17beta-Estradiol 3-(beta-D-glucuronide)

Base Information

• Chemical Name: 17beta-Estradiol 3-(beta-D-glucuronide)
• CAS No.: 15270-30-1
• Molecular Formula: C₂₄H₃₂O₈
• Molecular Weight: 448.513
• Hs Code.: 2938909090
• UNII: 32835P5TLT
• DSSTox Substance ID: DTXSID60934579
• Nikkaji Number: J506.208J
• Wikipedia: Estradiol_3-glucuronide,Estradiol_glucuronide
• Wikidata: Q27104364
• Metabolomics Workbench ID: 36905
• ChEMBL ID: CHEMBL2074591
• Mol file: 15270-30-1.mol

Synonyms:17 alpha-estradiol-3-glucuronide;estradiol-3-glucuronide;estradiol-3-glucuronide, (17alpha)-isomer;estradiol-3-glucuronide, monosodium salt, (17-beta)-isomer

Chemical Property of 17beta-Estradiol 3-(beta-D-glucuronide)

Chemical Property:

• Vapor Pressure: 9.98E-21mmHg at 25°C
• Melting Point: 270-275°C
• Boiling Point: 702.7°Cat760mmHg
• PKA: 2.80±0.70(Predicted)
• Flash Point: 241.6°C
• PSA: 136.68000
• Density: 1.423g/cm³
• LogP: 1.17460
• Storage Temp.: Hygroscopic, Refrigerator, Under Inert Atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 3
• Exact Mass: 448.20971797
• Heavy Atom Count: 32
• Complexity: 716

Purity/Quality:

NLT 98% ^*data from raw suppliers

17β-Estradiol3-β-D-Glucuronide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC3C(C1CCC2O)CCC4=C3C=CC(=C4)OC5C(C(C(C(O5)C(=O)O)O)O)O
• Isomeric SMILES: C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2O)CCC4=C3C=CC(=C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)C(=O)O)O)O)O
• Uses: A metabolite of Estradiol (E888000).

Technology Process of 17beta-Estradiol 3-(beta-D-glucuronide)

There total 9 articles about 17beta-Estradiol 3-(beta-D-glucuronide) 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: 84.0%

methyl {(17β-acetoxy-1,3,5[10]-estratrien-3-yl)-2,3,4-tri-O-acetyl-β-D-glucopyranosid}uronate (59495-70-4) → estradiol 3-O-glucuronide (15270-30-1,17263-23-9,21343-42-0,63307-54-0)

Guidance literature:

With sodium hydroxide; In methanol; at 20 ℃;

DOI:10.1080/07328309908544025

Reference yield:

α-D-glucuronyl fluoride (777038-38-7) + estradiol (50-28-2) → estra-1,3,5(10)-triene-3,17β-diol 3,17-O-bisglucuronide (36589-47-6) + estradiol 3-O-glucuronide (15270-30-1,17263-23-9,21343-42-0,63307-54-0) + estradiol-17-β-D-glucuronide (1806-98-0)

Guidance literature:

With Escherichia coli β-glucuronidase E504G mutant; In aq. phosphate buffer; tert-butyl alcohol; at 37 ℃; for 48h; pH=7.5; Enzymatic reaction;

DOI:10.1039/c4ob00984c

Reference yield:

estradiol (50-28-2) + UDP-glucuronic acid (1245697-26-0,106864-00-0,14520-48-0,30329-32-9,3545-73-1,5918-40-1) → estradiol 3-O-glucuronide (15270-30-1,17263-23-9,21343-42-0,63307-54-0) + estradiol-17-β-D-glucuronide (1806-98-0)

Guidance literature:

With β‐cyclodextrin; magnesium chloride; In methanol; at 37 ℃; aq. buffer; Enzymatic reaction;

DOI:10.1248/cpb.58.354

upstream raw materials:

methyl {(17β-acetoxy-1,3,5[10]-estratrien-3-yl)-2,3,4-tri-O-acetyl-β-D-glucopyranosid}uronate

17-β-estradiol 17-acetate

(2S,3S,4S,5R,6S)-3,4,5,6-Tetraacetoxy-tetrahydro-pyran-2-carboxylic acid methyl ester

estradiol

Downstream raw materials:

estradiol

D-glucuronic acid