Albonoursin

Base Information

• Chemical Name: Albonoursin
• CAS No.: 1222-90-8
• Molecular Formula: C15H16 N2 O2
• Molecular Weight: 256.304
• Hs Code.: 2933599090
• DSSTox Substance ID: DTXSID801318208
• Nikkaji Number: J14.388J
• Wikidata: Q27139752
• Metabolomics Workbench ID: 65808
• ChEMBL ID: CHEMBL455787
• Mol file: 1222-90-8.mol

Synonyms:albonoursin;P-42-2

Chemical Property of Albonoursin

Chemical Property:

• Vapor Pressure: 6.6E-13mmHg at 25°C
• Boiling Point: 567.8°C at 760 mmHg
• Flash Point: 232.3°C
• PSA: 66.24000
• Density: 1.221g/cm³
• LogP: 1.15310
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 256.121177757
• Heavy Atom Count: 19
• Complexity: 429

Purity/Quality:

99% ^*data from raw suppliers

ALBONOURSIN 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C=C1C(=O)NC(=CC2=CC=CC=C2)C(=O)N1
• Isomeric SMILES: CC(C)/C=C\1/C(=O)N/C(=C\C2=CC=CC=C2)/C(=O)N1
• Uses: Albonoursin is a potent in vitro and in vivo antimalarial alpha''-dioxo-diketopiperazine.

Technology Process of Albonoursin

There total 6 articles about Albonoursin 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: 70.0%

isobutyraldehyde (78-84-2) + 1-acetyl-3-[(Z)-benzylidene]-2,5-piperazinedione (30166-29-1,30166-30-4,41808-11-1) → (3Z,6Z)-3-benzylidene-6-(2-methylpropenyl)piperazine-2,5-dione (1222-90-8)

Guidance literature:

With potassium fluoride on basic alumina; Irradiation;

Reference yield:

(3S,6S)-3-benzyl-6-isobutylpiperazine-2,5-dione (3354-31-2,4156-30-3,7280-77-5,16679-70-2,16679-71-3) → (3Z,6Z)-3-benzylidene-6-(2-methylpropenyl)piperazine-2,5-dione (1222-90-8)

Guidance literature:

With Streptomyces albulus KO₂₃; In various solvent(s); at 50 ℃; pH=9.5; Microbiological reaction;

DOI:10.7164/antibiotics.53.58

Reference yield:

(3Z,6S)-3-benzylidene-6-isobutylpiperazine-2,5-dione (74124-69-9) → (3Z,6Z)-3-benzylidene-6-(2-methylpropenyl)piperazine-2,5-dione (1222-90-8)

Guidance literature:

With cell-free extract of Streptomyces albulus KO-23; In phosphate buffer; at 37 ℃; pH=8.0; Enzymatic reaction;

DOI:10.7164/antibiotics.53.1257

upstream raw materials:

isobutyraldehyde

1-acetyl-3-[(Z)-benzylidene]-2,5-piperazinedione

(3S,6S)-3-benzyl-6-isobutylpiperazine-2,5-dione

(3Z,6S)-3-benzylidene-6-isobutylpiperazine-2,5-dione