Diospyrin (BioDeep_00000008027)

   


代谢物信息卡片


[2,2-Binaphthalene]-1,4,5,8-tetrone,1,5-dihydroxy-3,7-dimethyl-

化学式: C22H14O6 (374.079)
中文名称: 柿双醌
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC1=CC2=C(C(=C1)O)C(=O)C=C(C2=O)C3=C(C4=C(C=C3C)C(=O)C=CC4=O)O
InChI: InChI=1S/C22H14O6/c1-9-5-12-19(16(25)6-9)17(26)8-13(21(12)27)18-10(2)7-11-14(23)3-4-15(24)20(11)22(18)28/h3-8,25,28H,1-2H3

描述信息

同义名列表

3 个代谢物同义名

[2,2-Binaphthalene]-1,4,5,8-tetrone,1,5-dihydroxy-3,7-dimethyl-; Diospyrin; Diospyrin



数据库引用编号

11 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)

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 11 ANXA5, BCL2, CASP3, CCL5, DDIT3, FAS, GGPS1, IVNS1ABP, MAPK14, PTGS2, VEGFA
Peripheral membrane protein 2 ANXA5, PTGS2
Endoplasmic reticulum membrane 2 BCL2, PTGS2
Nucleus 7 BCL2, CASP3, DDIT3, MAPK14, PLCZ1, TOP1, VEGFA
cytosol 11 ANXA5, BCL2, CASP3, DDIT3, DHODH, FAS, GGPS1, IVNS1ABP, LIF, MAPK14, PLCZ1
nuclear body 1 FAS
nucleoplasm 8 ATP2B1, CASP3, DHODH, GGPS1, IVNS1ABP, MAPK14, PLCZ1, TOP1
RNA polymerase II transcription regulator complex 1 DDIT3
Cell membrane 2 ATP2B1, FAS
Multi-pass membrane protein 1 ATP2B1
Synapse 1 ATP2B1
cell surface 2 FAS, VEGFA
glutamatergic synapse 3 ATP2B1, CASP3, MAPK14
Golgi apparatus 2 FAS, VEGFA
mitochondrial inner membrane 1 DHODH
neuronal cell body 1 CASP3
presynaptic membrane 1 ATP2B1
sarcolemma 1 ANXA5
plasma membrane 4 ATP2B1, BCHE, CSF2, FAS
synaptic vesicle membrane 1 ATP2B1
Membrane 6 ANXA5, ATP2B1, BCL2, DHODH, FAS, VEGFA
basolateral plasma membrane 1 ATP2B1
caveola 1 PTGS2
extracellular exosome 3 ANXA5, ATP2B1, FAS
endoplasmic reticulum 3 BCL2, PTGS2, VEGFA
extracellular space 7 BCHE, CCL5, CSF2, CSF3, IL10, LIF, VEGFA
lysosomal lumen 1 CSF3
perinuclear region of cytoplasm 2 GGPS1, PLCZ1
adherens junction 1 VEGFA
mitochondrion 3 BCL2, DHODH, MAPK14
protein-containing complex 2 BCL2, PTGS2
intracellular membrane-bounded organelle 2 ATP2B1, CSF2
Microsome membrane 1 PTGS2
postsynaptic density 1 CASP3
pronucleus 1 PLCZ1
Single-pass type I membrane protein 1 FAS
Secreted 6 BCHE, CCL5, CSF2, CSF3, IL10, VEGFA
extracellular region 9 ANXA5, BCHE, CCL5, CSF2, CSF3, IL10, LIF, MAPK14, VEGFA
Mitochondrion outer membrane 1 BCL2
Single-pass membrane protein 2 BCL2, DHODH
mitochondrial outer membrane 1 BCL2
transcription regulator complex 2 DDIT3, IVNS1ABP
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 2 ANXA5, FAS
Secreted, extracellular space, extracellular matrix 1 VEGFA
perikaryon 1 TOP1
Z disc 1 GGPS1
nucleolus 2 PLCZ1, TOP1
P-body 1 TOP1
Cytoplasm, perinuclear region 2 GGPS1, PLCZ1
Mitochondrion inner membrane 1 DHODH
Membrane raft 1 FAS
pore complex 1 BCL2
Cytoplasm, cytoskeleton 1 IVNS1ABP
focal adhesion 1 ANXA5
extracellular matrix 1 VEGFA
collagen-containing extracellular matrix 1 ANXA5
secretory granule 1 VEGFA
lateral plasma membrane 1 ATP2B1
nuclear speck 1 MAPK14
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
Late endosome 1 DDIT3
Zymogen granule membrane 1 ANXA5
neuron projection 1 PTGS2
chromatin 1 DDIT3
cell projection 1 ATP2B1
Chromosome 1 TOP1
cytoskeleton 1 IVNS1ABP
Nucleus, nucleolus 1 TOP1
spindle pole 1 MAPK14
blood microparticle 1 BCHE
Basolateral cell membrane 1 ATP2B1
spliceosomal complex 1 IVNS1ABP
fibrillar center 1 TOP1
Nucleus, nucleoplasm 2 IVNS1ABP, TOP1
Melanosome 1 FAS
Presynaptic cell membrane 1 ATP2B1
myelin sheath 1 BCL2
Cytoplasm, myofibril, sarcomere, Z line 1 GGPS1
ficolin-1-rich granule lumen 1 MAPK14
secretory granule lumen 1 MAPK14
endoplasmic reticulum lumen 2 BCHE, PTGS2
male germ cell nucleus 1 TOP1
platelet alpha granule lumen 1 VEGFA
immunological synapse 1 ATP2B1
nuclear envelope lumen 1 BCHE
vesicle membrane 1 ANXA5
protein-DNA complex 2 DDIT3, TOP1
CD95 death-inducing signaling complex 1 FAS
death-inducing signaling complex 2 CASP3, FAS
[Isoform 1]: Cell membrane 1 FAS
granulocyte macrophage colony-stimulating factor receptor complex 1 CSF2
endocytic vesicle lumen 1 CSF3
sperm head 1 PLCZ1
endothelial microparticle 1 ANXA5
BAD-BCL-2 complex 1 BCL2
photoreceptor ribbon synapse 1 ATP2B1
[N-VEGF]: Cytoplasm 1 VEGFA
[VEGFA]: Secreted 1 VEGFA
[Isoform L-VEGF189]: Endoplasmic reticulum 1 VEGFA
[Isoform VEGF121]: Secreted 1 VEGFA
[Isoform VEGF165]: Secreted 1 VEGFA
VEGF-A complex 1 VEGFA
CHOP-C/EBP complex 1 DDIT3
CHOP-ATF3 complex 1 DDIT3
CHOP-ATF4 complex 1 DDIT3
glycogen granule 1 FAS


文献列表

  • Abdur Rauf, Ghias Uddin, Bina S Siddiqui, Ajmal Khan, Umar Farooq, Farhan A Khan, Syed Majid Bukhari, Sher Bahadar Khan. Bioassay-guided isolation of novel and selective urease inhibitors from Diospyros lotus. Chinese journal of natural medicines. 2017 Nov; 15(11):865-870. doi: 10.1016/s1875-5364(18)30021-9. [PMID: 29329614]
  • Sudipta Hazra, Subhalakshmi Ghosh, Amit Kumar, B N Pandey, Banasri Hazra. Acetylamine derivative of diospyrin, a plant-derived binaphthylquinonoid, inhibits human colon cancer growth in Nod-Scid mice. Investigational new drugs. 2015 Feb; 33(1):22-31. doi: 10.1007/s10637-014-0165-7. [PMID: 25262983]
  • Diganta Dey, Ratnamala Ray, Banasri Hazra. Antitubercular and antibacterial activity of quinonoid natural products against multi-drug resistant clinical isolates. Phytotherapy research : PTR. 2014 Jul; 28(7):1014-21. doi: 10.1002/ptr.5090. [PMID: 24318724]
  • Ghias Uddin, Abdur Rauf, Bina S Siddiqui, Naveed Muhammad, Ajmal Khan, Syed Uzair Ali Shah. Anti-nociceptive, anti-inflammatory and sedative activities of the extracts and chemical constituents of Diospyros lotus L. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2014 Jun; 21(7):954-9. doi: 10.1016/j.phymed.2014.03.001. [PMID: 24703326]
  • Sudipta Hazra, Subhalakshmi Ghosh, Madhushree Das Sarma, Smriti Sharma, Mousumi Das, Prakash Saudagar, Vijay Kumar Prajapati, Vikash Kumar Dubey, Shyam Sundar, Banasri Hazra. Evaluation of a diospyrin derivative as antileishmanial agent and potential modulator of ornithine decarboxylase of Leishmania donovani. Experimental parasitology. 2013 Oct; 135(2):407-13. doi: 10.1016/j.exppara.2013.07.021. [PMID: 23973194]
  • Sunil Sagar, Mandeep Kaur, Kenneth P Minneman, Vladimir B Bajic. Anti-cancer activities of diospyrin, its derivatives and analogues. European journal of medicinal chemistry. 2010 Sep; 45(9):3519-30. doi: 10.1016/j.ejmech.2010.06.021. [PMID: 20615584]
  • Piyali Mukherjee, Sutapa Biswas Majee, Subhalakshmi Ghosh, Banasri Hazra. Apoptosis-like death in Leishmania donovani promastigotes induced by diospyrin and its ethanolamine derivative. International journal of antimicrobial agents. 2009 Dec; 34(6):596-601. doi: 10.1016/j.ijantimicag.2009.08.007. [PMID: 19783125]
  • Anita Mahapatra, Sannah P N Mativandlela, B Binneman, P B Fourie, Chris J Hamilton, J J M Meyer, F van der Kooy, Peter Houghton, Namrita Lall. Activity of 7-methyljuglone derivatives against Mycobacterium tuberculosis and as subversive substrates for mycothiol disulfide reductase. Bioorganic & medicinal chemistry. 2007 Dec; 15(24):7638-46. doi: 10.1016/j.bmc.2007.08.064. [PMID: 17888665]
  • Madhushree Das Sarma, Rina Ghosh, Amarendra Patra, Rajdeep Chowdhury, Keya Chaudhuri, Banasri Hazra. Novel glycoconjugates of diospyrin, a quinonoid plant product: synthesis and evaluation of cytotoxicity against human malignant melanoma (A375) and laryngeal carcinoma (Hep2). Organic & biomolecular chemistry. 2007 Oct; 5(19):3115-25. doi: 10.1039/b707851j. [PMID: 17878970]
  • Binod Kumar, Jayashree Joshi, Amit Kumar, Badri N Pandey, Banasri Hazra, Kaushala P Mishra. Radiosensitization by diospyrin diethylether in MCF-7 breast carcinoma cell line. Molecular and cellular biochemistry. 2007 Oct; 304(1-2):287-96. doi: 10.1007/s11010-007-9511-9. [PMID: 17534696]
  • Madhushree Das Sarma, Rina Ghosh, Amarendra Patra, Banasri Hazra. Synthesis and antiproliferative activity of some novel derivatives of diospyrin, a plant-derived naphthoquinonoid. Bioorganic & medicinal chemistry. 2007 Jun; 15(11):3672-7. doi: 10.1016/j.bmc.2007.03.050. [PMID: 17400463]
  • B Hazra, M Das Sarma, B Kumar, S Basu, K Das, B N Pandey, K P Mishra. Cytotoxicity of diospyrin and its derivatives in relation to the generation of reactive oxygen species in tumour cells in vitro and in vivo. Chemotherapy. 2007; 53(3):173-6. doi: 10.1159/000100514. [PMID: 17347562]
  • S Ganapaty, P Steve Thomas, Gloria Karagianis, Peter G Waterman, Reto Brun. Antiprotozoal and cytotoxic naphthalene derivatives from Diospyros assimilis. Phytochemistry. 2006 Sep; 67(17):1950-6. doi: 10.1016/j.phytochem.2006.05.039. [PMID: 16890968]
  • Syamasri Gupta, S P Moulik, Banasri Hazra, Rekha Ghosh, S K Sanyal, S Datta. New pharmaceutical microemulsion system for encapsulation and delivery of diospyrin, a plant-derived bioactive quinonoid compound. Drug delivery. 2006 May; 13(3):193-9. doi: 10.1080/10717540500455983. [PMID: 16556571]
  • B Hazra, B Kumar, S Biswas, B N Pandey, K P Mishra. Enhancement of the tumour inhibitory activity, in vivo, of diospyrin, a plant-derived quinonoid, through liposomal encapsulation. Toxicology letters. 2005 Jun; 157(2):109-17. doi: 10.1016/j.toxlet.2005.01.016. [PMID: 15836998]
  • Utpal Sanyal, Saswati Bhattacharyya, Amarendra Patra, Banasri Hazra. Liquid chromatographic separation of derivatives of diospyrin, a bioactive bisnaphthoquinonoid plant-product, and analogous naphthyl compounds. Journal of chromatography. A. 2003 Oct; 1017(1-2):225-32. doi: 10.1016/j.chroma.2003.08.008. [PMID: 14584707]
  • N Lall, M Das Sarma, B Hazra, J J M Meyer. Antimycobacterial activity of diospyrin derivatives and a structural analogue of diospyrin against Mycobacterium tuberculosis in vitro. The Journal of antimicrobial chemotherapy. 2003 Feb; 51(2):435-8. doi: 10.1093/jac/dkg068. [PMID: 12562718]
  • Sutapa Chakrabarty, Madhumita Roy, Banasri Hazra, R K Bhattacharya. Induction of apoptosis in human cancer cell lines by diospyrin, a plant-derived bisnaphthoquinonoid, and its synthetic derivatives. Cancer letters. 2002 Dec; 188(1-2):85-93. doi: 10.1016/s0304-3835(02)00494-9. [PMID: 12406552]
  • Banasri Hazra, Rajes Sarkar, Saswati Bhattacharyya, Prabir K Ghosh, Gautam Chel, Biswanath Dinda. Synthesis of plumbagin derivatives and their inhibitory activities against Ehrlich ascites carcinoma in vivo and Leishmania donovani Promastigotes in vitro. Phytotherapy research : PTR. 2002 Mar; 16(2):133-7. doi: 10.1002/ptr.867. [PMID: 11933114]
  • N Lall, J J Meyer. Inhibition of drug-sensitive and drug-resistant strains of Mycobacterium tuberculosis by diospyrin, isolated from Euclea natalensis. Journal of ethnopharmacology. 2001 Dec; 78(2-3):213-6. doi: 10.1016/s0378-8741(01)00356-7. [PMID: 11694367]
  • M N Ravishankara, N Shrivastava, M G Jayathirtha, H Padh, M Rajani. Sensitive high-performance thin-layer chromatographic method for the estimation of diospyrin, a tumour inhibitory agent from the stem bark of Diospyros montana Roxb. Journal of chromatography. B, Biomedical sciences and applications. 2000 Jul; 744(2):257-62. doi: 10.1016/s0378-4347(00)00277-2. [PMID: 10993513]
  • B A Adeniyi, H H Fong, J M Pezzuto, L Luyengi, H A Odelola. Antibacterial activity of diospyrin, isodiospyrin and bisisodiospyrin from the root of Diospyros piscatoria (Gurke) (Ebenaceae). Phytotherapy research : PTR. 2000 Mar; 14(2):112-7. doi: 10.1002/(sici)1099-1573(200003)14:2<112::aid-ptr488>3.0.co;2-t. [PMID: 10685108]
  • S Ray, B Hazra, B Mittra, A Das, H K Majumder. Diospyrin, a bisnaphthoquinone: a novel inhibitor of type I DNA topoisomerase of Leishmania donovani. Molecular pharmacology. 1998 Dec; 54(6):994-9. doi: 10.1124/mol.54.6.994. [PMID: 9855627]
  • B Hazra, A K Saha, R Ray, D K Roy, P Sur, A Banerjee. Antiprotozoal activity of diospyrin towards Leishmania donovani promastigotes in vitro. Transactions of the Royal Society of Tropical Medicine and Hygiene. 1987; 81(5):738-41. doi: 10.1016/0035-9203(87)90013-7. [PMID: 3449989]