Alpha-Epoxyabiraterone Acetate
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Includes: HPLC, MASS/LC-MS, 1H NMR, FT-IR, Potency, Structure Elucidation Report (SER), and additional analytical data depending on the product.

2484719-11-9Alpha-Epoxyabiraterone Acetate

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Catalogue No.:VE006953
CAS No.:2484719-11-9
Mol. Formula:C26H33NO3
Mol. Weight:407.5

Additional information on CAS 2484719-11-9

Parent drug

Abiraterone

IUPAC Name

17-(Pyridin-3-yl)-16α,17α-epoxyandrost-5-en-3β-yl acetate

Synonyms

N/A

Smiles

CC(=O)O[C@H]1CC[C@@]2([C@H]3CC[C@]4([C@H]([C@@H]3CC=C2C1)C[C@@H]5[C@]4(O5)C6=CN=CC=C6)C)C

InChI

InChI=1S/C26H33NO3/c1-16(28)29-19-8-10-24(2)17(13-19)6-7-20-21(24)9-11-25(3)22(20)14-23-26(25,30-23)18-5-4-12-27-15-18/h4-6,12,15,19-23H,7-11,13-14H2,1-3H3/t19-,20+,21-,22-,23+,24-,25-,26+/m0/s1

Description

Alpha-epoxyabiraterone acetate, CAS 2484719-11-9, is an oxygenated abiraterone-related process impurity characterized by epoxidation at the alpha olefinic position of the steroidal side chain, preserving the acetate ester functionality. With molecular formula C26H33NO3 and molecular weight 407.5, it represents a structurally modified oxidized analog rather than a simple degradant. Formation is consistent with oxidative stress during synthesis or storage, particularly under peracid or reactive oxygen conditions. Trace-level measurement typically requires LC-MS/MS or high-resolution LC-MS, with orthogonal confirmation by NMR and, where warranted, LC-UV impurity profiling under stability-indicating conditions.

References

Kavitapu, DasameswaraRao, et al. “New Stability Indicating RP-HPLC Method for the Determination of Abiraterone Acetate, Its Related Substances and Degradation Products in Bulk and Dosage Form.” Materials Today: Proceedings, vol. 34, 2021, pp. 469–78, https://doi.org/10.1016/j.matpr.2020.02.665. ?Mach, Samuel, et al. “Epoxidation Is the Preferred Pathway of First-Stage Metabolism of Abiraterone Acetate in Brown Bullhead (Ameiurus Nebulosus).” Environmental Science and Pollution Research, vol. 26

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