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Methylmalonsaeure
METHYLMALONIC ACID · 2-Methylmalonic acid · AI315327 · onic acid · NSC 25201 · AI3 15327 · AI3-15327 · Methylmalonic
Identifikatoren & physikalische Daten
| CAS No. | 1215348-94-9 |
|---|---|
| Summenformel | C4H6O4 |
| Durchschnittliche Molmasse | 118,09 g/mol |
| Monoisotopische Masse | 118,02660867 g/mol |
| SMILES | CC(C(=O)O)C(=O)O |
| InChIKey | ZIYVHBGGAOATLY-UHFFFAOYSA-N |
| PubChem CID | 487 |
| ChEMBL | CHEMBL1232416 |
| ChEBI | CHEBI:30860 |
| EC No. | 208-219-5 |
| DTXSID | DTXSID00199549 |
| Lokaler Name | Methylmalonsaeure |
Chemische & physikalische Eigenschaften
| XLogP | 0,1 |
|---|---|
| Polarare Oberfläche (TPSA) | 74,6 |
| H-Brücken-Donoren | 2 |
| H-Brücken-Akzeptoren | 4 |
| Frei drehbare Bindungen | 2 |
| Schwere Atome | 8 |
| Formalladung | 0 |
| Komplexität | 103 |
| Löslichkeit | 679000679.0 mg/mLDMSO (Slightly), Methanol (Slightly)soluble |
| Schmelzpunkt | 135135 °C128-130 °C (lit.) |
| Physical Description | Solid |
| Dissociation Constants | 3.12 (at 20 °C) |
| Siedepunkt | 272.71°C (rough estimate) |
| Dichte | 1.45 |
| Brechungsindex | 1.4304 (estimate) |
| Flammpunkt | 2℃ |
| Lagerbedingungen | Sealed in dry,Room Temperature |
| Aggregatzustand | Crystalline Powder |
| pKa (Säurekonstante) | 3.07, 5.76(at 25℃) |
| Farbe | White |
| Wichte | 1.455 |
| pH | 3.23(1 mM solution)2.6(10 mM solution)2.05(100 mM solution) |
| BRN | 1756084 |
| InChI | 1S/C4H6O4/c1-2(3(5)6)4(7)8/h2H,1H3,(H,5,6)(H,7,8) |
| InChIKey | ZIYVHBGGAOATLY-UHFFFAOYSA-N |
| SMILES | CC(C(O)=O)C(O)=O |
| CAS Datenbank | 516-05-2(CAS DataBase Reference) |
| NIST chemische Informationen | Methylmalonic acid(516-05-2) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 5.4% (3 of 56) of reports.WarningH315 (94.6%): Causes skin irritation [Warning Skin corrosion/irritation]H319 (94.6%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]H335 (92.9%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposureRespiratory tract irritation]P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 56 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.Reported as not meeting GHS hazard criteria per 3 of 56 reports by companies.There are 5 notifications provided by 53 of 56 reports by companies with hazard statement code(s).Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website. |
|---|---|
| Hazard Classes and Categories | Skin Irrit. 2 (94.6%)Eye Irrit. 2 (94.6%)STOT SE 3 (92.9%)Skin Irrit. 2 (100%)Eye Irrit. 2 (100%)STOT SE 3 (100%) |
| Gesundheitliche Auswirkungen | Chronically high levels of methylmalonic acid are associated with at least 5 inborn errors of metabolism including: Malonyl CoA decarboxylase deficiency, Malonic Aciduria, Methylmalonate Semialdehyde Dehydrogenase Deficiency, Methylmalonic Aciduria and Methylmalonic Aciduria Due to Cobalamin-Related Disorders. |
| Toxizitätsübersicht | Methylmalonic acid is a vital intermediate in the metabolism of fat and protein. Abnormalities in methylmalonic acid metabolism lead to methylmalonic aciduria. This metabolic disease is attributed to a block in the enzymatic conversion of methylmalonyl CoA to succinyl CoA. Accumulation of Methylmalonic acid in the body has been shown to be toxic. |
| Carcinogen Classification | No indication of carcinogenicity to humans (not listed by IARC). |
| Wassergefährdungsklasse (WGK) | 3 |
| UN-Transportnummer | UN 1648 3 / PGII |
| Zollcode | 29171900 |
| RTECS-Nr. | OO1400000 |
| R-Sätze (R) | 36/37/38-36-20/21/22-11 |
| Gefahrensymbole | Xi,Xn,F |
| Sicherheitshinweise (S) | 26-36/37-16 |
| Lagerklasse | 11 - Combustible Solids |
| Gefahrenklasse | Eye Irrit. 2Skin Irrit. 2STOT SE 3 |
Anwendungen & Verwendung
Verwenden
2-Methylpropanedioic acid binds with coenzyme A to form methylmalonyl-CoA, also a metabolic intermediate transformed to succinic acid (SA) by a vitamin B12-dependent catalytic step, and is broadly used as a clinical biomarker of functional vitamin B12 status.