2-Hydroxyestradiol

Base Information

• Chemical Name: 2-Hydroxyestradiol
• CAS No.: 362-05-0
• Molecular Formula: C18H24 O3
• Molecular Weight: 288.387
• European Community (EC) Number: 632-218-2
• NSC Number: 61711
• UNII: AYU2L67YUU
• DSSTox Substance ID: DTXSID3022372
• Nikkaji Number: J108.138A
• Wikipedia: 2-Hydroxyestradiol
• Wikidata: Q27096924
• NCI Thesaurus Code: C120474
• Metabolomics Workbench ID: 35287
• ChEMBL ID: CHEMBL467987
• Mol file: 362-05-0.mol

Synonyms:2-hydroxyestradiol;2-hydroxyestradiol, (17alpha)-isomer;2-hydroxyestradiol, 4-(14)C-labeled;2-hydroxyestradiol-17 alpha;2-hydroxyestradiol-17 beta

Chemical Property of 2-Hydroxyestradiol

Chemical Property:

• Vapor Pressure: 4.4E-10mmHg at 25°C
• Melting Point: 96-104°C
• Refractive Index: 1.5000 (estimate)
• Boiling Point: 481.5°Cat760mmHg
• Flash Point: 227.6°C
• PSA: 60.69000
• Density: 1.248g/cm³
• LogP: 3.31480
• Storage Temp.: −20°C
• Solubility.: ≤20mg/ml in ethanol;20mg/ml in DMSO;20mg/ml in dimethyl formamide
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 288.17254462
• Heavy Atom Count: 21
• Complexity: 411

Purity/Quality:

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

2-Hydroxy-17β-estradiol ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 40
• Safety Statements: 22-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC12CCC3C(C1CCC2O)CCC4=CC(=C(C=C34)O)O
• Isomeric SMILES: C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2O)CCC4=CC(=C(C=C34)O)O
• Uses: A metabolite of Estradiol

Technology Process of 2-Hydroxyestradiol

There total 28 articles about 2-Hydroxyestradiol 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: 58.0%

2-hydroxyestradiol bis-THP ether (627893-65-6) → 2-Hydroxyestradiol (362-05-0)

Guidance literature:

With acetyl chloride; In methanol; at 60 ℃; for 1h;

DOI:10.1016/S0039-128X(03)00035-7

Reference yield: 55.0%

5',6'-dihydroestra-1,3,5(10)-trieno<2,3-b>-1',4'-dioxin-17β-ol (123763-99-5) → 2-Hydroxyestradiol (362-05-0)

Guidance literature:

With boron tribromide; In dichloromethane; for 48h; Ambient temperature;

Reference yield: 42.0%

estradiol (50-28-2) → 4-Hydroxyestradiol (5976-61-4,72704-99-5) + 2-Hydroxyestradiol (362-05-0)

Guidance literature:

With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In methanol; chloroform; at -25 ℃; for 24h;

DOI:10.1016/j.tetlet.2005.03.060

upstream raw materials:

estra-1,3,5(10)-triene-2,3,17β-triol-17-acetate

estradiol

2-Fluoroestradiol

5',6'-dihydroestra-1,3,5(10)-trieno<2,3-b>-1',4'-dioxin-17β-ol

Downstream raw materials:

17β-estradiol-2,3-quinone

17beta-Estradiol 2,3-dimethyl ether

2-hydroxyestrone 2,3-dibenzoate

2-Methoxyestradiol

Refernces

• 1、 Woerdenbag, Herman J.,Pras, Niesko,Frijlink, Henderik W.,Lerk, Coenraad F.,Malingre, Theo M.. "CYCLODEXTRIN-FACILITATED BIOCONVERSION OF 17β-ESTRADIOL BY A PHENOLOXIDASE FROM MUCUNA PRURIENS CELL CULTURES". . p. 1551 - 1554. Retrieved 1990.
• 2、 Jang, Hyun-Hee,Kim, Dong-Hyun,Ahn, Taeho,Yun, Chul-Ho. "Functional and conformational modulation of human cytochrome P450 1B1 by anionic phospholipids". . p. 143 - 150. Retrieved 2010.
• 3、 Zhao, Yan,Wan, Debin,Yang, Jun,Hammock, Bruce D.,De Montellano, Paul R. Ortiz. "Catalytic activities of tumor-specific human cytochrome P450 CYP2W1 toward endogenous substrates". . p. 771 - 780. Retrieved 2017/02/10.