U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS
This repository is under review for potential modification in compliance with Administration directives.

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 of CHOLESTEROL

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
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

Curator's Comment: a low synthesis of cholesterol is present in the brain, a mechanism for compensatory elimination is required. It was discovered, that favoured mechanism for this involves conversion into 24S-hydroxycholesterol, followed by diffusion over the blood-brain barrier

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P63252
Gene ID: 3759.0
Gene Symbol: KCNJ2
Target Organism: Homo sapiens (Human)
Target ID: Q8NER1
Gene ID: 7442.0
Gene Symbol: TRPV1
Target Organism: Homo sapiens (Human)
Conditions
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG



OverviewOther

Other InhibitorOther SubstrateOther Inducer







Drug as perpetrator​

Drug as perpetrator​

TargetModalityActivityMetaboliteClinical evidence
yes [Ki 10 uM]
Drug as victimTox targets

Tox targets

TargetModalityActivityMetaboliteClinical evidence
PubMed

PubMed

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

Sample Use Guides

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
  • Download
Name Type Language
CHOLESTEROL
EP   HSDB   II   INCI   MART.   MI   USP-RS   VANDF   WHO-DD  
INCI  
Official Name English
CHOLESTERINUM
HPUS  
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
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IARC Cholesterol
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Created by admin on Mon Mar 31 17:55:00 GMT 2025 , Edited by admin on Mon Mar 31 17:55:00 GMT 2025
LOINC 2088-3
Created by admin on Mon Mar 31 17:55:00 GMT 2025 , Edited by admin on Mon Mar 31 17:55:00 GMT 2025
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Created by admin on Mon Mar 31 17:55:00 GMT 2025 , Edited by admin on Mon Mar 31 17:55:00 GMT 2025
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LOINC 54471-8
Created by admin on Mon Mar 31 17:55:00 GMT 2025 , Edited by admin on Mon Mar 31 17:55:00 GMT 2025
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Created by admin on Mon Mar 31 17:55:00 GMT 2025 , Edited by admin on Mon Mar 31 17:55:00 GMT 2025
LOINC 55440-2
Created by admin on Mon Mar 31 17:55:00 GMT 2025 , Edited by admin on Mon Mar 31 17:55:00 GMT 2025
Code System Code Type Description
ECHA (EC/EINECS)
200-353-2
Created by admin on Mon Mar 31 17:55:00 GMT 2025 , Edited by admin on Mon Mar 31 17:55:00 GMT 2025
PRIMARY
HSDB
7106
Created by admin on Mon Mar 31 17:55:00 GMT 2025 , Edited by admin on Mon Mar 31 17:55:00 GMT 2025
PRIMARY
CHEBI
16113
Created by admin on Mon Mar 31 17:55:00 GMT 2025 , Edited by admin on Mon Mar 31 17:55:00 GMT 2025
PRIMARY
WIKIPEDIA
CHOLESTEROL
Created by admin on Mon Mar 31 17:55:00 GMT 2025 , Edited by admin on Mon Mar 31 17:55:00 GMT 2025
PRIMARY
DAILYMED
97C5T2UQ7J
Created by admin on Mon Mar 31 17:55:00 GMT 2025 , Edited by admin on Mon Mar 31 17:55:00 GMT 2025
PRIMARY
NSC
8798
Created by admin on Mon Mar 31 17:55:00 GMT 2025 , Edited by admin on Mon Mar 31 17:55:00 GMT 2025
PRIMARY
DRUG BANK
DB04540
Created by admin on Mon Mar 31 17:55:00 GMT 2025 , Edited by admin on Mon Mar 31 17:55:00 GMT 2025
PRIMARY
SMS_ID
100000078528
Created by admin on Mon Mar 31 17:55:00 GMT 2025 , Edited by admin on Mon Mar 31 17:55:00 GMT 2025
PRIMARY
MERCK INDEX
m3478
Created by admin on Mon Mar 31 17:55:00 GMT 2025 , Edited by admin on Mon Mar 31 17:55:00 GMT 2025
PRIMARY Merck Index
CAS
57-88-5
Created by admin on Mon Mar 31 17:55:00 GMT 2025 , Edited by admin on Mon Mar 31 17:55:00 GMT 2025
PRIMARY
ChEMBL
CHEMBL112570
Created by admin on Mon Mar 31 17:55:00 GMT 2025 , Edited by admin on Mon Mar 31 17:55:00 GMT 2025
PRIMARY
NCI_THESAURUS
C369
Created by admin on Mon Mar 31 17:55:00 GMT 2025 , Edited by admin on Mon Mar 31 17:55:00 GMT 2025
PRIMARY
PUBCHEM
5997
Created by admin on Mon Mar 31 17:55:00 GMT 2025 , Edited by admin on Mon Mar 31 17:55:00 GMT 2025
PRIMARY
EPA CompTox
DTXSID3022401
Created by admin on Mon Mar 31 17:55:00 GMT 2025 , Edited by admin on Mon Mar 31 17:55:00 GMT 2025
PRIMARY
FDA UNII
97C5T2UQ7J
Created by admin on Mon Mar 31 17:55:00 GMT 2025 , Edited by admin on Mon Mar 31 17:55:00 GMT 2025
PRIMARY
MESH
D002784
Created by admin on Mon Mar 31 17:55:00 GMT 2025 , Edited by admin on Mon Mar 31 17:55:00 GMT 2025
PRIMARY
EVMPD
SUB12480MIG
Created by admin on Mon Mar 31 17:55:00 GMT 2025 , Edited by admin on Mon Mar 31 17:55:00 GMT 2025
PRIMARY
RS_ITEM_NUM
1131960
Created by admin on Mon Mar 31 17:55:00 GMT 2025 , Edited by admin on Mon Mar 31 17:55:00 GMT 2025
PRIMARY
RXCUI
2438
Created by admin on Mon Mar 31 17:55:00 GMT 2025 , Edited by admin on Mon Mar 31 17:55:00 GMT 2025
PRIMARY RxNorm
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