ChemicalBook > CAS DataBase List > 17-(3-pyridyl)androsta-5,16-dien-3-one

17-(3-pyridyl)androsta-5,16-dien-3-one

Product Name
17-(3-pyridyl)androsta-5,16-dien-3-one
CAS No.
154229-21-7
Chemical Name
17-(3-pyridyl)androsta-5,16-dien-3-one
Synonyms
CB-7627;D4-abiraterone;Δ4-Abiraterone;Abiraterone (D4A);3-Keto Abiraterone;Delta 4-Abiraterone;Abiraterone Impurity 59;Abiraterone Impurity 41;D4-abiraterone (CB-7627);Abiraterone D4A metabolite
CBNumber
CB61312708
Molecular Formula
C24H29NO
Formula Weight
347.49
MOL File
154229-21-7.mol
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17-(3-pyridyl)androsta-5,16-dien-3-one Property

Boiling point:
504.6±50.0 °C(Predicted)
Density 
1.14±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
DMSO: 10 mg/ml
form 
powder
pka
5.32±0.12(Predicted)
color 
white to beige
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML1963
Product name
Abiraterone D4A metabolite
Purity
≥98% (HPLC)
Packaging
5mg
Price
$121
Updated
2025/07/31
Sigma-Aldrich
Product number
SML1963
Product name
Abiraterone D4A metabolite
Purity
≥98% (HPLC)
Packaging
25mg
Price
$489
Updated
2025/07/31
Cayman Chemical
Product number
27594
Product name
Δ4-Abiraterone
Packaging
5mg
Price
$109
Updated
2024/03/01
Cayman Chemical
Product number
27594
Product name
Δ4-Abiraterone
Packaging
10mg
Price
$199
Updated
2024/03/01
Cayman Chemical
Product number
27594
Product name
Δ4-Abiraterone
Packaging
1mg
Price
$32
Updated
2024/03/01
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17-(3-pyridyl)androsta-5,16-dien-3-one Chemical Properties,Usage,Production

Uses

17-(3-Pyridinyl)-androsta-4,16-dien-3-one is a possible steroidal inhibitor of human cytochrome P 45017α-hydroxylase-C17,20-lyase.

Biological Activity

D4A (Δ4-Abiraterone; 3-Pyridinyl)-androsta-4,16-dien-3-one) is an abiraterone metabolite found to be more active than abiraterone. Abiraterone is a potent, selective, and orally bioavailable inhibitor of CYP17A1 (CYP450c17), an enzyme th at catalyzes two key serial reactions (17 alpha hydroxylase and 17,20 lyase) in androgen and estrogen biosynthesis resulting in the formation of DHEA and androstenedione, which may ultimately be metabolized into testosterone. CYP17 is the key enzyme for androgen biosynthesis in both the testes and adrenals, so its inhibition can stop the production of androgens in both places. It is approved for the treatment of metastatic castration-resistant prostate cancer. D4A blocks not only CYP17A1, but also blocks two other enzymes, 3?-hydroxysteroid dehydrogenase (3?HSD) and steroid-5?-reductase (SRD5A), which are involved in producing the androgen 5?-dihydrotestosterone (DHT), while also blocking the androgen receptor.

in vivo

D4-abiraterone is tenfold more potent than Abiraterone in blocking conversion from dehydroepiandrosterone (DHEA) by 3β-hydroxysteroid dehydrogenase (3βHSD) to D4-androstenedione (AD) in LNCaP and VCaP xenografts. 0.1 μM D4-abiraterone is equivalent to 1 μM Abiraterone for blocking AD accumulation at 48 h in both LNCaP and VCaP xenografts. Progression is significantly delayed in the D4-abiraterone group compare with the Abiraterone acetate group[1].

IC 50

CYP17

17-(3-pyridyl)androsta-5,16-dien-3-one Preparation Products And Raw materials

Raw materials

Preparation Products

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17-(3-pyridyl)androsta-5,16-dien-3-one Suppliers

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154229-21-7, 17-(3-pyridyl)androsta-5,16-dien-3-oneRelated Search:


  • 17-(3-pyridyl)androsta-5,16-dien-3-one
  • 7-(3-pyridyl)androsta-5,16-dien-3-one
  • 17-(3-pyridinyl)-androsta-4,16-diene-3-one
  • D4-abiraterone (CB-7627)
  • D4-abiraterone
  • Abiraterone 3-Oxo 4,5-Dihydro Impurity/(8R,9S,10R,13S,14S)-10,13-Dimethyl-17-(pyridin-3-yl)-1,7,8,9,10,11,12,13,14,15-decahydro-2H-cyclopenta[a]phenanthren-3(6H)-one
  • Abiraterone (D4A)
  • Δ4-Abiraterone
  • (8R,9S,10R,13S,14S)-10,13-dimethyl-17-(pyridin-3-yl)-1,2,6,7,8,9,10,11,12,13,14,15-dodecahydro-3H-cyclopenta[a]phenanthren-3-one
  • Abiraterone D4A metabolite
  • CB-7627
  • (8R,9S,10R,13S,14S)-10,13-Dimethyl-17-(pyridin-3-yl)-6,7,8,9,10,11,12,13,14,15-decahydro-1H-cyclopenta[a]phenanthren-3(2H)-one
  • (8R,9S,10R,13S,14S)-10,13-Dimethyl-17-(pyridin-3-yl)-1,7,8,9,10,11,12,13,14,15-decahydro-2H-cyclopenta[a]phenanthren-3(6H)-one
  • Androsta-4,16-dien-3-one, 17-(3-pyridinyl)-
  • Abiraterone Impurity 59
  • Delta 4-Abiraterone
  • Abiraterone Impurity 41
  • 3-Keto Abiraterone
  • Acetic acid abiolone impurity 19
  • Abiraterone 3-Oxo 4,5-Dihydro Impurity Abiraterone 3-Oxo 4,5-Dihydro Impurity
  • Abiraterone acetate Impurity 8
  • 154229-21-7