3-Methyl-2-oxobutanoic acid

HCID 49CAS 759-05-7
Substructure searchFind similar structures

Basic information

Standard SMILES
CC(C)C(=O)C(=O)O
InChIKey
QHKABHOOEWYVLI-UHFFFAOYSA-N
Molecular formula
C5H8O3
Average molar mass
116.11 g/mol
Monoisotopic mass
116.04734411

Names & identifiers

Preferred name
3-Methyl-2-oxobutanoic acid
IUPAC
3-methyl-2-oxobutanoic acid
English name
3-METHYL-2-OXOBUTYRIC ACIDDISCONTINUED
Molecular formula
C5H8O3
Molecular weight
116.12

Names & synonyms

3-Methyl-2-oxobutanoic acid759-05-73-Methyl-2-oxobutyric acidalpha-Ketoisovaleratealpha-ketovaline2-Oxo-3-methylbutanoic acidDimethylpyruvic acidButanoic acid, 3-methyl-2-oxo-2-ketovaline2-keto-3-methylbutyric acidIsopropylglyoxylic acid2-Oxo-3-methylbutyric acid
Show more names
2-Ketoisovaleric acid2-oxoisovaleric acida-Ketoisovaleric acidα-Keto-Valineα-Ketoisovaleric acidTalabostat Impurity 34ALPHA-KETOISOVALERICACID
alpha-Oxoisovaleric acidalpha-keto-valine2-Ketoisovaleratealpha-oxo-beta-methylbutyricacid34P71D50E0CHEBI:16530alpha-Oxo-beta-methylbutyric acidFEMA NO. 3869, ACID-

Database identifiers

CAS
759-05-7
PubChem CID
49
DTXSID
DTXSID6061078
ChEMBL
CHEMBL146554
ChEBI
CHEBI:16530
UNII
34P71D50E0
EC Number
212-065-4
Nikkaji
J39.558G

Properties

Computed structural properties

XLogP
0.7
Topological polar surface area
54.4 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
3
Rotatable bonds
2
Heavy atoms
8

Experimental & physicochemical properties

Density1.115-1.120
Solubility · 2 items

Soluble in water

Soluble (in ethanol)

Boiling Point · 2 items

170.5

251 °C

Melting Point · 2 items

31.5

31.5 °C

Refractive Index1.436-1.446
Physical Description · 2 items

Solid

Pale yellow liquid; fruity aroma

Physicochemical properties

Melting point
31.5 ℃ · 31.5℃
Boiling point
170.5 ℃ · 170.5℃
Density
0.9968 · 0.9968
refractive index
1.385 · 1.3850
FEMA
3869 · 3869 | 3-METHYL-2-OXOBUTANOIC ACID
FLAVIS Number
8.051 · 08.051 | 3-Methyl-2-oxobutyric acid

Safety & regulation

GHS classification

GHS Classification · 5 items

Danger

H302 (33.3%): Harmful if swallowed [Warning Acute toxicity, oral]；H314 (66.7%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]；H318 (33.3%): Causes serious eye damage [Danger Serious eye damage/eye irritation]

P260, P264, P264+P265, P270, P280, P301+P317, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P330, P363, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 3 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Regulatory InformationButanoic acid, 3-methyl-2-oxo-: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesAcute Tox. 4 (33.3%)；Skin Corr. 1B (66.7%)；Eye Dam. 1 (33.3%)

Toxicology

Health EffectsChronically high levels of alpha-ketoisovaleric acid are associated with Maple Syrup Urine Disease.
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

Regulatory information

Regulatory InformationButanoic acid, 3-methyl-2-oxo-: Does not have an individual approval but may be used under an appropriate group standard

Safety data

tsca
TSCA listed
hs_code
2918300090
Signal word
Warning
Symbol(GHS)
GHS07
Hazard statements
H302
Precautionary statements
P280-P305+P351+P338

Chemistry & industry

Pharmacology

Tissue LocationsPlacenta
Cellular LocationsCytoplasm；Extracellular；Membrane；Mitochondria
Metabolite Pathways · 1 item

2-Methyl-3-Hydroxybutryl CoA Dehydrogenase Deficiency；3-Hydroxy-3-Methylglutaryl-CoA Lyase Deficiency；3-hydroxyisobutyric acid dehydrogenase deficiency；3-hydroxyisobutyric aciduria；3-Methylcrotonyl Coa Carboxylase Deficiency Type I；3-Methylglutaconic Aciduria Type I；3-Methylglutaconic Aciduria Type III；3-Methylglutaconic Aciduria Type IV；Beta-Ketothiolase Deficiency；Isobutyryl-coa dehydrogenase deficiency；Total 17 pathways, visit the HMDB page for details

Uses & manufacturing

UsesThis is an endogenously produced metabolite found in the human body. It is used in metabolic reactions, catabolic reactions or waste generation.
Use Classification · 4 items

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

General Manufacturing InformationButanoic acid, 3-methyl-2-oxo-: ACTIVE

Applications

OccurrenceReported found in banana, bread, blue and provolone cheeses, asparagus, beer and cocoa

Upstream & downstream products

Suppliers50 total

衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
上海凌富药物研究有限公司+86(21)5895 0110 19945755304 · [email protected]
Hebei Chuanghai Biotechnology Co., Ltd+86-17732866630 · [email protected]
广州理文科技有限公司18028686850 · [email protected]
成都超九八生物科技有限公司13348960310 13348960310 · [email protected]

Additional notes

DefinitionChEBI: A 2-oxo monocarboxylic acid that is the 2-oxo derivative of isovaleric acid.

Related reactions

1 records
New reaction record

Linked notes

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