: 18707743]
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  • Cüneyt Cirak, Jolita Radusiene, Valdimaras Janulis, Liudas Ivanauskas. Pseudohypericin and hyperforin in Hypericum perforatum from Northern Turkey: variation among populations, plant parts and phenological stages. Journal of integrative plant biology. 2008 May; 50(5):575-80. doi: 10.1111/j.1744-7909.2008.00657.x. [PMID: 18713425]
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  • Kimberly D P Hammer, Matthew L Hillwig, Avery K S Solco, Philip M Dixon, Kathleen Delate, Patricia A Murphy, Eve S Wurtele, Diane F Birt. Inhibition of prostaglandin E(2) production by anti-inflammatory hypericum perforatum extracts and constituents in RAW264.7 Mouse Macrophage Cells. Journal of agricultural and food chemistry. 2007 Sep; 55(18):7323-31. doi: 10.1021/jf0710074. [PMID: 17696442]
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  • Hilde Laggner, Sabine Schreier, Marcela Hermann, Markus Exner, Adolf Mühl, Bernhard M K Gmeiner, Stylianos Kapiotis. The main components of St John's Wort inhibit low-density lipoprotein atherogenic modification: a beneficial "side effect" of an OTC antidepressant drug?. Free radical research. 2007 Feb; 41(2):234-41. doi: 10.1080/10715760600978831. [PMID: 17364950]
  • Ari Kornfeld, Peter B Kaufman, Casey R Lu, Donna M Gibson, Steven F Bolling, Sara L Warber, Soo Chul Chang, Ara Kirakosyan. The production of hypericins in two selected Hypericum perforatum shoot cultures is related to differences in black gland structure. Plant physiology and biochemistry : PPB. 2007 Jan; 45(1):24-32. doi: 10.1016/j.plaphy.2006.12.009. [PMID: 17300946]
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