MilliporeSigma
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C76604

Sigma-Aldrich

Cholesteryl chloride

97%

Synonym(s):
3β-Chloro-5-cholestene
Empirical Formula (Hill Notation):
C27H45Cl
CAS Number:
Molecular Weight:
405.10
Beilstein:
2703655
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.23

Quality Level

assay

97%

form

liquid crystal

optical activity

[α]25/D −24°, c = 1 in chloroform

mp

94-96 °C (lit.)

SMILES string

CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](Cl)CC[C@]4(C)[C@H]3CC[C@]12C

InChI

1S/C27H45Cl/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h9,18-19,21-25H,6-8,10-17H2,1-5H3/t19-,21+,22+,23-,24+,25+,26+,27-/m1/s1

InChI key

OTVRYZXVVMZHHW-DPAQBDIFSA-N

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Certificate of Analysis

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Certificate of Origin

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N Weber et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 32(4), 297-303 (1994-04-01)
3 beta-Chlorosteroids, such as cholesteryl beta-chloride and sitosteryl beta-chloride, are formed during the production of protein hydrolysates, which are useful flavour enhancers. These chlorinated steroids may also attract attention as environmental contaminants if they are released from liquid crystal display
P Oswald
The European physical journal. E, Soft matter, 35(2), 10-10 (2012-02-22)
In a recent letter (EPL 97, 36006 (2012)), we have shown that the Leslie thermomechanical coupling cannot alone explain the Lehmann effect (namely the rotation of cholesteric droplets when they are subjected to a temperature gradient). This result was obtained
N Weber
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 27(4), 259-263 (1989-04-01)
A method for the analysis of 3 beta-chloro steroids by high-performance liquid chromatography is described. These compounds are known to occur in commercial protein hydrolysates. The gastro-intestinal absorption, distribution and metabolism of chlorinated steroids were studied after their intragastric application
Kamlesh Sharma et al.
Journal of molecular modeling, 11(2), 135-140 (2005-04-20)
This work describes a theoretical approach to the substitution reaction mechanism involving the conversion of cholesterol to cholesteryl chloride. Two chlorosulfite ester molecules were formed as intermediates. An iso-steroid was found as the transition state. The final product was cholesteryl
Smiljka S Milisavljević et al.
Steroids, 70(13), 867-872 (2005-07-26)
Four 5,6-unsaturated steroids--3beta-chlorocholest-5-ene (1a), cholesterol (1b) and its acetate (1c) and benzoate (1d)-were subjected to constant current electrolysis (50 mA, 2 F mol(-1)) in an electrolytic cell divided by a ceramic membrane, using a platinum foil as the anode and

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