Estrone-2,4,16,16-d4

Base Information

• Chemical Name: Estrone-2,4,16,16-d4
• CAS No.: 53866-34-5
• Molecular Formula: C18H18 D4 O2
• Molecular Weight: 274.34
• Hs Code.: 28459000
• European Community (EC) Number: 685-780-6
• DSSTox Substance ID: DTXSID80471456
• Nikkaji Number: J1.411.360F
• Wikidata: Q82299966
• Mol file: 53866-34-5.mol

Synonyms:Estrone-d4;Estrone-2,4,16,16-d4;53866-34-5;(8R,9S,13S,14S)-2,4,16,16-tetradeuterio-3-hydroxy-13-methyl-6,7,8,9,11,12,14,15-octahydrocyclopenta[a]phenanthren-17-one;Estrone D4 (2,4,16,16-D4);1,3,5(10)-Estratrien-3-ol-17-one-d4;3-Hydroxyestra-1,3,5(10)-trien-17-one-d4;SCHEMBL1331279;DTXSID80471456;HY-B0234S2;MS-23903;CS-0375634;Estrone-2,4,16,16-d4, 95 atom % D;F90860;Estrone D4 (2,4,16,16-D4) 100 microg/mL in Acetonitrile;(3aS,3bR,9bS,11aS)-7-hydroxy-11a-methyl(2,2,6,8-?H?)-1H,2H,3H,3aH,3bH,4H,5H,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-1-one

Chemical Property of Estrone-2,4,16,16-d4

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 258-260 °C(lit.)
• Boiling Point: 445.17°C at 760 mmHg
• Flash Point: 189.72°C
• PSA: 37.30000
• Density: 1.182g/cm³
• LogP: 3.81740
• Storage Temp.: -20°C Freezer
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 274.187086924
• Heavy Atom Count: 20
• Complexity: 418

Purity/Quality:

98%,99%, ^*data from raw suppliers

Estrone-d4 ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 60-61-45
• Safety Statements: 53-22-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC3C(C1CCC2=O)CCC4=C3C=CC(=C4)O
• Isomeric SMILES: [2H]C1=CC2=C(CC[C@@H]3[C@@H]2CC[C@]4([C@H]3CC(C4=O)([2H])[2H])C)C(=C1O)[2H]
• Uses: Isotope labelled Estrone (E889050), which is a metabolite of 17β-Estradiol (E888000). During the metabolism, it is in rapid equilibrium with Estriol (E888960) and 17β-Estradiol (E888000) (1). Causes the feminization of male fish at human and animal waste sites (2).Drinking water contaminant candidate list 3 (CCL 3) compound as per United States Environmental Protection Agency (EPA), environmental, and food contaminants.

Technology Process of Estrone-2,4,16,16-d4

There total 4 articles about Estrone-2,4,16,16-d4 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: 95.0%

Estrone (53-16-7) → estrone-2,4,16,16-d4 (53866-34-5,350820-16-5)

Guidance literature:

Estrone; With trifluoroacetic acid-d₁; for 0.166667h; heating in a microwave oven;

With ethanol;

DOI:10.1016/S0040-4039(02)00509-9

Reference yield:

16,16-di-deuterium-estra-1,3,5(10)-triene-17-one (56588-58-0) → estrone-2,4,16,16-d4 (53866-34-5,350820-16-5)

Guidance literature:

With diclazuril; deuteromethanol; water-d2;

DOI:10.1016/S0039-128X(00)00184-7

Reference yield:

Estrone (53-16-7) → estrone-2,4,16,16-d4 (53866-34-5,350820-16-5)

Guidance literature:

Multi-step reaction with 2 steps

1: methanol-d1; NaOMe

2: methanol-d1; DCl; D₂O

With diclazuril; deuteromethanol; water-d2; sodium methylate;

DOI:10.1016/S0039-128X(00)00184-7

upstream raw materials:

16,16-di-deuterium-estra-1,3,5⁽¹⁰⁾-triene-17-one

Estrone

Downstream raw materials:

2,4,16,16,17-²H-estradiol-17β

2,4,16,16,17α-D5-estradiol-3,17-distearate

2,4,16,16,17α-D5-estradiol-3,17-dioleate

2,4,16,16,17α-D5-estradiol-3,17-dilinoleate

Refernces

• 1、 Raju, Uma,Sepkovic, Daniel W.,Miller, William R.,Dixon, J.Michael,Bradlow, H.Leon,Levitz, Mortimer. "Estrone and estradiol metabolism in vivo in human breast cysts". . p. 883 - 888. Retrieved 2007/10/03.