481-21-0 Usage
Description
5α-Cholestane, also known as the 5alpha-stereoisomer of cholestane, is a sterol that has been identified in various environmental samples, including dust from urban and rural paved roads, agricultural lands, and public unpaved areas. It is characterized by its white crystalline powder appearance and is commonly used as a standard in the analysis of cholesterol through gas chromatography (GC) and high-performance liquid chromatography (HPLC) methods.
Uses
1. Analytical Chemistry:
5α-Cholestane is used as a standard in the analysis of cholesterol by GC and HPLC. Its role as a standard allows for accurate quantification and comparison of cholesterol levels in various samples.
2. Environmental Studies:
In environmental research, 5α-Cholestane has been found in dust samples from different types of roads and land areas. This information can be used to study the distribution and impact of sterols in the environment.
3. Pharmaceutical and Biomedical Applications:
Used in the Pharmaceutical Industry:
5α-Cholestane is used as an internal standard for the quantification of phytosterols by HPLC-MS/MS. This application aids in the accurate measurement and analysis of phytosterols, which are important components in the development of various pharmaceutical products.
4. Veterinary Medicine:
Used in the Veterinary Medicine Industry:
5α-Cholestane is used as an internal standard for the quantification of fecal sterols by GC-FID and GC-MS. This application helps in the assessment of steroid metabolism and excretion in animals, which can be crucial for diagnosing and managing various health conditions in veterinary medicine.
Biochem/physiol Actions
5α-Cholestane is a sterol produced endogenously from cholesterol and has been isolated from human feces. It is derived from cholesterol by the action of intestinal microorganisms. Derivatives of 5α-cholestane in plants are called Brassinosteroids that selectively activate the PPI3K/Akt pathway.
Purification Methods
Crystallise 5-cholestane from Et2O/EtOH or EtOAc. [Ruzicka et al. Helv Chim Acta 16 327 1933, Beilstein 5 III 1132, 5 IV 1227.]
Check Digit Verification of cas no
The CAS Registry Mumber 481-21-0 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 4,8 and 1 respectively; the second part has 2 digits, 2 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 481-21:
(5*4)+(4*8)+(3*1)+(2*2)+(1*1)=60
60 % 10 = 0
So 481-21-0 is a valid CAS Registry Number.
InChI:InChI=1/C27H48/c1-19(2)9-8-10-20(3)23-14-15-24-22-13-12-21-11-6-7-17-26(21,4)25(22)16-18-27(23,24)5/h19-25H,6-18H2,1-5H3/t20?,21-,22?,23?,24?,25?,26+,27-/m1/s1
481-21-0Relevant articles and documents
-
Windaus
, p. 133,136 (1917)
-
Bernstein,Dorfman
, p. 1152 (1946)
ASTEROSAPONIN P1 FROM THE STARFISH PATIRIA PECTINIFERA
Kicha, A. A.,Kalinovsky, A. I.,Levina, E. V.,Stonik, V. A.,Elyakov, G. B.
, p. 3893 - 3896 (1983)
A novel steroidal glycoside has been isolated from the starfish Patiria pectinifera and its structure was determined as 5'-O-sulfate 24-(α-3-O-methyl-L-arabinofuranosyl)-3β,6α,8β,15α,24ξ-pentaoxy-5α-cholestane.
Defunctionalization of sp3 C–Heteroatom and sp3 C–C Bonds Enabled by Photoexcited Triplet Ketone Catalysts
An, Juzeng,Gu, Yiting,Martin, Ruben,Wakeling, Matthew,Yin, Hongfei
, p. 1031 - 1036 (2022/01/19)
A general strategy for enabling a light-induced defunctionalization of sp3 C–heteroatom and sp3 C–C bonds with triplet ketone catalysts and bipyridine additives is disclosed. This protocol is characterized by its broad scope without recourse to transition metal catalysts or stoichiometric exogeneous reductants, thus offering a complementary technique for activating σ sp3 C–C(heteroatom) bonds. Preliminary mechanistic studies suggest that the presence of 2,2′-bipyridines improves the lifetime of ketyl radical intermediates.
Method for hydrogenolysis of halides
-
, (2021/01/11)
The invention discloses a method for hydrogenolysis of halides. The invention discloses a preparation method of a compound represented by a formula I. The preparation method comprises the following step: in a polar aprotic solvent, zinc, H2O and a compound represented by a formula II are subjected to a reaction as shown in the specification, wherein X is halogen; Y is -CHRR or R; hydrogenin H2O exists in the form of natural abundance or non-natural abundance. According to the preparation method, halide hydrogenolysis can be simply, conveniently and efficiently achieved through a simple and mild reaction system, and good functional group compatibility and substrate universality are achieved.
Dehalogenative Deuteration of Unactivated Alkyl Halides Using D2O as the Deuterium Source
Xia, Aiyou,Xie, Xin,Hu, Xiaoping,Xu, Wei,Liu, Yuanhong
, p. 13841 - 13857 (2019/10/17)
The general dehalogenation of alkyl halides with zinc using D2O or H2O as a deuterium or hydrogen donor has been developed. The method provides an efficient and economic protocol for deuterium-labeled derivatives with a wide substrate scope under mild reaction conditions. Mechanistic studies indicated that a radical process is involved for the formation of organozinc intermediates. The facile hydrolysis of the organozinc intermediates provides the driving force for this transformation.