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
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
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 |
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/24616704Curator'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
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
Sources: https://www.ncbi.nlm.nih.gov/pubmed/17116000
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
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: P63252 Gene ID: 3759.0 Gene Symbol: KCNJ2 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/21559361/ |
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Target ID: Q8NER1 Gene ID: 7442.0 Gene Symbol: TRPV1 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/21555515/ |
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Target ID: CHEMBL2111384 Sources: https://www.ncbi.nlm.nih.gov/pubmed/24013278/ |
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Target ID: CHEMBL3038495 Sources: https://www.ncbi.nlm.nih.gov/pubmed/22474334/ |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Palliative | Unknown Approved UseUnknown |
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Preventing | Unknown Approved UseUnknown |
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Diagnostic | Unknown Approved UseUnknown |
Overview
CYP3A4 | CYP2C9 | CYP2D6 | hERG |
---|---|---|---|
Drug as perpetrator
Target | Modality | Activity | Metabolite | Clinical evidence |
---|---|---|---|---|
Sources: https://www.jbc.org/content/286/21/18426.short Page: - |
yes [Ki 10 uM] |
Drug as victim
Target | Modality | Activity | Metabolite | Clinical evidence |
---|---|---|---|---|
Sources: https://dmd.aspetjournals.org/content/34/4/513.short Page: - |
yes [Km 13.3 uM] | |||
Sources: https://dmd.aspetjournals.org/content/34/4/513.short Page: - |
yes [Km 3.4 uM] | |||
Sources: https://dmd.aspetjournals.org/content/34/4/513.short Page: - |
yes [Km 5.3 uM] | |||
Sources: https://dmd.aspetjournals.org/content/34/4/513.short Page: - |
yes [Km 7 uM] | |||
Page: - |
yes | |||
Sources: https://www.nature.com/articles/ncomms7354/ Page: - |
yes | |||
Page: - |
yes | |||
Page: - |
yes |
Tox targets
Target | Modality | Activity | Metabolite | Clinical evidence |
---|---|---|---|---|
Page: - |
PubMed
Title | Date | PubMed |
---|---|---|
A common mutation of the insulin receptor substrate-1 gene is a risk factor for coronary artery disease. | 1999 Dec |
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Down-regulation of mammalian 3-hydroxy-3-methylglutaryl coenzyme A reductase activity with highly purified liposomal cholesterol. | 1999 Dec |
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Cholesteryl ester hydrolase in human monocyte/macrophage: cloning, sequencing, and expression of full-length cDNA. | 2000 Jan 24 |
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Progesterone synthesized by Schwann cells during myelin formation regulates neuronal gene expression. | 2000 Jul |
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Synthesis of single- and double-chain fluorocarbon and hydrocarbon galactosyl amphiphiles and their anti-HIV-1 activity. | 2000 Jul 24 |
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Squalene synthase: structure and regulation. | 2001 |
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Preoperative lipid control with simvastatin reduces the risk for graft failure already 1 year after myocardial revascularization. | 2001 Feb |
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Life-style factors and risk for abdominal aortic aneurysm in a cohort of Finnish male smokers. | 2001 Jan |
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The effect of a garlic preparation on plasma lipid levels in moderately hypercholesterolemic adults. | 2001 Jan |
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Raloxifene and estrogen reduces progression of advanced atherosclerosis--a study in ovariectomized, cholesterol-fed rabbits. | 2001 Jan |
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Anti-oxidative properties of fluvastatin, an HMG-CoA reductase inhibitor, contribute to prevention of atherosclerosis in cholesterol-fed rabbits. | 2001 Jan |
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Gelatin intake increases the atheroma formation in apoE knock out mice. | 2001 Jan |
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The LDL receptor is the major pathway for beta-VLDL uptake by mouse peritoneal macrophages. | 2001 Jan |
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17beta-estradiol, gender independently, reduces atheroma development but not neointimal proliferation after balloon injury in the rabbit aorta. | 2001 Jan |
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Meiosis-activating sterol and the maturation of isolated mouse oocytes. | 2001 Jan |
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Body mass index and metabolic risk factors for coronary heart disease in women. | 2001 Jan |
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Maternal hypercholesterolemia during pregnancy influences the later development of atherosclerosis: clinical and pathogenic implications. | 2001 Jan |
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The effect of isolated soy protein on plasma biomarkers in elderly men with elevated serum prostate specific antigen. | 2001 Jan |
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Active urea transport and an unusual basolateral membrane composition in the gills of a marine elasmobranch. | 2001 Jan |
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New statins and new doses of older statins. | 2001 Jan |
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Gene-diet interactions and plasma lipoproteins: role of apolipoprotein E and habitual saturated fat intake. | 2001 Jan |
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Metabolic abnormalities and cardiovascular disease risk factors in adults with human immunodeficiency virus infection and lipodystrophy. | 2001 Jan |
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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 |
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
Substance Class |
Chemical
Created
by
admin
on
Edited
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by
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Record UNII |
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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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54470-0
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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2095-8
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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13460-1
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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12531-0
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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91109-9
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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70202-7
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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14647-2
Created by
admin on Mon Mar 31 17:55:00 GMT 2025 , Edited by admin on Mon Mar 31 17:55:00 GMT 2025
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13457-7
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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35198-1
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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44915-7
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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44711-0
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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91113-1
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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14646-4
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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74435-9
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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DSLD |
195 (Number of products:6032)
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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47218-3
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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70204-3
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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56132-4
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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54469-2
Created by
admin on Mon Mar 31 17:55:00 GMT 2025 , Edited by admin on Mon Mar 31 17:55:00 GMT 2025
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70203-5
Created by
admin on Mon Mar 31 17:55:00 GMT 2025 , Edited by admin on Mon Mar 31 17:55:00 GMT 2025
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2089-1
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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57937-5
Created by
admin on Mon Mar 31 17:55:00 GMT 2025 , Edited by admin on Mon Mar 31 17:55:00 GMT 2025
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54467-6
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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49133-2
Created by
admin on Mon Mar 31 17:55:00 GMT 2025 , Edited by admin on Mon Mar 31 17:55:00 GMT 2025
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2094-1
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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26015-8
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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54371-0
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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9833-5
Created by
admin on Mon Mar 31 17:55:00 GMT 2025 , Edited by admin on Mon Mar 31 17:55:00 GMT 2025
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49624-0
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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91108-1
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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14155-6
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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49130-8
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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14442-8
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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14438-6
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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9830-1
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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56035-9
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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48089-7
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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50339-1
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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14441-0
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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35197-3
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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18263-4
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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48636-5
Created by
admin on Mon Mar 31 17:55:00 GMT 2025 , Edited by admin on Mon Mar 31 17:55:00 GMT 2025
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49132-4
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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2086-7
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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53133-5
Created by
admin on Mon Mar 31 17:55:00 GMT 2025 , Edited by admin on Mon Mar 31 17:55:00 GMT 2025
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26017-4
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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44733-4
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 |
53082-4
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 |
54468-4
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 |
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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LOINC |
56134-0
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 |
78518-8
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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LOINC |
66499-5
Created by
admin on Mon Mar 31 17:55:00 GMT 2025 , Edited by admin on Mon Mar 31 17:55:00 GMT 2025
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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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54438-7
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 |
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
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Code System | Code | Type | Description | ||
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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
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PRIMARY | |||
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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
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PRIMARY | |||
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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
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PRIMARY | |||
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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
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PRIMARY | |||
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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
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PRIMARY | |||
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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
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PRIMARY | |||
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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
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PRIMARY | |||
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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
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PRIMARY | |||
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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
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PRIMARY | Merck Index | ||
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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
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PRIMARY | |||
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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
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PRIMARY | |||
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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
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PRIMARY | |||
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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
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PRIMARY | |||
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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
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PRIMARY | |||
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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
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PRIMARY | |||
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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
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PRIMARY | |||
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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
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PRIMARY | |||
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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
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PRIMARY | |||
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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
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PRIMARY | RxNorm |
Related Record | Type | Details | ||
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METABOLIC ENZYME -> SUBSTRATE |
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PARENT -> CONSTITUENT ALWAYS PRESENT |
CALENDULA OFFICINALIS FLOWER terpenoid
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TRANSPORTER -> SUBSTRATE |
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METABOLIC ENZYME -> SUBSTRATE |
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LABELED -> NON-LABELED |
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METABOLIC ENZYME -> SUBSTRATE |
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INHIBITOR OF ABSORPTION->TARGET |
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TRANSPORTER -> SUBSTRATE |
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METABOLIC ENZYME -> SUBSTRATE |
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METABOLIC ENZYME -> SUBSTRATE |
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METABOLIC ENZYME -> SUBSTRATE |
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INHIBITOR OF ABSORPTION->TARGET |
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INHIBITOR OF ABSORPTION->TARGET |
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INHIBITOR OF ABSORPTION->TARGET |
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Related Record | Type | Details | ||
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METABOLITE -> PARENT |
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METABOLITE -> PARENT |
In human brain
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METABOLITE -> PARENT |
PREDOMINANTLY METABOLIZED IN MACROPHAGES
MAJOR
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PARENT -> METABOLITE |
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METABOLITE -> PARENT |
In steroidogenic tissues
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METABOLITE -> PARENT |
25-HYDROXYCHOLESTEROL activates the ER-localized enzyme ACAT to induce internalization of accessible cholesterol on the plasma membrane and restricts SARS-CoV-2 S protein-mediated fusion which inhibits virus replication
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METABOLITE -> PARENT |
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METABOLITE -> PARENT |
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Related Record | Type | Details | ||
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ACTIVE MOIETY |
ALLOSTERIC ACTIVATOR
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