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

Abiraterone

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