18-Hydroxycorticosterone
(right click,save link as to download,it is a temp file,please download as soon as possible, you can also use CTRL+S to save the whole html page)
Basic Info
Common Name | 18-Hydroxycorticosterone(F05321) |
2D Structure | |
Description | 11 beta,18,21-Trihydroxypregn-4-ene-3,20-dione. 18-Hydroxycorticosterone is a derivative of corticosterone. It serves as an intermediate in the synthesis of aldosterone by the enzyme aldosterone synthase in the zona glomerulosa. |
FRCD ID | F05321 |
CAS Number | 561-65-9 |
PubChem CID | 11222 |
Formula | C21H30O5 |
IUPAC Name | (8S,9S,10R,11S,13R,14S,17S)-11-hydroxy-17-(2-hydroxyacetyl)-13-(hydroxymethyl)-10-methyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one |
InChI Key | HFSXHZZDNDGLQN-ZVIOFETBSA-N |
InChI | InChI=1S/C21H30O5/c1-20-7-6-13(24)8-12(20)2-3-14-15-4-5-16(18(26)10-22)21(15,11-23)9-17(25)19(14)20/h8,14-17,19,22-23,25H,2-7,9-11H2,1H3/t14-,15-,16+,17-,19+,20-,21+/m0/s1 |
Canonical SMILES | CC12CCC(=O)C=C1CCC3C2C(CC4(C3CCC4C(=O)CO)CO)O |
Isomeric SMILES | C[C@]12CCC(=O)C=C1CC[C@@H]3[C@@H]2[C@H](C[C@]4([C@H]3CC[C@@H]4C(=O)CO)CO)O |
Wikipedia | 18-Hydroxycorticosterone |
Synonyms | 4U5T0O9SI3 11beta,18,21-trihydroxy-pregn-4-ene-3,20-dione 18-HYDROXYCORTICOSTERONE 561-65-9 UNII-4U5T0O9SI3 11beta,18,21-Trihydroxypregn-4-ene-3,20-dione EINECS 209-221-9 AC1L1WVV 18-hydroxy corticosterone SCHEMBL142427 |
Classifies | Animal Toxin |
Update Date | Nov 13, 2018 17:07 |
Chemical Taxonomy
Kingdom | Organic compounds |
Superclass | Lipids and lipid-like molecules |
Class | Steroids and steroid derivatives |
Subclass | Hydroxysteroids |
Intermediate Tree Nodes | Not available |
Direct Parent | 21-hydroxysteroids |
Alternative Parents | |
Molecular Framework | Aliphatic homopolycyclic compounds |
Substituents | Progestogin-skeleton - 21-hydroxysteroid - Pregnane-skeleton - 20-oxosteroid - 18-hydroxysteroid - 3-oxo-delta-4-steroid - 3-oxosteroid - 11-hydroxysteroid - 11-beta-hydroxysteroid - Oxosteroid - Delta-4-steroid - Cyclohexenone - Alpha-hydroxy ketone - Cyclic alcohol - Ketone - Secondary alcohol - Cyclic ketone - Hydrocarbon derivative - Organic oxide - Carbonyl group - Organic oxygen compound - Alcohol - Organooxygen compound - Primary alcohol - Aliphatic homopolycyclic compound |
Description | This compound belongs to the class of organic compounds known as 21-hydroxysteroids. These are steroids carrying a hydroxyl group at the 21-position of the steroid backbone. |
Properties
Property Name | Property Value |
---|---|
Molecular Weight | 362.466 |
Hydrogen Bond Donor Count | 3 |
Hydrogen Bond Acceptor Count | 5 |
Rotatable Bond Count | 3 |
Complexity | 655 |
Monoisotopic Mass | 362.209 |
Exact Mass | 362.209 |
XLogP | 0.7 |
Formal Charge | 0 |
Heavy Atom Count | 26 |
Defined Atom Stereocenter Count | 7 |
Undefined Atom Stereocenter Count | 0 |
Defined Bond Stereocenter Count | 0 |
Undefined Bond Stereocenter Count | 0 |
Isotope Atom Count | 0 |
Covalently-Bonded Unit Count | 1 |
ADMET
Model | Result | Probability |
---|---|---|
Absorption | ||
Blood-Brain Barrier | BBB+ | 0.9095 |
Human Intestinal Absorption | HIA+ | 0.9945 |
Caco-2 Permeability | Caco2+ | 0.7004 |
P-glycoprotein Substrate | Substrate | 0.8097 |
P-glycoprotein Inhibitor | Non-inhibitor | 0.6756 |
Non-inhibitor | 0.7694 | |
Renal Organic Cation Transporter | Non-inhibitor | 0.6677 |
Distribution | ||
Subcellular localization | Mitochondria | 0.8676 |
Metabolism | ||
CYP450 2C9 Substrate | Non-substrate | 0.8306 |
CYP450 2D6 Substrate | Non-substrate | 0.8901 |
CYP450 3A4 Substrate | Substrate | 0.7030 |
CYP450 1A2 Inhibitor | Non-inhibitor | 0.9385 |
CYP450 2C9 Inhibitor | Non-inhibitor | 0.9170 |
CYP450 2D6 Inhibitor | Non-inhibitor | 0.9274 |
CYP450 2C19 Inhibitor | Non-inhibitor | 0.9132 |
CYP450 3A4 Inhibitor | Non-inhibitor | 0.9020 |
CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.9217 |
Excretion | ||
Toxicity | ||
Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9112 |
Inhibitor | 0.5274 | |
AMES Toxicity | Non AMES toxic | 0.8959 |
Carcinogens | Non-carcinogens | 0.9568 |
Fish Toxicity | High FHMT | 0.9906 |
Tetrahymena Pyriformis Toxicity | High TPT | 0.9722 |
Honey Bee Toxicity | High HBT | 0.7631 |
Biodegradation | Not ready biodegradable | 0.9460 |
Acute Oral Toxicity | III | 0.6351 |
Carcinogenicity (Three-class) | Non-required | 0.6457 |
Model | Value | Unit |
---|---|---|
Absorption | ||
Aqueous solubility | -3.8016 | LogS |
Caco-2 Permeability | 0.8456 | LogPapp, cm/s |
Distribution | ||
Metabolism | ||
Excretion | ||
Toxicity | ||
Rat Acute Toxicity | 1.6255 | LD50, mol/kg |
Fish Toxicity | 1.1443 | pLC50, mg/L |
Tetrahymena Pyriformis Toxicity | 0.8752 | pIGC50, ug/L |
Targets
- General Function:
- Zinc ion binding
- Specific Function:
- Receptor for both mineralocorticoids (MC) such as aldosterone and glucocorticoids (GC) such as corticosterone or cortisol. Binds to mineralocorticoid response elements (MRE) and transactivates target genes. The effect of MC is to increase ion and water transport and thus raise extracellular fluid volume and blood pressure and lower potassium levels.
- Gene Name:
- NR3C2
- Uniprot ID:
- P08235
- Molecular Weight:
- 107066.575 Da