Maytansinol butyrate

Base Information

• Chemical Name: Maytansinol butyrate
• CAS No.: 66547-09-9
• Molecular Formula: C32H43ClN2O9
• Molecular Weight: 635.154
• European Community (EC) Number: 636-289-0
• Wikidata: Q76387771
• Mol file: 66547-09-9.mol

Synonyms:ansamitocin P 3;ansamitocin P 3';ansamitocin P 4;ansamitocins;ansamitomicin p-3

Chemical Property of Maytansinol butyrate

Chemical Property:

• Vapor Pressure: 8.97E-30mmHg at 25°C
• Melting Point: 182-185℃
• Boiling Point: 837.6°Cat760mmHg
• PKA: 9.83±0.70(Predicted)
• Flash Point: 460.4°C
• PSA: 136.16000
• Density: 1.3g/cm³
• LogP: 4.71740
• Storage Temp.: 2-8°C
• Solubility.: Soluble in DMSO (up to 50 mg/ml) or in Ethanol (up to 30 mg/ml with warming).
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 6
• Exact Mass: 634.2657086
• Heavy Atom Count: 44
• Complexity: 1130

Purity/Quality:

99% ^*data from raw suppliers

AnsamitocinP-3’(≥90%) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC(=O)OC1CC(=O)N(C2=C(C(=CC(=C2)CC(=CC=CC(C3(CC(C(C4C1(O4)C)C)OC(=O)N3)O)OC)C)OC)Cl)C
• Isomeric SMILES: CCCC(=O)O[C@H]1CC(=O)N(C2=C(C(=CC(=C2)C/C(=C/C=C/[C@H]([C@]3(C[C@@H]([C@H]([C@H]4[C@]1(O4)C)C)OC(=O)N3)O)OC)/C)OC)Cl)C
• Description: Ansamitocin P-3 is a microtubule depolymerizing agent that can be isolated from culture broths of certain Gram-positive bacteria. It binds tubulin (Kd = 1.3 μM), depolymerizes microtubules in both interphase and mitosis, and perturbs chromosome segregation. Ansamitocin P-3 also activates the spindle checkpoint surveillance proteins Mad2 and BubR1, blocking cell cycling during mitosis. It inhibits the growth of cancer cells in culture and significantly suppresses the growth of several cancer tumors in mice, prolonging survival time.
• Uses: Ansamitocin P-3’ is a metabolite of Ansamitocin which is a new maytansinoid antitumor antibiotic.

Technology Process of Maytansinol butyrate

There total 1 articles about Maytansinol butyrate 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: 54.2%

maytansinol (57103-68-1,75494-64-3,75520-30-8,75520-31-9,75520-32-0,93221-26-2,109904-94-1) + butyric acid (107-92-6) → maytansinol 3-butyrate (66547-09-9)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; for 1h; Ambient temperature;

DOI:10.1248/cpb.32.3441

upstream raw materials:

maytansinol

butyric acid

Refernces