Cytochalasin C from Metarrhizium anisopliae, >=97.0% (TLC)

Base Information

• Chemical Name: Cytochalasin C from Metarrhizium anisopliae, >=97.0% (TLC)
• CAS No.: 22144-76-9
• Molecular Formula: C30H37 N O6
• Molecular Weight: 507.627
• Hs Code.: 29337900
• European Community (EC) Number: 244-803-6
• Mol file: 22144-76-9.mol

Synonyms:cytochalasin C

Chemical Property of Cytochalasin C from Metarrhizium anisopliae, >=97.0% (TLC)

Chemical Property:

• Vapor Pressure: 2.05E-21mmHg at 25°C
• Melting Point: 260-264°C
• Refractive Index: 1.6310 (estimate)
• Boiling Point: 714.3°Cat760mmHg
• PKA: 11.95±0.70(Predicted)
• Flash Point: 385.8°C
• PSA: 112.93000
• Density: 1.24g/cm³
• LogP: 3.39000
• Storage Temp.: −20°C
• Solubility.: methylene chloride: 5 mg/mL, clear, colorless
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 507.26208790
• Heavy Atom Count: 37
• Complexity: 1020

Purity/Quality:

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

Cytochalasin C ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1CC=CC2C(C(=C(C3C2(C(C=CC(C1=O)(C)O)OC(=O)C)C(=O)NC3CC4=CC=CC=C4)C)C)O
• Isomeric SMILES: C[C@@H]1C/C=C/[C@H]2[C@@H](C(=C(C3[C@@]2([C@@H](/C=C/[C@@](C1=O)(C)O)OC(=O)C)C(=O)N[C@H]3CC4=CC=CC=C4)C)C)O
• Uses: Cytochalasin C is one of a family of potent mycotoxins produced by a range of fungi. All members of the class exhibit profound effects on cytoskeletal proteins, resulting in pronounced morphogenic changes in animals and plants. The cytochalasins act by disrupting actin microfilaments and these effects are most noticeable by the inhibition of cell division. Cytochalasin C, a fungal metabolite, is an analog of Cytochalasin D (C998700), an anti-hypertensive drug acting on human intestinal epithelial caco-2 cells. Also has activity in HMG-CoA reductase inhibitors used in the lowering of cholesterol. Actin inhibitor, actin polymerization inhibitor affecting cell movement, growth, phagocytosis and even secretion.

Technology Process of Cytochalasin C from Metarrhizium anisopliae, >=97.0% (TLC)

There total 1 articles about Cytochalasin C from Metarrhizium anisopliae, >=97.0% (TLC) 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:

→ 7(S),18-dihydroxy-16(S),18(R)-dimethyl-10-phenyl[11]cytochalasa-5,13(E),19(E)-triene-1,17-dione 21(R)-acetate (22144-76-9)

Guidance literature:

Cytochalasin D (I), H2, Pd/BaCO3; nb. XXX, XXIX;

Reference yield:

cytochalasin C (22144-76-9) → (13E,19E)-21-acetoxy-5,18-dihydroxy-16,18-dimethyl-10-phenyl<11>cytochalasa-13,19-diene-1,7,17-trione (119143-99-6)

Guidance literature:

Multi-step reaction with 2 steps

1: m-chloroperbenzoic acid / CH₂Cl₂ / 24 h

2: 36 mg / boron trifluoride-diethyl ether / acetonitrile / 48 h

With boron trifluoride diethyl etherate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; acetonitrile;

Reference yield:

cytochalasin C (22144-76-9) → (7S,16S,18R,21R;13E,19E)-21-acetoxy-5,6,7,18-tetrahydroxy-16,18-dimethyl-10-phenyl<11>cytochalasa-13,19-diene-1,17-dione (119144-00-2)

Guidance literature:

Multi-step reaction with 2 steps

1: m-chloroperbenzoic acid / CH₂Cl₂ / 24 h

2: 1 M sulphuric acid / tetrahydrofuran / 1.5 h / Heating

With sulfuric acid; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane;

Downstream raw materials:

(E)-5-((S)-6-Benzyl-2-hydroxy-1a,6b-dimethyl-4-oxo-octahydro-1-oxa-5-aza-cyclopropa[e]inden-3-yl)-2-methyl-pent-4-enoic acid

5-(1'-benzyl-5',6',7'-trihydroxy-6',7'-dimethyl-3'-oxoperhydroisoindol-4'-yl)-2-methylpenta-4-enoic acid

deacetylcytochalasin N

17-hydroxycytochalasin N