基本情報
- 標準SMILES
O=C(O)CCC(=O)C(=O)O- InChIKey
KPGXRSRHYNQIFN-UHFFFAOYSA-N- 分子式
- C5H6O5
- 平均分子量
- 146.1 g/mol
- 単同位体質量
- 146.02152329
概要
2-oxoglutaric acid is an oxo dicarboxylic acid that consists of glutaric acid bearing an oxo substituent at position 2. It is an intermediate metabolite in Krebs cycle. It has a role as a fundamental metabolite. It is functionally related to a glutaric acid. It is a conjugate acid of a 2-oxoglutarate(1-).
名称と識別子
- 優先名称
- 2-Oxoglutaric Acid
- IUPAC
- 2-oxopentanedioic acid
- 英語名
- 2-oxopentanedioic acid
- 分子式
- C5H6O5
- 分子量
- 0
名称と別名
2-Oxopentanedioic acid328-50-72-oxoglutaric acidalpha-ketoglutaric acid2-oxoglutarateOxoglutaric acida-ketoglutaric acid2-Oxo-1,5-pentanedioic acidPentanedioic acid, 2-oxo-Alphaketoglutaric acidoxogluric acidGlutaric acid, 2-oxo-
名称をさらに表示
Glutaric acid, alpha ketoketoglutaric acidalpha ketoglutaric acidDTXSID5033179NSC-173918ID597Z82XA-KETOGLUTARICUM ACIDUMDTXCID3013179
データベース識別子
- CAS
328-50-7、34410-46-3- PubChem CID
- 51
- DTXSID
DTXSID5033179- ChEMBL
CHEMBL1686- ChEBI
CHEBI:30915- UNII
- 8ID597Z82X
- EC Number
- 206-330-3
- Nikkaji
- J11.847H
物性
構造計算による物性
- XLogP
- -0.9
- 極性表面積
- 91.7 Ų
- 水素結合供与体数
- 2
- 水素結合受容体数
- 5
- 回転可能結合数
- 4
- 重原子数
- 10
- 形式電荷
- 0
- 複雑度
- 171
実験および物理化学的性質
Chemical ClassesOther Uses -> Biochemical Research
DrugsPharmaceuticals -> Listed in ZINC15
CosmeticsDeodorant
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Flavoring AgentsEU Flavoring substances
Solubility
541.5 mg/mL
soluble in water at >1000 g/l at 20�C and petrolatum at <100 g/kg at 20�C
(in ethanol)
Boiling Point323 °C
Melting Point115.5 °C
Physical Description
Solid; [Merck Index] White to off-white solid; [Acros Organics MSDS]
Solid
white to pale yellow crystalline powder
Collision Cross Section
124.43 Ų [M-H]- [CCS Type: DT; Method: stepped-field]
120.9 Ų [M-H]- [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]
121.1 Ų [M-H]-
安全と法規制
GHS分類
GHS Classification
This chemical does not meet GHS hazard criteria for 0.4% (1 of 236) of reports.
Danger
H315 (40.3%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P354+P338, P317, P319, P321, P332+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 236 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
危険有害性情報
Regulatory Information
Chemical: Pentanedioic acid, 2-oxo-
Status: Active Update: 28-10-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/21616
2-Oxoglutaric acid: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationEvaluation - Chemicals that are unlikely to require further regulation to manage risks to environment
Hazards Summary
Causes convulsions in acute intraperitoneal studies of mice; Causes other liver changes and multiple enzyme effects in 20-week intermittent oral studies of rats; [RTECS] Safe when used as a flavoring agent in food; [JECFA] An eye irritant that may cause corneal injury; [Acros Organics MSDS]
Hazard Classes and CategoriesSkin Irrit. 2 (40.3%)
化学と産業
薬理情報
PharmacodynamicsAll of the physiological roles of alpha-ketoglutarate have not been determined. What is known is that alpha-keotglutarate is involved in the Krebs cycle, transamination reactions, and promotes muscle synthesis.
Mechanism of Action
The exact mechanisms of action for α-Ketoglutarate have not yet been elucidated. Some of α-Ketoglutarate’s actions include acting in the Krebs cycle as an intermediate, transamination reactions during the metabolism of amino acids, forming glutamic acid by combining with ammonia, and reducing nitrogen by combining with it as well. Concerning α-Ketoglutarate’s actions with ammonia, it is proposed that α-Ketoglutarate can help patients with propionic academia who have high levels of ammonia and low levels of glutamine/glutamate in their blood. Because endogenous glutamate/glutamine is produced from α-Ketoglutarate, propionic acidemia patients have impaired production of α-Ketoglutarate and supplementation of α-Ketoglutarate should improve the condition of these patients. Several other experimental studies have also shown that administration of α-Ketoglutarate in parenteral nutrition given to post-operative patients helped attenuate the decreased synthesis of muscle protein that is often seen after a surgery. This decreased muscle synthesis is speculated to be due to too low α-Ketoglutarate levels.
Tissue LocationsPlacenta
Cellular LocationsEndoplasmic reticulum
Metabolite Pathways2-aminoadipic 2-oxoadipic aciduria
用途と製造
UsesPlays an important role in amino acid metabolism (transamination); [Merck Index] Involved in the Krebs cycle of intermediary metabolism; Has been used as a nutritional supplement; [ExPub: TERIS] Used as flavoring agent or adjuvant; [FDA]
Use Classification
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
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Cosmetics -> Deodorant
General Manufacturing InformationPentanedioic acid, 2-oxo-: ACTIVE
関連反応
74 件
関連ノート
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