ヒドロコルチゾン
ヒドロコルチゾン · フィコルトリル · デルモラート · コルトリル · コルチソル · コルチゾル · クレイトン · コバデックス
識別子と物理属性
| CAS No. | 50-23-7 |
|---|---|
| 分子式 | C21H30O5 |
| 平均分子量 | 362.5 g/mol |
| 単同位体質量 | 362.20932406 g/mol |
| SMILES | C[C@]12CCC(=O)C=C1CC[C@@H]1[C@@H]2[C@@H](O)C[C@@]2(C)[C@H]1CC[C@]2(O)C(=O)CO |
| InChIKey | JYGXADMDTFJGBT-VWUMJDOOSA-N |
| PubChem CID | 5754 |
| ChEMBL | CHEMBL389621 |
| ChEBI | CHEBI:17650 |
| EC No. | 200-020-1 |
| DTXSID | DTXSID7020714 |
| 現地名 | ヒドロコルチゾン |
化学・物理的性質
| XLogP | 1.6 |
|---|---|
| 極性表面積 | 94.8 |
| 水素結合供与体数 | 3 |
| 水素結合受容体数 | 5 |
| 回転可能結合数 | 2 |
| 重原子数 | 26 |
| 形式電荷 | 0 |
| 複雑度 | 684 |
| 物質分類 | Pharmaceutical |
| 医薬品 | Pharmaceuticals -> SteroidsPharmaceuticals -> Listed in ZINC15 |
| 脂質 | Lipids -> Sterol Lipids [ST] -> Steroids [ST02] -> C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives [ST0203] |
| SpringerMaterials Properties | Crystal structure |
| LogP（分配係数） | log Kow = 1.61 |
| 臭い | Odorless |
| 味 | Bitter taste |
| Color/Form | Plates from alc or iso-propyl alcCrystalline, striated blocks from absolute ethanol or isopropanolWhite, crystalline powder |
| 溶解度 | Amorphous, hygroscopic, white powder. Mp 169.0-171.2 °C. Solubility in water: approx 500 mg/mL. Similarly soluble in methanol, ethanol,sparingly soluble in chloroform. /21-Sodium succinate/Solubilities in various solvents [Table#4538]Soluble in concentrated sulfuric acid with intense green flourescenceSoluble in dioxaneIn water, 320 mg/L at 25 °CH2O: 100 mg/mL319.7mg/L(25℃) |
| Human Drugs | Breast FeedingLactationMilk, HumanCorticosteroids, SystemicGlucocorticoidsAnti-Inflammatory AgentsCorticosteroids, TopicalFDA approved drugs -> Active ingredientEMA approved medicines: Human medicine |
| Animal Drugs | Active Ingredients (Hydrocortisone) -> FDA GreenbookPharmaceuticals -> Animal Drugs -> Approved in Taiwan |
| Endocrine Disruptors | Potential endocrine disrupting compound |
| 融点 | 211-214 °C(lit.) |
| 比旋光度 | 166 º (c=1, C2H5OH 25 ºC) |
| 沸点 | 414.06°C (rough estimate) |
| 密度 | 1.0812 (rough estimate) |
| 屈折率 | 1.6120 (estimate) |
| 引火点 | 220°C |
| 貯蔵条件 | -20°C |
| 外観・状態 | 粉 |
| 色 | 白い |
| pH | 5.0- 7.0 |
| 由来生物 | non-animal source |
| Decomposition | 220 ºC |
| Merck | 14,4787 |
| BRN | 1354819 |
| ヘンリー定数 | 1.7×102 mol/(m3Pa) at 25℃, HSDB (2015) |
| 安定性 | 安定していますが、光に敏感な場合があります。強力な酸化剤とは相容れない。 |
| 主な用途 | 臨床検査臨床検査 |
| InChIKey | JYGXADMDTFJGBT-VWUMJDOOSA-N |
| SMILES | C[C@]12CCC(=O)C=C1CC[C@H]3[C@@H]4CC[C@](O)(C(=O)CO)[C@@]4(C)C[C@H](O)[C@H]23 |
| LogP（分配係数） | 1.610 |
| CAS データベース | 50-23-7(CAS DataBase Reference) |
| NISTの化学物質情報 | Hydrocortisone(50-23-7) |
| EPAの化学物質情報 | Hydrocortisone (50-23-7) |
化学的特性
crystalline white powder
安全性と法規制
| GHS 分類 | This chemical does not meet GHS hazard criteria for 1.1% (3 of 274) of reports.WarningH361 (86.5%): Suspected of damaging fertility or the unborn child [Warning Reproductive toxicity]P203, P260, P280, P318, P319, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 274 reports by companies from 34 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 規制情報 | Chemical: Pregn-4-ene-3,20-dione, 11,17,21-trihydroxy-, (11.beta.)-Status: Active Update: 06-12-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/14486Hydrocortisone: Does not have an individual approval but may be used under an appropriate group standard |
| その他の安全情報 | IMAP assessments - Pregn-4-ene-3,20-dione, 11,17,21-trihydroxy-, (11.beta.)-: Human health tier I assessment |
| FDA 要件 | The Approved Drug Products with Therapeutic Equivalence Evaluations List identifies currently marketed prescription drug products, incl hydrocortisone valerate, approved on the basis of safety and effectiveness by FDA under sections 505 of the Federal Food, Drug, and Cosmetic Act. /Hydrocortisone Valerate/The Approved Drug Products with Therapeutic Equivalence Evaluations List identifies currently marketed prescription drug products, incl hydrocortisone butyrate, approved on the basis of safety and effectiveness by FDA under sections 505 of the Federal Food, Drug, and Cosmetic Act. /Hydrocortisone Butyrate/The Approved Drug Products with Therapeutic Equivalence Evaluations List identifies currently marketed prescription drug products, incl hydrocortisone acetate, approved on the basis of safety and effectiveness by FDA under sections 505 of the Federal Food, Drug, and Cosmetic Act. /Hydrocortisone Acetate/The Approved Drug Products with Therapeutic Equivalence Evaluations List identifies currently marketed prescription drug products, incl hydrocortisone, approved on the basis of safety and effectiveness by FDA under sections 505 of the Federal Food, Drug, and Cosmetic Act.For more FDA Requirements (Complete) data for HYDROCORTISONE (9 total), please visit the HSDB record page. |
| Hazard Classes and Categories | Repr. 2 (86.5%) |
| 保管条件 | Commercially available preparations of hydrocortisone should be stored at a temperature less than 40 °C, preferably between 15-30 °C |
用途
解説
ヒドロコルチゾン，コルチゾールともいう．副じん皮質ホルモンの一つ．17α，21-ジヒドロキシプレグナ-4-エン-3,20-ジオンの微生物酸化で得られる．白色の結晶性粉末．分解点212～220 ℃．[α]"＋150～＋156°(ジオキサン)．メタノール，エタノール，アセトン，ジオキサンに微溶，エーテル，水に難溶．コルチゾンと同じく副じん皮質ホルモン作用，とくに糖質コルチコイド作用をもっているが，コルチゾンよりやや強い．リウマチ疾患，アレルギー性疾患，皮膚疾患などに用いられる．LD50 150 mg/kg(ラット，静注)．
用途
薬理研究用。
用途
コルチゾールは、日本薬局方にはヒドロコルチゾンの名称で収載される、ステロイド系抗炎症薬（SAID）の1つとして臨床使用される。ステロイド系抗炎症薬は炎症反応を強力に抑制し、炎症の全ての過程に作用する。急性炎症、慢性炎症、自己免疫疾患、アレルギー性疾患、ショック、痛風、急性白血病、移植片拒絶反応などの治療に使用される。
用途
副腎皮質ホルモン剤です。
使用
Cortisol, or Hydrocortisone, is a steroid hormone, more specifically a glucocorticoid, produced by the zona fasciculata of the adrenal gland. Cortisol is released in response to stress and a low level of blood glucocorticoids. Its primary functions are to increase blood sugar through gluconeogenesis; suppress the immune system; and aid in fat, protein and carbohydrate metabolism.
一般的な説明
Hydrocortisone, 11β,17,21-trihydroxypregn-4-ene-3,20-dione, is the primary natural GCin humans. Despite the large number of synthetic GCs, hydrocortisone,its esters, and its salts remain a mainstay ofmodern adrenocortical steroid therapy and the standard forcomparison of all other GCs and MCs . It isused for all the indications mentioned previously.
製法・合成法
純化方法
Recrystallise hydrocortisone from EtOH or isoPrOH. It is bitter tasting and has UV with max at 242 nm (log 4.20). Its solubility at 25o is: H2O (0.28%), EtOH (1.5%), MeOH (0.62%), Me2CO (0.93%), CHCl3 (0.16%), propylene glycol (1.3%) and Et2O (0.35%). It gives an intense green colour with conc H2SO4. [Wendler et al. J Am Chem Soc 72 5793 1950, Beilstein 8 IV 3422.]