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Documentos

52853

Supelco

7α-Hydroxy-4-cholesten-3-one

≥95.0% (HPLC)

Sinônimo(s):

7α-Hydroxycholest-4-en-3-one

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About This Item

Fórmula empírica (Notação de Hill):
C27H44O2
Número CAS:
3862-25-7
Peso molecular:
400.64
Número MDL:
MFCD00870345
Código UNSPSC:
41116107
ID de substância PubChem:
329757894
NACRES:
NA.24

grau

analytical standard

Nível de qualidade

100

Ensaio

≥95.0% (HPLC)

aplicação(ões)

clinical testing

formato

neat

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

O=C1CC[C@@]2(C)C(C[C@@H](O)[C@]3([H])[C@]2([H])CC[C@@]4(C)[C@@]3([H])CC[C@]4([H])[C@H](C)CCCC(C)C)=C1

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

chave InChI

IOIZWEJGGCZDOL-RQDYSCIWSA-N

Descrição geral

7α-Hydroxy-4-cholesten-3-one (C4) is known as a marker for the cholesterol 7α-hydroxylase activity. It plays an important role in bile acid metabolism.

Aplicação

C4 may be used as a reference standard for the determination of C4 in:
  • Human serum by ultra-high performance liquid chromatography-tandem mass spectrometry (UHPLC-MS/MS) with electrospray ionization source (ESI) as well as LC-MS.
  • Rat and monkey plasma by LC-ESI-MS/MS working on multiple reaction monitoring (MRM) mode of detection.
  • Peripheral blood plasma by solid-phase extraction (SPE) and HPLC.

Ações bioquímicas/fisiológicas

7a-Hydroxycholestene-3-one, a metabolite in bile acid synthesis, is derived from 7a-hydroxycholesterol and can be further metabolized to 7a,12a,-dihydroxycholest-4-en-3-one. Analysis of 7a-Hydroxycholestene-3-one (HCO) in serum may serve as a novel, simple, and sensitive method for the detection of bile acid malabsorption in patients with chronic diarrhea of unknown origin.

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Certificados de análise (COA)

Busque Certificados de análise (COA) digitando o Número do Lote do produto. Os números de lote e remessa podem ser encontrados no rótulo de um produto após a palavra “Lot” ou “Batch”.

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24(S)-Hydroxycholesterol ≥98% (HPLC)

Sigma-Aldrich

SML1648

24(S)-Hydroxycholesterol

25-Hydroxycholesterol ≥98%

Sigma-Aldrich

H1015

25-Hydroxycholesterol

Aminoguanidine hydrochloride ≥98%

Sigma-Aldrich

396494

Aminoguanidine hydrochloride

Colesterol Sigma Grade, ≥99%

Sigma-Aldrich

C8667

Colesterol

Monitoring hepatic cholesterol 7?-hydroxylase activity by assay of the stable bile acid intermediate 7?-hydroxy-4-cholesten-3-one in peripheral blood.
Galman C, et al.
Journal of Lipid Research, 44(4), 859-866 (2003)
Lijuan Kang et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 1064, 49-55 (2017-09-16)
7α-hydroxy-4-cholesten-3-one (C4) is an oxidative enzymatic product of cholesterol metabolism via cholesterol 7α-hydroxylase, an enzyme also known as cholesterol 7-alpha-monooxygenase or cytochrome P450 7A1 (CYP7A1). C4 is a stable intermediate in the rate limiting pathway of bile acid biosynthesis. Previous
Comparison of simple extraction procedures in liquid chromatography-mass spectrometry based determination of serum 7?-hydroxy-4-cholesten-3-one, a surrogate marker of bile acid synthesis.
Marek L, et al.
Journal of Chromatography. B, Biomedical Sciences and Applications, 1033, 317-320 (2016)
Michael K Badman et al.
Clinical pharmacology in drug development, 9(3), 395-410 (2019-12-12)
Tropifexor (LJN452) is a potent, orally available, non-bile acid farnesoid X receptor agonist under clinical development for chronic liver diseases. Here, we present results from a first-in-human study of tropifexor following single- and multiple-ascending doses (SAD/MAD) and food effect substudy
A UHPLC-MS/MS method for the quantification of 7?-hydroxy-4-cholesten-3-one to assist in diagnosis of bile acid malabsorption.
Prost JC, et al.
Clinical mass spectrometry, 3, 1-6 (2017)
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