(1R,2R,3E,5R,7S,9E,11R,12S,15R,16S)-16-benzyl-2,5,12-trihydroxy-5,7,13,14-tetramethyl-17-azatricyclo[9.7.0.01,15]octadeca-3,9,13-trien-18-one

Base Information

• Chemical Name: (1R,2R,3E,5R,7S,9E,11R,12S,15R,16S)-16-benzyl-2,5,12-trihydroxy-5,7,13,14-tetramethyl-17-azatricyclo[9.7.0.01,15]octadeca-3,9,13-trien-18-one
• CAS No.: 108050-26-6
• Molecular Formula: C28H37 N O4
• Molecular Weight: 451.5977

Synonyms:cytochalasin o;SCHEMBL33793;HY-N12194;CS-0893144

Chemical Property of (1R,2R,3E,5R,7S,9E,11R,12S,15R,16S)-16-benzyl-2,5,12-trihydroxy-5,7,13,14-tetramethyl-17-azatricyclo[9.7.0.01,15]octadeca-3,9,13-trien-18-one

Chemical Property:

• Vapor Pressure: 1.6E-19mmHg at 25°C
• Boiling Point: 681.8°Cat760mmHg
• Flash Point: 366.1°C
• PSA: 93.28000
• Density: 1.21g/cm³
• LogP: 3.58730
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 451.27225866
• Heavy Atom Count: 33
• Complexity: 841

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CC=CC2C(C(=C(C3C2(C(C=CC(C1)(C)O)O)C(=O)NC3CC4=CC=CC=C4)C)C)O
• Isomeric SMILES: C[C@H]1C/C=C/[C@H]2[C@@H](C(=C([C@@H]3[C@@]2([C@@H](/C=C/[C@](C1)(C)O)O)C(=O)N[C@H]3CC4=CC=CC=C4)C)C)O

Technology Process of (1R,2R,3E,5R,7S,9E,11R,12S,15R,16S)-16-benzyl-2,5,12-trihydroxy-5,7,13,14-tetramethyl-17-azatricyclo[9.7.0.01,15]octadeca-3,9,13-trien-18-one

There total 4 articles about (1R,2R,3E,5R,7S,9E,11R,12S,15R,16S)-16-benzyl-2,5,12-trihydroxy-5,7,13,14-tetramethyl-17-azatricyclo[9.7.0.01,15]octadeca-3,9,13-trien-18-one 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:

Cytochalasin Npho (108050-28-8) → Cytochalasin Opho (108050-26-6)

Guidance literature:

With potassium hydroxide; In methanol; at 20 ℃; for 4h; Yield given;

DOI:10.1016/S0040-4020(01)83434-7

Reference yield:

Epoxycytochalasin H (80618-96-8,96639-05-3) → Cytochalasin Opho (108050-26-6)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂SO₄ / dimethylsulfoxide

2: 5 percent KOH

With potassium hydroxide; sulfuric acid; In dimethyl sulfoxide;

DOI:10.1248/cpb.35.902

Reference yield:

Epoxycytochalasin J (121981-24-6,80618-95-7) → Cytochalasin Opho (108050-26-6)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine

2: H₂SO₄ / dimethylsulfoxide

3: 5 percent KOH

With potassium hydroxide; sulfuric acid; In pyridine; dimethyl sulfoxide;

DOI:10.1248/cpb.35.902

upstream raw materials:

Epoxycytochalasin J

Cytochalasin N_pho

Epoxycytochalasin H

Downstream raw materials:

7,21-O-Dioctanoylcytochalasin O_pho

Refernces

The effects of new cytochalasins from Phomopsis sp. and the derivatives on cellular structure and actin polymerization

10.1248/cpb.38.971

This study investigated the effects of ten 10-phenyl-[11]cytochalasins produced by Phomopsis sp., including novel compounds with 5,7- or 6,7-diol structures and their derivatives, such as epoxycytochalasin H, cytochalasin H, cytochalasin J, cytochalasin N, cytochalasin O, and cytochalasin P, on cell structure and actin polymerization. Their effects on cell morphology, actin distribution in C3H-2K cells, lymphocyte capping, and actin polymerization were also investigated. The results confirmed previously reported structure-activity relationships, indicating that the perhydroisoindol-1-one core is essential for the effects of cytochalasins. The novel diol-type compounds showed little or no activity. The effects of five derivatives were also investigated to elucidate the influence of the physical properties of the compounds, such as lipophilicity, on their effectiveness. These findings provide insights into the structure-activity relationships of cytochalasins and their potential cellular and actin-related effects.

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 108050-26-6 CYTOCHALASINO

Send

Send

Metric Ton KG G Pound L ML

Send

Send