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5-(methylamino)-2-[[(2S,3R,5R,8R,9R)-3,5,9-trimethyl-2-[(2S)-1-oxo-1-(1H-pyrrol-2-yl)propan-2-yl]-1,7-dioxaspiro[5.5]undecan-8-yl]methyl]-1,3-benzoxazole-4-carboxylic acid

Base Information Edit
  • Chemical Name:5-(methylamino)-2-[[(2S,3R,5R,8R,9R)-3,5,9-trimethyl-2-[(2S)-1-oxo-1-(1H-pyrrol-2-yl)propan-2-yl]-1,7-dioxaspiro[5.5]undecan-8-yl]methyl]-1,3-benzoxazole-4-carboxylic acid
  • CAS No.:52665-69-7
  • Molecular Formula:C29H37 N3 O6
  • Molecular Weight:523.629
  • Hs Code.:29349990
  • European Community (EC) Number:258-084-1
  • Metabolomics Workbench ID:115858
  • Wikipedia:A23187
  • Mol file:52665-69-7.mol
5-(methylamino)-2-[[(2S,3R,5R,8R,9R)-3,5,9-trimethyl-2-[(2S)-1-oxo-1-(1H-pyrrol-2-yl)propan-2-yl]-1,7-dioxaspiro[5.5]undecan-8-yl]methyl]-1,3-benzoxazole-4-carboxylic acid

Synonyms:4-Benzoxazolecarboxylic acid, 5-(methylamino)-2-((3,9,11-trimethyl-8-(1-methyl-2-oxo-2-(1H-pyrrol-2-yl)ethyl)-1,7-dioxaspiro(5.5)undec-2-yl)methyl)-, (6S-(6alpha(2S*,3S*),8beta(R*),9beta,11alpha))-;A 23187;A-23187;A23187;A23187, Antibiotic;Antibiotic A23187;Calcimycin

Suppliers and Price of 5-(methylamino)-2-[[(2S,3R,5R,8R,9R)-3,5,9-trimethyl-2-[(2S)-1-oxo-1-(1H-pyrrol-2-yl)propan-2-yl]-1,7-dioxaspiro[5.5]undecan-8-yl]methyl]-1,3-benzoxazole-4-carboxylic acid
Supply Marketing:Edit
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
  • Usbiological
  • Antibiotic A23187
  • 1mg
  • $ 177.00
  • TRC
  • A23187
  • 50mg
  • $ 870.00
  • TRC
  • A23187
  • 5mg
  • $ 105.00
  • Sigma-Aldrich
  • Calcium Ionophore A23187 ≥98% (TLC), powder
  • 10mg
  • $ 165.00
  • Sigma-Aldrich
  • A23187, Free Acid,
  • 10mg
  • $ 151.70
  • Sigma-Aldrich
  • A23187, Free Acid,
  • 5mg
  • $ 109.15
  • Sigma-Aldrich
  • Calcium ionophore III Selectophore?, function tested
  • 5 mg
  • $ 109.00
  • Sigma-Aldrich
  • Calcium ionophore III Selectophore , function tested
  • 5mg-f
  • $ 106.00
  • Sigma-Aldrich
  • Calcium Ionophore A23187 ≥98% (TLC), powder
  • 5mg
  • $ 105.00
  • Sigma-Aldrich
  • Calcium Ionophore A23187 ≥98% (TLC), powder
  • 1mg
  • $ 44.40
Total 19 raw suppliers
Chemical Property of 5-(methylamino)-2-[[(2S,3R,5R,8R,9R)-3,5,9-trimethyl-2-[(2S)-1-oxo-1-(1H-pyrrol-2-yl)propan-2-yl]-1,7-dioxaspiro[5.5]undecan-8-yl]methyl]-1,3-benzoxazole-4-carboxylic acid Edit
Chemical Property:
  • Melting Point:187-190?°C 
  • Boiling Point:710.3±55.0 °C(Predicted) 
  • PKA:pKa1 6.9 in 90% DMSO 
  • Flash Point:383.391oC 
  • PSA:126.68000 
  • Density:1.28±0.1 g/cm3(Predicted) 
  • LogP:5.60280 
  • Storage Temp.:2-8°C 
  • Solubility.:Soluble in DMSO with warming or sonication. Also soluble in etha 
  • XLogP3:5.9
  • Hydrogen Bond Donor Count:3
  • Hydrogen Bond Acceptor Count:8
  • Rotatable Bond Count:7
  • Exact Mass:523.26823591
  • Heavy Atom Count:38
  • Complexity:873
Purity/Quality:

98%,99%, *data from raw suppliers

Antibiotic A23187 *data from reagent suppliers

Safty Information:
  • Pictogram(s): 1096801 
  • Hazard Codes:Xi,Xn 
  • Statements: 36/37/38-20/21/22 
  • Safety Statements: 26-36 
MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:
  • Canonical SMILES:CC1CCC2(C(CC(C(O2)C(C)C(=O)C3=CC=CN3)C)C)OC1CC4=NC5=C(O4)C=CC(=C5C(=O)O)NC
  • Isomeric SMILES:C[C@@H]1CCC2([C@@H](C[C@H]([C@H](O2)[C@H](C)C(=O)C3=CC=CN3)C)C)O[C@@H]1CC4=NC5=C(O4)C=CC(=C5C(=O)O)NC
  • Recent ClinicalTrials:Efficacy of Oocyte Activation With Two Types of Ca2+ Ionophore.
  • Description Antibiotic A-23187 (52665-69-7) is a highly selective divalent cation ionophore, commonly used to increase intracellular Ca2+ levels in intact cells (though it is most selective for Mn2+).1 It uncouples oxidative phosphorylation.2 In addition, antibiotic A-23187 inhibits ATPase activity.3
  • Uses Calcimycin is a potent calcium ionophore isolated from Streptomyces chartreusis in 1974. Calcimycin is a spiroketal substituted by pyrollic and benzoxazolyl groups which afford its high affinity and selectivity for calcium. Calimycin exhibits broad biological activity against bacteria, fungi and protozoa. It has found wide application as a research tool for calcium-regulated cellular events. A23187 (Mixed Calcium-Magnesium Salt) is used in cell activation experiments when calcium dose-response data are not required. Ca-Mg ratio ~ 1:1. it is widely used as a compound in cell activation. It is used as a highly selective Ca2+ ionophore. it is used in studies of intracellular Ca2+ mediated events. A23187 has been observed to induce cell activation, differentiation or proliferation. In vitro experimentation has shown A23187 to boost ROS generation and platelet fragmentation. A23187 is a widely used ionophore. It has the ability to increase the intracellular concentrations of cations and is widely used to increase the intracellular levels of calcium. Visualization of Synaptic Ca2+ Calmodulin-Dependent Protein Kinase II Activity in Living Neurons. CA was used in elucidating the mechanisms underlying the positive and inotropic and chronotropic ability of CA on isolated superfused guinea pig atria. It may also be used to stimulate and measure the erythrocyte Ca2+ dependent K+ channels as the K+ efflux.
Technology Process of 5-(methylamino)-2-[[(2S,3R,5R,8R,9R)-3,5,9-trimethyl-2-[(2S)-1-oxo-1-(1H-pyrrol-2-yl)propan-2-yl]-1,7-dioxaspiro[5.5]undecan-8-yl]methyl]-1,3-benzoxazole-4-carboxylic acid

There total 55 articles about 5-(methylamino)-2-[[(2S,3R,5R,8R,9R)-3,5,9-trimethyl-2-[(2S)-1-oxo-1-(1H-pyrrol-2-yl)propan-2-yl]-1,7-dioxaspiro[5.5]undecan-8-yl]methyl]-1,3-benzoxazole-4-carboxylic acid 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:
Guidance literature:
With lithium n-propylmercaptide; In N,N,N,N,N,N-hexamethylphosphoric triamide;
DOI:10.1021/ja00516a069
Guidance literature:
Multi-step reaction with 3 steps
1: 1.) (C6H11)2NMgBr / 1.) THF, -50 deg C, 2.) 0 deg C
2: 1.) NaOMe, 2.) Zn/AcOH, conc. HCl / 1.) CH2Cl2, MeOH, room temperature 2.) THF, room temperature
3: LiSPr / hexamethylphosphoric acid triamide / Ambient temperature
With hydrogenchloride; bis(cyclohexyl)aminomagnesium bromide; sodium methylate; lithium n-propylmercaptide; acetic acid; zinc; In N,N,N,N,N,N-hexamethylphosphoric triamide;
DOI:10.1016/S0040-4039(00)95911-2
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