Deaminooxytocin

Base Information

• Chemical Name: Deaminooxytocin
• CAS No.: 113-78-0
• Molecular Formula: C43H65 N11 O12 S2
• Molecular Weight: 992.188
• European Community (EC) Number: 204-034-9
• ChEMBL ID: CHEMBL435716
• Metabolomics Workbench ID: 154578
• NCI Thesaurus Code: C96860
• Pharos Ligand ID: F5KWBWZ8DY3K
• Wikipedia: Demoxytocin
• Mol file: 113-78-0.mol

Synonyms:1-mercaptopropionateoxytoxin;deaminooxytocin;deaminooxytocin, (enantio)-isomer;demoxytocin;desaminooxytocin;ODA-914;Sandopart

Chemical Property of Deaminooxytocin

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 1518.8°Cat760mmHg
• PKA: 9.90±0.15(Predicted)
• Flash Point: 872.3°C
• PSA: 424.11000
• Density: 1.263g/cm³
• LogP: 1.91880
• XLogP3: -1.8
• Hydrogen Bond Donor Count: 11
• Hydrogen Bond Acceptor Count: 14
• Rotatable Bond Count: 17
• Exact Mass: 991.42555890
• Heavy Atom Count: 68
• Complexity: 1840

Purity/Quality:

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

DEMOXYTOCIN 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C)C1C(=O)NC(C(=O)NC(C(=O)NC(CSSCCC(=O)NC(C(=O)N1)CC2=CC=C(C=C2)O)C(=O)N3CCCC3C(=O)NC(CC(C)C)C(=O)NCC(=O)N)CC(=O)N)CCC(=O)N
• Isomeric SMILES: CC[C@H](C)[C@H]1C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](CSSCCC(=O)N[C@H](C(=O)N1)CC2=CC=C(C=C2)O)C(=O)N3CCC[C@H]3C(=O)N[C@@H](CC(C)C)C(=O)NCC(=O)N)CC(=O)N)CCC(=O)N

Technology Process of Deaminooxytocin

There total 2 articles about Deaminooxytocin 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: 53.0%

N-(fluoren-9-ylmethoxycarbonyl)glycine (29022-11-5) + Fmoc-Leu-OH (35661-60-0) + Fmoc-Pro-OH (71989-31-6) + Fmoc-Ile-OH (71989-23-6,251316-98-0) + Fmoc-Tyr(tBu)-OH (71989-38-3,118488-18-9,204384-67-8) + L-Asn(Trt) (132388-59-1) + 3-mercaptopropionic acid (107-96-0) → deamino-oxytocin (113-78-0)

Guidance literature:

N-(fluoren-9-ylmethoxycarbonyl)glycine; With 4-methyl-morpholine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h; Inert atmosphere;

With piperidine; In N,N-dimethyl-formamide; Inert atmosphere;

Fmoc-Leu-OH; Fmoc-Pro-OH; Fmoc-Ile-OH; Fmoc-Tyr(tBu)-OH; L-Asn(Trt); 3-mercaptopropionic acid; Fmoc-Cys(PG)-OH; Fmoc-Gln(PG)-OH; Further stages;

DOI:10.1016/j.bmc.2016.05.062

Reference yield: 19.0%

[Mpa(H)1,Cys(H)6]oxytocin → deamino-oxytocin (113-78-0)

Guidance literature:

With ammonium carbonate; acetic acid; dimethyl sulfoxide; for 20h; pH=6;

DOI:10.1021/jm990090m

upstream raw materials:

N-(fluoren-9-ylmethoxycarbonyl)glycine

Fmoc-Leu-OH

Fmoc-Pro-OH

Fmoc-Ile-OH

Refernces

• 1、 Sciabola, Simone,Goetz, Gilles H.,Bai, Guoyun,Rogers, Bruce N.,Gray, David L.,Duplantier, Allen,Fonseca, Kari R.,Vanase-Frawley, Michelle A.,Kablaoui, Natasha M.. "Systematic N-methylation of oxytocin: Impact on pharmacology and intramolecular hydrogen bonding network". . p. 3513 - 3520. Retrieved 2016.