4-Methyl-2-oxovaleric acid (HCID 70)

개요

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.

이름 및 식별자

우선 이름: 4-Methyl-2-oxovaleric acid
IUPAC: 4-methyl-2-oxopentanoic acid
현지명: 4-메틸-2-옥소발레르산
영어명: 4-Methyl-2-oxovaleric acid
분자식: C6H10O3
분자량: 130.14

이름 및 동의어

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

이름 더 보기

4-메틸-2-옥소발레르산KETOLEUCINEALPHA KETOISOCAPROATE2-keto-isocaproateALPHA-KETOLEUCINEMethyl-2-oxovalericIsopropylpyruvicacid

2-ketoisocaproate2-oxo-4-methylpentanoatealpha-keto-isocaproic acid2-keto-4-Methylvaleric acid4GUJ8AH400DTXSID6061157CHEBI:48430CHEBI:17865

데이터베이스 식별자

CAS: 816-66-0
PubChem CID: 70
DTXSID: DTXSID6061157
ChEMBL: CHEMBL445647
ChEBI: CHEBI:48430
UNII: 4GUJ8AH400
EC Number: 212-435-5
Nikkaji: J39.557I

물성

구조 계산 물성

XLogP: 0.9
극성 표면적: 54.4 Å²
수소 결합 공여자 수: 1
수소 결합 수용자 수: 3
회전 가능 결합 수: 3
무거운 원자 수: 9
형식 전하: 0
복잡도: 126

실험 및 물리화학적 성질

DrugsPharmaceuticals -> Listed in ZINC15

Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food

Density1.053-1.058

Flavoring AgentsEU Flavoring substances

Solubility · 3건

32 mg/mL

Soluble in water

Soluble (in ethanol)

Boiling Point251 °C

물리화학적 성질

녹는점: 8 · 8-10 °C
끓는 점: 82 · 82-83 °C11 mm Hg(lit.)
밀도: 1.055 g/mL · 1.055 g/mL at 20 °C(lit.)
굴절률: 20 · n20/D 1.431
FEMA: 3871 · 3871 | 4-METHYL-2-OXOPENTANOIC ACID
저장 조건: 2 · 2-8°C
용해도: 30 mg/ml; · DMF: 30 mg/ml; DMSO: 30 mg/ml; Ethanol: 30 mg/ml
산도 계수 (pKa): 2.65 · 2.65±0.54(Predicted)
물리적 상태: 투명한 액체
색상: 무색~황색
냄새: 과일 같은
냄새 유형: 과일 같은
수용성: 물에 용해됩니다.
JECFA Number: 633 · 633
BRN: 1701823 · 1701823
InChI: 1S/C6H10O3/c1-4(2)3-5(7)6(8)9/h4H,3H2,1-2H3,(H,8,9)
InChIKey: BKAJNAXTPSGJCU-UHFFFAOYSA-N
SMILES: CC(C)CC(=O)C(O)=O
LogP: 0.17 · 0.17
NIST: 4 · 4-Methyl-2-oxovaleric acid(816-66-0)
EPA: .alpha.-Ketoisocaproic acid (816-66-0)

안전 및 규제

GHS 분류

GHS Classification · 4건

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.

유해성 정보

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%)

독성 정보

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).

안전 데이터

wgk: 3
tsca: TSCA listed
ridadr: UN 3265 8/PG 3
HS 번호: 2918.30.9000
risk_code: 34
hazard_code: C
safety_code: 26-36/37/39-45
포장분류: III
위험 등급: 8
기존화학 물질: KE-24681
F 고인화성물질: 3-9-13
Hazard Classifications: Skin Corr. 1B
스토리지 클래스: 8A - Combustible corrosive hazardous materials

화학 및 산업

약리 정보

Tissue LocationsNeuron

Cellular LocationsCytoplasm

Metabolite Pathways2-Methyl-3-Hydroxybutryl CoA Dehydrogenase Deficiency

용도 및 제조

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

Use Classification · 3건

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

응용 분야

출처Reported found in banana, asparagus, cheese, white wine, cocoa, blue cheese and provolone cheese.

용도4-Methyl-2-oxovaleric acid is an intermediate in the metabolism of leucine and also used as flavoring agents.

상·하류 제품 정보

상류 원료

L-(-)-루신

하류 제품

4-메틸-2-옥소펜탄산메틸에스테르 (R)-2-하이드록시-4-메틸펜탄산 L-Leucic acid

공급사50 곳

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

南京世洲生物科技有限公司025-85560043 15850508050 · [email protected]

阿诺西（上海）生物技术有限公司400-1107768 15058188853 · [email protected]

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

成都超九八生物科技有限公司13348960310 13348960310 · [email protected]

추가 설명

정의ChEBI: 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.