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Methylsuccinic acid

PubChem CID: 10349

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Compound Synonyms 2-Methylsuccinic acid, METHYLSUCCINIC ACID, 498-21-5, Pyrotartaric acid, 2-Methylbutanedioic acid, Butanedioic acid, methyl-, Succinic acid, methyl-, 1,2-Propanedicarboxylic acid, Methyl succinic acid, 2-methyl-butanedioic acid, Methylbutanedioic acid, Butanedioic acid, 2-methyl-, CCRIS 6068, NSC 5276, EINECS 207-857-1, H1547KG7UZ, NSC-5276, MFCD00002659, DL-METHYLSUCCINIC ACID, 2-methylbutane-1,4-dioic acid, DL-METHYLBUTANEDIOIC ACID, DTXSID9025663, CHEBI:91315, (+/-)-METHYLSUCCINIC ACID, R,S-2-METHYLBUTANEDIOIC ACID, (+/-)-2-METHYLSUCCINIC ACID, DL-.ALPHA.-METHYLSUCCINIC ACID, J6.105K, (+/-)-.ALPHA.-METHYLSUCCINIC ACID, BUTANEDIOIC ACID, METHYL-, (+/-)-, 2-Methylsuccinicacid, UNII-H1547KG7UZ, 2methylsuccinic acid, Succinic acid, methyl, 2Methylbutanedioic acid, 2-methyl-succinic acid, (+)Methylsuccinic acid, Butanedioic acid, methyl, (RS)-methylsuccinic acid, Butanedioic acid, 2methyl, Methylsuccinic acid, 99%, R,S2Methylbutanedioic acid, 1,2Propanedicarboxylic acid, rac-2-methylbutanedioic acid, SCHEMBL105210, Succinic acid, methyl (8CI), Succinic acid, methyl-(8CI), (RS)-2-methylbutanedioic acid, DTXCID705663, D,L-2-Methylsuccinic acid, 5, BDBM85472, CHEBI:89843, NSC5276, (+-)-METHYLSUCCINIC ACID, DL-ALPHA-METHYLSUCCINIC ACID, (.+-.)-METHYLSUCCINIC ACID, LMFA01170119, s6356, STK301547, AKOS003790959, PROPANE-1,2-DICARBOXYLIC ACID, AB89120, CS-W011097, HY-W010381, SB44814, (+-)-ALPHA-METHYLSUCCINIC ACID, (+/-)-ALPHA-METHYLSUCCINIC ACID, AS-17768, SY036933, SY104041, (.+-.)-ALPHA-METHYLSUCCINIC ACID, DB-007698, DB-066620, DB-069368, M0430, NS00015150, H11814, A827865, Q27163205, 207-857-1
Topological Polar Surface Area 74.6
Hydrogen Bond Donor Count 2.0
Heavy Atom Count 9.0
Description Methylsuccinic acid is a normal metabolite found in human fluids. Increased urinary levels of Methylsuccinic acid (together with ethylmalonic acid) are the main biochemical measurable features in ethylmalonic encephalopathy (OMIM 602473 ), a rare metabolic disorder with an autosomal recessive mode of inheritance that is clinically characterized by neuromotor delay, hyperlactic acidemia, recurrent petechiae, orthostatic acrocyanosis, and chronic diarrhea. (PMID 12382164) T he underlying biochemical defect involves isoleucine catabolism. (PMID 9667231) It has been found decreases in the urine of animals under D-serine-induced nephrotoxicity (D-Serine causes selective necrosis of the proximal straight tubules in the rat kidney). (PMID 15596249) [HMDB]
Isotope Atom Count 0.0
Molecular Complexity 129.0
Database Name cmaup_ingredients;fooddb_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Iupac Name 2-methylbutanedioic acid
Prediction Hob 1.0
Class Fatty Acyls
Xlogp -0.2
Superclass Lipids and lipid-like molecules
Subclass Fatty acids and conjugates
Molecular Formula C5H8O4
Prediction Swissadme 0.0
Inchi Key WXUAQHNMJWJLTG-UHFFFAOYSA-N
Fcsp3 0.6
Logs 0.126
Rotatable Bond Count 3.0
State Solid
Logd 2.383
Synonyms (S)-2-Hydroxy-2-methylsuccinate, (S)-2-Hydroxy-2-methylsuccinic acid, (S)-Citramalate, (S)-Citramalic acid, 2-Methylbutanedioate, 2-Methylbutanedioic acid, 2-Methylsuccinate, 2-Methylsuccinic acid, Methyl Succinic acid, Methylbutanedioate, Methylbutanedioic acid, Methylsuccinate, MEZ, Pyrotartarate, Pyrotartaric acid
Substituent Name Methyl-branched fatty acid, Dicarboxylic acid or derivatives, Carboxylic acid, Carboxylic acid derivative, Hydrocarbon derivative, Organooxygen compound, Carbonyl group, Aliphatic acyclic compound
Compound Name Methylsuccinic acid
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 132.042
Formal Charge 0.0
Monoisotopic Mass 132.042
Hydrogen Bond Acceptor Count 4.0
Molecular Weight 132.11
Covalent Unit Count 1.0
Total Atom Stereocenter Count 1.0
Total Bond Stereocenter Count 0.0
Esol -0.32881299999999986
Inchi InChI=1S/C5H8O4/c1-3(5(8)9)2-4(6)7/h3H,2H2,1H3,(H,6,7)(H,8,9)
Smiles CC(CC(=O)O)C(=O)O
Nring 0.0
Defined Bond Stereocenter Count 0.0

  • 1. Outgoing r'ship FOUND_IN to/from Aloe Africana (Plant) Rel Props:Source_db:cmaup_ingredients
  • 2. Outgoing r'ship FOUND_IN to/from Aloe Ferox (Plant) Rel Props:Source_db:cmaup_ingredients
  • 3. Outgoing r'ship FOUND_IN to/from Aloe Spicata (Plant) Rel Props:Source_db:cmaup_ingredients
  • 4. Outgoing r'ship FOUND_IN to/from Aloe Vera (Plant) Rel Props:Source_db:cmaup_ingredients