4-メチル-2-オキソ吉草酸
4-Methyl-2-oxovaleric acid
基本情報
- CAS
816-66-0- 標準SMILES
CC(C)CC(=O)C(=O)O- InChIKey
BKAJNAXTPSGJCU-UHFFFAOYSA-N- 分子式
- C6H10O3
- 平均分子量
- 130.14 g/mol
- 単同位体質量
- 130.06299418
概要
4-methyl-2-oxopentanoic acid is a 2-oxo monocarboxylic acid that is pentanoic acid (valeric acid) substituted with a keto group at C-2 and a methyl group at C-4. A metabolite that has been found to accumulate in maple syrup urine disease. It has a role as a human metabolite and an algal metabolite. It is a branched-chain keto acid and a 2-oxo monocarboxylic acid. It is functionally related to a valeric acid. It is a conjugate acid of a 4-methyl-2-oxopentanoate.
名称と識別子
- 優先名称
- 4-Methyl-2-oxovaleric acid
- IUPAC
- 4-methyl-2-oxopentanoic acid
- 現地名
- 4-メチル-2-オキソ吉草酸
- 英語名
- 4-Methyl-2-oxovaleric acid
- 分子式
- C6H10O3
- 分子量
- 130.14
名称と別名
4-methyl-2-oxopentanoic acid816-66-04-Methyl-2-oxovaleric acidalpha-Ketoisocaproic acid2-OXO-4-METHYLPENTANOIC ACID2-Oxoisocaproate2-Oxoisocaproic acid4-methyl-2-oxopentanoatePentanoic acid, 4-methyl-2-oxo-alpha-oxoisocaproate2-Oxo-4-methylvaleric acid2-Oxoleucine
名称をさらに表示
4-メチル-2-オキソ吉草酸2-オキソイソヘキサン酸2-オキソイソカプロン酸4-メチル-2-オキソペンタン酸α-オキソ-α-デアミノロイシン2-オキソ-4-メチルペンタン酸2-オキソ-4-メチル吉草酸α-ケトイソカプロン酸ケトロイシンα-ケト-4-メチルペンタン酸2-オキソ-4-メチルバレリアン酸2-ケト-4-メチルペンタン酸KETOLEUCINEALPHA KETOISOCAPROATE2-keto-isocaproateALPHA-KETOLEUCINEMethyl-2-oxovalericIsopropylpyruvicacid
2-ketoisocaproate2-oxo-4-methylpentanoatealpha-keto-isocaproic acid2-keto-4-Methylvaleric acid4GUJ8AH400DTXSID6061157CHEBI:48430CHEBI:17865
物性
構造計算による物性
- XLogP
- 0.9
- 極性表面積
- 54.4 Ų
- 水素結合供与体数
- 1
- 水素結合受容体数
- 3
- 回転可能結合数
- 3
- 重原子数
- 9
- 形式電荷
- 0
- 複雑度
- 126
実験および物理化学的性質
DrugsPharmaceuticals -> Listed in ZINC15
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density1.053-1.058
Flavoring AgentsEU Flavoring substances
Solubility
32 mg/mL
Soluble in water
Soluble (in ethanol)
Boiling Point251 °C
Melting Point8 - 10 °C
Refractive Index1.432-1.442
Physical Description
Liquid
Pale yellow liquid; fruity aroma
物理化学的性質
- 融点
- 8 · 8-10 °C
- 沸点
- 82 · 82-83 °C11 mm Hg(lit.)
- 比重(密度)
- 1.055 g/mL · 1.055 g/mL at 20 °C(lit.)
安全と法規制
安全情報は参考情報です。供給元の安全データシート（SDS）、適用法令、専門家による評価に代わるものではありません。
GHS分類
GHS Classification
Danger
H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
P260, P264, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P363, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 43 reports by companies from 3 notifications to the ECHA C&L Inventory.
危険有害性情報
Regulatory InformationPentanoic acid, 4-methyl-2-oxo-: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesSkin Corr. 1C (100%)
毒性情報
Health EffectsChronically high levels of keto-leucine are associated with Maple Syrup Urine Disease.
Toxicity SummaryKetoleucine is a metabolite that accumulates in Maple Syrup Urine Disease (MSUD) and shown to compromise brain energy metabolism by blocking the respiratory chain.
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
安全データ
- F
- 3-9-13
- wgk
- 3
- tsca
- TSCA listed
- ridadr
- UN 3265 8/PG 3
- hs_code
- 2918.30.9000
- risk_code
- 34
化学と産業
薬理情報
Tissue LocationsNeuron
Cellular LocationsCytoplasm
Metabolite Pathways2-Methyl-3-Hydroxybutryl CoA Dehydrogenase Deficiency
用途と製造
UsesThis is an endogenously produced metabolite found in the human body. It is used in metabolic reactions, catabolic reactions or waste generation.
Use Classification
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
General Manufacturing InformationPentanoic acid, 4-methyl-2-oxo-: ACTIVE
応用分野
天然物の起源Reported found in banana, asparagus, cheese, white wine, cocoa, blue cheese and provolone cheese.
使用4-Methyl-2-oxovaleric acid is an intermediate in the metabolism of leucine and also used as flavoring agents.
上流・下流製品情報
上流原料
下流製品
関連反応
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