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(2S)-2-Isopropylmalate

PubChem CID: 5280523

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Compound Synonyms (2S)-2-Isopropylmalate, 49601-06-1, 2-isopropyl-malic acid, (S)-2-Hydroxy-2-(isopropyl)succinic acid, 3M4XT3P3YC, 3-Carboxy-3-hydroxyisocaproate, EINECS 256-395-7, 2-Isopropylmalic acid, (S)-(+)-, (2S)-2-hydroxy-2-(propan-2-yl)butanedioic acid, UNII-3M4XT3P3YC, (2S)-2-isopropylmalic acid, (2S)-2-hydroxy-2-isopropylsuccinic acid, (2S)-2-isopropyl-2-hydroxy-butanedioic acid, 2-isopropylmalate, 3-carboxy-3-hydroxy-4-methylpentanoate, a-Isopropylmalate, 2-hydroxy-2-isopropylsuccinate, a-Isopropylmalic acid, (2S)-2-hydroxy-2-propan-2-ylbutanedioic acid, SCHEMBL1409965, CHEBI:35128, (S)-(+)-2-Isopropylmalic acid, 2-Isopropyl-2-hydroxybutanedioate, BITYXLXUCSKTJS-ZETCQYMHSA-N, LMFA01170083, 2-Isopropyl-2-hydroxybutanedioic acid, (S)-2-Hydroxy-2-isopropylsuccinic acid, (3S)-3-carboxy-3-hydroxyisocaproic acid, NS00088863, C02504, (3S)-3-carboxy-3-hydroxy-4-methylpentanoic acid, (2S)-2-Hydroxy-2-(1-methylethyl)butanedioic acid, Butanedioic acid, 2-hydroxy-2-(1-methylethyl)-, (S)-, Butanedioic acid, 2-hydroxy-2-(1-methylethyl)-, (2S)-
Topological Polar Surface Area 94.8
Hydrogen Bond Donor Count 3.0
Heavy Atom Count 12.0
Description 2-isopropylmalic acid, also known as (2s)-2-hydroxy-2-isopropylsuccinic acid or (2s)-2-isopropylmalate, is a member of the class of compounds known as hydroxy fatty acids. Hydroxy fatty acids are fatty acids in which the chain bears a hydroxyl group. Thus, 2-isopropylmalic acid is considered to be a fatty acid lipid molecule. 2-isopropylmalic acid is soluble (in water) and a weakly acidic compound (based on its pKa). 2-isopropylmalic acid can be found in a number of food items such as sourdough, garden onion, oat, and bitter gourd, which makes 2-isopropylmalic acid a potential biomarker for the consumption of these food products. 2-isopropylmalic acid can be found primarily in feces, saliva, and urine. 2-isopropylmalic acid exists in all living species, ranging from bacteria to humans. Isopropylmalic acid (isopropylmalate) is an intermediate in the biosynthesis of leucine, synthesized from oxoisovalerate by 2-isopropylmalate synthase and converted into isopropyl-3-oxosuccinate by 3-isopropylmalate dehydrogenase. Two isomers are important, the 2- and 3-isopropyl derivatives, and these are interconverted by isopropylmalate dehydratase .
Isotope Atom Count 0.0
Molecular Complexity 198.0
Database Name cmaup_ingredients;fooddb_chem_all;pubchem
Defined Atom Stereocenter Count 1.0
Iupac Name (2S)-2-hydroxy-2-propan-2-ylbutanedioic acid
Prediction Hob 1.0
Xlogp -0.2
Molecular Formula C7H12O5
Prediction Swissadme 1.0
Inchi Key BITYXLXUCSKTJS-ZETCQYMHSA-N
Fcsp3 0.7142857142857143
Logs -0.236
Rotatable Bond Count 4.0
Logd -0.741
Compound Name (2S)-2-Isopropylmalate
Prediction Hob Swissadme 1.0
Exact Mass 176.068
Formal Charge 0.0
Monoisotopic Mass 176.068
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 176.17
Covalent Unit Count 1.0
Total Atom Stereocenter Count 1.0
Total Bond Stereocenter Count 0.0
Esol -0.5548415999999999
Inchi InChI=1S/C7H12O5/c1-4(2)7(12,6(10)11)3-5(8)9/h4,12H,3H2,1-2H3,(H,8,9)(H,10,11)/t7-/m0/s1
Smiles CC(C)[C@@](CC(=O)O)(C(=O)O)O
Nring 0.0
Defined Bond Stereocenter Count 0.0

  • 1. Outgoing r'ship FOUND_IN to/from Pogostemon Cablin (Plant) Rel Props:Source_db:cmaup_ingredients