10003-05-1

Basic information

• Product Name: (9β)-14-Hydroxy-3-methoxy-D-homoestra-1,3,5(10)-trien-17a-one
• Synonyms: (9β)-14-Hydroxy-3-methoxy-D-homoestra-1,3,5(10)-trien-17a-one
• CAS NO: 10003-05-1
• Molecular Formula: C20H26O3
• Molecular Weight: 314.41864
• Mol File: 10003-05-1.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (9β)-14-Hydroxy-3-methoxy-D-homoestra-1,3,5(10)-trien-17a-one(CAS DataBase Reference)
• NIST Chemistry Reference: (9β)-14-Hydroxy-3-methoxy-D-homoestra-1,3,5(10)-trien-17a-one(10003-05-1)
• EPA Substance Registry System: (9β)-14-Hydroxy-3-methoxy-D-homoestra-1,3,5(10)-trien-17a-one(10003-05-1)

Safety Data

• Hazardous Substances Data: 10003-05-1(Hazardous Substances Data)

Usage

General Description

(9β)-14-Hydroxy-3-methoxy-D-homoestra-1,3,5(10)-trien-17a-one is a chemical compound that belongs to the family of steroids. It is a derivative of estrogen, a hormone that plays a crucial role in the development and maintenance of the female reproductive system. This particular compound contains a hydroxy group and a methoxy group, which contribute to its biological activity. It has been studied for its potential therapeutic effects, particularly in the treatment of hormone-related conditions such as menopausal symptoms, osteoporosis, and certain types of cancer. However, further research is needed to fully understand its pharmacological properties and potential medical applications.

Upstream product

• 136035-81-9 17ξ-aminomethyl-3-methoxy-estra-1,3,5(10)-triene-14,17-diol 
• 10003-00-6 14-hydroxy-3-methoxyestra-1,3,5⁽¹⁰⁾-trien-17-one 
• 136035-79-5 (8S,9S,13S,14R)-14,17-Dihydroxy-3-methoxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthrene-17-carbonitrile 

Relevant articles and documents

REVISION OF THE STRUCTURE OF 3-METHOXY-14α-HYDROXY-D-HOMO-1,3,5(10)ESTRATRIEN-17A-ONE. A SIMPLE 1H NMR METHOD FOR THE DETERMINATION OF CONFIGURATION OF HYDROXY GROUP IN POSITION 5 AND/OR 14 OF THE D-HOMO-STEROID SKELETON

Eignerova and Prochazka found in 1974 the Cotton effect value for 3-methoxy-14α-hydroxy-D-homo-1,3,5(10)-estratrien-17a-one (Ia) to be Δε-2.76.Calculation of the Δε value for this compound led, however, to a substantially lower value, which suggested the hypothesis that the compound was in fact rather an epimer with the hydroxy group in position 14β.This hypothesis was studied by means of 1H NMR spectra of synthetic models, using the changes of the chemical shifts of angular methyls, induced by in situ acylation of the angular hydroxyl with an α- or β-configuration with trichloroacetyl isocyanate (TAI).The observed TAI-acylation shifts on model compounds indicated the structure Ib with a 14β-configuration of the hydroxyl group.Independent proof has been given by the synthesis of both 14-hydroxy epimers, Ia and Ib.A simple 1H NMR method is proposed for the determination of configuration of the hydroxyl in position 5 or 14 of D-homo-steroid skeleton.