2398-99-4

Basic information

• Product Name: delta-9(11)-testosterone
• Synonyms: delta-9(11)-testosterone
• CAS NO: 2398-99-4
• Molecular Formula: C₁₉H₂₆O₂
• Molecular Weight: 286.4085
• Product Categories: Metabolites & Impurities, Pharmaceuticals, Intermediates & Fine Chemicals, Steroids
• Mol File: 2398-99-4.mol
• Article Data: 5

Chemical Properties

• Melting Point: 153-154 °C
• Boiling Point: 448.1°Cat760mmHg
• Flash Point: 190.9°C
• Appearance: /
• Density: 1.14g/cm³
• Vapor Pressure: 6.48E-10mmHg at 25°C
• Refractive Index: 1.578
• PKA: 14.95±0.60(Predicted)
• CAS DataBase Reference: delta-9(11)-testosterone(CAS DataBase Reference)
• NIST Chemistry Reference: delta-9(11)-testosterone(2398-99-4)
• EPA Substance Registry System: delta-9(11)-testosterone(2398-99-4)

Safety Data

• Hazardous Substances Data: 2398-99-4(Hazardous Substances Data)

Usage

Uses

9-Dehydrotestosterone, is the analogue of Testosterone (T155000), the principal hormone of the testes, produced by the interstitial cells. Major circulating androgen; converted by 5α-reductase in androgen-dependent target tissues to 5α-dehydrotestosterone which is required for normal male sexual differentiation. Also converted by aromatization to Estradiol.

InChI:InChI=1/C19H26O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h8,11,14-15,17,21H,3-7,9-10H2,1-2H3

Upstream product

• 42363-12-2 17β-tert-butoxy-3'-methyl-4,5-seco-androst-9(11)-eno[2,3-d]isoxazol-5-one 
• 59742-37-9 17β-tert-butoxy-3'-methyl-4,5-seco-estr-9-eno[2,3-d]isoxazol-5-one 
• 7753-60-8 anecortave 
• 10184-70-0 Anecortave 
• 149884-29-7 androst-5,9⁽¹¹⁾-dien-3,17-dione-3,17-di-ethylene ketal 
• 382-44-5 (8S,9S,10R,11S,13S,14S)-11-Hydroxy-10,13-dimethyl-1,6,7,8,9,10,11,12,13,14,15,16-dodecahydro-2H-cyclopenta[a]phenanthrene-3,17-dione 
• 50-23-7 HYDROCORTISONE 
• 31756-62-4 3,3-Aethylendioxyandrosta-5,9(11)-dien-17β-ol-acetat 
• 1035-69-4 androst-4,9⁽¹¹⁾-dien-3,17-dione 
• 1816-85-9 11β-hydroxytestosterone 

Downstream Products

• 31756-63-5 17β-Acetoxy-2α-phenylandrosta-4.9(11)-dien-3-on 
• 36025-78-2 17β-benzoyloxy-androsta-4,9(11)-dien-3-one 
• 1035-69-4 androst-4,9⁽¹¹⁾-dien-3,17-dione 

Relevant articles and documents

Hydroxyl groups at C-3 and at C-17 of the unnatural enantiomer, ent-androsta-5,9(11)-diene-3β,17β-diol are oxidised by cholesterol oxidase from Rhodococcus erythropolis

The ent-androsta-4,9(11)-diene-3β,17β-diol 1b and ent-androsta-5,9(11)-diene-3β,17β-diol 2b prepared from chiral dione 3, were oxidised by cholesterol oxidase with kinetic parameters close to those of the natural steroids 1a and 2a. In the preparative oxi

Synthesis of 11-substituted androstenediones and testosterones as human decidual cell growth inhibitors

11α-Hydroxytestosterone (1a), 11β-hydroxytestosterone (1b), 11α- methoxytestosterone (1c), 11β-methoxytestosterone (1d), 11-ketotestosterone (1e), and Δ(9(11))-testosterone (1f) were synthesized from hydrocortisone (4b) or 11-epi-hydrocortisone (4a). The six target compounds, together with 11α-methoxyandrostenedione (2c), 11β-methoxyandrostenedione, (2d) and their lead compound, testosterone (1), were found to effectively inhibit the growth and differentiation of human decidual cells in culture. There is no observable binding of these compounds to estrogen receptor of rabbit uterus. The introduction of a polar group (e.g., hydroxyl and carbonyl) to C-11 of androstenes decreases both the relative binding affinities to progesterone receptor and the inhibitory effects on human decidual cell growth, while the methylation of 11-hydroxyl group minimizes these effects. The similar effects of a polar group at C-11 of testosterone (1) on the inhibitory effects on human decidual cell growth and the relative binding affinities to progesterone receptor of rabbit uterus may suggest that one of the mechanisms of human decidual cell growth inhibition by these compounds is the anti- progestational activity of these androgens.

C(10) methylation of steroidal synthesis intermediate BCD tricyclic 9 en 5 ones

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