CID 16131099

Base Information

• Chemical Name: CID 16131099
• CAS No.: 11070-73-8
• Molecular Formula: C254H377N65O75S6
• Molecular Weight: 5733.49
• Mol file: 11070-73-8.mol

Synonyms:11070-73-8;CID 16131099;Insulin(cattle)

Chemical Property of CID 16131099

Chemical Property:

• Appearance/Colour: white solid
• PSA: 0.00000
• LogP: 0.00000
• Storage Temp.: 2-8°C
• Solubility.: acidified water, pH 2.0: 2 mg/mL
• XLogP3: -12.8
• Hydrogen Bond Donor Count: 76
• Hydrogen Bond Acceptor Count: 87
• Rotatable Bond Count: 176
• Exact Mass: 5731.6075805
• Heavy Atom Count: 400
• Complexity: 14400

Purity/Quality:

99% ^*data from raw suppliers

Insulin ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCC(C)C(C(=O)NC(C(C)C)C(=O)NC(CCC(=O)O)C(=O)NC(CCC(=O)N)C(=O)NC1CSSCC2C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(CSSCC(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)CNC(=O)C(CSSCC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N2)C(C)C)CO)C)NC1=O)NC(=O)C(CC(C)C)NC(=O)C(CC3=CN=CN3)NC(=O)C(CCC(=O)N)NC(=O)C(CC(=O)N)NC(=O)C(C(C)C)NC(=O)C(CC4=CC=CC=C4)N)CO)CC5=CN=CN5)CC(C)C)C(C)C)CCC(=O)O)C)CC(C)C)CC6=CC=C(C=C6)O)CC(C)C)C(C)C)C(=O)NCC(=O)NC(CCC(=O)O)C(=O)NC(CCCNC(=N)N)C(=O)NCC(=O)NC(CC7=CC=CC=C7)C(=O)NC(CC8=CC=CC=C8)C(=O)NC(CC9=CC=C(C=C9)O)C(=O)NC(C(C)O)C(=O)N1CCCC1C(=O)NC(CCCCN)C(=O)NC(C)C(=O)O)C(=O)NC(CC(=O)N)C(=O)O)CC1=CC=C(C=C1)O)CC(=O)N)CCC(=O)O)CC(C)C)CCC(=O)N)CC1=CC=C(C=C1)O)CC(C)C)CO)NC(=O)CN
• Isomeric SMILES: CC[C@H](C)[C@@H](C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CCC(=O)N)C(=O)N[C@H]1CSSC[C@H]2C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@@H](CSSC[C@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)CNC(=O)[C@H](CSSC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N2)C(C)C)CO)C)NC1=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC3=CN=CN3)NC(=O)[C@H](CCC(=O)N)NC(=O)[C@H](CC(=O)N)NC(=O)[C@H](C(C)C)NC(=O)[C@H](CC4=CC=CC=C4)N)CO)CC5=CN=CN5)CC(C)C)C(C)C)CCC(=O)O)C)CC(C)C)CC6=CC=C(C=C6)O)CC(C)C)C(C)C)C(=O)NCC(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CCCNC(=N)N)C(=O)NCC(=O)N[C@@H](CC7=CC=CC=C7)C(=O)N[C@@H](CC8=CC=CC=C8)C(=O)N[C@@H](CC9=CC=C(C=C9)O)C(=O)N[C@@H]([C@@H](C)O)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](C)C(=O)O)C(=O)N[C@@H](CC(=O)N)C(=O)O)CC1=CC=C(C=C1)O)CC(=O)N)CCC(=O)O)CC(C)C)CCC(=O)N)CC1=CC=C(C=C1)O)CC(C)C)CO)NC(=O)CN
• Uses: Antidiabetic. Insulin is a peptide hormone regulating the metabolism of carbohydrates and fats. It is used in the treatment of those suffering from the diabetes type I and II metabolic disorders. Regulates the absorption of glucose from the blood to skeletal muscles and fat storage. Recommended for use in cell culture applications at 0.5 to 1 mL per liter of medium.
• Indications: More than a century has passed since von Mering and Minkowski first demonstrated that pancreatectomized dogs exhibited signs and symptoms characteristic of diabetes mellitus. Shortly thereafter, Banting and Best used pancreatic extracts to reverse these symptoms in diabetic patients, thus providing a basis for establishing a cause-and-effect relationship between insulin deficiency and diabetes. Insulin was subsequently isolated, crystallized, and eventually synthesized in the laboratory. Insulin replacement therapy has been widely used in the clinical management of diabetes mellitus for more than 70 years. In 1982, recombinant DNA (rDNA) derived human insulin was first produced and is now widely used instead of insulin derived from beef or pork. More recently, insulin analogues have been produced that modulate the activity and rate of insulin action.
• Clinical Use: According to the DCCT and the UK Prospective Diabetes study, insulin and/or insulin analogues are the standard treatment for type 1, gestational, and some type 2 diabetes.

Technology Process of CID 16131099

There total 12 articles about CID 16131099 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: 84.0%

oligomer-conjugated recombinant proinsulin I + trypsin + carboxypeptidase B → LysB29-hexyl-PEG7-oligomer-conjugated insulin + insulin (11070-73-8)

Guidance literature:

oligomer-conjugated recombinant proinsulin I; trypsin; carboxypeptidase B; With hydrogenchloride; 2-amino-2-hydroxymethyl-1,3-propanediol; for 0.5h; pH=7.6; Tris-HCl buffer;

With trifluoroacetic acid; In acetonitrile;

Reference yield: 80.0%

+ trypsin + carboxypeptidase B → LysB29-hexyl-PEG7-oligomer-conjugated insulin + insulin (11070-73-8)

Guidance literature:

trypsin; carboxypeptidase B; With hydrogenchloride; 2-amino-2-hydroxymethyl-1,3-propanediol; at 15 ℃; for 0.916667h; pH=7.6; Tris-HCl buffer;

With hydrogenchloride; In water; pH=3;

Reference yield: 60.0%

proinsulin II monoconjugate + LysB29-hexyl-PEG7-oligomer conjugated insulin(Arg31) + carboxypeptidase B → LysB29-hexyl-PEG7-oligomer-conjugated insulin + insulin (11070-73-8)

Guidance literature:

proinsulin II monoconjugate; LysB₂₉-hexyl-PEG₇-oligomer conjugated insulin(Arg₃₁); carboxypeptidase B; With hydrogenchloride; 2-amino-2-hydroxymethyl-1,3-propanediol; for 15h; pH=7.6; Tris-HCl buffer;

With trifluoroacetic acid; In acetonitrile;

Downstream raw materials:

formic acid

5-hydroxymethyl-2-furfuraldehyde

LACTIC ACID

Oxidized glutathione

Refernces

• 1、 -. "PURIFICATION OF INSULIN-LIKE MATERIAL BY REVERSE PHASE CHROMATOGRAPHY". Page/Page column 10; 11. . Retrieved 2008/06/13.
• 2、 -. "Insulin polypeptide-oligomer conjugates, proinsulin polypeptide-oligomer conjugates and methods of synthesizing same". Page 53. . Retrieved 2008/06/13.