52853

7α-Hydroxy-4-cholesten-3-one

≥95.0% (HPLC)

• Synonym(s): 7α-Hydroxycholest-4-en-3-one
• Empirical Formula (Hill Notation): C₂₇H₄₄O₂
• CAS Number: 3862-25-7
• Molecular Weight: 400.64
• NACRES: NA.24
• PubChem Substance ID: 329757894
• UNSPSC Code: 41116107
• MDL number: MFCD00870345

Properties

• grade: analytical standard
• Quality Segment: 100
• assay: ≥95.0% (HPLC)
• application(s): clinical testing
• format: neat
• storage temp.: −20°C
• SMILES string: 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
• InChI key: IOIZWEJGGCZDOL-RQDYSCIWSA-N

Description

General description

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.

Application

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.

Biochem/physiol Actions

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.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable