24721-15-1

Basic information

• Product Name: 17β-Hydroxy-3-methoxy-1,3,5(10)-estratrien-16-one
• Synonyms: 17β-Hydroxy-3-methoxy-1,3,5(10)-estratrien-16-one
• CAS NO: 24721-15-1
• Molecular Formula: C19H24O3
• Molecular Weight: 300.39206
• Mol File: 24721-15-1.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 471.8°Cat760mmHg
• Flash Point: 169.5°C
• Appearance: /
• Density: 1.179g/cm³
• Vapor Pressure: 1.05E-09mmHg at 25°C
• Refractive Index: 1.577
• CAS DataBase Reference: 17β-Hydroxy-3-methoxy-1,3,5(10)-estratrien-16-one(CAS DataBase Reference)
• NIST Chemistry Reference: 17β-Hydroxy-3-methoxy-1,3,5(10)-estratrien-16-one(24721-15-1)
• EPA Substance Registry System: 17β-Hydroxy-3-methoxy-1,3,5(10)-estratrien-16-one(24721-15-1)

Safety Data

• Hazardous Substances Data: 24721-15-1(Hazardous Substances Data)

Usage

Family

Estrogen family

Type

Synthetic derivative of estradiol

Classification

Steroid hormone

Function

Antiangiogenic and antiproliferative agent

Therapeutic Effects

Potential treatment for cancer

Mechanism of Action

Inhibits tumor cell growth by disrupting microtubule network and inducing apoptosis

Additional Applications

Investigated for cardiovascular diseases and other angiogenesis-related disorders treatment

Neuroprotective Properties

Studied for potential treatment of neurodegenerative diseases (e.g., Alzheimer's and Parkinson's)

InChI:InChI=1/C19H24O3/c1-19-8-7-14-13-6-4-12(22-2)9-11(13)3-5-15(14)16(19)10-17(20)18(19)21/h4,6,9,14-16,18,21H,3,5,7-8,10H2,1-2H3/t14-,15-,16+,18+,19+/m1/s1

Upstream product

• 123536-87-8 3-methoxy-16,17-seco-estra-1,3,5⁽¹⁰⁾-triene-16,17-dioic acid dimethyl ester 
• 1624-62-0 estrone 3-methyl ether 
• 40822-17-1 3-methoxyestra-1,3,5⁽¹⁰⁾-triene-16,17-dione 16-oxime 
• 98006-15-6 Dithiocarbonic acid S-methyl ester O-((8R,9S,13S,14S)-3,16,16-trimethoxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-17-yl) ester 
• 98006-14-5 (8R,9S,13S,14S)-3,16-Dimethoxy-13-methyl-16-phenylselanyl-6,7,8,9,11,12,13,14,15,16-decahydro-cyclopenta[a]phenanthren-17-one 
• 98006-13-4 (8R,9S,13S,14S)-16-Chloro-3-methoxy-13-methyl-16-phenylselanyl-6,7,8,9,11,12,13,14,15,16-decahydro-cyclopenta[a]phenanthren-17-one 
• 57707-93-4 3-Methoxy-13-methyl-17-oxo-16-(phenylthio)-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopentaphenanthrene 
• 69274-64-2 (8R,9S,13S,14S)-3,16,16-Trimethoxy-13-methyl-6,7,8,9,11,12,13,14,15,16-decahydro-cyclopenta[a]phenanthren-17-one 
• 64945-52-4 3-Methoxy-16-phenylselenyl-estra-1,3,5⁽¹⁰⁾-trien-17-one 

Downstream Products

• 5108-94-1 3-methoxy-16α-methylestra-1,3,5(10)-triene-16β,17β-diol 
• 1474-53-9 3-methoxy-estra-1,3,5(10)-triene-16α,17β-diol 
• 3434-79-5 3-Methylestriol 
• 96611-47-1 3-methoxy-17β-(toluene-4-sulfonyloxy)-estra-1,3,5(10)-trien-16-one 
• 6634-38-4 (8R,9S,13S,14S,16S,17R)-16-Ethyl-3-methoxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthrene-16,17-diol 
• 49848-69-3 (8R,9S,13S,14S,16R,17R)-3-Methoxy-13-methyl-16-phenyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthrene-16,17-diol 
• 54601-78-4 (8R,9S,13S,14S,16R,17S)-3-Methoxy-13-methyl-16-phenyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthrene-16,17-diol 
• 54601-79-5 (8R,9S,13S,14S,16R)-16-Hydroxy-3-methoxy-13-methyl-16-phenyl-6,7,8,9,11,12,13,14,15,16-decahydro-cyclopenta[a]phenanthren-17-one 
• 115388-52-8 16β-acetoxy-3-methoxy-17β-(toluene-4-sulfonyloxy)-estra-1,3,5(10)-triene 

Relevant articles and documents

Synthesis of 16,17-seco-steroids with iminomethyl-2-pyridine and aminomethylene-2-pyridine structures as chiral ligands for copper ions and molecular oxygen activation

Starting from 16-oximino-3-methoxy-estra-1.3.5(10)-trien-17-one, the 16,17-seco-13α-carbaldehyde with a 16-nitrile function and its corresponding carboxylic acid have been synthesized via a Beckmann fragmentation. The corresponding 13α-amine is available by Curtius degradation of the carboxylic acid. Condensation of the carboxaldehyde with 2-(aminomethyl)pyridine and the primary amine with pyridine-2-carboxaldehyde gave the corresponding iminomethyl-2-pyridine and the aminomethylene-2-pyridine compounds. Copper-mediated ligand hydroxylations with molecular oxygen were not successful. Reasons for this are discussed.

Microbiologic oxidation of estratrienes and estratetraenes by Streptomyces roseochromogenes ATCC 13400

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