| Identification | More | [Name]
5ALPHA-CHOLESTANE | [CAS]
481-21-0 | [Synonyms]
(5A)-CHOLESTANE 5ALPHA-CHOLESTANE ALPHA, ALPHA, ALPHA 20R-CHOLESTANE CHOLESTANE CHOLESTANE, (5A-)- CHOLESTANE(5-ALPHA) 10,13-Dimethyl-17-(1',5'-dimethylhexyl)-hexadecahydrocyclopenta(a)phenanthrene 28,29,30-Trinorlanostane 5A-Cholestane, TMS 5-α-cholestane alpha-Cholestane 5-ALPHA-CHOLESTANE 1X1ML CHLOROFORM 10MG /ML (5ALPHA-)-CHLOLESTANE 5alpha-Cholestane, 98+% (13β)-5α-Cholestane | [EINECS(EC#)]
207-562-8 | [Molecular Formula]
C27H48 | [MDL Number]
MFCD00066412 | [Molecular Weight]
372.67 | [MOL File]
481-21-0.mol |
| Chemical Properties | Back Directory | [Appearance]
WHITE CRYSTALLINE POWDER | [Melting point ]
78-80 °C | [Boiling point ]
250 °C (1 mmHg) | [density ]
0.9090 | [refractive index ]
1.4887 | [storage temp. ]
room temp | [solubility ]
Do you have solubility information on this product that you would like to share | [form ]
Crystalline Powder | [color ]
White | [Merck ]
13,2219 | [BRN ]
2051806 | [InChI]
1S/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 | [InChIKey]
XIIAYQZJNBULGD-XWLABEFZSA-N | [SMILES]
CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC[C@H]4CCCC[C@]4(C)[C@H]3CC[C@]12C | [LogP]
11.945 (est) | [CAS DataBase Reference]
481-21-0(CAS DataBase Reference) | [EPA Substance Registry System]
Cholestane, (5.alpha.)- (481-21-0) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R22:Harmful if swallowed. R38:Irritating to the skin. R40:Limited evidence of a carcinogenic effect. R48/20/22:Harmful: danger of serious damage to health by prolonged exposure through inhalation and if swallowed . | [Safety Statements ]
S24/25:Avoid contact with skin and eyes . S36/37:Wear suitable protective clothing and gloves . | [RIDADR ]
UN 1888 6.1/PG 3 | [WGK Germany ]
3
| [HS Code ]
29021990 | [Storage Class]
11 - Combustible Solids |
| Hazard Information | Back Directory | [Description]
5α-Cholestane is a sterol that has been found in dust samples from urban and rural paved and agricultural and public unpaved roads.1 It has been used as an internal standard for the quantification of phytosterols by HPLC-MS/MS and fecal sterols by GC-FID and GC-MS.2,3 | [Chemical Properties]
WHITE CRYSTALLINE POWDER | [Uses]
5α-Cholestane was used as standard in cholesterol analysis by GC and HPLC. | [Uses]
α-Cholestane is the trans-decalin homolog of Coprostane. | [Definition]
ChEBI: The 5alpha-stereoisomer of cholestane. | [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. | [Synthesis]
In a reaction flask equipped with a stirrer, thermometer, ventilating duct, and reflux condenser (with calcium chloride drying tube), add 250 mL of anhydrous ether, cool to -10 to -15°C, and slowly pass the hydrogen chloride into the body for about 45 | [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.] | [References]
[1] W. ROGGE B S P Medeiros. Organic Compounds in Dust from Rural and Urban Paved and Unpaved Roads Taken During the San Joaquin Valley Fugitive Dust Characterization Study[J]. Environmental Engineering Science, 2012, 25 1: 1-13. DOI: 10.1089/ees.2010.0124 [2] SUKANYA MINGYAI. Effects of Extraction Methods on Phytochemicals of Rice Bran Oils Produced from Colored Rice.[J]. Journal of oleo science, 2018, 67 2: 135-142. DOI: 10.5650/jos.ess17122 [3] CAROLINE SCH?NNING Thor A S Rhys Leeming. Faecal contamination of source-separated human urine based on the content of faecal sterols[J]. Water Research, 2002, 36 8: Pages 1965-1972. DOI: 10.1016/s0043-1354(01)00427-4 |
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