Menadiol (BioDeep_00000006430)

   


代谢物信息卡片


Menadiol bissulfobenzoate

化学式: C11H10O2 (174.0681)
中文名称: 1,4-二乙酰氧基-2-甲基萘
谱图信息: 最多检出来源 Homo sapiens(viridiplantae) 1.24%

分子结构信息

SMILES: CC1=C(C2=CC=CC=C2C(=C1)O)O
InChI: InChI=1S/C11H10O2/c1-7-6-10(12)8-4-2-3-5-9(8)11(7)13/h2-6,12-13H,1H3

描述信息

Prothrombogenic vitamin
Menadiol (Dihydrovitamin K3), a menaquinol analogue, is an electron donor for reversed oxidative phosphorylation in submitochondrial particles[1].

同义名列表

4 个代谢物同义名

Menadiol; Menadiol bissulfobenzoate; Dihydrovitamin K3; Menadiol



数据库引用编号

15 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

2 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(2)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

0 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 CAT, CRYZ, DTNB, GLA, NQO1, RER, TXNRD1
Peripheral membrane protein 1 HSD17B6
Endoplasmic reticulum membrane 8 EBP, GLA, PIGP, SERP1, UGT1A10, UGT1A6, VKORC1, VKORC1L1
Nucleus 5 DTNB, NQO1, PNKD, RER, TXNRD1
cytosol 6 CAT, CRYZ, NQO1, NQO2, SERP1, TXNRD1
dendrite 2 DTNB, NQO1
nucleoplasm 4 CD2, NQO2, RER, TXNRD1
Cell membrane 1 CD2
Early endosome membrane 1 HSD17B6
Multi-pass membrane protein 5 EBP, MT-CYB, PIGP, VKORC1, VKORC1L1
Synapse 2 DTNB, NQO1
cell surface 1 CD2
Golgi apparatus 2 CD2, GLA
mitochondrial inner membrane 1 MT-CYB
neuronal cell body 1 NQO1
postsynapse 1 DTNB
Cytoplasm, cytosol 1 NQO1
Lysosome 1 GLA
plasma membrane 3 CD2, DTNB, F7
Membrane 9 CAT, GLA, MT-CYB, NQO1, PIGP, PNKD, SERP1, UGT1A10, UGT1A6
extracellular exosome 5 CAT, CRYZ, GLA, NQO2, TXNRD1
Lumenal side 1 HSD17B6
endoplasmic reticulum 8 EBP, HSD17B6, PIGP, SERP1, UGT1A10, UGT1A6, VKORC1, VKORC1L1
extracellular space 1 F7
lysosomal lumen 1 GLA
mitochondrion 5 CAT, CRYZ, MT-CYB, PNKD, TXNRD1
protein-containing complex 2 CAT, CD2
intracellular membrane-bounded organelle 3 CAT, HSD17B6, UGT1A6
Microsome membrane 1 HSD17B6
postsynaptic density 1 DTNB
Single-pass type I membrane protein 1 CD2
Secreted 1 F7
extracellular region 4 CAT, CD2, F7, GLA
cytoplasmic side of plasma membrane 1 CD2
Single-pass membrane protein 3 SERP1, UGT1A10, UGT1A6
mitochondrial matrix 1 CAT
nuclear membrane 1 EBP
external side of plasma membrane 1 CD2
cytoplasmic vesicle 1 EBP
cell-cell junction 1 CD2
vesicle 1 F7
Mitochondrion inner membrane 1 MT-CYB
focal adhesion 1 CAT
Peroxisome 1 CAT
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
collagen-containing extracellular matrix 1 F7
nuclear speck 1 RER
Chromosome 1 RER
[Isoform 5]: Cytoplasm 1 TXNRD1
spindle pole 1 RER
Cytoplasm, cytoskeleton, spindle pole 1 RER
fibrillar center 1 TXNRD1
nuclear envelope 1 EBP
Nucleus envelope 1 EBP
Nucleus, nucleoplasm 1 RER
Cell projection, dendrite 1 DTNB
basal plasma membrane 1 DTNB
[Isoform 1]: Cytoplasm 1 TXNRD1
[Isoform 4]: Cytoplasm 1 TXNRD1
ficolin-1-rich granule lumen 1 CAT
secretory granule lumen 1 CAT
Golgi lumen 1 F7
endoplasmic reticulum lumen 1 F7
azurophil granule lumen 1 GLA
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 GLA
respiratory chain complex III 1 MT-CYB
endoplasmic reticulum-Golgi intermediate compartment 1 GLA
cytoplasmic microtubule 1 SERP1
Basal cell membrane 1 DTNB
U2-type precatalytic spliceosome 1 RER
inhibitory synapse 1 DTNB
presynaptic cytosol 1 PNKD
glycosylphosphatidylinositol-N-acetylglucosaminyltransferase (GPI-GnT) complex 1 PIGP
ribosome 1 SERP1
catalase complex 1 CAT
serine-type peptidase complex 1 F7


文献列表

  • Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome. Cell reports. 2021 04; 35(4):109040. doi: 10.1016/j.celrep.2021.109040. [PMID: 33910017]
  • Jennifer Susan Lees, Kenneth Mangion, Elaine Rutherford, Miles D Witham, Rosemary Woodward, Giles Roditi, Tracey Hopkins, Katriona Brooksbank, Alan G Jardine, Patrick B Mark. Vitamin K for kidney transplant organ recipients: investigating vessel stiffness (ViKTORIES): study rationale and protocol of a randomised controlled trial. Open heart. 2020 07; 7(2):. doi: 10.1136/openhrt-2019-001070. [PMID: 32675297]
  • Tobie D Lee, Olivia W Lee, Kyle R Brimacombe, Lu Chen, Rajarshi Guha, Sabrina Lusvarghi, Bethilehem G Tebase, Carleen Klumpp-Thomas, Robert W Robey, Suresh V Ambudkar, Min Shen, Michael M Gottesman, Matthew D Hall. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. Molecular pharmacology. 2019 11; 96(5):629-640. doi: 10.1124/mol.119.115964. [PMID: 31515284]
  • Ala Al Rajabi, James Peterson, Sang-Woon Choi, John Suttie, Susan Barakat, Sarah L Booth. Measurement of menadione in urine by HPLC. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2010 Sep; 878(26):2457-60. doi: 10.1016/j.jchromb.2010.07.016. [PMID: 20719580]
  • Takahito Nishiyama, Tomokazu Ohnuma, Yuu Inoue, Takehiko Kishi, Kenichiro Ogura, Akira Hiratsuka. UDP-glucuronosyltransferases 1A6 and 1A10 catalyze reduced menadione glucuronidation. Biochemical and biophysical research communications. 2008 Jun; 371(2):247-50. doi: 10.1016/j.bbrc.2008.04.040. [PMID: 18423374]
  • Dean Lim, Robert J Morgan, Steven Akman, Kim Margolin, Brian I Carr, Lucille Leong, Oluwole Odujinrin, James H Doroshow. Phase I trial of menadiol diphosphate (vitamin K3) in advanced malignancy. Investigational new drugs. 2005 Jun; 23(3):235-9. doi: 10.1007/s10637-005-6731-2. [PMID: 15868379]
  • Masahiro Tanaka, Raynard Bateman, Daniel Rauh, Eugeni Vaisberg, Shyam Ramachandani, Chao Zhang, Kirk C Hansen, Alma L Burlingame, Jay K Trautman, Kevan M Shokat, Cynthia L Adams. An unbiased cell morphology-based screen for new, biologically active small molecules. PLoS biology. 2005 May; 3(5):e128. doi: 10.1371/journal.pbio.0030128. [PMID: 15799708]
  • I V Elanskaya, V G Grivennikova, V V Groshev, G V Kuznetsova, M E Semina, K N Timofeev. Role of NAD(P)H:quinone oxidoreductase encoded by drgA gene in reduction of exogenous quinones in cyanobacterium Synechocystis sp. PCC 6803 cells. Biochemistry. Biokhimiia. 2004 Feb; 69(2):137-42. doi: 10.1023/b:biry.0000018943.21179.ba. [PMID: 15000679]
  • J Kruk, K Strzalka. Redox changes of cytochrome b(559) in the presence of plastoquinones. The Journal of biological chemistry. 2001 Jan; 276(1):86-91. doi: 10.1074/jbc.m003602200. [PMID: 11022032]
  • B Green, S Cairns, R Harvey, M Pettit. Phytomenadione or menadiol in the management of an elevated international normalized ratio (prothrombin time). Alimentary pharmacology & therapeutics. 2000 Dec; 14(12):1685-9. doi: 10.1046/j.1365-2036.2000.00880.x. [PMID: 11121919]
  • F A Redegeld, G A Hofman, P G van de Loo, A S Koster, J Noordhoek. Nephrotoxicity of the glutathione conjugate of menadione (2-methyl-1, 4-naphthoquinone) in the isolated perfused rat kidney. Role of metabolism by gamma-glutamyltranspeptidase and probenecid-sensitive transport. The Journal of pharmacology and experimental therapeutics. 1991 Feb; 256(2):665-9. doi: . [PMID: 1671599]
  • J Vanderleyden, E Van Den Eynde, H Verachtert. Nature of the effect of adenosine 5'-monophosphate on the cyanide-insensitive respiration in mitochondria of Moniliella tomentosa. The Biochemical journal. 1980 Jan; 186(1):309-16. doi: 10.1042/bj1860309. [PMID: 7189398]
  • H V DYGGVE, E SONDERGAARD, H DAM. Effect of synkavit and vikastab on bilirubin and plasma prothrombin. Acta paediatrica. 1962 Mar; 51(?):165-8. doi: 10.1111/j.1651-2227.1962.tb06525.x. [PMID: 13888832]
  • H K HANEL, G HJORT, P R PURSER. Sterol synthesis after whole body roentgen irradiation. III. Effects of synkavit. Acta radiologica. 1958 Feb; 49(2):141-4. doi: 10.3109/00016925809171498. [PMID: 13520393]
  • M VEST. [Question of the effect of naphthoquinone derivatives (synkavite) on serum bilirubin content of prematures]. Schweizerische medizinische Wochenschrift. 1958 Jan; 88(3):59-62. doi: NULL. [PMID: 13528966]
  • S AURICCHIO, M SCOTTO, M PIAZZA, E QUAGLIARIELLO. [Conversion of 3-hydroxyarthranilic acid to quinolinic acid in presence of kidney and liver extracts of rats treated with synkayvite (2-methyl-1,4-naphthohydroquinone sodium diphosphate)]. Bollettino della Societa italiana di biologia sperimentale. 1957 Aug; 33(8-9):1239-40. doi: NULL. [PMID: 13522892]