968-49-0

Basic information

• Product Name: 19-ALDOANDROSTENEDIONE
• Synonyms: 19-ALDOANDROSTENEDIONE;4-ANDROSTEN-3,17-DIONE 19-ALDEHYDE;4-ANDROSTEN-19-AL-3,17-DIONE;4-ANDROSTEN-3,17,19-TRIONE;19-oxo-delta(4) androstene-3,17-dione;19-Oxoandrostenedione;3,17-Dioxoandrost-4-en-19-al;(8R,9S,10S,13S,14S)-13-methyl-3,17-dioxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde
• CAS NO: 968-49-0
• Molecular Formula: C₁₉H₂₄O₃
• Molecular Weight: 300.39
• Mol File: 968-49-0.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 471.3°Cat760mmHg
• Flash Point: 203.7°C
• Appearance: /
• Density: 1.18g/cm³
• Vapor Pressure: 4.72E-09mmHg at 25°C
• Refractive Index: 1.562
• CAS DataBase Reference: 19-ALDOANDROSTENEDIONE(CAS DataBase Reference)
• NIST Chemistry Reference: 19-ALDOANDROSTENEDIONE(968-49-0)
• EPA Substance Registry System: 19-ALDOANDROSTENEDIONE(968-49-0)

Safety Data

• Hazardous Substances Data: 968-49-0(Hazardous Substances Data)

Usage

Definition

ChEBI: An androstanoid that is androst-4-en-19-al substituted by oxo groups at positions 3 and 17.

InChI:InChI=1/C19H24O3/c1-18-8-7-16-14(15(18)4-5-17(18)22)3-2-12-10-13(21)6-9-19(12,16)11-20/h10-11,14-16H,2-9H2,1H3/t14-,15-,16-,18-,19+/m0/s1

Upstream product

• 63-05-8 Androstenedione 
• 510-64-5 19-hydroxy-4-androstene-3,17-dione 

Downstream Products

• 734-32-7 estra-4-ene-3,17-dione 
• 68-22-4 norethisterone 
• 2863-88-9 3-ethoxy-19-nor-3,5-androstadiene-17-one 
• 22256-03-7 4-Androsten-19-oic-3,17-dione methyl ester 
• 3962-66-1 estra-5⁽¹⁰⁾-en-3,17-dione 
• 160617-57-2 (19R)-19-hydroxy-5β,19-cycloandrostane-3,17-dione 
• 160617-58-3 (19S)-19-hydroxy-5β,19-cycloandrostane-3,17-dione 
• 1089-78-7 17β-hydroxy-estr-5(10)-en-3-one 
• 192373-63-0 (19R)-17β,19-dihydroxy-5β,19-cycloandrostan-3-one 
• 2135-57-1 10β-Hydroperoxy-Δ⁴-oestren-3,17-dion 
• 5189-96-8 10β-hydroxy-19-norandrost-4-ene-3,17-dione 
• 4757-95-3 androst-4-ene-3,17-dion-19-oic acid 
• 510-64-5 19-hydroxy-4-androstene-3,17-dione 
• 53-16-7 Estrone 

Relevant articles and documents

Kinetic solvent isotope effect in steady-state turnover by CYP19A1 suggests involvement of Compound 1 for both hydroxylation and aromatization steps

CYP19A1, or human aromatase catalyzes the conversion of androgens to estrogens in a three-step reaction through the formation of 19-hydroxy and 19-aldehyde intermediates. While the first two steps of hydroxylation are thought to proceed through a high-valent iron-oxo species, controversy exists surrounding the identity of the reaction intermediate that catalyzes the lyase and aromatization reaction. We investigated the kinetic isotope effect on the steady-state turnover of Nanodisc-incorporated human CYP19A1 to explore the mechanisms of this reaction. Our experiments reveal a significant (～2.5) kinetic solvent isotope effect for the C10-C19 lyase reaction, similar to that of the first two hydroxylation steps (2.7 and 1.2). These data implicate the involvement of Compound 1 as a reactive intermediate in the final aromatization step of CYP19A1.