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化学名: | コルチコステロン | 英語化学名: | CORTICOSTERONE | 别名: | 4-PREGNENE-11BETA,21-DIOL-3,20-DIONE;11BETA,21-DIHYDROXYPREGN-4-ENE-3,20-DIONE;11,12-dihydroxyprogesterone;11BETA,21-DIHYDROXY-PROGESTERONE;11BETA,21-DIHYDROXY-4-PREGNENE-3,20-DIONE;11BETA,21-DIHYDROXY-4-PRENENE-3,20-DIONE;(11BETA)-11,21-DIHYDROXYPREGN-4-ENE-3,20-DIONE;KENDALL'S 'B' | CAS番号: | 50-22-6 | 分子式: | C21H30O4 | 分子量: | 346.47 | EINECS: | 200-019-6 | カテゴリ情報: | Steroids;Biochemistry;Hydroxyketosteroids;TPI;Hormone Drugs;Intermediates & Fine Chemicals;Pharmaceuticals;Inhibitors | Mol File: | 50-22-6.mol | |
融点 | 179-183 °C(lit.) | 比旋光度 | D15 +223° (c = 1.1 in alc) | 沸点 | 401.19°C (rough estimate) | 比重(密度) | 1.0413 (rough estimate) | 屈折率 | 1.4430 (estimate) | 闪点 | 9℃ | 貯蔵温度 | -20°C | 溶解性 | Chloroform (Sparingly, Sonicated), Ethanol (Slightly, Sonicated) | 外見 | White to tan crystalline powder | 色 | White to Pale Yellow | 光学活性 (optical activity) | [α]20/D +223±3°, c = 1% in ethanol | 水溶解度 | 240.5mg/L(37 ºC) | Merck | 2538 | BRN | 2339601 | 安定性: | Stable, but light sensitive. Incompatible with strong oxidizing agents. | CAS データベース | 50-22-6(CAS DataBase Reference) | EPAの化学物質情報 | Corticosterone (50-22-6) |
主な危険性 | Xi,N,Xn,T,F | Rフレーズ | 43-40-39/23/24/25-23/24/25-11 | Sフレーズ | 36-22-45-36/37-16 | RIDADR | UN1230 - class 3 - PG 2 - Methanol, solution | WGK Germany | 3 | RTECS 番号 | GM7650000 | HSコード | 29372900 | 毒性 | An adrenocortical steroid with modest glucocorticoid
and mineralocorticoid activity. It is the primary glucocorticoid
in the rat. |
| コルチコステロン Usage And Synthesis |
外観 | 白色~うすい褐色, 結晶~粉末 | 溶解性 | 通常の有機溶剤に可溶、水に不溶。エタノール及びアセトンに溶け、水にほとんど溶けない。 | 解説 | コルチコステロン,ライヒシュタインのH物質ともいう.副じん皮質ホルモンの一つ.副腎皮質に存在し,最初に単離された物質である.デオキシコルチコステロンの微生物酸化でC11位にヒドロキシ基を導入する方法,または3α-ヒドロキシ-5β-プレグナン-11,12-ジオンから部分合成法で得られる.無色の板状晶.融点182 ℃.[α]D"+222°(エタノール).水に不溶,有機溶媒に可溶.[CAS 50-22-6]" 森北出版「化学辞典(第2版)
| 用途 | コルチコステロンの使用する:薬理、生理作用研究用、有機合成原料(アルドステロン)。 | 説明 | Corticosterone is a steroid hormone produced in the cortex of the adrenal glands that binds to both glucocorticoid and mineralocorticoid receptors. It is produced in response to ACTH (corticotropic hormone) and is the precursor to aldosterone synthesis. Since the production of glucocorticoids is increased by stress, it is often used as a biomarker of stress. Plasma corticosterone levels have a circadian variation and corticosterone may be important in the regulation of the sleep-wake cycle. | 化学的特性 | white to light yellow powder | 使用 | Corticosterone: HBC complex has been used:
- in the intravenous and intraperitoneal administration of corticosterone to rats to test its effect on glucocorticoid and mineralocorticoid activity
- to induce acute stress in mice
- in Pulsatile treatment in mice to test its effect on clock gene period 1 transcription
| 使用 | Corticosteroid is an activator of MCR. | 使用 | Glucocorticoid; an intermediate in the biosynthesis of aldosterone, isolated from the adrenal cortex. | 定義 | ChEBI: A 21-hydroxy steroid that consists of pregn-4-ene substituted by hydroxy groups at positions 11 and 21 and oxo groups at positions 3 and 20. Corticosterone is a 21-carbon steroid hormone of the corticosteroid type produced in the cortex of the adrenal glan
s. | 一般的な説明 | Corticosterone is a corticosteroid and aldosterone precursor produced in the adrenal glands. Serum corticosterone levels are measured by LC-MS/MS for newborn screening and diagnosis of 11-hydroxylase deficiency. | 生物活性 | Endogenous glucocorticoid that acts as an agonist at glucocorticoid and mineralocorticoid receptors. | Biochem/physiol Actions | The complex of corticosterone with 2-hydroxypropyl-β-cyclodextrin (HBC) improves water solubility. HBC is a carrier molecule. Corticosterone is a rodent-specific primary adrenal corticosteroid. It displays affinity towards the glucocorticoid and mineralocorticoid receptors. | target | IL Receptor | TNF-α | AChR | 貯蔵 | Room temperature | 純化方法 | Purify corticosterone by recrystallisation from Me2CO (trigonal plates), EtOH or isoPrOH. It has UV max at 240nm, and gives an orange-yellow solution with strong fluorescence on treatment with concentrated H2SO4. It is insoluble in H2O but soluble in organic solvents. [Reichstein & Euw Helv Chim Acta 2 1 1197 1938, 2 7 1287 1944; Mason et al. J Biol Chem 114 613 1936; ORD: Foltz et al. J Am Chem Soc 7 7 4359 1955; NMR: Shoolery & Rogers J Am Chem Soc 8 0 5121 1958.] The 21-O-acetyl derivative [1173-26-8] crystallises from Me2CO/Et2O with m 152.5-153o, [] D 20 +195o (c 0.6, Me2CO), and the 21-O-benzoyl derivative crystallises from AcOH/Et2O with m 201-202o [Reichstein Helv Chim Acta 2 0 953 1937]. [Beilstein 8 IV 2907.] |
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