Euxanthone (BioDeep_00000007850)

Main id: BioDeep_00000396631

 

human metabolite PANOMIX_OTCML-2023 Endogenous natural product


代谢物信息卡片


1,7-Dihydroxy-9H-xanthen-9-one, 9CI

化学式: C13H8O4 (228.0423)
中文名称: 1,7-二羟基呫吨酮
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1=CC(=C2C(=C1)OC3=C(C2=O)C=C(C=C3)O)O
InChI: InChI=1S/C13H8O4/c14-7-4-5-10-8(6-7)13(16)12-9(15)2-1-3-11(12)17-10/h1-6,14-15H

描述信息

Occurs in Mammea americana (mamey), Platonia insignis (bakuri) and Mangifera indica (mango). Euxanthone is found in fruits and mammee apple.
Euxanthone is found in fruits. Euxanthone occurs in Mammea americana (mamey), Platonia insignis (bakuri) and Mangifera indica (mango

同义名列表

7 个代谢物同义名

1,7-Dihydroxy-9H-xanthen-9-one, 9CI; 1,7-dihydroxy-9H-xanthen-9-one; 1,7-Dihydroxyxanthone; eyxanthone; Euxanthone; purrenone; Euxanthone



数据库引用编号

19 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)

191 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 13 ADAM17, AIMP2, ANXA5, BCL2, BECN1, BNIP3, CASP3, CDH1, CDH2, PTGS2, PTPN6, STAT3, TLR4
Golgi apparatus, trans-Golgi network membrane 1 BECN1
Peripheral membrane protein 3 ANXA5, BECN1, PTGS2
Endosome membrane 2 BECN1, TLR4
Endoplasmic reticulum membrane 4 BCL2, BECN1, BNIP3, PTGS2
Mitochondrion membrane 2 BECN1, BNIP3
Cytoplasmic vesicle, autophagosome 1 BECN1
Nucleus 9 AIMP2, BCL2, BECN1, BNIP3, CASP3, CDH1, GABPA, PTPN6, STAT3
autophagosome 2 BECN1, MAP1LC3A
cytosol 11 ADAM17, AIMP2, ANXA5, BCL2, BECN1, CASP3, CDH1, MAP1LC3A, PRKCQ, PTPN6, STAT3
dendrite 2 BECN1, BNIP3
mitochondrial membrane 2 BECN1, BNIP3
nuclear body 1 BECN1
phagocytic vesicle 1 BECN1
phosphatidylinositol 3-kinase complex, class III 1 BECN1
trans-Golgi network 2 BECN1, CDH1
nucleoplasm 6 BNIP3, CASP3, CDH1, GABPA, PTPN6, STAT3
RNA polymerase II transcription regulator complex 1 STAT3
Cell membrane 4 ADAM17, CDH1, CDH2, TLR4
Lipid-anchor 1 MAP1LC3A
lamellipodium 2 CDH1, CDH2
cell junction 2 CDH1, CDH2
cell surface 3 ADAM17, CDH2, TLR4
glutamatergic synapse 3 CASP3, CDH1, MAP1LC3A
Golgi apparatus 1 CDH1
Golgi membrane 1 ADAM17
neuronal cell body 1 CASP3
postsynapse 1 CDH1
sarcolemma 2 ANXA5, CDH2
Cytoplasm, cytosol 1 AIMP2
endosome 2 BECN1, CDH1
plasma membrane 8 ADAM17, CDH1, CDH2, MUC5AC, PRKCQ, PTPN6, STAT3, TLR4
Membrane 9 ADAM17, AIMP2, ANXA5, BCL2, BNIP3, CDH1, CDH2, PTPN6, TLR4
apical plasma membrane 2 ADAM17, CDH2
axon 1 CCK
basolateral plasma membrane 1 CDH2
caveola 1 PTGS2
extracellular exosome 4 ANXA5, CDH1, MUC5AC, PTPN6
endoplasmic reticulum 4 BCL2, BECN1, BNIP3, PTGS2
extracellular space 4 CCK, CCL2, CXCL8, MUC5AC
perinuclear region of cytoplasm 2 CDH1, TLR4
adherens junction 2 CDH1, CDH2
apicolateral plasma membrane 1 CDH2
intercalated disc 1 CDH2
mitochondrion 2 BCL2, BNIP3
protein-containing complex 3 BCL2, PTGS2, PTPN6
intracellular membrane-bounded organelle 1 MAP1LC3A
Microsome membrane 1 PTGS2
postsynaptic density 3 BNIP3, CASP3, CDH2
Single-pass type I membrane protein 4 ADAM17, CDH1, CDH2, TLR4
Secreted 4 CCK, CCL2, CXCL8, MUC5AC
extracellular region 7 ANXA5, CCK, CCL2, CDH1, CXCL8, MUC5AC, PTPN6
cytoplasmic side of plasma membrane 1 CDH1
Mitochondrion outer membrane 1 BCL2
Single-pass membrane protein 2 BCL2, BNIP3
mitochondrial outer membrane 2 BCL2, BNIP3
transcription regulator complex 1 STAT3
centriolar satellite 1 PRKCQ
Nucleus membrane 1 BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 2 BCL2, CDH1
external side of plasma membrane 2 ANXA5, TLR4
actin cytoskeleton 2 ADAM17, CDH1
nucleolus 1 PTPN6
Early endosome 1 TLR4
apical part of cell 1 CDH2
cell-cell junction 2 CDH2, PTPN6
presynaptic active zone membrane 1 CDH2
Cell membrane, sarcolemma 1 CDH2
Membrane raft 1 ADAM17
pore complex 1 BCL2
Cytoplasm, cytoskeleton 1 MAP1LC3A
focal adhesion 2 ANXA5, CDH2
microtubule 1 MAP1LC3A
Cell junction, adherens junction 2 CDH1, CDH2
flotillin complex 1 CDH1
extracellular matrix 1 MUC5AC
collagen-containing extracellular matrix 2 ANXA5, CDH2
fascia adherens 1 CDH2
lateral plasma membrane 1 CDH1
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
Cell projection, ruffle 1 TLR4
Late endosome 1 MAP1LC3A
ruffle 1 TLR4
receptor complex 1 TLR4
Zymogen granule membrane 1 ANXA5
neuron projection 2 CDH2, PTGS2
chromatin 2 GABPA, STAT3
Cytoplasmic vesicle, autophagosome membrane 1 MAP1LC3A
autophagosome membrane 1 MAP1LC3A
phagocytic cup 1 TLR4
Golgi apparatus, trans-Golgi network 1 CDH1
organelle membrane 1 MAP1LC3A
nuclear envelope 1 BNIP3
Endomembrane system 1 MAP1LC3A
phagophore assembly site 1 BECN1
phosphatidylinositol 3-kinase complex, class III, type I 1 BECN1
phosphatidylinositol 3-kinase complex, class III, type II 1 BECN1
myelin sheath 1 BCL2
lipopolysaccharide receptor complex 1 TLR4
plasma membrane raft 1 CDH2
Golgi lumen 1 MUC5AC
endoplasmic reticulum lumen 3 ADAM17, CDH2, PTGS2
specific granule lumen 1 PTPN6
tertiary granule lumen 1 PTPN6
anaphase-promoting complex 1 CDH1
mitochondrial envelope 1 BNIP3
immunological synapse 1 PRKCQ
aggresome 1 PRKCQ
vesicle membrane 1 ANXA5
[Isoform 2]: Nucleus 1 CDH1
death-inducing signaling complex 1 CASP3
postsynaptic specialization membrane 1 CDH2
apical junction complex 1 CDH1
aminoacyl-tRNA synthetase multienzyme complex 1 AIMP2
Cell junction, desmosome 2 CDH1, CDH2
desmosome 2 CDH1, CDH2
catenin complex 2 CDH1, CDH2
mucus layer 1 MUC5AC
alpha-beta T cell receptor complex 1 PTPN6
Autolysosome 1 MAP1LC3A
endothelial microparticle 1 ANXA5
BAD-BCL-2 complex 1 BCL2
cytoplasmic side of mitochondrial outer membrane 1 BECN1
[Beclin-1-C 35 kDa]: Mitochondrion 1 BECN1
[Beclin-1-C 37 kDa]: Mitochondrion 1 BECN1


文献列表

  • Edwin Risky Sukandar, Sutin Kaennakam, Kitiya Rassamee, Taslim Ersam, Pongpun Siripong, Santi Tip-Pyang. Tetrandraxanthones A-I, Prenylated and Geranylated Xanthones from the Stem Bark of Garcinia tetrandra. Journal of natural products. 2019 05; 82(5):1312-1318. doi: 10.1021/acs.jnatprod.9b00046. [PMID: 30978023]
  • Yulin Ren, Esperanza J Carcache de Blanco, James R Fuchs, Djaja D Soejarto, Joanna E Burdette, Steven M Swanson, A Douglas Kinghorn. Potential Anticancer Agents Characterized from Selected Tropical Plants. Journal of natural products. 2019 03; 82(3):657-679. doi: 10.1021/acs.jnatprod.9b00018. [PMID: 30830783]
  • Haicheng Yuan, Chuanwu Jiang, Jingde Zhao, Yunsheng Zhao, Yongbin Zhang, Yanqi Xu, Xiaoning Gao, Lingfei Guo, Yongji Liu, Kai Liu, Bo Xu, Gang Sun. Euxanthone Attenuates Aβ1-42-Induced Oxidative Stress and Apoptosis by Triggering Autophagy. Journal of molecular neuroscience : MN. 2018 Dec; 66(4):512-523. doi: 10.1007/s12031-018-1175-2. [PMID: 30345461]
  • Jun Zou, Yamei Wang, Mingdi Liu, Xiushu Huang, Wenjian Zheng, Qian Gao, Haijing Wang. Euxanthone inhibits glycolysis and triggers mitochondria-mediated apoptosis by targeting hexokinase 2 in epithelial ovarian cancer. Cell biochemistry and function. 2018 Aug; 36(6):303-311. doi: 10.1002/cbf.3349. [PMID: 29984416]
  • Ralph Urbatzka, Sara Freitas, Andreia Palmeira, Tiago Almeida, João Moreira, Carlos Azevedo, Carlos Afonso, Marta Correia-da-Silva, Emilia Sousa, Madalena Pinto, Vitor Vasconcelos. Lipid reducing activity and toxicity profiles of a library of polyphenol derivatives. European journal of medicinal chemistry. 2018 May; 151(?):272-284. doi: 10.1016/j.ejmech.2018.03.036. [PMID: 29626799]
  • Chi N Nguyen, Binh T D Trinh, Toan B Tran, Le-Thu T Nguyen, Anna K Jäger, Lien-Hoa D Nguyen. Anti-diabetic xanthones from the bark of Garcinia xanthochymus. Bioorganic & medicinal chemistry letters. 2017 08; 27(15):3301-3304. doi: 10.1016/j.bmcl.2017.06.021. [PMID: 28624142]
  • Qiwen Wang, Chenyao Ma, Yun Ma, Xiang Li, Yong Chen, Jianwei Chen. Structure-activity relationships of diverse xanthones against multidrug resistant human tumor cells. Bioorganic & medicinal chemistry letters. 2017 02; 27(3):447-449. doi: 10.1016/j.bmcl.2016.12.045. [PMID: 28065566]
  • Timo D Stark, Mathias Salger, Oliver Frank, Onesmo B Balemba, Junichiro Wakamatsu, Thomas Hofmann. Antioxidative compounds from Garcinia buchananii stem bark. Journal of natural products. 2015 Feb; 78(2):234-40. doi: 10.1021/np5007873. [PMID: 25625705]
  • Huihui Liu, Bin Wu, Guoyu Pan, Lei He, Zhixiong Li, Mingsong Fan, Longhai Jian, Mingcang Chen, Ke Wang, Chenggang Huang. Metabolism and pharmacokinetics of mangiferin in conventional rats, pseudo-germ-free rats, and streptozotocin-induced diabetic rats. Drug metabolism and disposition: the biological fate of chemicals. 2012 Nov; 40(11):2109-18. doi: 10.1124/dmd.112.045849. [PMID: 22859782]
  • Noemi Tocci, Giovanna Simonetti, Felicia Diodata D'Auria, Simona Panella, Anna Teresa Palamara, Alessio Valletta, Gabriella Pasqua. Root cultures of Hypericum perforatum subsp. angustifolium elicited with chitosan and production of xanthone-rich extracts with antifungal activity. Applied microbiology and biotechnology. 2011 Aug; 91(4):977-87. doi: 10.1007/s00253-011-3303-6. [PMID: 21547455]
  • Victor Kuete, Anatole G B Azebaze, Armellet Mbaveng, Edwige L Nguemfo, Emmanuel T Tshikalange, Pierre Chalard, Augustin E Nkengfack. Antioxidant, antitumor and antimicrobial activities of the crude extract and compounds of the root bark of Allanblackia floribunda. Pharmaceutical biology. 2011 Jan; 49(1):57-65. doi: 10.3109/13880209.2010.494673. [PMID: 20738222]
  • Ngoc Trang Nhu Ngo, Vy Thuy Nguyen, Hoa Van Vo, Ole Vang, Fritz Duus, Thuy-Duong Huynh Ho, Hung Dinh Pham, Lien-Hoa Dieu Nguyen. Cytotoxic Coumarins from the Bark of Mammea siamensis. Chemical & pharmaceutical bulletin. 2010 Nov; 58(11):1487-91. doi: 10.1248/cpb.58.1487. [PMID: 21048341]
  • D V Câmara, V S Lemos, M H Santos, T J Nagem, S F Cortes. Mechanism of the vasodilator effect of Euxanthone in rat small mesenteric arteries. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2010 Jul; 17(8-9):690-2. doi: 10.1016/j.phymed.2009.12.003. [PMID: 20097048]
  • N Tocci, F Ferrari, A R Santamaria, A Valletta, I Rovardi, G Pasqua. Chitosan enhances xanthone production in Hypericum perforatum subsp. angustifolium cell cultures. Natural product research. 2010 Feb; 24(3):286-93. doi: 10.1080/14786410903006353. [PMID: 20140807]
  • Jean De Dieu Tamokou, Michel F Tala, Hippolyte K Wabo, Jules Roger Kuiate, Pierre Tane. Antimicrobial activities of methanol extract and compounds from stem bark of Vismia rubescens. Journal of ethnopharmacology. 2009 Jul; 124(3):571-5. doi: 10.1016/j.jep.2009.04.062. [PMID: 19464353]
  • Elfita Elfita, Muharni Muharni, Madyawati Latief, Darwati Darwati, Ari Widiyantoro, Supriyatna Supriyatna, Husein H Bahti, Dachriyanus Dachriyanus, Paul Cos, Louis Maes, Kenne Foubert, Sandra Apers, Luc Pieters. Antiplasmodial and other constituents from four Indonesian Garcinia spp. Phytochemistry. 2009 May; 70(7):907-12. doi: 10.1016/j.phytochem.2009.04.024. [PMID: 19481231]
  • H R W Dharmaratne, M T Napagoda, S B Tennakoon. Xanthones from roots of Calophyllum thwaitesii and their bioactivity. Natural product research. 2009; 23(6):539-45. doi: 10.1080/14786410600899118. [PMID: 19384730]
  • A G B Azebaze, B M W Ouahouo, J C Vardamides, A Valentin, V Kuete, L Acebey, V P Beng, A E Nkengfack, M Meyer. Antimicrobial and antileishmanial xanthones from the stem bark of Allanblackia gabonensis (Guttiferae). Natural product research. 2008 Mar; 22(4):333-41. doi: 10.1080/14786410701855811. [PMID: 18322848]
  • Hui Wang, Guan Ye, Chun-Hui Ma, Yi-Hong Tang, Ming-Song Fan, Zhi-Xiong Li, Cheng-Gang Huang. Identification and determination of four metabolites of mangiferin in rat urine. Journal of pharmaceutical and biomedical analysis. 2007 Dec; 45(5):793-8. doi: 10.1016/j.jpba.2007.07.019. [PMID: 17723287]
  • M Naidu, C-Y K Kuan, W-L Lo, M Raza, A Tolkovsky, N-K Mak, R N-S Wong, R Keynes. Analysis of the action of euxanthone, a plant-derived compound that stimulates neurite outgrowth. Neuroscience. 2007 Sep; 148(4):915-24. doi: 10.1016/j.neuroscience.2007.07.037. [PMID: 17825492]
  • Jian-Feng Wu, Si-Bao Chen, Li-Jun Wu, Shi-Lin Chen, Peng-Fei Tu. [Isolation and structure identification of chemical constituents from Polygala hongkongensis II]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2007 May; 32(9):819-21. doi: ". [PMID: 17639983]
  • Simeon F Kouam, Diane B Yapna, Karsten Krohn, Bonaventure T Ngadjui, Joseph Ngoupayo, Mohamed I Choudhary, Barbara Schulz. Antimicrobial prenylated anthracene derivatives from the leaves of Harungana madagascariensis. Journal of natural products. 2007 Apr; 70(4):600-3. doi: 10.1021/np060556l. [PMID: 17352491]
  • Vichai Reutrakul, Waraporn Chanakul, Manat Pohmakotr, Thaworn Jaipetch, Chalobon Yoosook, Jittra Kasisit, Chanita Napaswat, Thawatchai Santisuk, Samran Prabpai, Palangpon Kongsaeree, Patoomratana Tuchinda. Anti-HIV-1 constituents from leaves and twigs of Cratoxylum arborescens. Planta medica. 2006 Dec; 72(15):1433-5. doi: 10.1055/s-2006-951725. [PMID: 17091434]
  • Winnie Ka Po Shiu, Simon Gibbons. Anti-staphylococcal acylphloroglucinols from Hypericum beanii. Phytochemistry. 2006 Dec; 67(23):2568-72. doi: 10.1016/j.phytochem.2006.09.037. [PMID: 17092525]
  • Myoung-Chong Song, Fikru Nigussie, Tae-Sook Jeong, Chang-Yong Lee, Fekadu Regassa, Takele Markos, Nam-In Baek. Phenolic compounds from the roots of Lindera fruticosa. Journal of natural products. 2006 May; 69(5):853-5. doi: 10.1021/np060048b. [PMID: 16724860]
  • Simeon F Kouam, Shamsun Nahar Khan, Karsten Krohn, Bonaventure T Ngadjui, Deccaux G W F Kapche, Diane B Yapna, Seema Zareem, Amal M Y Moustafa, M Iqbal Choudhary. Alpha-glucosidase inhibitory anthranols, kenganthranols A-C, from the stem bark of Harungana madagascariensis. Journal of natural products. 2006 Feb; 69(2):229-33. doi: 10.1021/np050407n. [PMID: 16499321]
  • Jie Shen, Jun-Shan Yang. Two new xanthones from the stems of Garcinia cowa. Chemical & pharmaceutical bulletin. 2006 Jan; 54(1):126-8. doi: 10.1248/cpb.54.126. [PMID: 16394566]
  • G C L Ee, C K Lim, A Rahmat, H L Lee. Cytotoxic activities of chemical constituents from Mesua daphnifolia. Tropical biomedicine. 2005 Dec; 22(2):99-102. doi: . [PMID: 16883274]
  • Lien-Hoa D Nilar Nguyen, Ganpathi Venkatraman, Keng-Yeow Sim, Leslie J Harrison. Xanthones and benzophenones from Garcinia griffithii and Garcinia mangostana. Phytochemistry. 2005 Jul; 66(14):1718-23. doi: 10.1016/j.phytochem.2005.04.032. [PMID: 16173114]
  • Prasert Pattanaprateeb, Nijsiri Ruangrungsi, Geoffrey A Cordell. Cytotoxic constituents from Cratoxylum arborescens. Planta medica. 2005 Feb; 71(2):181-3. doi: 10.1055/s-2005-837788. [PMID: 15729629]
  • Naonobu Tanaka, Yoshihisa Takaishi, Yasuhiro Shikishima, Yuka Nakanishi, Kenneth Bastow, Kuo-Hsiung Lee, Gisho Honda, Michiho Ito, Yoshio Takeda, Olimjon K Kodzhimatov, Ozodbek Ashurmetov. Prenylated benzophenones and xanthones from Hypericum scabrum. Journal of natural products. 2004 Nov; 67(11):1870-5. doi: 10.1021/np040024+. [PMID: 15568778]
  • N K Mak, W K Li, M Zhang, R N Wong, L S Tai, K K Yung, H W Leung. Effects of euxanthone on neuronal differentiation. Life sciences. 2000; 66(4):347-54. doi: 10.1016/s0024-3205(99)00596-2. [PMID: 10665986]