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알도스테론-1,2-3H

Aldosterone

HCID 178927072
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기본 정보개요이름 및 식별자물성화학 및 산업관련 반응화합물 노트
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기본 정보

CAS
1173-06-4
표준 SMILES
C[C@]12CCC(=O)C=C1CC[C@@H]1[C@@H]2[C@@H](O)C[C@]2(C=O)[C@@H](C(=O)CO)CC[C@@H]12
InChIKey
PQSUYGKTWSAVDQ-ZVIOFETBSA-N
분자식
C21H28O5
평균 분자량
360.4 g/mol

개요

Aldosterone is a pregnane-based steroidal hormone produced by the outer-section (zona glomerulosa) of the adrenal cortex in the adrenal gland, and acts on the distal tubules and collecting ducts of the kidney to cause the conservation of sodium, secretion of potassium, increased water retention, and increased blood pressure. The overall effect of aldosterone is to increase reabsorption of ions and water in the kidney. It has a role as a mouse metabolite and a human metabolite. It is a steroid aldehyde, a primary alpha-hydroxy ketone, a mineralocorticoid, a 21-hydroxy steroid, an 11beta-hydroxy steroid, a 20-oxo steroid, a 18-oxo steroid, a 3-oxo-Delta(4) steroid and a C21-steroid hormone. It derives from a hydride of a pregnane.

이름 및 식별자

우선 이름
Aldosterone
IUPAC
(8S,9S,10R,11S,13R,14S,17S)-11-hydroxy-17-(2-hydroxyacetyl)-10-methyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthrene-13-carbaldehyde
현지명
알도스테론-1,2-3H
영어명
Aldosterone-1,2-3H
분자식
C21H28O5
분자량
360.45

이름 및 동의어

ALDOSTERONE52-39-1(+)-AldosteroneAldosteronaAldosteronum11beta,21-Dihydroxy-3,20-diketo-4-pregnen-18-al11beta,21-Dihydroxypregn-4-ene-3,18,20-trione(11BETA)-11,21-DIHYDROXY-3,20-DIOXOPREGN-4-EN-18-AL11beta,21-dihydroxy-3,20-dioxopregn-4-en-18-al(8S,9S,10R,11S,13R,14S,17S)-11-hydroxy-17-(2-hydroxyacetyl)-10-methyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthrene-13-carbaldehydeNSC-7385611beta,21-Dihydroxy-3,20-dioxo-4-pregnen-18-al
이름 더 보기
알도스테론-1,2-3HAldosterone-1,2-3H
11beta,21-dihydroxy-3,20-dioxo-pregn-4-ene-18-al4964P6T9RBDTXSID7022419CHEBI:27584NSC73856(8S,9S,10R,11S,13R,14S,17S)-11-hydroxy-17-(2-hydroxyacetyl)-10-methyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta(a)phenanthrene-13-carbaldehydeRefChem:553942DTXCID902419

데이터베이스 식별자

CAS
1173-06-4
ChEMBL
CHEMBL273453
ChEBI
CHEBI:27584
UNII
4964P6T9RB
EC Number
200-139-9
Nikkaji
J4.130K

물성

구조 계산 물성

XLogP
1.1
극성 표면적
91.7 Ų
수소 결합 공여자 수
2
수소 결합 수용자 수
5
회전 가능 결합 수
3
무거운 원자 수
26
형식 전하
0
복잡도
682

실험 및 물리화학적 성질

Drugs · 2건

Pharmaceuticals -> Listed in ZINC15

Pharmaceuticals -> Steroids

LipidsLipids -> Sterol Lipids [ST] -> Steroids [ST02] -> C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives [ST0203]
LogP · 2건

1.08

1.08

Solubility0.0512 mg/mL at 37 °C
Endocrine DisruptorsPotential endocrine disrupting compound
Melting Point166.5 °C
Physical DescriptionSolid
Collision Cross Section · 3건

188.31 Ų [M-H]- [CCS Type: DT; Method: stepped-field]

181.09 Ų [M-H]- [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]

194.8 Ų [M+H]+

화학 및 산업

약리 정보

ATC Code · 2건

H - Systemic hormonal preparations, excl. sex hormones and insulins

QH - Systemic hormonal preparations, excl. sex hormones and insulin

Pharmacodynamics · 1건

At the late distal tubule and collecting duct, aldosterone has two main actions: 1) aldosterone acts on mineralocorticoid receptors (MR) on principal cells in the distal tubule of the kidney nephron, increasing the permeability of their apical (luminal) membrane to potassium and sodium and activates their basolateral Na+/K+ pumps, stimulating ATP hydrolysis leading to phosphorylation of the pump and a conformational change in the pump exposes the Na+ ions to the outside. The phosphorylated form of the pump has a low affinity for Na+ ions, hence reabsorbing sodium (Na+) ions and water into the blood, and secreting potassium (K+) ions into the urine; 2) aldosterone stimulates H+ secretion by intercalated cells in the collecting duct, regulating plasma bicarbonate (HCO3−) levels and its acid/base balance; and 3) aldosterone may act on the central nervous system via the posterior pituitary gland to release vasopressin (ADH) which serves to conserve water by direct actions on renal tubular resorption.

Tissue LocationsAdipose Tissue
Cellular LocationsCytoplasm
Metabolite Pathways11-beta-hydroxylase deficiency (CYP11B1)

용도 및 제조

General Manufacturing InformationPregn-4-en-18-al, 11,21-dihydroxy-3,20-dioxo-, (11.beta.)-: ACTIVE

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