C1231

SAFC

Cholesterol, Plant-Derived

SyntheChol®, PharmaGrade, USP/NF, Ph. Eur., Manufactured under appropriate GMP controls for pharma or biopharmaceutical production

Synonym(s):
3β-Hydroxy-5-cholestene, 5-Cholesten-3β-ol, Synthetic cholesterol, Cholesterol
Empirical Formula (Hill Notation):
C27H46O
CAS Number:
Molecular Weight:
386.65
Beilstein/REAXYS Number:
1915888
EC Number:
MDL number:
PubChem Substance ID:
Pricing and availability is not currently available.

Quality Level

biological source

synthetic

Agency/Method

Ph. Eur.
USP/NF

product line

PharmaGrade

assay

≥98%

bp

360 °C (lit.)

mp

147-149 °C (lit.)

density

1.067 g/mL at 25 °C (lit.)

suitability

suitable for manufacturing use

shipped in

dry ice

storage temp.

−20°C

SMILES string

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

InChI

1S/C27H46O/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/h9,18-19,21-25,28H,6-8,10-17H2,1-5H3/t19-,21+,22+,23-,24+,25+,26+,27-/m1/s1

InChI key

HVYWMOMLDIMFJA-DPAQBDIFSA-N

Gene Information

human ... POLA1(5422), TOP2A(7153)
rat ... Ar(24208), Polb(29240)

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General description

PharmaGrade products are manufactured under appropriate controls for use as a raw material in pharma or biopharmaceutical production. For more information on the PharmaGrade Program, visit sigma-aldrich.com/safc-pharmagrade.

Biochem/physiol Actions

Major component of all biological membranes; ~25% of total brain lipid is cholesterol.

Preparation Note

Synthesized from material of non-animal origin

Legal Information

SyntheChol is a registered trademark of Sigma-Aldrich Co. LLC

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Steven A Grover et al.
The lancet. Diabetes & endocrinology, 3(2), 114-122 (2014-12-09)
Despite the increased risk of cardiovascular disease and type 2 diabetes associated with excess bodyweight, development of a clinically meaningful metric for health professionals remains a challenge. We estimated the years of life lost and the life-years lost from diabetes...
Bo Angelin et al.
Journal of internal medicine, 277(3), 331-342 (2014-04-24)
Liver-selective thyromimetic agents could provide a new approach for treating dyslipidaemia. We performed a multicentre, randomized, placebo-controlled, double-blind study to evaluate the efficacy and safety of eprotirome, a liver-selective thyroid hormone receptor agonist, in 98 patients with primary hypercholesterolaemia. After...
Michael J Pencina et al.
The New England journal of medicine, 370(15), 1422-1431 (2014-03-22)
The 2013 guidelines of the American College of Cardiology and the American Heart Association (ACC-AHA) for the treatment of cholesterol expand the indications for statin therapy for the prevention of cardiovascular disease. Using data from the National Health and Nutrition...
Jinjiang Fan et al.
Proceedings of the National Academy of Sciences of the United States of America, 112(23), 7261-7266 (2015-06-04)
Translocator protein (TSPO) is a key member of the mitochondrial cholesterol transport complex in steroidogenic tissues. To assess the function of TSPO, we generated two lines of Cre-mediated Tspo conditional knockout (cKO) mice. First, gonadal somatic cell-targeting Amhr2-Cre mice were...
Matthew P Buman et al.
American journal of epidemiology, 179(3), 323-334 (2013-12-10)
Sleep and sedentary and active behaviors are linked to cardiovascular disease risk biomarkers, and across a 24-hour day, increasing time in 1 behavior requires decreasing time in another. We explored associations of reallocating time to sleep, sedentary behavior, or active...

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