Menadiol (BioDeep_00000006430)
代谢物信息卡片
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
- ChEBI: CHEBI:6746
- KEGG: C07126
- KEGGdrug: D08175
- PubChem: 10209
- Metlin: METLIN66596
- ChEMBL: CHEMBL1405447
- foodb: FDB012006
- CAS: 481-85-6
- PMhub: MS000019467
- PubChem: 9336
- PDB-CCD: 17Z
- NIKKAJI: J30.357G
- RefMet: Menadiol
- medchemexpress: HY-W128525
- KNApSAcK: 6746
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)
- menaquinol-4 biosynthesis II:
H+ + NADH + menadione ⟶ NAD+ + menadiol
- menaquinol-4 biosynthesis II:
H2O + phylloquinone ⟶ menadione + phytol
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。
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.
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The Biochemical journal.
1980 Jan; 186(1):309-16. doi:
10.1042/bj1860309
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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:
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. [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)].
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