(2S)-2-isopropylmalate

Isopropylmalic acid

2-Isopropylmalic acid
3-Isopropylmalic acid
Names
IUPAC names 3-Isopropylmalic acid 2-Hydroxy-3-isopropylsuccinic acid
Other names Isopropylmalate
Identifiers
3D model (Jmol)	(2): Interactive image (3): Interactive image
ChemSpider	76 (2) 35 (3)
PubChem CID	77 (2) 36 (3)
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) Key: BITYXLXUCSKTJS-UHFFFAOYSA-N InChI=1/C7H12O5/c1-3(2)4(6(9)10)5(8)7(11)12/h3-5,8H,1-2H3,(H,9,10)(H,11,12) Key: RNQHMTFBUSSBJQ-UHFFFAOYAR InChI=1S/C7H12O5/c1-3(2)4(6(9)10)5(8)7(11)12/h3-5,8H,1-2H3,(H,9,10)(H,11,12) Key: RNQHMTFBUSSBJQ-UHFFFAOYSA-N
SMILES (2): O=C(O)C(O)(CC(=O)O)C(C)C (3): O=C(O)C(O)C(C(=O)O)C(C)C
Properties
Chemical formula	C7H12O5
Molar mass	176.17 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

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.