基本情報
- CAS
64-85-7- 標準SMILES
C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@@]43C)[C@@H]1CC[C@@H]2C(=O)CO- InChIKey
ZESRJSPZRDMNHY-YFWFAHHUSA-N- 分子式
- C21H30O3
- 平均分子量
- 330.5 g/mol
- 単同位体質量
- 330.21949481
概要
11-deoxycorticosterone is a mineralocorticoid that is progesterone substituted at position 21 by a hydroxy group. It has a role as a mouse metabolite and a human metabolite. It is a primary alpha-hydroxy ketone, a mineralocorticoid, a 21-hydroxy steroid, a 20-oxo steroid and a 3-oxo-Delta(4) steroid. It is functionally related to a progesterone.
名称と識別子
- 優先名称
- Deoxycorticosterone
- IUPAC
- (8S,9S,10R,13S,14S,17S)-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
- デスオキシコルトン
- 英語名
- Desoxycorticosterone
- 分子式
- C21H30O3
- 分子量
- 330.46
名称と別名
Desoxycortonedesoxycorticosterone21-HydroxyprogesteroneDeoxycorticosterone11-Deoxycorticosterone64-85-7CortexoneDeoxycortoneReichstein's substance Q11-Desoxycorticosterone4-Pregnen-21-ol-3,20-dioneDesossicortone
名称をさらに表示
コルテキソン11-デオキシコルチコステロンデオキシコルチコステロンデオキシコルトン21-ヒドロキシプロゲステロン21-ヒドロキシプレグナ-4-エン-3,20-ジオンデソキシコルチコステロンヒドロキシプロゲステロン, 21-デスオキシコルトン21-ヒドロキシプレグン-4-エン-3,20-ジオン(1S,3aS,3bS,9aR,9bS,11aS)-1-(2-ヒドロキシアセチル)-9a,11a-ジメチル-1H,2H,3H,3aH,3bH,4H,5H,7H,8H,9H,9aH,9bH,10H,11H,11aH-シクロペンタ[a]フェナントレン-7-オン21α-ヒドロキシプロゲステロンデスオキシコルチコステロンDOC21-hydroxypregn-4-ene-3,20-dioneCorthormon
Kendall's desoxy compound B11-DehydroxycorticosteroneDesoxycorticosteronum21-Hydroxy-4-pregnene-3,20-dionePregn-4-ene-3,20-dione, 21-hydroxy-DesoxicortonaDesoxycortonumDTXSID0045254
物性
構造計算による物性
- XLogP
- 2.9
- 極性表面積
- 54.4 Ų
- 水素結合供与体数
- 1
- 水素結合受容体数
- 3
- 回転可能結合数
- 2
- 重原子数
- 24
- 形式電荷
- 0
- 複雑度
- 606
実験および物理化学的性質
Drugs
DEA NFLIS-Drug Category -> Steroids
Pharmaceuticals -> Steroids
LipidsLipids -> Sterol Lipids [ST] -> Steroids [ST02] -> C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives [ST0203]
SpringerMaterials PropertiesChemical shift
LogP
2.88
3.08
Solubility0.0595 mg/mL at 37 °C
Human DrugsPharmaceuticals
Endocrine DisruptorsPotential endocrine disrupting compound
Melting Point141 - 142 °C
Physical DescriptionSolid
Collision Cross Section185.7 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID0045254]
物理化学的性質
安全と法規制
GHS分類
GHS Classification
Warning
H351 (100%): Suspected of causing cancer [Warning Carcinogenicity]
P203, P260, P280, P318, P319, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
危険有害性情報
Hazard Classes and CategoriesCarc. 2 (100%)
毒性情報
Health EffectsChronically high levels of deoxycorticosterone are associated with the inborn errors of metabolism known as Congenital adrenal hyperplasia.
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
安全データ
- wgk
- 3
- rtecs
- HG0350000
- ridadr
- UN 2811 6.1/PG 2
- risk_code
- 40-48-39/23/24/25-23/24/25-11
- hazard_code
- Xn,T,F
- safety_code
- 22-24/25-45-36/37-16-7
- Hazard Classifications
- Carc. 2STOT RE 2
- ストレージクラス
- 11 - Combustible Solids
化学と産業
薬理情報
ATC Code
H - Systemic hormonal preparations, excl. sex hormones and insulins
QH - Systemic hormonal preparations, excl. sex hormones and insulin
Metabolism/Metabolites21-hydroxy-progesterone is a known human metabolite of progesterone.
MeSH Pharmacological Classification
A group of CORTICOSTEROIDS primarily associated with water and electrolyte balance. This is accomplished through the effect on ION TRANSPORT in renal tubules, resulting in retention of sodium and loss of potassium. Mineralocorticoid secretion is itself regulated by PLASMA VOLUME, serum potassium, and ANGIOTENSIN II.
Tissue LocationsAll Tissues
Cellular LocationsCytoplasm
Metabolite Pathways11-beta-hydroxylase deficiency (CYP11B1)
用途と製造
UsesThis is an endogenously produced metabolite found in the human body. It is used in metabolic reactions, catabolic reactions or waste generation.
Use ClassificationPharmaceuticals
応用分野
解説21-hydroxypregn-4-ene-3,20-dione．C21H30O3(330.46)．コルテクソン(cortexone)，ライヒシュタインの物質Qともいう．副じん皮質ホルモンの一つ．副腎皮質から単離される．また，プロゲステロンの微生物酸化で得られる．一方，プレグネノロンより合成される．白色の結晶．融点141～142 ℃．[α]20D＋173.6°(ジオキサン)．UVλmax 240 nm(log ε 412)．有機溶媒に可溶．ミネラルコルチコイド作用(塩分濃度調節作用)が強く，グルココルチコイド作用(糖代謝促進作用)はきわめて弱い．エステル体がアジソン氏病，副腎不全，ショックなどに使用される．[CAS 64-85-7]"森北出版「化学辞典（第2版）
使用A mineralocorticoid that occurs in adrenal cortex. It acts as a precursor to Aldosterone (A514700).
関連反応
6 件
化合物ノート
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