Malonska kiselina
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Identifikacija | |
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3D model (Jmol) |
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ChEBI |
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ChemSpider |
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DrugBank |
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ECHA InfoCard | 100.005.003 |
KEGG[1] |
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PubChem[2][3] C ID |
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SMILES
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Svojstva | |
C3H4O4 | |
Molarna masa | 104,062 |
Tačka topljenja | 135 |
Ukoliko nije drugačije napomenuto, podaci se odnose na standardno stanje materijala (na 25 °C [77 °F], 100 kPa). | |
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Reference infokutije | |
Malonska kiselina je organsko jedinjenje, koje sadrži 3 atoma ugljenika i ima molekulsku masu od 104,062 Da.[4][5]
Osobine
Osobina | Vrednost |
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Broj akceptora vodonika | 4 |
Broj donora vodonika | 2 |
Broj rotacionih veza | 2 |
Particioni koeficijent[6] (ALogP) | -0,4 |
Rastvorljivost[7] (logS, log(mol/L)) | -0,2 |
Polarna površina[8] (PSA, Å2) | 74,6 |
Patologija
Kada su povišeni nivoi malonske kiseline praćeni sa povišenim nivoima metilmalonske kiseline, to može upućivati na često neprepoznatu[9] metaboličku bolest kombiniranu malonsku i metilmalonsku aciduriju (CMAMMA). Računanjem odnosa malonske kiseline i metilmalonske kiseline u krvnoj plazmi može se razlikovati CMAMMA od klasične metilmalonske acidemije.[10]
Reference
- ^ Joanne Wixon; Douglas Kell (2000). „Website Review: The Kyoto Encyclopedia of Genes and Genomes — KEGG”. Yeast. 17 (1): 48—55. doi:10.1002/(SICI)1097-0061(200004)17:1<48::AID-YEA2>3.0.CO;2-H.
- ^ Li Q, Cheng T, Wang Y, Bryant SH (2010). „PubChem as a public resource for drug discovery.”. Drug Discov Today. 15 (23-24): 1052—7. PMID 20970519. doi:10.1016/j.drudis.2010.10.003. уреди
- ^ Evan E. Bolton; Yanli Wang; Paul A. Thiessen; Stephen H. Bryant (2008). „Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities”. Annual Reports in Computational Chemistry. 4: 217—241. doi:10.1016/S1574-1400(08)00012-1.
- ^ Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS (2011). „DrugBank 3.0: a comprehensive resource for omics research on drugs”. Nucleic Acids Res. 39 (Database issue): D1035—41. PMC 3013709
. PMID 21059682. doi:10.1093/nar/gkq1126. уреди
- ^ David S. Wishart; Craig Knox; An Chi Guo; Dean Cheng; Savita Shrivastava; Dan Tzur; Bijaya Gautam; Murtaza Hassanali (2008). „DrugBank: a knowledgebase for drugs, drug actions and drug targets”. Nucleic acids research. 36 (Database issue): D901—6. PMC 2238889
. PMID 18048412. doi:10.1093/nar/gkm958. уреди
- ^ Ghose, A.K.; Viswanadhan V.N. & Wendoloski, J.J. (1998). „Prediction of Hydrophobic (Lipophilic) Properties of Small Organic Molecules Using Fragment Methods: An Analysis of AlogP and CLogP Methods”. J. Phys. Chem. A. 102: 3762—3772. doi:10.1021/jp980230o.
- ^ Tetko IV, Tanchuk VY, Kasheva TN, Villa AE (2001). „Estimation of Aqueous Solubility of Chemical Compounds Using E-State Indices”. Chem Inf. Comput. Sci. 41: 1488—1493. PMID 11749573. doi:10.1021/ci000392t. уреди
- ^ Ertl P.; Rohde B.; Selzer P. (2000). „Fast calculation of molecular polar surface area as a sum of fragment based contributions and its application to the prediction of drug transport properties”. J. Med. Chem. 43: 3714—3717. PMID 11020286. doi:10.1021/jm000942e. уреди
- ^ NIH Intramural Sequencing Center Group; Sloan, Jennifer L; Johnston, Jennifer J; Manoli, Irini; Chandler, Randy J; Krause, Caitlin; Carrillo-Carrasco, Nuria; Chandrasekaran, Suma D; Sysol, Justin R (2011). „Exome sequencing identifies ACSF3 as a cause of combined malonic and methylmalonic aciduria”. Nature Genetics (на језику: енглески). 43 (9): 883—886. ISSN 1061-4036. PMC 3163731
. PMID 21841779. doi:10.1038/ng.908. CS1 одржавање: Формат PMC-а (веза)
- ^ de Sain-van der Velden, Monique G. M.; van der Ham, Maria; Jans, Judith J.; Visser, Gepke; Prinsen, Hubertus C. M. T.; Verhoeven-Duif, Nanda M.; van Gassen, Koen L. I.; van Hasselt, Peter M. (2016), Morava, Eva; Baumgartner, Matthias, ур., A New Approach for Fast Metabolic Diagnostics in CMAMMA, 30, Springer Berlin Heidelberg, стр. 15—22, ISBN 978-3-662-53680-3, PMC 5110436
, PMID 26915364, doi:10.1007/8904_2016_531 CS1 одржавање: Формат PMC-а (веза)
Literatura
- Clayden, Jonathan; Greeves, Nick; Warren, Stuart; Wothers, Peter (2001). Organic Chemistry (I изд.). Oxford University Press. ISBN 978-0-19-850346-0.
- Smith, Michael B.; March, Jerry (2007). Advanced Organic Chemistry: Reactions, Mechanisms, and Structure (6th изд.). New York: Wiley-Interscience. ISBN 0-471-72091-7.
- Katritzky A.R.; Pozharskii A.F. (2000). Handbook of Heterocyclic Chemistry (Second изд.). Academic Press. ISBN 0080429882.
Spoljašnje veze
![](http://upload.wikimedia.org/wikipedia/commons/thumb/4/4a/Commons-logo.svg/30px-Commons-logo.svg.png)
Malonska kiselina на Викимедијиној остави.
- Malonic acid