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Merck
모든 사진(1)

문서

700113P

Avanti

7α-hydroxycholestenone

Avanti Research - A Croda Brand

동의어(들):

C4; α-HC; α-HC; 7HCO; 7 α-3ox-C; 111107

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About This Item

실험식(Hill 표기법):
C27H44O2
CAS Number:
Molecular Weight:
400.64
UNSPSC 코드:
12352211
NACRES:
NA.25

설명

7α-hydroxy-4-cholesten-3-one

분석

>99% (TLC)

형태

powder

포장

pkg of 1 × 1 mg (700113P-1mg)
pkg of 1 × 10 mg (700113P-10mg)

제조업체/상표

Avanti Research - A Croda Brand

배송 상태

dry ice

저장 온도

−20°C

InChI

1S/C27H44O2/c1-17(2)7-6-8-18(3)21-9-10-22-25-23(12-14-27(21,22)5)26(4)13-11-20(28)15-19(26)16-24(25)29/h15,17-18,21-25,29H,6-14,16H2,1-5H3/t18-,21-,22+,23+,24-,25+,26+,27-/m1/s1

InChI key

IOIZWEJGGCZDOL-RQDYSCIWSA-N

일반 설명

7α-Hydroxy-4-cholesten-3-one is an intermediate in the biochemical synthesis of bile acids from cholesterol. Its precursor, 7α-hydroxycholesterol, is produced from cholesterol by hepatic cholesterol 7α-hydroxylase (CYP7A1).[1]It is metabolized by the enzyme 7α-hydroxycholest-4-en-3-one 12α-hydroxylase to 7α,12α-dihydroxycholest-4-en-3-one and then to cholic acid, the major primary bile acid in humans. Alternatively, it can be converted into 5β-cholestane-3α,7α-diol and then to chenodeoxycholic acid, the other major primary bile acid in humans.Serum 7α-hydroxy-4-cholesten-3-one concentrations reflect the activity of the bile acid synthetic pathway. Serum 7α-hydroxy-4-cholesten-3-one values vary during the day as bile acid synthetic rates have a diurnal rhythm.[2]Elevated values are found in patients with bile acid malabsorption and may be useful in the diagnosis of this condition as high values are associated with low SeHCAT retention.[3] The increase in serum 7α-hydroxy-4-cholesten-3-one concentrations reflects the loss of bile acids secondary to bile acid malabsorption or the increased synthesis found in primary bile acid diarrhea associated with impaired negative feedback of CYP7A1 by FGF19.[4]

애플리케이션


  • Role as a mediator in cholesterol metabolism: 7α-hydroxycholestenone has been implicated in the discussion on oxysterols as cholesterol metabolites that act as significant mediators within biological systems, highlighting its importance in cholesterol metabolism and potential pharmaceutical implications (Mutemberezi et al., 2016).

포장

5 mL Amber Glass Screw Cap Vial (700113P-10mg)
5 mL Amber Glass Screw Cap Vial (700113P-1mg)

법적 정보

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable


시험 성적서(COA)

제품의 로트/배치 번호를 입력하여 시험 성적서(COA)을 검색하십시오. 로트 및 배치 번호는 제품 라벨에 있는 ‘로트’ 또는 ‘배치’라는 용어 뒤에서 찾을 수 있습니다.

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문서 라이브러리 방문

The enzymes, regulation, and genetics of bile acid synthesis. Annual review of biochemistry
Russell DW
Annual Review of Biochemistry, 72, 137-174 (2003)
Bile acid synthesis in humans has a rapid diurnal variation that is asynchronous with cholesterol synthesis.
Galman C, et al.
Gastroenterology, 129(5), 1445-1453 (2005)
Cecilia Gälman et al.
Gastroenterology, 129(5), 1445-1453 (2005-11-16)
The conversion of cholesterol to bile acids by the liver is an important regulator of body cholesterol homeostasis. In rodents, both cholesterol and bile acid synthesis have marked diurnal rhythms that peak synchronously at midnight. The aim of this study
Chronic diarrhea due to excessive bile acid synthesis and not defective ileal transport: a new syndrome of defective fibroblast growth factor 19 release.
Alan F Hofmann et al.
Clinical gastroenterology and hepatology : the official clinical practice journal of the American Gastroenterological Association, 7(11), 1151-1154 (2009-08-12)
Serum 7 alpha-hydroxy-4-cholesten-3-one and selenohomocholyltaurine (SeHCAT) whole body retention in the assessment of bile acid induced diarrhoea.
Brydon WG, et al.
European Journal of Gastroenterology & Hepatology, 8(2), 117-123 (1996)

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