CHOLESTEROL

US Previously Marketed

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C27H46O
Molecular Weight	386.6535
Optical Activity	UNSPECIFIED
Defined Stereocenters	8 / 8
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

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

InChIKey=HVYWMOMLDIMFJA-DPAQBDIFSA-N

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

HIDE SMILES / InChI

Molecular Formula	C27H46O
Molecular Weight	386.6535
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	8 / 8
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/24616704
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/28506805 | https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=06d72b32-f4cc-4c8f-a449-91146bbc41e1

Cholesterol is a sterol (a combination steroid and alcohol) and a lipid found in the cell membranes of all body tissues, and transported in the blood plasma of all animals. The high level of cholesterol in the blood is a marker of hypercholesterolemia, also called dyslipidemia. As a part of homeopathic product, it helps to support general liver and gallbladder health, and is used for temporary relief of symptoms related to adrenal glands such as fatigue and low energy. Cholesterol binds to and affects the gating of a number of ion channels such as the nicotinic acetylcholine receptor (nAChR) Inwardly-rectifying K+ channels (Kir); Transient receptor potential vanilloid 1 channels (TRPV1) and Large-conductance Ca2+-sensitive voltage-gated K+ channels (BK). It was shown the new mechanistic insights into the role of cholesterol in the regulation of nAChR, showing that cholesterol regulates the channels by two distinct mechanisms: stabilization of the channels in a resting state that depends on specific lipid-protein interactions and facilitation of the transitions between uncoupled and coupled states that depends on the hydrophobic thickness of the membrane

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Inward rectifier potassium channel 2 5 Target ID: P63252 Gene ID: 3759.0 Gene Symbol: KCNJ2 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/21559361/	Inhibitor 8504
Transient receptor potential cation channel subfamily V member 1 6 Target ID: Q8NER1 Gene ID: 7442.0 Gene Symbol: TRPV1 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/21555515/	Inhibitor 8504
Nicotinic acetylcholine receptor alpha3/betaX 1 Target ID: CHEMBL2111384 Sources: https://www.ncbi.nlm.nih.gov/pubmed/24013278/	Activator 1447
Calcium-activated potassium channel alpha/beta 1 5 Target ID: CHEMBL3038495 Sources: https://www.ncbi.nlm.nih.gov/pubmed/22474334/	Inhibitor 8504

Conditions

Condition	Modality	Highest Phase	Product
Fatigue 46 Sources: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=06d72b32-f4cc-4c8f-a449-91146bbc41e1	Palliative	Not Provided 511	Unknown Approved Use Unknown
Gallbladder health 1 Sources: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=0dba0c1b-29e4-3ac3-e054-00144ff88e88	Preventing	Not Provided 511	Unknown Approved Use Unknown
Hypercholesterolemia 51 Sources: https://www.ncbi.nlm.nih.gov/pubmed/28506805	Diagnostic	Natural Metabolite	Unknown Approved Use Unknown

Overview

CYP3A4	CYP2C9	CYP2D6	hERG
substrate 1946 inhibitor 2252			inhibitor 2217

OverviewOther

Other Inhibitor	Other Substrate	Other Inducer
	CYP7A1 1 CYP27A1 4 CYP11A1 3 CYP46A1 1 ABCG1 1 ABCA1 1 ABCG5/8 1

Drug as perpetrator

Target	Modality	Activity	Metabolite	Clinical evidence
CYP3A4 2633	inhibitor 4027 Sources: https://www.jbc.org/content/286/21/18426.short Page: -	yes [Ki 10 uM]

Drug as victim

Target	Modality	Activity
CYP7A1 1	substrate 4014 Sources: https://dmd.aspetjournals.org/content/34/4/513.short Page: -	yes [Km 13.3 uM]
CYP11A1 3	substrate 4014 Sources: https://dmd.aspetjournals.org/content/34/4/513.short Page: -	yes [Km 3.4 uM]
CYP46A1 1	substrate 4014 Sources: https://dmd.aspetjournals.org/content/34/4/513.short Page: -	yes [Km 5.3 uM]
CYP27A1 4	substrate 4014 Sources: https://dmd.aspetjournals.org/content/34/4/513.short Page: -	yes [Km 7 uM]
ABCA1 1	substrate 4014 Sources: https://www.sciencedirect.com/science/article/pii/S0378874119326364 Page: -	yes
ABCG1 1	substrate 4014 Sources: https://www.nature.com/articles/ncomms7354/ Page: -	yes
ABCG5/8 1	substrate 4014 Sources: https://www.jacc.org/doi/full/10.1016/j.jacc.2013.12.055 Page: -	yes
CYP3A4 1946	substrate 4014 Sources: https://www.sciencedirect.com/science/article/pii/S0163725806001161 Page: -	yes

Tox targets

Target	Modality	Activity	Metabolite	Clinical evidence
hERG 2263	inhibitor 2237 Sources: https://www.tandfonline.com/doi/full/10.4161/chan.25122 Page: -

Sourcing

Vendor/Aggregator	ID	URL
ChEBI	CHEBI:16113	https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:16113
ChemicalBook	CB7383339	https://www.chemicalbook.com/ChemicalProductProperty_EN_CB7383339
eMolecules	29535203	https://www.emolecules.com/cgi-bin/more?vid=29535203
eMolecules	29536225	https://www.emolecules.com/cgi-bin/more?vid=29536225
eMolecules	482145	https://www.emolecules.com/cgi-bin/more?vid=482145
MolPort	MolPort-002-506-911	https://www.molport.com/shop/molecule-link/MolPort-002-506-911
Selleck Chemicals	cholesterol	http://www.selleckchem.com/products/cholesterol.html
ZINC	ZINC000003875383	http://zinc15.docking.org/substances/ZINC000003875383

PubMed

Title	Date	PubMed
A common mutation of the insulin receptor substrate-1 gene is a risk factor for coronary artery disease.	1999 Dec	10591678
Down-regulation of mammalian 3-hydroxy-3-methylglutaryl coenzyme A reductase activity with highly purified liposomal cholesterol.	1999 Dec	10561571
Cholesteryl ester hydrolase in human monocyte/macrophage: cloning, sequencing, and expression of full-length cDNA.	2000 Jan 24	11015575
Progesterone synthesized by Schwann cells during myelin formation regulates neuronal gene expression.	2000 Jul	10888668
Synthesis of single- and double-chain fluorocarbon and hydrocarbon galactosyl amphiphiles and their anti-HIV-1 activity.	2000 Jul 24	10945673
Squalene synthase: structure and regulation.	2001	11008488
Preoperative lipid control with simvastatin reduces the risk for graft failure already 1 year after myocardial revascularization.	2001 Feb	11137806
Life-style factors and risk for abdominal aortic aneurysm in a cohort of Finnish male smokers.	2001 Jan	11138827
The effect of a garlic preparation on plasma lipid levels in moderately hypercholesterolemic adults.	2001 Jan	11137102
Raloxifene and estrogen reduces progression of advanced atherosclerosis--a study in ovariectomized, cholesterol-fed rabbits.	2001 Jan	11137087
Anti-oxidative properties of fluvastatin, an HMG-CoA reductase inhibitor, contribute to prevention of atherosclerosis in cholesterol-fed rabbits.	2001 Jan	11137086
Gelatin intake increases the atheroma formation in apoE knock out mice.	2001 Jan	11137084
The LDL receptor is the major pathway for beta-VLDL uptake by mouse peritoneal macrophages.	2001 Jan	11137082
17beta-estradiol, gender independently, reduces atheroma development but not neointimal proliferation after balloon injury in the rabbit aorta.	2001 Jan	11137081
Meiosis-activating sterol and the maturation of isolated mouse oocytes.	2001 Jan	11133661
Body mass index and metabolic risk factors for coronary heart disease in women.	2001 Jan	11133209
Maternal hypercholesterolemia during pregnancy influences the later development of atherosclerosis: clinical and pathogenic implications.	2001 Jan	11133201
The effect of isolated soy protein on plasma biomarkers in elderly men with elevated serum prostate specific antigen.	2001 Jan	11125428
Active urea transport and an unusual basolateral membrane composition in the gills of a marine elasmobranch.	2001 Jan	11124129
New statins and new doses of older statins.	2001 Jan	11123843
Gene-diet interactions and plasma lipoproteins: role of apolipoprotein E and habitual saturated fat intake.	2001 Jan	11119301
Metabolic abnormalities and cardiovascular disease risk factors in adults with human immunodeficiency virus infection and lipodystrophy.	2001 Jan	11118392
Vatanidipine hydrochloride: a new long-lasting antihypertensive agent.	2001 Jan	11116287
The loop region covering the iron-sulfur cluster in bovine adrenodoxin comprises a new interaction site for redox partners.	2001 Jan 12	11013256
Infrared spectroscopic characterization of the interaction of cationic lipids with plasmid DNA.	2001 Mar 16	11118456

Patents

Sample Use Guides

In Vivo Use Guide

fatigue: 1-10 drops under the tongue, 2 times a day or as directed by a health professional. gallbladder health: Adults: Take five granules three times daily or as recommended by your healthcare practitioner. Children: Take three garnules and follow adult directions.

Route of Administration: Oral

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:55:00 GMT 2025` Edited by `admin` on `Mon Mar 31 17:55:00 GMT 2025`
Record UNII	97C5T2UQ7J
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

CHOLESTEROL

Official Name

English

CHOLESTERINUM

Preferred Name

English

CHOLESTEROL [MI]

Common Name

English

CHOLESTEROL [IARC]

Common Name

English

CHOLESTEROL [USP-RS]

Common Name

English

Cholesterol [WHO-DD]

Common Name

English

NSC-8798

Code

English

CHOLESTEROL [VANDF]

Common Name

English

CHOLESTEROL [JAN]

Common Name

English

CHOLESTEROL [MART.]

Common Name

English

PROVITAMIN-D

Common Name

English

ALF43 component cholesterol

Common Name

English

LIDINITE

Common Name

English

DYTHOL

Common Name

English

CHOLESTEROL [II]

Common Name

English

ALF component cholesterol

Common Name

English

Army Liposome Formulation component cholesterol

Common Name

English

Cholest-5-en-3?-ol

Systematic Name

English

CHOLESTEROL [EP MONOGRAPH]

Common Name

English

CHOLESTERINUM [HPUS]

Common Name

English

LIDINIT

Common Name

English

CHOLEST-5-EN-3-OL (3.BETA.)-

Common Name

English

CHOLESTEROL [HSDB]

Common Name

English

ALFQ component cholesterol

Common Name

English

Classification Tree Code System Code

LOINC

47228-2