基本情報
- CAS
50-22-6- 標準SMILES
C[C@]12C[C@H](O)[C@H]3[C@@H](CCC4=CC(=O)CC[C@@]43C)[C@@H]1CC[C@@H]2C(=O)CO- InChIKey
OMFXVFTZEKFJBZ-HJTSIMOOSA-N- 分子式
- C21H30O4
- 平均分子量
- 346.5 g/mol
- 単同位体質量
- 346.21440943
名称と識別子
- 優先名称
- Corticosterone
- IUPAC
- (8S,9S,10R,11S,13S,14S,17S)-11-hydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
- 現地名
- コルチコステロン
- 英語名
- CORTICOSTERONE
- 分子式
- C21H30O4
- 分子量
- 346.47
名称と別名
CORTICOSTERONE50-22-617-DeoxycortisolReichstein's substance HKendall's compound BCorticosteron11beta,21-Dihydroxyprogesterone(11beta)-11,21-Dihydroxypregn-4-ene-3,20-dione11Beta,21-dihydroxypregn-4-ene-3,20-dioneNSC-970511beta,21-Dihydroxy-4-pregnene-3,20-dione4-Pregnene-11beta,21-diol-3,20-dione
名称をさらに表示
コルチコステロン17-デオキシコルチソール11β,21-ジヒドロキシプレグナ-4-エン-3,20-ジオン4-プレグネン-11β,21-ジオール-3,20-ジオン18-デオキソアルドステロンライヒシュタイン物質HReichstein物質HKendall化合物Bケンダル化合物B(s)-3-[[N-[(ヘキサヒドロ-1H-アゼピン)-1-イルカルボニル]-L-Leu-D-Trp-]アミノ]ブタン酸化合物B3-[(2R)-2-[(2S)-2-[(アゼパン-1-カルボニル)アミノ]-4-メチルペンタンアミド]-3-(1H-インドール-3-イル)プロパンアミド]ブタン酸Compound B21-Dihydroxyprogesterone11,21-Dihydroxypregn-4-ene-3,20-dionecompoundb11β,21-DihAzlocillineKENDALL'S 'B'
DTXSID6022474CHEBI:16827W980KJ009P(8S,9S,10R,11S,13S,14S,17S)-11-hydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-oneDTXCID702474(8S,9S,10R,11S,13S,14S,17S)-11-hydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta(a)phenanthren-3-oneRefChem:579253200-019-6
物性
構造計算による物性
- XLogP
- 1.9
- 極性表面積
- 74.6 Ų
- 水素結合供与体数
- 2
- 水素結合受容体数
- 4
- 回転可能結合数
- 2
- 重原子数
- 25
- 形式電荷
- 0
- 複雑度
- 638
実験および物理化学的性質
LogP1.94
Solubility0.199 mg/mL
Melting Point179 °C
Physical DescriptionSolid
Kovats Retention Index3341.1
Collision Cross Section
212.4 Ų [M+Na]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID6022474]
186.8 Ų [M-H]- [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]；211.8 Ų [M+Na]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]；186.9 Ų [M+H]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]；208.4 Ų [M+K]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]
186.8 Ų [M+H]+ [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]；186.46 Ų [M-H]- [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]
186.8 Ų [M-H]-；212.2 Ų [M+Na]+；187 Ų [M+H]+；209 Ų [M+K]+
物理化学的性質
- 融点
- 179 · 179-183 °C(lit.)
- 比旋光度
- 15 · D15 +223° (c = 1.1 in alc)
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。
GHS分類
GHS Classification
Warning
H317 (97.5%): May cause an allergic skin reaction [Warning Sensitization, Skin]
P261, P272, P280, P302+P352, P321, P333+P317, P362+P364, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 40 reports by companies from 2 notifications to the ECHA C&L Inventory.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
危険有害性情報
Hazard Classes and CategoriesSkin Sens. 1 (97.5%)
安全データ
- wgk
- 3
- rtecs
- GM7650000
- ridadr
- UN1230 - class 3 - PG 2 - Methanol, solution
- 毒性
- An adrenocortical steroid with modest glucocorticoid and mineralocorticoid activity. It is the primary glucocorticoid in the rat.
- hs_code
- 29372900
- risk_code
- 43-40-39/23/24/25-23/24/25-11
- hazard_code
- Xi,N,Xn,T,F
- safety_code
- 36-22-45-36/37-16
- ストレージクラス
- 11 - Combustible Solids
化学と産業
薬理情報
MeSH Pharmacological ClassificationSubstances that reduce or suppress INFLAMMATION.
Tissue LocationsAdipose Tissue；Adrenal Cortex；Adrenal Gland；Brain；Epidermis；Fibroblasts；Intestine；Kidney；Liver；Neuron；Ovary；Placenta；Platelet；Spleen；Testis
Cellular LocationsCytoplasm；Endoplasmic reticulum；Extracellular；Membrane；Mitochondria
Metabolite Pathways
11-beta-hydroxylase deficiency (CYP11B1)；17-alpha-hydroxylase deficiency (CYP17)；21-hydroxylase deficiency (CYP21)；3-Beta-Hydroxysteroid Dehydrogenase Deficiency；Adrenal Hyperplasia Type 3 or Congenital Adrenal Hyperplasia due to 21-hydroxylase Deficiency；Adrenal Hyperplasia Type 5 or Congenital Adrenal Hyperplasia due to 17 Alpha-hydroxylase Deficiency；Apparent mineralocorticoid excess syndrome；Congenital Lipoid Adrenal Hyperplasia (CLAH) or Lipoid CAH；Corticosterone methyl oxidase I deficiency (CMO I)；Corticosterone methyl oxidase II deficiency - CMO II；Total 11 pathways, visit the HMDB page for details
用途と製造
Use ClassificationPharmaceuticals
応用分野
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.
関連反応
2 件
化合物ノート
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