Merck
All Photos(1)

C1231

SAFC

Cholesterol, Plant-Derived

SyntheChol®, NF, Ph. Eur., JP

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:
1915888
EC Number:
MDL number:
PubChem Substance ID:

biological source

synthetic

Agency

JP
NF
Ph. Eur.

assay

≥98%

form

crystals

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 (−15°C to −25°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

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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

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

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
Daniel I Swerdlow et al.
Lancet (London, England), 385(9965), 351-361 (2014-09-30)
Statins increase the risk of new-onset type 2 diabetes mellitus. We aimed to assess whether this increase in risk is a consequence of inhibition of 3-hydroxy-3-methylglutaryl-CoA reductase (HMGCR), the intended drug target. We used single nucleotide polymorphisms in the HMGCR
James I Dower et al.
The American journal of clinical nutrition, 101(5), 914-921 (2015-05-03)
Prospective cohort studies showed inverse associations between the intake of flavonoid-rich foods (cocoa and tea) and cardiovascular disease (CVD). Intervention studies showed protective effects on intermediate markers of CVD. This may be due to the protective effects of the flavonoids
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

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