Details
| Stereochemistry | RACEMIC |
| Molecular Formula | C24H26N2O5 |
| Molecular Weight | 422.4736 |
| Optical Activity | ( + / - ) |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
COC1=C(OCCNCC(O)COC2=CC=CC3=C2C4=C(N3)C=CC=C4)C=CC(O)=C1
InChI
InChIKey=ZCJHEORDHXCJNB-UHFFFAOYSA-N
InChI=1S/C24H26N2O5/c1-29-23-13-16(27)9-10-21(23)30-12-11-25-14-17(28)15-31-22-8-4-7-20-24(22)18-5-2-3-6-19(18)26-20/h2-10,13,17,25-28H,11-12,14-15H2,1H3
DescriptionCurator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/26584883
Curator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/26584883
4'-Hydroxycarvedilol is a metabolite of Carvedilol. Incubation of R (+) - and S(-)-carvedilol with rat liver microsomes showed the formation of four oxidative metabolites: 1-hydroxycarvedilol (1-OHC), 8-hydroxycarvedilol (8-OHC), 4'-hydroxycarvedilol (4'-OHC), and O-desmethylcarvedilol (DesC). From in vivo metabolism studies were obtained, that 1-OHC and 8-OHC were the major products for both enantiomers used as a substrate. Also was invented, that 4'-hydroxycarvedilol slightly more effective than carvedilol in suppressing of store overload-induced calcium release (SOICR) through the cardiac ryanodine receptor (RyR2), which can trigger ventricular arrhythmias.
Approval Year
Sample Use Guides
In Vitro Use Guide
Curator's Comment: Three carvedilol metabolites hydroxylated at the 3-, 4' and 5'-positions were synthesized and assayed for store overload-induced calcium release (SOICR) inhibition in mutant HEK 293 cells expressing the RyR2 mutant R4496C. This cell line is especially prone to SOICR and calcium release through the defective RyR2 channel was measured with a calcium-sensitive fluorescent dye. Results revealed that the 4'-hydroxy derivative is slightly more effective than carvedilol in suppressing SOICR.
Unknown
| Name | Type | Language | ||
|---|---|---|---|---|
|
Common Name | English | ||
|
Common Name | English | ||
|
Code | English | ||
|
Systematic Name | English | ||
|
Code | English | ||
|
Common Name | English |
| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
|
I02L7A715Z
Created by
admin on Sat Dec 16 09:13:06 GMT 2023 , Edited by admin on Sat Dec 16 09:13:06 GMT 2023
|
PRIMARY | |||
|
DTXSID40404402
Created by
admin on Sat Dec 16 09:13:06 GMT 2023 , Edited by admin on Sat Dec 16 09:13:06 GMT 2023
|
PRIMARY | |||
|
142227-49-4
Created by
admin on Sat Dec 16 09:13:06 GMT 2023 , Edited by admin on Sat Dec 16 09:13:06 GMT 2023
|
PRIMARY | |||
|
4572774
Created by
admin on Sat Dec 16 09:13:06 GMT 2023 , Edited by admin on Sat Dec 16 09:13:06 GMT 2023
|
PRIMARY |
PARENT (METABOLITE ACTIVE)
SUBSTANCE RECORD
