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481-21-0

481-21-0 Structure

481-21-0 Structure
IdentificationMore
[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 PropertiesBack 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 DataBack Directory
[Symbol(GHS) ]

Skull and Crossbones (GHS06)Health Hazard (GHS08)
GHS06,GHS08
[Signal word ]

Danger
[Hazard statements ]

H302-H315-H319-H331-H336-H351-H361d-H372-H412
[Precautionary statements ]

P201-P273-P301+P312+P330-P302+P352-P304+P340+P311-P308+P313
[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 InformationBack 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. 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.
[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
Spectrum DetailBack Directory
[Spectrum Detail]

5α-Cholestane(481-21-0)MS
5α-Cholestane(481-21-0)1HNMR
5α-Cholestane(481-21-0)13CNMR
5α-Cholestane(481-21-0)IR1
5α-Cholestane(481-21-0)IR2
5α-Cholestane(481-21-0)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

5alpha-Cholestane, 98+%(481-21-0)
[Sigma Aldrich]

481-21-0(sigmaaldrich)
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