Testolactone

Base Information

• Chemical Name: Testolactone
• CAS No.: 968-93-4
• Molecular Formula: C19H24O3
• Molecular Weight: 300.398
• Hs Code.: 2937290000
• European Community (EC) Number: 213-534-6
• NSC Number: 23759
• UNII: 6J9BLA949Q
• DSSTox Substance ID: DTXSID2023644
• Nikkaji Number: J7.201J
• Wikipedia: Testolactone
• Wikidata: Q3985253
• NCI Thesaurus Code: C2301
• Pharos Ligand ID: 7MVXLD3GSMUM
• Metabolomics Workbench ID: 35363
• ChEMBL ID: CHEMBL1571
• Mol file: 968-93-4.mol

Synonyms:1 Dehydrotestolactone;1-Dehydrotestolactone;delta(1)-Testolactone;Teslac;Testolactone

Chemical Property of Testolactone

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 218-219oC
• Refractive Index: 1.567
• Boiling Point: 482 °C at 760 mmHg
• Flash Point: 213.4 °C
• Density: 1.17 g/cm³
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 300.17254462
• Heavy Atom Count: 22
• Complexity: 602

Purity/Quality:

99.5% ^*data from raw suppliers

TESTOLACTONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC3C(C1CCC(=O)O2)CCC4=CC(=O)C=CC34C
• Isomeric SMILES: C[C@]12CC[C@H]3[C@H]([C@@H]1CCC(=O)O2)CCC4=CC(=O)C=C[C@]34C
• Recent ClinicalTrials: Testolactone for the Treatment of Girls With LHRH Resistant Precocious Puberty
• Uses: Antineoplastic; non-selective steroidal aromatase inhibitor that prevents the conversion from androgen to estrogen. Used in in the treatment of familial male precocious puberty. An effective anti-tumor agent. Testolactone USP (Teslac) is used to treat Breast cancer.

Technology Process of Testolactone

There total 13 articles about Testolactone 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: 98.0%

testosterone (58-22-0) → testolactone (968-93-4)

Guidance literature:

With Fusarium oxysporum SC₁₃₀₁; In dimethyl sulfoxide; at 30 ℃; for 15h;

DOI:10.1016/j.tet.2012.10.047

Reference yield: 93.0%

Progesterone (57-83-0) → testolactone (968-93-4)

Guidance literature:

With Fusarium oxysporum SC₁₃₀₁; In dimethyl sulfoxide; at 30 ℃; for 11h;

DOI:10.1016/j.tet.2012.10.047

Reference yield: 90.0%

1-dehydrotestosterone (846-48-0,361432-76-0) → testolactone (968-93-4)

Guidance literature:

With Penicillium notatum KCH 904; In water; acetone; at 27 ℃; for 96h; Enzymatic reaction;

DOI:10.1016/j.steroids.2004.11.011

upstream raw materials:

testosterone

Progesterone

Pregnenolone

Androstenedione

Downstream raw materials:

1α,5-disulfanediyl-17a-oxa-D-homo-5α-androstane-3,17-dione

Refernces

• 1、 Lone, Shabir H.,Bhat, Khursheed A.. "Phytosterols as precursors for the synthesis of aromatase inhibitors: Hemisynthesis of testololactone and testolactone". . p. 164 - 168. Retrieved 2015/03/04.
• 2、 -. "Δ1 Dehydrogenation of corticoids without side chain degradation by Septomyxa". . . Retrieved 2008/06/13.