(2E,4E,6E)-7-cyclohexyl-N-[5-hydroxy-5-[(1E,3E,5E)-7-[(2-hydroxy-5-oxocyclopenten-1-yl)amino]-7-oxohepta-1,3,5-trienyl]-2-oxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl]hepta-2,4,6-trienamide

Base Information

• Chemical Name: (2E,4E,6E)-7-cyclohexyl-N-[5-hydroxy-5-[(1E,3E,5E)-7-[(2-hydroxy-5-oxocyclopenten-1-yl)amino]-7-oxohepta-1,3,5-trienyl]-2-oxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl]hepta-2,4,6-trienamide
• CAS No.: 156317-47-4
• Molecular Formula: C₃₁H₃₄N₂O₇
• Molecular Weight: 546.62
• Nikkaji Number: J73.665A
• Mol file: 156317-47-4.mol

Synonyms:manumycin F

Chemical Property of (2E,4E,6E)-7-cyclohexyl-N-[5-hydroxy-5-[(1E,3E,5E)-7-[(2-hydroxy-5-oxocyclopenten-1-yl)amino]-7-oxohepta-1,3,5-trienyl]-2-oxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl]hepta-2,4,6-trienamide

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 910°Cat760mmHg
• Flash Point: 504.1°C
• PSA: 152.31000
• Density: 1.32g/cm³
• LogP: 4.91450
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 10
• Exact Mass: 546.23660143
• Heavy Atom Count: 40
• Complexity: 1270

Purity/Quality:

95% ^*data from raw suppliers

MANUMYCIN F 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(CC1)C=CC=CC=CC(=O)NC2=CC(C3C(C2=O)O3)(C=CC=CC=CC(=O)NC4=C(CCC4=O)O)O
• Isomeric SMILES: C1CCC(CC1)/C=C/C=C/C=C/C(=O)NC2=CC(C3C(C2=O)O3)(/C=C/C=C/C=C/C(=O)NC4=C(CCC4=O)O)O

Technology Process of (2E,4E,6E)-7-cyclohexyl-N-[5-hydroxy-5-[(1E,3E,5E)-7-[(2-hydroxy-5-oxocyclopenten-1-yl)amino]-7-oxohepta-1,3,5-trienyl]-2-oxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl]hepta-2,4,6-trienamide

There total 2 articles about (2E,4E,6E)-7-cyclohexyl-N-[5-hydroxy-5-[(1E,3E,5E)-7-[(2-hydroxy-5-oxocyclopenten-1-yl)amino]-7-oxohepta-1,3,5-trienyl]-2-oxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl]hepta-2,4,6-trienamide 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:

4-hydroxyprotoasukamycin (1246637-11-5) → Asukamycin (156317-47-4)

Guidance literature:

With Asu A₃ asukamycin biosynthetic gene cluster, 278 amino acids; aq. medium;

DOI:10.1074/jbc.M110.128850

Reference yield:

protoasukamycin (685547-80-2) → Asukamycin (156317-47-4)

Guidance literature:

Multi-step reaction with 2 steps

1: single-component flavin-dependent monooxygenase AsuE₁, 43 kDa; NADH; flavin adenine dinucleotide / aq. phosphate buffer / 30 °C / pH 7 / Enzymatic reaction

2: NADH; Flavin mononucleotide; flavin-dependent-4-hydroxyprotoasukamycin epoxidase AsuE₃, 41 kDa / aq. phosphate buffer / 30 °C / pH 7 / Enzymatic reaction

With flavin-dependent-4-hydroxyprotoasukamycin epoxidase AsuE₃, 41 kDa; single-component flavin-dependent monooxygenase AsuE₁, 43 kDa; Flavin mononucleotide; flavin adenine dinucleotide; NADH; In aq. phosphate buffer;

DOI:10.1016/j.chembiol.2013.05.006

upstream raw materials:

4-hydroxyprotoasukamycin

protoasukamycin