Horminone

Base Information

• Chemical Name: Horminone
• CAS No.: 21887-01-4
• Molecular Formula: C₂₀H₂₈O₄
• Molecular Weight: 332.44
• UNII: OR166S9YJA
• DSSTox Substance ID: DTXSID401318668
• Nikkaji Number: J16.504B
• Wikidata: Q27140327,Q104394457
• Metabolomics Workbench ID: 66268
• ChEMBL ID: CHEMBL517846
• Mol file: 21887-01-4.mol

Synonyms:4b,5,6,7,8,8a,9,10-octahydro-3,10-dihydroxy-4b,8,8-trimethyl-2-(1-methylethyl)-1,4-phenanthrenedione;7alpha-12-hydroxy-8,12-abietadiene-11,14-dione;horminone

Chemical Property of Horminone

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 178 °C
• Boiling Point: 461.2°Cat760mmHg
• PKA: 4.50±1.00(Predicted)
• Flash Point: 246.9°C
• PSA: 74.60000
• Density: 1.19g/cm³
• LogP: 3.50010
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 332.19875937
• Heavy Atom Count: 24
• Complexity: 680

Purity/Quality:

98%min ^*data from raw suppliers

Horminone 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C1=C(C2=C(C(=O)C1=O)C3(CCCC(C3CC2O)(C)C)C)O
• Isomeric SMILES: CC(C)C1=C(C2=C(C(=O)C1=O)[C@]3(CCCC([C@@H]3C[C@H]2O)(C)C)C)O

Technology Process of Horminone

There total 6 articles about Horminone 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: 4.0%

7-acetylhorminone (6812-88-0,77794-82-2,107664-07-3) → horminone (13615-11-7,21764-41-0,21887-01-4,36541-35-2)

Guidance literature:

With potassium hydroxide; In ethanol; acetone; at 20 ℃; for 0.133333h;

DOI:10.1021/np0580457

Reference yield:

12-benzoyloxy-11-hydroxyabieta-8,11,13-triene (62393-73-1) → horminone (13615-11-7,21764-41-0,21887-01-4,36541-35-2)

Guidance literature:

Multi-step reaction with 4 steps

1: K₂CO₃ / butan-2-one

2: Pb(OAc)4

3: CrO₃, AcOH

4: (i) aq. NaOH, MeOH, (ii) aq. HCl

With chromium(VI) oxide; lead(IV) acetate; potassium carbonate; acetic acid; In butanone;

DOI:10.1246/bcsj.52.1459

Reference yield:

12-Benzyloxy-11-methoxyabieta-8,11,13-trien (62393-75-3) → horminone (13615-11-7,21764-41-0,21887-01-4,36541-35-2)

Guidance literature:

Multi-step reaction with 3 steps

1: Pb(OAc)4

2: CrO₃, AcOH

3: (i) aq. NaOH, MeOH, (ii) aq. HCl

With chromium(VI) oxide; lead(IV) acetate; acetic acid;

DOI:10.1246/bcsj.52.1459

upstream raw materials:

7α-Acetoxy-12-benzoyloxyabieta-8,12-dien-11,14-dion

12-Benzyloxy-11-methoxyabieta-8,11,13-trien

7α-Acetoxy-12-benzoyloxy-11-methoxyabieta-8,11,13-trien

12-benzoyloxy-11-hydroxyabieta-8,11,13-triene

Refernces