Dimethyl_malonate (BioDeep_00000397453)
Secondary id: BioDeep_00000178356, BioDeep_00000378223, BioDeep_00000868663
PANOMIX_OTCML-2023 Volatile Flavor Compounds
代谢物信息卡片
化学式: C5H8O4 (132.0422568)
中文名称: 丙二酸二甲酯
谱图信息:
最多检出来源 Chinese Herbal Medicine(otcml) 54.55%
分子结构信息
SMILES: COC(=O)CC(=O)OC
InChI: InChI=1S/C5H8O4/c1-8-4(6)3-5(7)9-2/h3H2,1-2H3
描述信息
Dimethyl malonate is a natural product found in Astragalus mongholicus, Myrtus communis, and Astragalus membranaceus with data available.
Dimethyl malonate is a competitive inhibitor of succinate dehydrogenase (SDH). Dimethyl malonate is able to cross the blood-brain barrier and hydrolyse to malonate. Dimethyl malonate reduces neuronal apoptosis[1].
Dimethyl malonate is a competitive inhibitor of succinate dehydrogenase (SDH). Dimethyl malonate is able to cross the blood-brain barrier and hydrolyse to malonate. Dimethyl malonate reduces neuronal apoptosis[1].
同义名列表
30 个代谢物同义名
PROPANEDIOIC ACID,DIMETHYL ESTER (MALONIC ACID,DIMETHYL ESTER); Dimethyl malonate, Vetec(TM) reagent grade, 98\\%; MALONIC ACID DIMETHYL ESTER (1,1,1,7,7,7-D6); InChI=1/C5H8O4/c1-8-4(6)3-5(7)9-2/h3H2,1-2H; Dimethyl malonate, purum, >=96.0\\% (GC); Dimethyl malonate, analytical standard; Propanedioic acid, 1,3-dimethyl ester; Propanedioic acid, dimethyl ester; propanedioic acid dimethyl ester; Dimethyl ester of malonic acid; MALONIC ACID, DIMETHYL ESTER; Malonic acid-dimethyl ester; Malonic Acid Dimethyl Ester; Dimethyl 1,3-propanedioate; malonic acid dimethylester; 1,3-dimethyl propanedioate; Dimethyl malonate, >=99\\%; Dimethyl malonate, 98\\%; Dimethyl propanedioate; METHYL MALONATE [MI]; Dimethyl malonate; methyl malonate; UNII-EM8Y79998C; Tox21_300375; CH2(CO2CH3)2; Tox21_201608; NCI60_005924; CH2(COOMe)2; EM8Y79998C; Dimethyl malonate
数据库引用编号
8 个数据库交叉引用编号
- PubChem: 7943
- ChEMBL: CHEMBL1986332
- Wikipedia: Dimethyl_malonate
- MeSH: methyl malonate
- ChemIDplus: 0000108598
- CAS: 75238-25-4
- CAS: 108-59-8
- medchemexpress: HY-Y1787
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)
1 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
- José Luiz Portela, Matheus Chimelo Bianchini, Aline Augusti Boligon, Murilo Ricardo Sigal Carriço, Rafael Roehrs, Félix Alexandre Antunes Soares, Marcelo Gomes de Gomes, Waseem Hassan, Robson Luiz Puntel. Ilex paraguariensis Attenuates Changes in Mortality, Behavioral and Biochemical Parameters Associated to Methyl Malonate or Malonate Exposure in Drosophila melanogaster.
Neurochemical research.
2019 Sep; 44(9):2202-2214. doi:
10.1007/s11064-019-02862-w. [PMID: 31422521] - Wei-Liang Chen, Fang Li, Yan Tang, Shu-di Yang, Ji-Zhao Li, Zhi-Qiang Yuan, Yang Liu, Xiao-Feng Zhou, Chun Liu, Xue-Nong Zhang. Stepwise pH-responsive nanoparticles for enhanced cellular uptake and on-demand intracellular release of doxorubicin.
International journal of nanomedicine.
2017; 12(?):4241-4256. doi:
10.2147/ijn.s129748. [PMID: 28652730] - Evanna L Mills, Beth Kelly, Angela Logan, Ana S H Costa, Mukund Varma, Clare E Bryant, Panagiotis Tourlomousis, J Henry M Däbritz, Eyal Gottlieb, Isabel Latorre, Sinéad C Corr, Gavin McManus, Dylan Ryan, Howard T Jacobs, Marten Szibor, Ramnik J Xavier, Thomas Braun, Christian Frezza, Michael P Murphy, Luke A O'Neill. Succinate Dehydrogenase Supports Metabolic Repurposing of Mitochondria to Drive Inflammatory Macrophages.
Cell.
2016 Oct; 167(2):457-470.e13. doi:
10.1016/j.cell.2016.08.064. [PMID: 27667687] - Lianshu Han, Shengnan Wu, Jun Ye, Wenjuan Qiu, Huiwen Zhang, Xiaolan Gao, Yu Wang, Zhuwen Gong, Jing Jin, Xuefan Gu. Biochemical, molecular and outcome analysis of eight chinese asymptomatic individuals with methyl malonic acidemia detected through newborn screening.
American journal of medical genetics. Part A.
2015 Oct; 167A(10):2300-5. doi:
10.1002/ajmg.a.37147. [PMID: 25982642] - Vineeta Shobha, Subhash D Tarey, Ramya G Singh, Priya Shetty, Uma S Unni, Krishnamachari Srinivasan, Anura V Kurpad. Vitamin B₁₂ deficiency & levels of metabolites in an apparently normal urban south Indian elderly population.
The Indian journal of medical research.
2011 Oct; 134(?):432-9. doi:
NULL. [PMID: 22089603] - Konstantia Graikou, Suzanne Kapeta, Nektarios Aligiannis, George Sotiroudis, Niki Chondrogianni, Efstathios Gonos, Ioanna Chinou. Chemical analysis of Greek pollen - Antioxidant, antimicrobial and proteasome activation properties.
Chemistry Central journal.
2011 Jun; 5(1):33. doi:
10.1186/1752-153x-5-33. [PMID: 21699688] - Grace Ndeezi, James K Tumwine, Christopher M Ndugwa, Bjørn J Bolann, Thorkild Tylleskär. Multiple micronutrient supplementation improves vitamin B₁₂ and folate concentrations of HIV infected children in Uganda: a randomized controlled trial.
Nutrition journal.
2011 May; 10(?):56. doi:
10.1186/1475-2891-10-56. [PMID: 21600005] - Ahmad Saedisomeolia, Mahmoud Djalali, Ali Malekshahi Moghadam, Ozra Ramezankhani, Laya Najmi. Folate and vitamin B12 status in schizophrenic patients.
Journal of research in medical sciences : the official journal of Isfahan University of Medical Sciences.
2011 Mar; 16 Suppl 1(?):S437-41. doi:
NULL. [PMID: 22247731] - Hongmei Du, Zhaolong Wang, Wenjuan Yu, Yimin Liu, Bingru Huang. Differential metabolic responses of perennial grass Cynodon transvaalensis×Cynodon dactylon (C₄) and Poa Pratensis (C₃) to heat stress.
Physiologia plantarum.
2011 Mar; 141(3):251-64. doi:
10.1111/j.1399-3054.2010.01432.x. [PMID: 21114672] - Kenji Ishihara, Naruo Katsutani, Naoki Asai, Akira Inomata, Yuji Uemura, Akiyoshi Suganuma, Kohei Sawada, Tsuyoshi Yokoi, Toyohiko Aoki. Identification of urinary biomarkers useful for distinguishing a difference in mechanism of toxicity in rat model of cholestasis.
Basic & clinical pharmacology & toxicology.
2009 Sep; 105(3):156-66. doi:
10.1111/j.1742-7843.2009.00410.x. [PMID: 19486331] - E C Rush, P Chhichhia, E Hinckson, C Nabiryo. Dietary patterns and vitamin B(12) status of migrant Indian preadolescent girls.
European journal of clinical nutrition.
2009 Apr; 63(4):585-7. doi:
10.1038/sj.ejcn.1602972. [PMID: 18091765] - Lale Olcay, Ciğdem Irkkan, Nesrin Senbil, Haci Uzun, Mehmet Basmaci, Y K Yavuz Gürer. Progressive vacuolar myelopathy and leukoencephalopathy in childhood acute lymphoblastic leukemia and transient improvement with vitamin B12.
Pediatric blood & cancer.
2007 Oct; 49(5):754-8. doi:
10.1002/pbc.20720. [PMID: 16395685] - Ingalill Andersson, AnneMarie Grönberg, Frode Slinde, Ingvar Bosaeus, Sven Larsson. Vitamin and mineral status in elderly patients with chronic obstructive pulmonary disease.
The clinical respiratory journal.
2007 Jul; 1(1):23-9. doi:
10.1111/j.1752-699x.2007.00003.x. [PMID: 20298274] - Sven M Carlsen, Sigrun Kjøtrød, Eszter Vanky, Pål Romundstad. Homocysteine levels are unaffected by metformin treatment in both nonpregnant and pregnant women with polycystic ovary syndrome.
Acta obstetricia et gynecologica Scandinavica.
2007; 86(2):145-50. doi:
10.1080/00016340600855946. [PMID: 17364275] - Michael Vogeser, Wilhelm Müller, Stefan Lorenzl. External quality control of urinary methyl malonic acid quantification - announcement of a pilot study.
Clinical chemistry and laboratory medicine.
2006; 44(1):123-4. doi:
10.1515/cclm.2006.023. [PMID: 16375598] - Terry Kind, Joseph Levy, Margaret Lee, Shipra Kaicker, John F Nicholson, Steven A Kane. Cobalamin C disease presenting as hemolytic-uremic syndrome in the neonatal period.
Journal of pediatric hematology/oncology.
2002 May; 24(4):327-9. doi:
10.1097/00043426-200205000-00023. [PMID: 11972107] - A Martínez Bermejo, J Arcas, M C Roche, V López-Martín, A Royo, B Merinero, M J García, A Tendero, M Ugarte. [Bilateral hypodensity of the basal ganglia. Clinico-evolutionary correlation in children].
Revista de neurologia.
2001 Jul; 33(2):101-11. doi:
NULL. [PMID: 11562866] - M Coker, J B de Klerk, B T Poll-The, J G Huijmans, M Duran. Plasma total odd-chain fatty acids in the monitoring of disorders of propionate, methylmalonate and biotin metabolism.
Journal of inherited metabolic disease.
1996; 19(6):743-51. doi:
10.1007/bf01799166. [PMID: 8982947] - P Gimsing, E Hippe. Cobalamin-dependent metabolism in chronic myelogenous leukemia determined by deoxyuridine suppression test and the formiminoglutamic acid and methylmalonate excretion in urine.
American journal of hematology.
1995 Jun; 49(2):121-30. doi:
10.1002/ajh.2830490205. [PMID: 7771463] - G B MacPhee, R W Logan, J S Mitchell, D W Howells, E Tsotsis, D R Thorburn. Malonyl coenzyme A decarboxylase deficiency.
Archives of disease in childhood.
1993 Oct; 69(4):433-6. doi:
10.1136/adc.69.4.433. [PMID: 8259873] - N I Fedotcheva, N N Gessler, V Ia Bykhovskiĭ, M N Kondrashova. [The effect of metabolites of the propionate pathway on the oxidative activity of liver mitochondria].
Biokhimiia (Moscow, Russia).
1991 Mar; 56(3):426-33. doi:
". [PMID: 1883904] - E P Brass, R H Allen, L J Ruff, S P Stabler. Effect of hydroxycobalamin[c-lactam] on propionate and carnitine metabolism in the rat.
The Biochemical journal.
1990 Mar; 266(3):809-15. doi:
. [PMID: 2327967] - M D Bain, M Jones, S P Borriello, P J Reed, B M Tracey, R A Chalmers, T E Stacey. Contribution of gut bacterial metabolism to human metabolic disease.
Lancet (London, England).
1988 May; 1(8594):1078-9. doi:
10.1016/s0140-6736(88)91898-3. [PMID: 2896913] - M Duran, D Ketting, L Bruinvis, L Dorland, S K Wadman, J A Bakkeren. Urinary excretion of 2-methyl-2,3-butanediol and 2,3-pentanediol in patients with disorders of propionate and methylmalonate metabolism.
Clinica chimica acta; international journal of clinical chemistry.
1987 Jun; 165(2-3):197-204. doi:
10.1016/0009-8981(87)90163-x. [PMID: 3652445] - D Watkins, D S Rosenblatt. Failure of lysosomal release of vitamin B12: a new complementation group causing methylmalonic aciduria (cblF).
American journal of human genetics.
1986 Sep; 39(3):404-8. doi:
. [PMID: 3766542] - D S Rosenblatt, R Laframboise, J Pichette, P Langevin, B A Cooper, T Costa. New disorder of vitamin B12 metabolism (cobalamin F) presenting as methylmalonic aciduria.
Pediatrics.
1986 Jul; 78(1):51-4. doi:
NULL. [PMID: 3725502] - C H McMurray, W J Blanchflower, D A Rice, M McLoughlin. Sensitive and specific gas chromatographic method for the determination of methylmalonic acid in the plasma and urine of ruminants.
Journal of chromatography.
1986 May; 378(1):201-7. doi:
10.1016/s0378-4347(00)80713-6. [PMID: 3733972] - D S Millington, C R Roe, D A Maltby. Application of high resolution fast atom bombardment and constant B/E ratio linked scanning to the identification and analysis of acylcarnitines in metabolic disease.
Biomedical mass spectrometry.
1984 May; 11(5):236-41. doi:
10.1002/bms.1200110508. [PMID: 6743766] - E Fleer, S Fleischer. Modification of arginines in D-beta-hydroxybutyrate dehydrogenase.
Biochimica et biophysica acta.
1983 Nov; 749(1):1-8. doi:
10.1016/0167-4838(83)90143-7. [PMID: 6639953] - R J Kovachy, S D Copley, R H Allen. Recognition, isolation, and characterization of rat liver D-methylmalonyl coenzyme A hydrolase.
The Journal of biological chemistry.
1983 Sep; 258(18):11415-21. doi:
. [PMID: 6885824] - O BARNABEI, A VALYASEVI, L A BARNESS, P GYORGY. Sources of methyl malonate in rat urine; valine metabolism.
Archives of biochemistry and biophysics.
1957 Jul; 69(?):259-63. doi:
10.1016/0003-9861(57)90490-3. [PMID: 13445197]