Abiraterone-acetate
A prodrug that is converted in vivo into abiraterone. Used for treatment of metastatic castrate-resistant prostate cancer. Abiraterone inhibits the enzymatic activity of steroid 17alpha-monooxygenase (17alpha-hydrolase/C17,20 lyase complex), a member of the cytochrome p450 family that catalyzes the 17alpha-hydroxylation of steroid intermediates involved in testosterone synthesis
General
Type : Pro-Drug, Drug, Pyridine, Not AlphaBeta Hydrolase target, Phenanthrene
Chemical_Nomenclature : [(3S,8R,9S,10R,13S,14S)-10,13-dimethyl-17-pyridin-3-yl-2,3,4,7,8,9,11,12,14,15-decahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate
Canonical SMILES : CC(=O)OC1CCC2(C3CCC4(C(C3CC=C2C1)CC=C4C5=CN=CC=C5)C)C
InChI : InChI=1S\/C26H33NO2\/c1-17(28)29-20-10-12-25(2)19(15-20)6-7-21-23-9-8-22(18-5-4-14-27-16-18)26(23,3)13-11-24(21)25\/h4-6,8,14,16,20-21,23-24H,7,9-13,15H2,1-3H3\/t20-,21-,23-,24-,25-,26+\/m0\/s1
InChIKey : UVIQSJCZCSLXRZ-UBUQANBQSA-N
Other name(s) : Abiraterone acetate || Zytiga || CB7630 || Yonsa || CHEBI:68639 || CHEMBL271227 || SCHEMBL93715
MW : 391.5
Formula : C26H33NO2
CAS_number : 154229-18-2
PubChem : 9821849
UniChem : UVIQSJCZCSLXRZ-UBUQANBQSA-N
Target
Structures : No structure
Families : Arylacetamide_deacetylase
References (4)
| Title : Role of Silica Intrawall Microporosity on Abiraterone Acetate Solubilization and In Vivo Oral Absorption - Almasri_2022_Mol.Pharm_19_1091 |
| Author(s) : Almasri R , Schultz HB , Moller A , Bremmell KE , Garcia-Bennett A , Joyce P , Prestidge CA |
| Ref : Mol Pharm , 19 :1091 , 2022 |
| Abstract : |
| PubMedSearch : Almasri_2022_Mol.Pharm_19_1091 |
| PubMedID: 35238208 |
| Title : Arylacetamide deacetylase as a determinant of the hydrolysis and activation of abiraterone acetate in mice and humans - Sakai_2021_Life.Sci_284_119896 |
| Author(s) : Sakai Y , Fukami T , Nagaoka M , Hirosawa K , Ichida H , Sato R , Suzuki K , Nakano M , Nakajima M |
| Ref : Life Sciences , 284 :119896 , 2021 |
| Abstract : |
| PubMedSearch : Sakai_2021_Life.Sci_284_119896 |
| PubMedID: 34450168 |
| Gene_locus related to this paper: mouse-aryla |
| Title : Investigations of the mechanism behind the rapid absorption of nano-amorphous abiraterone acetate - Basa-Denes_2019_Eur.J.Pharm.Sci_129_79 |
| Author(s) : Basa-Denes O , Solymosi T , Otvos Z , Angi R , Ujhelyi A , Jordan T , Heltovics G , Glavinas H |
| Ref : Eur J Pharm Sci , 129 :79 , 2019 |
| Abstract : |
| PubMedSearch : Basa-Denes_2019_Eur.J.Pharm.Sci_129_79 |
| PubMedID: 30610953 |
| Title : Rapid conversion of the ester prodrug abiraterone acetate results in intestinal supersaturation and enhanced absorption of abiraterone: in vitro, rat in situ and human in vivo studies - Stappaerts_2015_Eur.J.Pharm.Biopharm_90_1 |
| Author(s) : Stappaerts J , Geboers S , Snoeys J , Brouwers J , Tack J , Annaert P , Augustijns P |
| Ref : Eur J Pharm Biopharm , 90 :1 , 2015 |
| Abstract : |
| PubMedSearch : Stappaerts_2015_Eur.J.Pharm.Biopharm_90_1 |
| PubMedID: 25592324 |