Abiraterone Acetate
Abiraterone Acetate structure
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Common Name | Abiraterone Acetate | ||
|---|---|---|---|---|
| CAS Number | 154229-18-2 | Molecular Weight | 391.546 | |
| Density | 1.1±0.1 g/cm3 | Boiling Point | 506.7±50.0 °C at 760 mmHg | |
| Molecular Formula | C26H33NO2 | Melting Point | 127-130°C | |
| MSDS | Chinese USA | Flash Point | 260.2±30.1 °C | |
| Symbol |
GHS08 |
Signal Word | Danger | |
Use of Abiraterone AcetateAbiraterone acetate is an oral, potent, selective, and irreversible inhibitor of CYP17. |
Summary: Abiraterone Acetate, also known as Abiraterone Acetate, with CAS number 154229-18-2, has a molecular formula of C26H33NO2 and a molecular weight of 391.546. It is a white to light yellow to light orange powder or crystal with a melting point of 127-130°C. For research-use only, not for medical or clinical usage.
This table lists Chinese names, IUPAC names and various aliases of this chemical substance.
| Name | abiraterone acetate |
|---|---|
| Synonym | More Synonyms |
This table contains bioactivity, target information and biological‑assay experimental data of this compound.
| Description | Abiraterone acetate is an oral, potent, selective, and irreversible inhibitor of CYP17. |
|---|---|
| Related Catalog | |
| Target |
CYP17[1] |
| In Vitro | Abiraterone (Abi) acetate is an ester prodrug of the anticancer agent Abiraterone, which shows IC50 values of 15 nM and 2.5 nM for the 17,20-lyase and 17α-hydroxylase (CYP17 is a bifunctional enzyme with both 17α-hydroxylase and 17,20-lyase activity). Abiraterone inhibits human 17,20-lyase and 17α-hydroxylase with IC50 of 27 and 30 nM respectively[1]. Significant inhibition of proliferation of the AR-positive prostate cancer cell lines LNCaP and VCaP with doses of Abiraterone ≥5 μM is confirmed[2]. Abiraterone inhibits recombinant human 3βHSD1 and 3βHSD2 activity with competitive Ki values of 2.1 and 8.8 μM. 10 μM Abiraterone is sufficient to completely block synthesis of 5α-dione and DHT in both cell lines.Treatment with Abiraterone significantly inhibited CRPC progression in the robustly growing subset, effectively putting a ceiling on tumor growth over 4 weeks of treatment (P<0.00001)[3]. |
| In Vivo | Abiraterone (Abi) acetate prolongs survival in castration-resistant prostate cancer (CRPC). [3H]-dehydroepiandrosterone (DHEA) depletion and Δ4-androstenedione (AD) accumulation are inhibited by Abiraterone in LNCaP, with an IC50<1 μM. The 0.5 mmol/kg/d Abiraterone treatment dose is previously shown to yield serum concentrations of about 0.5 to 1 μM. Xenograft tumor growth in the control group is widely variable, with some tumors growing slowly and only a subset of tumors exhibiting robust growth[3]. |
| 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 (5 μM and 10 μM) at 24 and 96 hours after plating and cell viability is determined on day 7 by adding CellTiter Glo and measuring luminescence[2]. |
| Animal Admin | Mice[3] Male NOD/SCID mice 6 to 8 weeks of age are surgically orchiectomized and implanted with a 5 mg 90-day sustained release DHEA pellet to mimic CRPC with human adrenal physiology. Two days later, 7×106 LAPC4 cells are injected subcutaneously with Matrigel. Tumor dimensions are measured 2 to 3 times per week, and volume is calculated as length×width×height×0.52. Once tumors reach 300 mm3, mice are randomly assigned to vehicle or Abiraterone treatment groups. Mice in the Abiraterone group are treated with 5 mL/kg intraperitoneal injections of 0.5 mmol/kg/d (0.1 mL 5% benzyl alcohol and 95% safflower oil solution) and control mice with vehicle only, once daily for 5 days per week over a duration of 4 weeks (n=8 mice per treatment). Statistical significance between Abiraterone and vehicle treatment groups is assessed by ANOVA based on a mixed-effect model. |
| References |
This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.
| Density | 1.1±0.1 g/cm3 |
|---|---|
| Boiling Point | 506.7±50.0 °C at 760 mmHg |
| Melting Point | 127-130°C |
| Molecular Formula | C26H33NO2 |
| Molecular Weight | 391.546 |
| Flash Point | 260.2±30.1 °C |
| Exact Mass | 391.251129 |
| PSA | 39.19000 |
| LogP | 6.55 |
| Vapour Pressure | 0.0±1.3 mmHg at 25°C |
| Index of Refraction | 1.584 |
| InChIKey | UVIQSJCZCSLXRZ-UBUQANBQSA-N |
| SMILES | CC(=O)OC1CCC2(C)C(=CCC3C2CCC2(C)C(c4cccnc4)=CCC32)C1 |
| Storage condition | -20°C Freezer |
This table covers safety warnings, protective measures, incompatible substances and disposal guidelines for this compound.
| Symbol |
GHS08 |
|---|---|
| Signal Word | Danger |
| Hazard Statements | H360-H372 |
| Precautionary Statements | P201-P260-P280-P308 + P313 |
| Target Organs | Endocrine system |
| Hazard Codes | Xi |
| RIDADR | NONH for all modes of transport |
| RTECS | BV7992100 |
| HS Code | 2933399090 |
This table lists upstream starting materials and downstream derivative products related to this chemical.
| Precursor 10 | |
|---|---|
| DownStream 1 | |
CAS#:115375-60-5
CAS#:1692-25-7
CAS#:108-24-7
CAS#:154229-19-3
CAS#:75-36-5
CAS#:626-55-1![[10,13-dimethyl-17-[(4-methylphenyl)sulfonylhydrazinylidene]-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-yl] acetate Structure](https://image.chemsrc.com/caspic/478/89359-48-8.png)
CAS#:89359-48-8
CAS#:853-23-6
CAS#:89878-14-8
CAS#:53-43-0This table shows customs‑related data including HS‑code, tariff and regulatory conditions for import and export.
| HS Code | 2933399090 |
|---|---|
| Summary | 2933399090. other compounds containing an unfused pyridine ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0% |
This table lists relevant public references with title, journal and publication metadata for this compound.
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Phase I clinical trial of the CYP17 inhibitor abiraterone acetate demonstrating clinical activity in patients with castration-resistant prostate cancer who received prior ketoconazole therapy.
J. Clin. Oncol. 28(9) , 1481-8, (2010) Abiraterone acetate is a prodrug of abiraterone, a selective inhibitor of CYP17, the enzyme catalyst for two essential steps in androgen biosynthesis. In castration-resistant prostate cancers (CRPCs),... |
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Significant and sustained antitumor activity in post-docetaxel, castration-resistant prostate cancer with the CYP17 inhibitor abiraterone acetate.
J. Clin. Oncol. 28(9) , 1489-95, (2010) The principal objective of this trial was to evaluate the antitumor activity of abiraterone acetate, an oral, specific, irreversible inhibitor of CYP17 in docetaxel-treated patients with castration-re... |
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Phase II multicenter study of abiraterone acetate plus prednisone therapy in patients with docetaxel-treated castration-resistant prostate cancer.
J. Clin. Oncol. 28(9) , 1496-501, (2010) Persistence of ligand-mediated androgen receptor signaling has been documented in castration-resistant prostate cancers (CRPCs). Abiraterone acetate (AA) is a potent and selective inhibitor of CYP17, ... |
This table contains target information, in‑vitro & in‑vivo assay data for this compound.
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Name: Reduction in plasma testosterone level in Wistar rat at 50 mg/kg, po after 8 hrs
Source: ChEMBL
Target: Rattus norvegicus
External Id: CHEMBL1008187
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Name: Reduction in plasma testosterone level in Wistar rat at 50 mg/kg, po after 6 hrs
Source: ChEMBL
Target: Rattus norvegicus
External Id: CHEMBL1008186
|
|
Name: Compound was evaluated for inhibition of rat Gabra1 in an in vitro assay with cellula...
Source: ChEMBL
Target: Gamma-aminobutyric acid receptor subunit alpha-1
External Id: CHEMBL5291801
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Name: Reduction in plasma testosterone level in Wistar rat at 50 mg/kg, po after 24 hrs
Source: ChEMBL
Target: Rattus norvegicus
External Id: CHEMBL1008188
|
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Name: Reduction in plasma testosterone level in Wistar rat at 50 mg/kg, po after 1 hr
Source: ChEMBL
Target: Rattus norvegicus
External Id: CHEMBL1008183
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Name: Reduction in plasma testosterone level in Wistar rat at 50 mg/kg, po after 4 hrs
Source: ChEMBL
Target: Rattus norvegicus
External Id: CHEMBL1008185
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Name: Reduction in plasma testosterone level in Wistar rat at 50 mg/kg, po after 2 hrs
Source: ChEMBL
Target: Rattus norvegicus
External Id: CHEMBL1008184
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Name: AUC (0 to infinity) in Wistar rat at 56 mg/kg, po
Source: ChEMBL
Target: Rattus norvegicus
External Id: CHEMBL1008196
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|
Name: Terminal half life in Wistar rat at 56 mg/kg, po
Source: ChEMBL
Target: Rattus norvegicus
External Id: CHEMBL1008190
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Name: Antagonist activity at human ESR1 in an in vitro cell free assay measured by time-res...
Source: ChEMBL
Target: Estrogen receptor
External Id: CHEMBL5291790
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This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.
| 17-(3-pyridyl)-5,16-androstadien-3beta-acetate |
| Abiraterone acetate |
| Zytiga |
| (3β)-17-(3-Pyridinyl)androsta-5,16-dien-3-yl acetate |
| (3β)-17-(pyridin-3-yl)androsta-5,16-dien-3-yl acetate |
| Abiraterone (acetate) |
This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.
| Q: What are the upstream materials of abiraterone acetate? |
| A: Related upstream materials(CAS) of abiraterone acetate: 115375-60-5;1692-25-7;108-24-7;154229-19-3;75-36-5;626-55-1;89359-48-8;853-23-6;89878-14-8;53-43-0. |
| Q: What are the uses of abiraterone acetate? |
| A: Main uses of abiraterone acetate: Abiraterone acetate is an oral, potent, selective, and irreversible inhibitor of CYP17. |
| Q: What is the polar surface area (PSA) of abiraterone acetate? |
| A: Polar surface area (PSA) of abiraterone acetate is 39.19000. |
| Q: What is the melting point of abiraterone acetate? |
| A: Melting point of abiraterone acetate is 127-130°C. |
| Q: What is the boiling point of abiraterone acetate? |
| A: Boiling point of abiraterone acetate is 506.7±50.0 °C at 760 mmHg. |
| Q: What is the molecular weight of abiraterone acetate? |
| A: Molecular weight of abiraterone acetate is 391.546. |
| Q: What are the storage conditions for abiraterone acetate? |
| A: Storage conditions for abiraterone acetate: -20°C Freezer. |
| Q: What is the CAS number of abiraterone acetate? |
| A: CAS number of abiraterone acetate is 154229-18-2. |
| Q: What is the molecular formula of abiraterone acetate? |
| A: Molecular formula of abiraterone acetate is C26H33NO2. |
| Q: What is the InChIKey of abiraterone acetate? |
| A: InChIKey of abiraterone acetate is UVIQSJCZCSLXRZ-UBUQANBQSA-N. |
This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.
| Shanghai Nianxing Industrial Co., Ltd |
| Huangshi Healthday Pharmaceutical Technology Co., Ltd. |
| Dayang Chem (Hangzhou) Co., Ltd. |
| Henan Tianfu Chemical Co., Ltd. |