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(S)-2-hydroxy-3-methylbutyric acid
The S-enantiomer of 2-hydroxy-3-methylbutyric acid. It is used as a chiral building block for peptide synthesis.


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05. Industrial Uses: reagent [CHEBI:33893] > chiral reagent [CHEBI:60646]
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05. Industrial Uses 
05. Industrial Uses
 reagent [CHEBI:33893] (37) 
 chiral reagent [CHEBI:60646] (1) 
 (S)-2-hydroxy-3-methylbutyric acid [CHEBI:60631] (1)
08. Chemical Category 
08. Chemical Category
 main group molecular entity [CHEBI:33579] (25650) 
 s-block molecular entity [CHEBI:33674] (7287) 
 hydrogen molecular entity [CHEBI:33608] (6932) 
 hydroxides [CHEBI:24651] (5641) 
 oxoacid [CHEBI:24833] (3119) 
 carbon oxoacid [CHEBI:35605] (3012) 
 carboxylic acid [CHEBI:33575] (3005) 
 hydroxy carboxylic acid [CHEBI:24669] (422) 
 hydroxy monocarboxylic acid [CHEBI:35868] (396) 
 2-hydroxy monocarboxylic acid [CHEBI:49302] (61) 
 (2S)-2-hydroxy monocarboxylic acid [CHEBI:17375] (3) 
 (S)-2-hydroxy-3-methylbutyric acid [CHEBI:60631] (1)
 monocarboxylic acid [CHEBI:25384] (1620) 
 hydroxy monocarboxylic acid [CHEBI:35868] (396) 
 2-hydroxy monocarboxylic acid [CHEBI:49302] (61) 
 (2S)-2-hydroxy monocarboxylic acid [CHEBI:17375] (3) 
 (S)-2-hydroxy-3-methylbutyric acid [CHEBI:60631] (1)
 organic hydroxy compound [CHEBI:33822] (3050) 
 hydroxy carboxylic acid [CHEBI:24669] (422) 
 hydroxy monocarboxylic acid [CHEBI:35868] (396) 
 2-hydroxy monocarboxylic acid [CHEBI:49302] (61) 
 (2S)-2-hydroxy monocarboxylic acid [CHEBI:17375] (3) 
 (S)-2-hydroxy-3-methylbutyric acid [CHEBI:60631] (1)
 p-block molecular entity [CHEBI:33675] (25343) 
 chalcogen molecular entity [CHEBI:33304] (15225) 
 oxygen molecular entity [CHEBI:25806] (14414) 
 hydroxides [CHEBI:24651] (5641) 
 oxoacid [CHEBI:24833] (3119) 
 carbon oxoacid [CHEBI:35605] (3012) 
 carboxylic acid [CHEBI:33575] (3005) 
 hydroxy carboxylic acid [CHEBI:24669] (422) 
 hydroxy monocarboxylic acid [CHEBI:35868] (396) 
 2-hydroxy monocarboxylic acid [CHEBI:49302] (61) 
 (2S)-2-hydroxy monocarboxylic acid [CHEBI:17375] (3) 
 (S)-2-hydroxy-3-methylbutyric acid [CHEBI:60631] (1)
 monocarboxylic acid [CHEBI:25384] (1620) 
 hydroxy monocarboxylic acid [CHEBI:35868] (396) 
 2-hydroxy monocarboxylic acid [CHEBI:49302] (61) 
 (2S)-2-hydroxy monocarboxylic acid [CHEBI:17375] (3) 
 (S)-2-hydroxy-3-methylbutyric acid [CHEBI:60631] (1)
 organic hydroxy compound [CHEBI:33822] (3050) 
 hydroxy carboxylic acid [CHEBI:24669] (422) 
 hydroxy monocarboxylic acid [CHEBI:35868] (396) 
 2-hydroxy monocarboxylic acid [CHEBI:49302] (61) 
 (2S)-2-hydroxy monocarboxylic acid [CHEBI:17375] (3) 
 (S)-2-hydroxy-3-methylbutyric acid [CHEBI:60631] (1)
 organooxygen compound [CHEBI:36963] (11352) 
 carbon oxoacid [CHEBI:35605] (3012) 
 carboxylic acid [CHEBI:33575] (3005) 
 hydroxy carboxylic acid [CHEBI:24669] (422) 
 hydroxy monocarboxylic acid [CHEBI:35868] (396) 
 2-hydroxy monocarboxylic acid [CHEBI:49302] (61) 
 (2S)-2-hydroxy monocarboxylic acid [CHEBI:17375] (3) 
 (S)-2-hydroxy-3-methylbutyric acid [CHEBI:60631] (1)
 monocarboxylic acid [CHEBI:25384] (1620) 
 hydroxy monocarboxylic acid [CHEBI:35868] (396) 
 2-hydroxy monocarboxylic acid [CHEBI:49302] (61) 
 (2S)-2-hydroxy monocarboxylic acid [CHEBI:17375] (3) 
 (S)-2-hydroxy-3-methylbutyric acid [CHEBI:60631] (1)
 carbonyl compound [CHEBI:36586] (5928) 
 carboxylic acid [CHEBI:33575] (3005) 
 hydroxy carboxylic acid [CHEBI:24669] (422) 
 hydroxy monocarboxylic acid [CHEBI:35868] (396) 
 2-hydroxy monocarboxylic acid [CHEBI:49302] (61) 
 (2S)-2-hydroxy monocarboxylic acid [CHEBI:17375] (3) 
 (S)-2-hydroxy-3-methylbutyric acid [CHEBI:60631] (1)
 monocarboxylic acid [CHEBI:25384] (1620) 
 hydroxy monocarboxylic acid [CHEBI:35868] (396) 
 2-hydroxy monocarboxylic acid [CHEBI:49302] (61) 
 (2S)-2-hydroxy monocarboxylic acid [CHEBI:17375] (3) 
 (S)-2-hydroxy-3-methylbutyric acid [CHEBI:60631] (1)
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 carbon oxoacid [CHEBI:35605] (3012) 
 carboxylic acid [CHEBI:33575] (3005) 
 hydroxy carboxylic acid [CHEBI:24669] (422) 
 hydroxy monocarboxylic acid [CHEBI:35868] (396) 
 2-hydroxy monocarboxylic acid [CHEBI:49302] (61) 
 (2S)-2-hydroxy monocarboxylic acid [CHEBI:17375] (3) 
 (S)-2-hydroxy-3-methylbutyric acid [CHEBI:60631] (1)
 monocarboxylic acid [CHEBI:25384] (1620) 
 hydroxy monocarboxylic acid [CHEBI:35868] (396) 
 2-hydroxy monocarboxylic acid [CHEBI:49302] (61) 
 (2S)-2-hydroxy monocarboxylic acid [CHEBI:17375] (3) 
 (S)-2-hydroxy-3-methylbutyric acid [CHEBI:60631] (1)
 carbonyl compound [CHEBI:36586] (5928) 
 carboxylic acid [CHEBI:33575] (3005) 
 hydroxy carboxylic acid [CHEBI:24669] (422) 
 hydroxy monocarboxylic acid [CHEBI:35868] (396) 
 2-hydroxy monocarboxylic acid [CHEBI:49302] (61) 
 (2S)-2-hydroxy monocarboxylic acid [CHEBI:17375] (3) 
 (S)-2-hydroxy-3-methylbutyric acid [CHEBI:60631] (1)
 monocarboxylic acid [CHEBI:25384] (1620) 
 hydroxy monocarboxylic acid [CHEBI:35868] (396) 
 2-hydroxy monocarboxylic acid [CHEBI:49302] (61) 
 (2S)-2-hydroxy monocarboxylic acid [CHEBI:17375] (3) 
 (S)-2-hydroxy-3-methylbutyric acid [CHEBI:60631] (1)
 carbon group molecular entity [CHEBI:33582] (23847) 
 organic molecular entity [CHEBI:50860] (23769) 
 heteroorganic entity [CHEBI:33285] (15197) 
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 carbon oxoacid [CHEBI:35605] (3012) 
 carboxylic acid [CHEBI:33575] (3005) 
 hydroxy carboxylic acid [CHEBI:24669] (422) 
 hydroxy monocarboxylic acid [CHEBI:35868] (396) 
 2-hydroxy monocarboxylic acid [CHEBI:49302] (61) 
 (2S)-2-hydroxy monocarboxylic acid [CHEBI:17375] (3) 
 (S)-2-hydroxy-3-methylbutyric acid [CHEBI:60631] (1)
 monocarboxylic acid [CHEBI:25384] (1620) 
 hydroxy monocarboxylic acid [CHEBI:35868] (396) 
 2-hydroxy monocarboxylic acid [CHEBI:49302] (61) 
 (2S)-2-hydroxy monocarboxylic acid [CHEBI:17375] (3) 
 (S)-2-hydroxy-3-methylbutyric acid [CHEBI:60631] (1)
 carbonyl compound [CHEBI:36586] (5928) 
 carboxylic acid [CHEBI:33575] (3005) 
 hydroxy carboxylic acid [CHEBI:24669] (422) 
 hydroxy monocarboxylic acid [CHEBI:35868] (396) 
 2-hydroxy monocarboxylic acid [CHEBI:49302] (61) 
 (2S)-2-hydroxy monocarboxylic acid [CHEBI:17375] (3) 
 (S)-2-hydroxy-3-methylbutyric acid [CHEBI:60631] (1)
 monocarboxylic acid [CHEBI:25384] (1620) 
 hydroxy monocarboxylic acid [CHEBI:35868] (396) 
 2-hydroxy monocarboxylic acid [CHEBI:49302] (61) 
 (2S)-2-hydroxy monocarboxylic acid [CHEBI:17375] (3) 
 (S)-2-hydroxy-3-methylbutyric acid [CHEBI:60631] (1)
 organic hydroxy compound [CHEBI:33822] (3050) 
 hydroxy carboxylic acid [CHEBI:24669] (422) 
 hydroxy monocarboxylic acid [CHEBI:35868] (396) 
 2-hydroxy monocarboxylic acid [CHEBI:49302] (61) 
 (2S)-2-hydroxy monocarboxylic acid [CHEBI:17375] (3) 
 (S)-2-hydroxy-3-methylbutyric acid [CHEBI:60631] (1)
 organic acid [CHEBI:64709] (3008) 
 carboxylic acid [CHEBI:33575] (3005) 
 hydroxy carboxylic acid [CHEBI:24669] (422) 
 hydroxy monocarboxylic acid [CHEBI:35868] (396) 
 2-hydroxy monocarboxylic acid [CHEBI:49302] (61) 
 (2S)-2-hydroxy monocarboxylic acid [CHEBI:17375] (3) 
 (S)-2-hydroxy-3-methylbutyric acid [CHEBI:60631] (1)
 monocarboxylic acid [CHEBI:25384] (1620) 
 hydroxy monocarboxylic acid [CHEBI:35868] (396) 
 2-hydroxy monocarboxylic acid [CHEBI:49302] (61) 
 (2S)-2-hydroxy monocarboxylic acid [CHEBI:17375] (3) 
 (S)-2-hydroxy-3-methylbutyric acid [CHEBI:60631] (1)
 organic molecule [CHEBI:72695] (11399) 
 organic oxo compound [CHEBI:36587] (5932) 
 carbonyl compound [CHEBI:36586] (5928) 
 carboxylic acid [CHEBI:33575] (3005) 
 hydroxy carboxylic acid [CHEBI:24669] (422) 
 hydroxy monocarboxylic acid [CHEBI:35868] (396) 
 2-hydroxy monocarboxylic acid [CHEBI:49302] (61) 
 (2S)-2-hydroxy monocarboxylic acid [CHEBI:17375] (3) 
 (S)-2-hydroxy-3-methylbutyric acid [CHEBI:60631] (1)
 monocarboxylic acid [CHEBI:25384] (1620) 
 hydroxy monocarboxylic acid [CHEBI:35868] (396) 
 2-hydroxy monocarboxylic acid [CHEBI:49302] (61) 
 (2S)-2-hydroxy monocarboxylic acid [CHEBI:17375] (3) 
 (S)-2-hydroxy-3-methylbutyric acid [CHEBI:60631] (1)
 polyatomic entity [CHEBI:36357] (18777) 
 molecule [CHEBI:25367] (11520) 
 organic molecule [CHEBI:72695] (11399) 
 organic oxo compound [CHEBI:36587] (5932) 
 carbonyl compound [CHEBI:36586] (5928) 
 carboxylic acid [CHEBI:33575] (3005) 
 hydroxy carboxylic acid [CHEBI:24669] (422) 
 hydroxy monocarboxylic acid [CHEBI:35868] (396) 
 2-hydroxy monocarboxylic acid [CHEBI:49302] (61) 
 (2S)-2-hydroxy monocarboxylic acid [CHEBI:17375] (3) 
 (S)-2-hydroxy-3-methylbutyric acid [CHEBI:60631] (1)
 monocarboxylic acid [CHEBI:25384] (1620) 
 hydroxy monocarboxylic acid [CHEBI:35868] (396) 
 2-hydroxy monocarboxylic acid [CHEBI:49302] (61) 
 (2S)-2-hydroxy monocarboxylic acid [CHEBI:17375] (3) 
 (S)-2-hydroxy-3-methylbutyric acid [CHEBI:60631] (1)
 heteroatomic molecular entity [CHEBI:37577] (13672) 
 hydroxides [CHEBI:24651] (5641) 
 oxoacid [CHEBI:24833] (3119) 
 carbon oxoacid [CHEBI:35605] (3012) 
 carboxylic acid [CHEBI:33575] (3005) 
 hydroxy carboxylic acid [CHEBI:24669] (422) 
 hydroxy monocarboxylic acid [CHEBI:35868] (396) 
 2-hydroxy monocarboxylic acid [CHEBI:49302] (61) 
 (2S)-2-hydroxy monocarboxylic acid [CHEBI:17375] (3) 
 (S)-2-hydroxy-3-methylbutyric acid [CHEBI:60631] (1)
 monocarboxylic acid [CHEBI:25384] (1620) 
 hydroxy monocarboxylic acid [CHEBI:35868] (396) 
 2-hydroxy monocarboxylic acid [CHEBI:49302] (61) 
 (2S)-2-hydroxy monocarboxylic acid [CHEBI:17375] (3) 
 (S)-2-hydroxy-3-methylbutyric acid [CHEBI:60631] (1)
 organic hydroxy compound [CHEBI:33822] (3050) 
 hydroxy carboxylic acid [CHEBI:24669] (422) 
 hydroxy monocarboxylic acid [CHEBI:35868] (396) 
 2-hydroxy monocarboxylic acid [CHEBI:49302] (61) 
 (2S)-2-hydroxy monocarboxylic acid [CHEBI:17375] (3) 
 (S)-2-hydroxy-3-methylbutyric acid [CHEBI:60631] (1)
ChEBI Compound Accession Identifier  [CHEBI:60631]
ChEBI Compound Description  The S-enantiomer of 2-hydroxy-3-methylbutyric acid. It is used as a chiral building block for peptide synthesis.
ChEBI Compound Identification Number  60631
ChEBI InChI Value  InChI=1S/C5H10O3/c1-3(2)4(6)5(7)8/h3-4,6H,1-2H3,(H,7,8)/t4-/m0/s1
ChEBI InChIKey Value  NGEWQZIDQIYUNV-BYPYZUCNSA-N
ChEBI Compound Name  (S)-2-hydroxy-3-methylbutyric acid
ChEBI SMILES Value  CC(C)[C@H](O)C(O)=O
ChEBI Substance ID  103158551
ChEBI URL  ChEBI:60631
ChemSpider ID  745606
Ontomatica Chemical Accession Key (OnChAKey)  NGEWQZIDQIYUNV_BYPYZUCNSA_N_000_000000
PubChem Compound ID  853180