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Aldosterone

HCID 5839
노트반응
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
52-39-1
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
단동위원소 질량
360.193674

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
영어명
ALDOSTERONE
분자식
C21H28O5
분자량
360.44

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
ReichsteinREICHSTEIN XLECTROCORTINALDOSTERONE(RG)Aldosterone-[2,2,4,6,6,17,21,21-2H7]4-PREGNEN-11-BETA, 21-DIOL-3,18,20-TRIONEμ100 97% (CP)ALD ELISA
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

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)]

202.8 Ų [M+Na]+

물리화학적 성질

녹는점
170 · 170-172°C
끓는 점
412.46 °C · 412.46°C (rough estimate)

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

안전 데이터

wgk
3
tsca
TSCA listed
rtecs
TU4523000
ridadr
UN 1648 3 / PGII
HS 번호
29372900
risk_code
36/37/38-36-20/21/22-11
hazard_code
Xi,Xn,F
safety_code
22-24/25-36-26-36/37-16
F 고인화성물질
22-24-25
Hazard Classifications
Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 OralEye Irrit. 2Flam. Liq. 2
스토리지 클래스
3 - Flammable liquids

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
응용 분야 · 2건

개요Aldosterone is a mineralocorticosteroid that takes part in the regulation of electrolytic balance in the organism. Aldosterone lowers excretion of sodium ions from the body, thus increasing their reabsorption and increasing secretion of potassium ions in renal tubules. Being a competitive antagonist of aldosterone, spironlactone blocks aldosterone receptors, thus increasing excretion of sodium, chloride, and corresponding equivalents of water with urine, thus retaining the amount of potassium ions in the organism. Spironolactone is used both individually as well as in combination with thiazides, since it lowers kaliuresis caused by thiazide diuretics.

관련 반응

3건
반응 기록 만들기
HRID 1679686 반응식
HRID 1679686반응물로uspto-grants-1978_03
HRID 1679687 반응식
HRID 1679687반응물로uspto-grants-1978_03
HRID 2163662 반응식
HRID 2163662생성물로uspto-grants-1979_01

화합물 노트

불러오는 중…

이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트

데이터베이스 식별자

CAS
52-39-1
PubChem CID
5839
DTXSID
DTXSID7022419
ChEMBL
CHEMBL273453
ChEBI
CHEBI:27584
UNII
4964P6T9RB
EC Number
200-139-9
Nikkaji
J4.130K
밀도
1.28 · 1.28
굴절률
1.612 · 1.6120 (estimate)
인화점
2 ℃ · 2℃
저장 조건
Sealed in dry,Room Temperature
용해도
아세톤(약간 용해됨), 클로로포름(약간 용해됨), DMSO(약간 용해됨), 메탄올(약간 용해됨)
물리적 상태
결정성 분말
산도 계수 (pKa)
12.98 · 12.98±0.10(Predicted)
색상
하얀색
수용성
51.18 mg/L · 51.18mg/L(37℃)
Merck
13 · 13,224
BRN
3224996 · 3224996
주요 응용
임상 시험임상 시험
InChIKey
PQSUYGKTWSAVDQ-ZVIOFETBSA-N
SMILES
C[C@]12CCC(=O)C=C1CC[C@H]3[C@@H]4CC[C@H](C(=O)CO)[C@]4(C[C@H](O)[C@H]23)C=O
EPA
Aldosterone (52-39-1)

화학적 성질

White Solid

용도Labelled Aldosterone. Aldosterone is an adrenocortical steroid which exerts regulatory influence on metabolism of electrolytes and water. Biologically active aldosterone isomer; a mineralocorticoid pr oduced by the adrenal cortex that induces urinary excretion of K+ and renal reabsorptioon of Na+. Exists as an equilibrium mixture of the aldehyde and the hemiacetal.

상·하류 제품 정보

상류 원료

Sodium triacetoxyborohydrideD-Aldosterone 21-acetatePregn-4-en-18-oic acid, 11,21-dihydroxy-3,20-dioxo-, γ-lactone, (11β)- (9CI)Pregn-4-en-18-oic acid, 21-(acetyloxy)-11-hydroxy-3,20-dioxo-, γ-lactone, (11β)- (9CI)Pregn-5-en-18-oic acid, 3,3:20,20-bis[1,2-ethanediylbis(oxy)]-11,21-dihydroxy-, γ-lactone, (11β)- (9CI)

하류 제품

CORTICOSTERONE

공급사100 곳

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추가 설명 · 1건

정의ChEBI: 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, i creased water retention, and increased blood pressure. The overall effect of aldosterone is to increase reabsorption of ions and water in the kidney.