6-Ketoestriol

Base Information

• Chemical Name: 6-Ketoestriol
• CAS No.: 7323-86-6
• Molecular Formula: C18H22O4
• Molecular Weight: 302.37
• European Community (EC) Number: 641-790-2
• UNII: MH3UHG2T3V
• DSSTox Substance ID: DTXSID901317510
• Metabolomics Workbench ID: 37294
• Nikkaji Number: J1.050.002H
• Mol file: 7323-86-6.mol

Synonyms:6-Ketoestriol;6-Oxoestriol;7323-86-6;6-Oxoestratriol;6-oxo-16alpha,17beta-estriol;(8R,9S,13S,14S,16R,17R)-3,16,17-trihydroxy-13-methyl-8,9,11,12,14,15,16,17-octahydro-7H-cyclopenta[a]phenanthren-6-one;6-oxo-estriol;MH3UHG2T3V;6-Oxo-16a,17b-estriol;SCHEMBL4907038;CHEBI:145763;PYFIDTBVOMQKDC-XCYHEEQWSA-N;DTXSID901317510;3,16alpha,17beta-trihydroxyestra-1,3,5(10)-trien-6-one;(16a,17b)-3,16,17-trihydroxy-Estra-1,3,5(10)-trien-6-one;(16alpha,17beta)-3,16,17-Trihydroxyestra-1,3,5(10)-trien-6-one;Estra-1,3,5(10)-trien-6-one, 3,16,17-trihydroxy-, (16alpha,17beta)-;(1R,2R,3aS,3bR,9bS,11aS)-1,2,7-trihydroxy-11a-methyl-1,2,3,3a,3b,4,9b,10,11,11a-decahydro-5H-cyclopenta[a]phenanthren-5-one;(1S,10R,11S,13R,14R,15S)-5,13,14-trihydroxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2,4,6-trien-8-one

Chemical Property of 6-Ketoestriol

Chemical Property:

• PSA: 77.76000
• LogP: 2.22020
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 302.15180918
• Heavy Atom Count: 22
• Complexity: 478

Purity/Quality:

97% ^*data from raw suppliers

1,3,5(10)-ESTRATRIEN-3,16-ALPHA,17-BETA-TRIOL-6-ONE 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC3C(C1CC(C2O)O)CC(=O)C4=C3C=CC(=C4)O
• Isomeric SMILES: C[C@]12CC[C@H]3[C@H]([C@@H]1C[C@H]([C@@H]2O)O)CC(=O)C4=C3C=CC(=C4)O

Technology Process of 6-Ketoestriol

There total 6 articles about 6-Ketoestriol 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:

diethyl ether (60-29-7,927820-24-4) + estriol triacetate (2284-32-4) → 6-Ketoestriol (7323-86-6)

Guidance literature:

With acetic acid; In water;

Reference yield:

estriol triacetate (2284-32-4) → 6-Ketoestriol (7323-86-6)

Guidance literature:

Multistep reaction; (i) CrO₃, AcOH, (ii) hydrazinocarbonylmethyl-trimethyl-ammonium chloride, (iii) KOH, MeOH;

DOI:10.1016/S0039-128X(73)80010-8

Reference yield:

6-ketoestriol triacetate (36614-98-9) → 6-Ketoestriol (7323-86-6)

Guidance literature:

With methanol; potassium hydroxide;

DOI:10.1021/jo00798a006

upstream raw materials:

6-ketoestriol triacetate

estriol triacetate

diethyl ether

Downstream raw materials:

6-Hydroxy-oestriol

6-oxoestriol-6-(O-carboxymethyl)oxime