60816-17-3

60816-17-3 structure
60816-17-3 structure
  • Name: Cholesterol-d6
  • Chemical Name: cholesterol-26,26,26,27,27,27-d6
  • CAS Number: 60816-17-3
  • Molecular Formula: C27H40D6O
  • Molecular Weight: 392.69
  • Catalog: Signaling Pathways Others Estrogen Receptor/ERR
  • Create Date: 2019-06-10 17:13:21
  • Modify Date: 2024-01-23 10:38:52
  • Cholesterol-d6 is the deuterium labeled Cholesterol. Cholesterol is the major sterol in mammals and is makes up 20-25% of structural component of the plasma membrane. Plasma membranes are highly permeable to water but relatively impermeable to ions and protons. Cholesterol plays an important role in determining the fluidity and permeability characteristics of the membrane as well as the function of both the transporters and signaling proteins[1][2]. Cholesterol is also an endogenous estrogen-related receptor α (ERRα) agonist[3][4].

Name cholesterol-26,26,26,27,27,27-d6
Synonyms 4,6-Diamino-2-<2-nitro-phenyl>-1,3,5-triazin
<26,27-2H6>cholesterol
D6-cholesterol
2-o-Nitrophenyl-4,6-diamino-s-triazin
Description Cholesterol-d6 is the deuterium labeled Cholesterol. Cholesterol is the major sterol in mammals and is makes up 20-25% of structural component of the plasma membrane. Plasma membranes are highly permeable to water but relatively impermeable to ions and protons. Cholesterol plays an important role in determining the fluidity and permeability characteristics of the membrane as well as the function of both the transporters and signaling proteins[1][2]. Cholesterol is also an endogenous estrogen-related receptor α (ERRα) agonist[3][4].
Related Catalog
In Vitro Stable heavy isotopes of hydrogen, carbon, and other elements have been incorporated into drug molecules, largely as tracers for quantitation during the drug development process. Deuteration has gained attention because of its potential to affect the pharmacokinetic and metabolic profiles of drugs[1].
References

[1]. Russak EM, et al. Impact of Deuterium Substitution on the Pharmacokinetics of Pharmaceuticals. Ann Pharmacother. 2019;53(2):211-216.

[2]. Casaburi I, et al. Cholesterol as an Endogenous ERRα Agonist: A New Perspective to Cancer Treatment. Front Endocrinol (Lausanne). 2018 Sep 11;9:525.

[3]. Dietschy JM, et al. Thematic review series: brain Lipids. Cholesterol metabolism in the central nervous system during early development and in the mature animal. J Lipid Res. 2004 Aug;45(8):1375-97.

[4]. Fukui K, et al. Effect of Cholesterol Reduction on Receptor Signaling in Neurons. J Biol Chem. 2015 Sep 14.

Density 1.003 g/cm3
Boiling Point 360ºC
Melting Point 147-149ºC
Molecular Formula C27H40D6O
Molecular Weight 392.69
Flash Point 209.291ºC
Exact Mass 392.39300
PSA 20.23000
LogP 7.38870
RIDADR NONH for all modes of transport

~81%

60816-17-3 structure

60816-17-3

Literature: Kirk, David N.; Varley, Michael J.; Makin, Hugh L.J.; Trafford, David J.H. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1983 , # 10 p. 2563 - 2567

~73%

60816-17-3 structure

60816-17-3

Literature: Kirk, David N.; Varley, Michael J.; Makin, Hugh L.J.; Trafford, David J.H. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1983 , # 10 p. 2563 - 2567

~%

60816-17-3 structure

60816-17-3

Literature: Kirk, David N.; Varley, Michael J.; Makin, Hugh L.J.; Trafford, David J.H. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1983 , # 10 p. 2563 - 2567

~%

60816-17-3 structure

60816-17-3

Literature: Kirk, David N.; Varley, Michael J.; Makin, Hugh L.J.; Trafford, David J.H. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1983 , # 10 p. 2563 - 2567

~%

60816-17-3 structure

60816-17-3

Literature: Kirk, David N.; Varley, Michael J.; Makin, Hugh L.J.; Trafford, David J.H. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1983 , # 10 p. 2563 - 2567

~%

60816-17-3 structure

60816-17-3

Literature: Kirk, David N.; Varley, Michael J.; Makin, Hugh L.J.; Trafford, David J.H. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1983 , # 10 p. 2563 - 2567

~%

60816-17-3 structure

60816-17-3

Literature: Kirk, David N.; Varley, Michael J.; Makin, Hugh L.J.; Trafford, David J.H. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1983 , # 10 p. 2563 - 2567