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レブリン酸カルシウム二水和物

Pentanoic acid, 4-oxo-, calcium salt

HCID 11578
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基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
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基本情報

CAS
591-64-0
標準SMILES
CC(=O)CCC(=O)[O-].CC(=O)CCC(=O)[O-].[Ca+2]
InChIKey
APKDPOQXVKRLEP-UHFFFAOYSA-L
分子式
C10H14CaO6
平均分子量
270.29 g/mol
単同位体質量
270.041629

概要

The relatively new calcium levulinate is produced from a direct reaction between L- or levulinic acid levulose and calcium hydroxide. The resultant calcium levulinate formulation, when used as a calcium supplement, possesses a high calcium content that is observed to be 14.8% higher than the content typically found in calcium lactate. This formulation is considered a low molecular weight organic calcium ion type that is easily absorbed through the intestinal wall. This new application of calcium is intended for use as a food fortifier, to fortify foods like sauces, condiments, beer, beverages, soft drinks, milk and milk products, soy milk and soy products with calcium nutrition. Calcium levulinate can be used alone, or with calcium lactate, calcium chloride, and other compounds, either for pharmaceutical tablets, capsules, or injections preparation.

名称と識別子

優先名称
Pentanoic acid, 4-oxo-, calcium salt
IUPAC
calcium bis(4-oxopentanoate)
現地名
レブリン酸カルシウム二水和物
英語名
CALCIUM LEVULINATE
分子式
C10H14CaO6
分子量
270.29

名称と別名

591-64-0LaevucalcinFlanthinLevucalLevulin calcidCalcium levulinate anhydrousCalcium pharmaconcalcium laevulinatePentanoic acid, 4-oxo-, calcium saltLLQ966USILDTXSID8060454RefChem:1094525
名称をさらに表示
レブリン酸カルシウム二水和物レブリン酸カルシウムビス(3-アセチルプロピオン酸)カルシウムビス(4-オキソ吉草酸)カルシウムレブリン酸カルシウム塩カルシウムレブリナートビス(4-オキソペンタン酸)カルシウムレブリン酸カルシウム DIHYDRATE[(4-オキソペンタノイル)オキシ]カルシオ 4-オキソペンタノアートCalcium fructoselevulincalcidCalciumlevulatecalciumpharmaconLCIUM LEVULINATECALCIUM LEVULITE
DTXCID9042546209-725-9Calcium 4-oxopentanoatecalcium;4-oxopentanoateCalcium laevulatePentanoic acid, 4-oxo-, calcium salt (2:1)Calcium-diasporalMil-U-cal

物性

構造計算による物性

極性表面積
114 Ų
水素結合供与体数
0
水素結合受容体数
6
回転可能結合数
4
重原子数
17
形式電荷
0
複雑度
101

実験および物理化学的性質

Chemical ClassesMetals -> Organic Acids, Metal Salts
Physical DescriptionDihydrate: Solid; [Merck Index] Solid; [TCI America MSDS]

物理化学的性質

融点
123 °C · 123 °C
水溶解度
ほとんど透明
Merck
1679 · 1679
InChI
InChI=1S/2C5H8O3.Ca/c2*1-4(6)2-3-5(7)8;/h2*2-3H2,1H3,(H,7,8);/q;;+2/p-2
InChIKey
APKDPOQXVKRLEP-UHFFFAOYSA-L
SMILES
[Ca+2].C([O-])(=O)CCC(C)=O.C([O-])(=O)CCC(C)=O
LogP
-0.49 · -0.490 (est)
CAS データベース
591 · 591-64-0(CAS DataBase Reference)
EPAの化学物質情報
4 · Pentanoic acid, 4-oxo-, calcium salt (591-64-0)

化学的性質

化学的特性White crystal or granular powder

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。

危険有害性情報

Regulatory Information · 2 件

Chemical: Pentanoic acid, 4-oxo-, calcium salt

Pentanoic acid, 4-oxo-, calcium salt: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Other Safety InformationEvaluation - Chemicals not considered for in depth evaluation - Not commercially active in Australia
Hazards SummaryMay cause irritation; [TCI America MSDS] See Calcium.

安全データ

wgk
3
tsca
TSCA listed
rtecs
SA4000000

化学と産業

薬理情報

ATC Code · 2 件

A - Alimentary tract and metabolism

QA - Alimentary tract and metabolism

Protein Binding · 1 件

Readily accessible data regarding the protein binding of calcium levulinate is not available, although many different calcium-binding proteins exist, with different cellular and tissue distribution and involvement in specific biological function. Some of these proteins include calmodulin, calsequestrin, calretinin, and calcineurin, among others.

Pharmacodynamics · 1 件

The relatively new calcium levulinate is produced from a direct reaction between L- or levulinic acid levulose and calcium hydroxide. The resultant calcium levulinate formulation, when used as a calcium supplement, possesses a high calcium content that is observed to be 14.8% higher than the content typically found in calcium lactate. Moreover, this formulation also demonstrates a high solubility of more than 30% at 25℃. Furthermore, the calcium levulinate is believed to be non-toxic and non-allergic, making it especially suitable for injection or infusion administrations. Additionally, this levulinate formulation is reported as having a good taste, little irritation with a pH value of 7, and good stability such that no precipitation or deterioration occurs during use. Finally, this calcium levulinate formulation is also believed to have good compatibility with calcium lactate, calcium chloride, and other material complexes which allows the formulation to also complex effectively with a diverse variety of foodstuffs and pharmaceutical dosage forms.

Mechanism of Action · 1 件

Much like most calcium supplements, once calcium levulinate dissociates in the body after administration, absorption of the supplemental calcium ions across the intestinal wall serves to enhance calcium stores in the body. Regardless, levulinic acid (LA) is a commonly used chemical with one carbonyl group, one carboxyl group, and alpha-H comprised in its inner structure, which belongs to short-chain and non-volatile fatty acids. Moreover, the carbon-oxygen double bond from LA's carbonyl group possesses a strong polarity, where the oxygen atom has a stronger electron attracting ability compared to the carbon atom, such that the pi electron will ultimately transfer into the greater electronegative oxygen, therefore resulting in the formation of a positive charge center in the carbon atom. The electrophilic center of the carbon atom subsequently plays a critical role when the carbonyl group performs chemical reactions. Owing to the relatively strong electron receptor effect of the oxygen atom of the carbonyl group, LA has higher dissociation constants than a common saturated acid, which allows it to possess a stronger corresponding acidity. Furthermore, LA can be isomerized into the enol-isomer, owing to the presence of the carbonyl group. The chemical structure of LA consequently has several highly active sites, which facilitates it being used as a chemical platform for preparing many other chemical products. For example, the special structure of LA allows various kinds of products to be generated by way of esterification, halogenation, hydrogenation, oxy-dehydrogenation, and/or condensation, among many other methods.

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化合物ノート

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データベース識別子

CAS
591-64-0
PubChem CID
11578
DTXSID
DTXSID8060454
UNII
LLQ966USIL
EC Number
209-725-9
Nikkaji
J6.758J
Biological Half-LifeReadily accessible data regarding the half-life of calcium levulinate is not available.
Metabolism/Metabolites · 1 件

Although calcium levulinate dissociates into absorbable calcium ion once it is administered into the body, there have been studies to suggest that the levulinate component is metabolized to 4-hydroxypentanoate - a compound that has similar pharmacologic effects as but at a lower level of potency than the 'date rape' drug gamma-hydroxybutyrate.

Absorption, Distribution and Excretion · 4 件

General calcium absorption occurs primarily in the duodenum by an active transcellular and saturable system, which is stimulated and regulated by 1,25(OH)2D,25 and through a passive and vitamin D-independent paracellular transport in the jejunum and ileum, and even in the colon - where absorption is only about 4% even when the intake is high. Ultimately, calcium absorption depends mainly on the amount of intake - in general, absorption increases at lower intakes and decreases at high intakes. Readily accessible data regarding the specific absorption of calcium levulinate is not available although the formulation is considered a low molecular weight organic calcium ion type that is easily absorbed through the intestinal wall.

Calcium leaves the body mainly in urine and feces, but also in other body tissues and fluids, like sweat. Overall, a typical daily calcium loss for a healthy adult man or woman via renal excretion is approximately 5 mmol/day while endogenous fecal calcium losses are about 2.1 mg/kg per day in adults and about 1.4 mg/kg per day in children.

99% of the body's calcium supply is stored in the bones and teeth where it supports their structure and function. Elsewhere, 1% or less of this calcium supply is used for essential metabolic functions like vascular contraction and vasodilation, muscle function, nerve transmission, intracellular signaling, and hormonal secretion, among other activities.

Despite inter-individual differences, general clinical lab tests list some reference calcium clearance values as being considered a 'normal range', like urine calcium as approximately < 250 mg/24 h.

用途と製造

UsesUsed as a calcium supplement; May be used in veterinary medicine in hypocalcemic states; [Merck Index]
General Manufacturing InformationPentanoic acid, 4-oxo-, calcium salt (2:1): INACTIVE

応用分野

使用Mineral supplement

上流・下流製品情報

上流原料

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