Kodocytochalasin 2

Base Information

• Chemical Name: Kodocytochalasin 2
• CAS No.: 56144-22-0
• Molecular Formula: C28H37NO4
• Molecular Weight: 451.5977
• European Community (EC) Number: 637-306-4
• Wikidata: Q105274804
• Mol file: 56144-22-0.mol

Synonyms:cytochalasin J

Chemical Property of Kodocytochalasin 2

Chemical Property:

• Boiling Point: 679.5°Cat760mmHg
• Flash Point: 364.8°C
• PSA: 93.28000
• Density: 1.2g/cm³
• LogP: 3.44320
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Very Slightly, Sonicated)
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 451.27225866
• Heavy Atom Count: 33
• Complexity: 815

Purity/Quality:

≥ 95% ^*data from raw suppliers

Cytochalasin J ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T+
• Statements: 26/27/28-63
• Safety Statements: 28-36/37-45

MSDS Files:

Useful:

• Canonical SMILES: CC1CC=CC2C(C(=C)C(C3C2(C(C=CC(C1)(C)O)O)C(=O)NC3CC4=CC=CC=C4)C)O
• Isomeric SMILES: C[C@H]1[C@H]2[C@@H](NC(=O)C23[C@@H](/C=C/CC(CC(/C=C/[C@H]3O)(C)O)C)C(C1=C)O)CC4=CC=CC=C4
• Uses: Cytochalasin J is one of a family of potent mycotoxins produced by a range of fungi. All members of the class exhibit profound effects on cytoskeletal protein,s which give rise to pronounced morphogenic activity in animals and plants. Cytochalasin J is the deacetyl analogue of cytochalasin H and exhibits similar, though less potent, antibacterial, antifungal, nematocidal and antitumour activities.

Technology Process of Kodocytochalasin 2

There total 4 articles about Kodocytochalasin 2 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 H (53760-19-3) → deacetylcytochalasin H (53760-20-6,56144-22-0)

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) → deacetylcytochalasin H (53760-20-6,56144-22-0)

Guidance literature:

Multi-step reaction with 2 steps

1: Al(OCH(CH₃)2)3 / toluene

2: 5 percent KOH

With potassium hydroxide; aluminum isopropoxide; In toluene;

DOI:10.1248/cpb.35.902

Reference yield:

Epoxycytochalasin J (121981-24-6,80618-95-7) → deacetylcytochalasin H (53760-20-6,56144-22-0)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine

2: Al(OCH(CH₃)2)3 / toluene

3: 5 percent KOH

With potassium hydroxide; aluminum isopropoxide; In pyridine; toluene;

DOI:10.1248/cpb.35.902

upstream raw materials:

cytochalasin H

Epoxycytochalasin J

Epoxycytochalasin H

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.

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