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    Abiraterone Acetate (Zytiga; formerly CB-7598; CB7598; CB 7598)
    Abiraterone Acetate (Zytiga; formerly CB-7598; CB7598; CB 7598)

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    This product is for research use only, not for human use. We do not sell to patients.
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    InvivoChem Cat #: V0801
    CAS #: 154229-18-2Purity ≥98%

    Description: Abiraterone Acetate (brand name Zytiga; formerly CB-7598; CB7598; CB 7598), the 3-acetylated and prodrug form of Abiraterone, is an irreversible and steroidal cytochrome CYP17 inhibitor with potential antitumor activity. It inhibits CYP17 with an IC50 of 72 nM in a cell-free assay. Steroid CYP17/17alpha-monooxygenase is an enzyme involved in testosterone synthesis. Abiraterone acetate has been approved by the FDA in April 2011 for metastatic castration-resistant prostate cancer.

    References: J Clin Oncol. 2008 Oct 1;26(28):4563-71; J Med Chem. 2010 Aug 12;53(15):5749-58.

    Related CAS #: 154229-19-3 (Abiraterone); 154229-18-2 (Abiraterone Acetate);

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    Molecular Weight (MW)391.55
    CAS No.154229-18-2
    Storage-20℃ for 3 years in powder form
    -80℃ for 2 years in solvent
    Solubility (In vitro)DMSO: 28 mg/mL (71.5 mM)
    Water: <1 mg/mL
    Ethanol: <1 mg/mL
    Solubility (In vivo)5% DMSO+95% Corn oil: 30mg/mL
    SynonymsAbiraterone Acetate; CB7630; CB 7630 ; CB-7630; trade name: Zytiga

    Chemical Name: [(3S,10R,13S)-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


    InChi Code: 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

    SMILES Code: CC(O[[email protected]]1CC[[email protected]]2(C)C3CC[[email protected]]4(C)C(C5=CC=CN=C5)=CCC4C3CC=C2C1)=O

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    In Vitro

    In vitro activity: Abiraterone shows a good complexation with the heme iron only in SM1. Abiraterone blocks the synthesis of androgens by inhibiting CYP17A1. Abiraterone also blocks 3β-hydroxysteroid dehydrogenase (3βHSD), an enzyme that is absolutely required for the synthesis of biologically active androgens. Abiraterone inhibits conversion of DHEA to Δ4-androstenedione. Abiraterone inhibition of 3βHSD blocks DHT synthesis and the androgen receptor response. Abiraterone inhibits the conversion of Δ5-androstenediol to testosterone. Abiraterone inhibits C17,20-lyase, with an IC50 of 5.8 nM, in rat testis microsomes. Abiraterone significantly inhibits testosterone secretion (−48%) and in turn increases LH concentration (192%). Abiraterone inhibits in vitro proliferation and AR-regulated gene expression of AR-positive prostate cancer cells, which could be explained by AR antagonism in addition to inhibition of steroidogenesis.

    Kinase Assay: Microsomes are diluted to a final protein concentration of 50 μg/mL in the reaction mixture which contained 0.25 M sucrose, 20 mM Tris–HCl (pH 7.4), 10 mM G6P and 1.2 IU/mL G6PDH. After equilibration at 37 °C for 10 minutes, the reaction is initiated by addition of βNADP to obtain a final concentration of 0.6 mM. Prior to the distribution of 600 μL of the reaction mixture in each tube, Abiraterone is evaporated to dryness under a stream of nitrogen and then are incubated at 37 °C for 10 minutes. After incubation with Abiraterone, 500 μL of the reaction mixture is transferred to tubes containing 1 μM of the enzyme substrate, 17OHP. After a further 10 minutes incubation, tubes are placed on ice and the reaction is stopped by addition of 0.1 ml NaOH 1N. Tubes are deep-frozen and stored at −20 °C until assayed for Δ4A levels. A Δ4A RIA is developed and automated on a microplate format using a specific antibody against Δ4A. The separation of free and bound antigen is achieved with a dextran-coated charcoal suspension. After centrifugation, aliquots of the clear supernatant are counted in duplicates in a 1450 MicrobetaPlus liquid scintillation counter. The Δ4A concentrations of unknown samples are determined from the standard curve. The detection limit is 0.5 ng/mL and the within and between assay coefficients of variation are 10.7 and 17.6%, respectively at an assay value of 13 ng/mL. The rate of enzymatic reaction is expressed as pmol of Δ4A formed per 10 minutes and per mg of protein. The value of maximum activity without inhibitor (control) is set at 100%. The IC50 values are calculated using non-linear analysis from the plot of enzyme activity (%) against log of inhibitor concentration.

    Cell Assay: LNCaP and VCaP cells are seeded in 96-well plates and grown in CSS-supplemented phenol red-free or FBS-supplemented media for 7 days. Cells are treated with Abiraterone at 24 hours and 96 hours after plating and cell viability is determined on day 7 by adding CellTiter Glo and measuring luminescence.

    In VivoAt doses of 100 mg/kg, Erlotinib HCl completely prevents EGF-induced autophosphorylation of EGFR in human HN5 tumors growing as xenografts in athymic mice and of the hepatic EGFR of the treated mice. Erlotinib HCl (100 mg/Kg) inhibits H460a and A549 tumor models with 71 and 93% inhibition rate.
    Animal modelMale NOD/SCID mice with LAPC4 cells
    Formulation & DosageDissolved in 0.1 mL 5% benzyl alcohol and 95% safflower oil solution; 0.5 mmol/kg/d; s.c. injection

    J Med Chem. 2008 Aug 28;51(16):5009-18; Clin Cancer Res. 2012 Jul 1;18(13):3571-9.

    These protocols are for reference only. InvivoChem does not independently validate these methods.


    Abiraterone Acetate


    Abiraterone Acetate


    Abiraterone Acetate


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