Mycinamicin IV

Base Information

• Chemical Name: Mycinamicin IV
• CAS No.: 73684-71-6
• Molecular Formula: C37H61NO11
• Molecular Weight: 695.891
• DSSTox Substance ID: DTXSID101317328
• Wikidata: Q27132550
• Metabolomics Workbench ID: 62737
• Mol file: 73684-71-6.mol

Synonyms:Mycinamicin IV;Mycinomycin IV;Antibiotic A 11725 Ia;73684-71-6;BRN 5204883;12,13-Deepoxy-12,13-didehydromycinamicin I;Mycinamicin I, 12,13-deepoxy-12,13-didehydro-;(3E,5S,6S,7S,9R,11E,13E,15R,16R)-6-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-16-ethyl-15-[[(2R,3R,4R,5R,6R)-5-hydroxy-3,4-dimethoxy-6-methyloxan-2-yl]oxymethyl]-5,7,9-trimethyl-1-oxacyclohexadeca-3,11,13-triene-2,10-dione;[(2R,3R,4E,6E,9R,11S,12S,13S,14E)-2-ethyl-9,11,13-trimethyl-8,16-dioxo-12-{[3,4,6-trideoxy-3-(dimethylamino)-beta-D-xylo-hexopyranosyl]oxy}oxacyclohexadeca-4,6,14-trien-3-yl]methyl 6-deoxy-2,3-di-O-methyl-beta-D-allopyranoside;MIV;CHEBI:63284;C37H61NO11;DTXSID101317328;C37-H61-N-O11;LS-93757;C18846;Q27132550

Chemical Property of Mycinamicin IV

Chemical Property:

• Vapor Pressure: 1.06E-29mmHg at 25°C
• Boiling Point: 801.3°C at 760 mmHg
• Flash Point: 438.4°C
• PSA: 142.45000
• Density: 1.15g/cm³
• LogP: 3.43760
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 9
• Exact Mass: 695.42446176
• Heavy Atom Count: 49
• Complexity: 1130

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1C(C=CC=CC(=O)C(CC(C(C(C=CC(=O)O1)C)OC2C(C(CC(O2)C)N(C)C)O)C)C)COC3C(C(C(C(O3)C)O)OC)OC
• Isomeric SMILES: CC[C@@H]1[C@H](/C=C/C=C/C(=O)[C@@H](C[C@@H]([C@@H]([C@H](/C=C/C(=O)O1)C)O[C@H]2[C@@H]([C@H](C[C@H](O2)C)N(C)C)O)C)C)CO[C@H]3[C@@H]([C@@H]([C@@H]([C@H](O3)C)O)OC)OC

Technology Process of Mycinamicin IV

There total 7 articles about Mycinamicin IV 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: 73.0%

C41H65NO14 (118674-83-2,118759-91-4) → Mycinamicin IV (73684-71-6)

Guidance literature:

With triethylamine; In methanol; water; for 16h; Ambient temperature;

DOI:10.1016/0040-4039(88)85296-1

Reference yield: 18.5%

mycinamicin-IV → C36H59NO11 + mycinamicin-I (73665-15-3) + mycinamicin-III (73684-71-6) + mycinamicin V (73684-72-7) + mycinamicin II (73684-69-2)

Guidance literature:

With multifunctional biosynthetic P₄₅₀ monooxygenase; rhodococcus reductase domain; NADPH; In aq. buffer; at 28 ℃; for 2h; pH=7.3; Reagent/catalyst; Kinetics; Enzymatic reaction;

DOI:10.1021/ja4130302

Reference yield:

Myconolide IV (77704-61-1) → Mycinamicin IV (73684-71-6)

Guidance literature:

Multi-step reaction with 6 steps

1: 96 percent / pyridine / CH₂Cl₂ / 1 h / 0 °C

2: Cp₂HfCl₂-AgClO₄ / CH₂Cl₂ / 2 h / 0 - 5 °C

3: 75 percent / Et₃N / methanol; H₂O / 3 h / 70 °C

4: CH₂Cl₂ / 1 h / 0 °C

5: Cp₂ZrCl₂-AgClO₄ / benzene / 1 h / Ambient temperature

6: 73 percent / Et₃N / methanol; H₂O / 16 h / Ambient temperature

With pyridine; zirconocene dichloride; Cp₂HfCl₂*AgClO₄; silver perchlorate; triethylamine; In methanol; dichloromethane; water; benzene;

DOI:10.1016/0040-4039(88)85296-1

upstream raw materials:

C₄₁H₆₅NO₁₄

Myconolide IV

Mycinamicin VII

Carbonic acid (2S,3R,4S,6R)-4-dimethylamino-2-((3E,11E,13E)-(5S,6S,7S,9R,15R,16R)-16-ethyl-15-hydroxymethyl-5,7,9-trimethyl-2,10-dioxo-oxacyclohexadeca-3,11,13-trien-6-yloxy)-6-methyl-tetrahydro-pyran-3-yl ester methyl ester