3-Hydroxyestra-1,3,5(10)-triene-16,17-dione 16-oxime

Base Information

• Chemical Name: 3-Hydroxyestra-1,3,5(10)-triene-16,17-dione 16-oxime
• CAS No.: 6038-23-9
• Molecular Formula: C₁₈H₂₁NO₃
• Molecular Weight: 299.37
• NSC Number: 71075
• UNII: 4F0963A98S
• DSSTox Substance ID: DTXSID40430165
• ChEMBL ID: CHEMBL4439473
• Mol file: 6038-23-9.mol

Synonyms:Estrone 16-oxime;16-Oximinoestrone;3-Hydroxyestra-1,3,5(10)-triene-16,17-dione 16-oxime;6038-23-9;NSC-71075;CHEBI:79868;NSC71075;C15366;UNII-4F0963A98S;J1.210.109K;4F0963A98S;Estra-1,3,5(10)-trien-3-ol-16,17-dione 16-oxime;3-Hydroxy-16-hydroxyiminoestra-1,3,5(10)-triene-17-one;16-(Hydroxyimino)-3-hydroxyestra-1,3,5(10)-triene-17-one;Estra-1,3,5(10)-triene-16,17-dione, 3-hydroxy-, 16-oxime;(16E)-3-Hydroxy-16-(hydroxyimino)estra-1,3,5(10)-trien-17-one;(8R,9S,13S,14S,16E)-3-Hydroxy-16-hydroxyimino-13-methyl-6,7,8,9,11,12,14,15-octahydrocyclopenta(a)phenanthren-17-one;(8R,9S,13S,14S,16E)-3-hydroxy-16-hydroxyimino-13-methyl-6,7,8,9,11,12,14,15-octahydrocyclopenta[a]phenanthren-17-one;6,7,8beta,9alpha,11,12,13,14alpha,15,16-Decahydro-3-hydroxy-13beta-methyl-16-(hydroxyimino)-17H-cyclopenta(a)phenanthrene-17-one;CHEMBL4439473;DTXSID40430165;Estra-1,5(10)-triene-16,17-dione, 3-hydroxy-, 16-oxime;6,7,8.BETA.,9.ALPHA.,11,12,13,14.ALPHA.,15,16-DECAHYDRO-3-HYDROXY-13.BETA.-METHYL-16-(HYDROXYIMINO)-17H-CYCLOPENTA(A)PHENANTHRENE-17-ONE

Chemical Property of 3-Hydroxyestra-1,3,5(10)-triene-16,17-dione 16-oxime

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 514.4°Cat760mmHg
• Flash Point: 264.9°C
• Density: 1.42g/cm³
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 299.15214353
• Heavy Atom Count: 22
• Complexity: 517

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC3C(C1CC(=NO)C2=O)CCC4=C3C=CC(=C4)O
• Isomeric SMILES: C[C@]12CC[C@H]3[C@H]([C@@H]1C/C(=N\O)/C2=O)CCC4=C3C=CC(=C4)O

Technology Process of 3-Hydroxyestra-1,3,5(10)-triene-16,17-dione 16-oxime

There total 4 articles about 3-Hydroxyestra-1,3,5(10)-triene-16,17-dione 16-oxime which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 63.0%

Estrone (53-16-7) → 16-Hydroxyiminoestrone (6038-23-9)

Guidance literature:

Estrone; With potassium tert-butylate; In tert-butyl alcohol; at 20 ℃; for 1h;

With isopentyl nitrite; In tert-butyl alcohol;

DOI:10.1016/S0968-0896(03)00042-7

Reference yield:

potassium tert-butylate (865-47-4) → 16-Hydroxyiminoestrone (6038-23-9)

Guidance literature:

With tert-butyl alcohol; und eintragen von Isoamylnitrit in das Reaktionsgemisch;

Reference yield:

→ 3-Hydroxy-oestra-1,3,5(10)-trien-16,17-dion-16-oxim (6038-23-9)

Guidance literature:

Oestron (5), 1.K-tert-butylat, 2. n-Butyl-nitrit;

upstream raw materials:

potassium tert-butylate

Estrone

Refernces

• 1、 Fischer, Delphine S.,Allan, Gillian M.,Bubert, Christian,Vicker, Nigel,Smith, Andrew,Tutill, Helena J.,Purohit, Atul,Wood, Lynn,Packham, Graham,Mahon, Mary F.,Reed, Michael J.,Potter, Barry V. L.. "E-ring modified steroids as novel potent inhibitors of 17β- hydroxysteroid dehydrogenase type 1". . p. 5749 - 5770. Retrieved 2007/10/03.