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Details

Stereochemistry ACHIRAL
Molecular Formula C6H10O3
Molecular Weight 130.1418
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of .ALPHA.-KETOISOCAPROIC ACID

SMILES

CC(C)CC(=O)C(O)=O

InChI

InChIKey=BKAJNAXTPSGJCU-UHFFFAOYSA-N
InChI=1S/C6H10O3/c1-4(2)3-5(7)6(8)9/h4H,3H2,1-2H3,(H,8,9)

HIDE SMILES / InChI

Molecular Formula C6H10O3
Molecular Weight 130.1418
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Renal clearance of branched-chain L-amino and 2-oxo acids in maple syrup urine disease.
1999 Aug
Differential acute and long term actions of succinic acid monomethyl ester exposure on insulin-secreting BRIN-BD11 cells.
2001
Psychrophilic valine dehydrogenase of the antarctic psychrophile, Cytophaga sp. KUC-1: purification, molecular characterization and expression.
2001 Aug
Cytokine-mediated inhibition of ketogenesis is unrelated to nitric oxide or protein synthesis.
2001 Aug
Recovery of (13)CO(2) from infused [1-(13)C]leucine and [1,2-(13)C(2)]leucine in healthy humans.
2001 Aug
A multiple infusion start time (MIST) protocol for stable isotope studies of fetal blood.
2001 Feb-Mar
Enhanced flavour formation by combination of selected lactococci from industrial and artisanal origin with focus on completion of a metabolic pathway.
2001 Jan
Inosine-5'-monophosphate dehydrogenase is required for mitogenic competence of transformed pancreatic beta cells.
2001 Jan
Modulation of absence seizures by branched-chain amino acids: correlation with brain amino acid concentrations.
2001 Jul
Structures of Escherichia coli branched-chain amino acid aminotransferase and its complexes with 4-methylvalerate and 2-methylleucine: induced fit and substrate recognition of the enzyme.
2001 Jun 26
Specific desensitization of sulfonylurea- but not imidazoline-induced insulin release after prolonged tolbutamide exposure.
2001 Mar 1
Whole-body L-leucine oxidation in patients with variant form of maple syrup urine disease.
2001 May
Proteasomal activation mediates down-regulation of inositol 1,4,5-trisphosphate receptor and calcium mobilization in rat pancreatic islets.
2001 May
Recovery of function and mass of endogenous beta-cells in streptozotocin-induced diabetic rats treated with islet transplantation.
2001 Sep 14
Effects of leucine supplemented diet on intestinal absorption in tumor bearing pregnant rats.
2002 Apr 15
Protein turnover, lipolysis, and endogenous hormonal secretion in critically ill children.
2002 Jan
Association of upregulated activity of K(ATP) channels with impaired insulin secretion in UCP1-expressing insulinoma cells.
2002 May 1
The stimulus-secretion coupling of amino acid-induced insulin release. Insulinotropic action of L-alanine.
2002 Oct 10
A continuous 96-well plate spectrophotometric assay for branched-chain amino acid aminotransferases.
2002 Sep 1
Tissue-specific regulation of 4E-BP1 and S6K1 phosphorylation by alpha-ketoisocaproate.
2004 Feb
Prolactin, progesterone, and dexamethasone coordinately and adversely regulate glucokinase and cAMP/PDE cascades in MIN6 beta-cells.
2004 Feb
alpha-Aminoadipate aminotransferase from an extremely thermophilic bacterium, Thermus thermophilus.
2004 Jul
Chemical conversion of alpha-keto acids in relation to flavor formation in fermented foods.
2004 Mar 10
Patents
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:09:14 GMT 2023
Edited
by admin
on Fri Dec 15 15:09:14 GMT 2023
Record UNII
4GUJ8AH400
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
.ALPHA.-KETOISOCAPROIC ACID
Systematic Name English
KETOLEUCINE
Systematic Name English
4-METHYL-2-OXOVALERIC ACID
Systematic Name English
2-OXOISOCAPROATE
Common Name English
4-METHYL-2-OXOPENTANOIC ACID
Systematic Name English
PENTANOIC ACID, 4-METHYL-2-OXO-
Common Name English
2-OXOLEUCINE
Common Name English
2-KETO-4-METHYLVALERIC ACID
Systematic Name English
Classification Tree Code System Code
DSLD 1491 (Number of products:4)
Created by admin on Fri Dec 15 15:09:14 GMT 2023 , Edited by admin on Fri Dec 15 15:09:14 GMT 2023
Code System Code Type Description
CHEBI
48430
Created by admin on Fri Dec 15 15:09:14 GMT 2023 , Edited by admin on Fri Dec 15 15:09:14 GMT 2023
PRIMARY
CAS
816-66-0
Created by admin on Fri Dec 15 15:09:14 GMT 2023 , Edited by admin on Fri Dec 15 15:09:14 GMT 2023
PRIMARY
CHEBI
17865
Created by admin on Fri Dec 15 15:09:14 GMT 2023 , Edited by admin on Fri Dec 15 15:09:14 GMT 2023
PRIMARY
PUBCHEM
70
Created by admin on Fri Dec 15 15:09:14 GMT 2023 , Edited by admin on Fri Dec 15 15:09:14 GMT 2023
PRIMARY
ECHA (EC/EINECS)
212-435-5
Created by admin on Fri Dec 15 15:09:14 GMT 2023 , Edited by admin on Fri Dec 15 15:09:14 GMT 2023
PRIMARY
JECFA MONOGRAPH
454
Created by admin on Fri Dec 15 15:09:14 GMT 2023 , Edited by admin on Fri Dec 15 15:09:14 GMT 2023
PRIMARY
WIKIPEDIA
alpha-Ketoisocaproic acid
Created by admin on Fri Dec 15 15:09:14 GMT 2023 , Edited by admin on Fri Dec 15 15:09:14 GMT 2023
PRIMARY
EPA CompTox
DTXSID6061157
Created by admin on Fri Dec 15 15:09:14 GMT 2023 , Edited by admin on Fri Dec 15 15:09:14 GMT 2023
PRIMARY
FDA UNII
4GUJ8AH400
Created by admin on Fri Dec 15 15:09:14 GMT 2023 , Edited by admin on Fri Dec 15 15:09:14 GMT 2023
PRIMARY
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SALT/SOLVATE -> PARENT
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PARENT -> METABOLITE