An active metabolite of abiraterone
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Δ4-Abiraterone

Item No. 27594

Technical Information
Formal Name
17-(3-pyridinyl)-androsta-4,16-dien-3-one
CAS Number
154229-21-7
Synonyms
  • CB 7627
  • D4A
Molecular Formula
C24H29NO
Formula Weight
Purity
≥98%
A solid
DMSO: 10 mg/ml
SMILES
O=C1CC[C@@]2(C)C(CC[C@]3([H])[C@]2([H])CC[C@@]4(C)[C@@]3([H])CC=C4C5=CN=CC=C5)=C1
InChi Code
InChI=1S/C24H29NO/c1-23-11-9-18(26)14-17(23)5-6-19-21-8-7-20(16-4-3-13-25-15-16)24(21,2)12-10-22(19)23/h3-4,7,13-15,19,21-22H,5-6,8-12H2,1-2H3/t19-,21-,22-,23-,24+/m0/s1
InChi Key
GYJZZAJJENTSTP-NHFPKVKZSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    Product Description

    Δ4-Abiraterone (D4A) is an active metabolite of the CYP17A1 inhibitor abiraterone (Item No. 9002768).1 D4A is an androgen receptor antagonist (IC50 = 5.3 nM) that reduces expression of the androgen receptor target genes PSA, TMPRSS2, and FKBP5 in LNCaP, LAPC4, and C4-2 cell lines. It inhibits the cytochrome P450 (CYP) isoform CYP17A1 by 66.5% when used at a concentration of 1 nM. D4A (10 μM) also blocks SRD5A conversion of Δ4-androstenedione to 5α-androstanedione in LAPC4 cells. In vivo, D4A delays tumor progression in a VCaP mouse xenograft model and increases progression-free survival in a C4-2 mouse xenograft model.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Li, Z., Bishop, A.C., Alyamani, M., et alConversion of abiraterone to D4A drives anti-tumour activity in prostate cancer. Nature 523(7560), 347-351 (2015).