20,22-dihydroxycholesterol: RN given refers to (3beta,22R)-isomer [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]
(20R,22R)-20,22-dihydroxycholesterol : An oxysterol that is cholesterol substituted by hydroxy groups at positions 20 and 22 (the 20R,22R-stereoisomer). [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]
| ID Source | ID |
|---|---|
| PubMed CID | 6453841 |
| CHEMBL ID | 560194 |
| CHEBI ID | 1294 |
| SCHEMBL ID | 1746175 |
| MeSH ID | M0044594 |
| Synonym |
|---|
| 20,22-dihydroxycholesterol |
| 20alpha,22r-dihydroxycholesterol |
| CHEBI:1294 , |
| 596-94-1 |
| (20r,22r)-20,22-dihydroxycholesterol |
| (22r)-cholest-5-ene-3beta,20,22-triol |
| 20alpha,22beta-dihydroxycholesterol |
| C05501 , |
| (22r)-20alpha,22-dihydroxycholesterol |
| 20-a-22-b-dihydroxycholesterol |
| (20r,22r)-dihydroxycholesterol |
| CHEMBL560194 , |
| (3alpha,8alpha,22r)-cholest-5-ene-3,20,22-triol |
| 2dc , |
| (2r,3r)-2-[(3s,8s,9s,10r,13s,14s,17s)-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1h-cyclopenta[a]phenanthren-17-yl]-6-methylheptane-2,3-diol |
| cholest-5-en-3beta,20r,22r-triol |
| LMST01010200 |
| 20r,22r-dihydroxycholesterol |
| cholest-5-ene-3,20,22-triol, (3beta,22r)- |
| bdbm50414647 |
| 20|a,22r-dihydroxycholesterol |
| SCHEMBL1746175 |
| (3beta,22r)-dihydroxy cholesterol |
| Q27105438 |
| DTXSID00975007 |
| HY-137178 |
| CS-0136959 |
| oxy-16 |
| Role | Description |
|---|---|
| human metabolite | Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens). |
| mouse metabolite | Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus). |
| [role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res] | |
| Class | Description |
|---|---|
| 20-hydroxy steroid | Any hydroxy steroid that in which the steroid skeleton contains a hydroxy substituent at position 20. |
| 22-hydroxy steroid | |
| 3beta-sterol | A sterol in which the hydroxy group at position 3 has beta- configuration. |
| cholestanoid | Any steroid based on a cholestane skeleton and its derivatives. |
| oxysterol | An oxygenated derivative of cholesterol |
| 3beta-hydroxy-Delta(5)-steroid | Any 3beta-hydroxy-steroid that contains a double bond between positions 5 and 6. |
| [compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res] | |
| Pathway | Proteins | Compounds |
|---|---|---|
| Metabolism | 1496 | 1108 |
| Metabolism of lipids | 500 | 463 |
| Metabolism of steroids | 111 | 135 |
| Metabolism of steroid hormones | 25 | 37 |
| Pregnenolone biosynthesis | 6 | 13 |
| Biological oxidations | 150 | 276 |
| Phase I - Functionalization of compounds | 69 | 175 |
| Cytochrome P450 - arranged by substrate type | 30 | 110 |
| Endogenous sterols | 18 | 38 |
| Disease | 1278 | 231 |
| Diseases of metabolism | 69 | 121 |
| Metabolic disorders of biological oxidation enzymes | 6 | 47 |
| Defective CYP11A1 causes AICSR | 1 | 4 |
| Steroid hormone precursor biosynthesis | 0 | 15 |
| Protein | Taxonomy | Measurement | Average | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
|---|---|---|---|---|---|---|---|
| Ecdysone receptor | Drosophila melanogaster (fruit fly) | IC50 (µMol) | 41.6869 | 0.0013 | 0.5450 | 2.5704 | AID431525 |
| [prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] | |||||||
| Assay ID | Title | Year | Journal | Article |
|---|---|---|---|---|
| AID431525 | Binding affinity to ecdysone receptor ligand binding domain in Drosophila melanogaster assessed as number of hydrogen bonds formed | 2009 | Bioorganic & medicinal chemistry, Aug-15, Volume: 17, Issue:16 | Evaluation of hydrogen bonds of ecdysteroids in the ligand-receptor interactions using a protein modeling system. |
| [information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||||
| Timeframe | Studies, This Drug (%) | All Drugs % |
|---|---|---|
| pre-1990 | 7 (50.00) | 18.7374 |
| 1990's | 4 (28.57) | 18.2507 |
| 2000's | 2 (14.29) | 29.6817 |
| 2010's | 1 (7.14) | 24.3611 |
| 2020's | 0 (0.00) | 2.80 |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||
According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.
| This Compound (11.47) All Compounds (24.57) |
| Publication Type | This drug (%) | All Drugs (%) |
|---|---|---|
| Trials | 0 (0.00%) | 5.53% |
| Reviews | 0 (0.00%) | 6.00% |
| Case Studies | 0 (0.00%) | 4.05% |
| Observational | 0 (0.00%) | 0.25% |
| Other | 14 (100.00%) | 84.16% |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||