c2-Hydroperoxy-coelenterazine

Base Information

• Chemical Name: c2-Hydroperoxy-coelenterazine
• CAS No.: 1161931-09-4
• Molecular Formula: C₂₆H₂₁N₃O₅
• Molecular Weight: 455.47
• DSSTox Substance ID: DTXSID501106797
• Wikidata: Q27459018
• Metabolomics Workbench ID: 146839
• Mol file: 1161931-09-4.mol

Synonyms:c2-hydroperoxy-coelenterazine;8-BENZYL-2-HYDROPEROXY-2-(4-HYDROXY-BENZYL)-6-(4-HYDROXY-PHENYL)-2H-IMIDAZO[1,2-A]PYRAZIN-3-ONE;DTXSID501106797;DB02241;PD060093;Q27459018;(2S)-2-Hydroperoxy-6-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methyl]-8-(phenylmethyl)imidazo[1,2-a]pyrazin-3(2H)-one;1161931-09-4

Chemical Property of c2-Hydroperoxy-coelenterazine

Chemical Property:

• XLogP3: 3.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 6
• Exact Mass: 455.14812078
• Heavy Atom Count: 34
• Complexity: 849

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC2=NC(=CN3C2=NC(C3=O)(CC4=CC=C(C=C4)O)OO)C5=CC=C(C=C5)O
• Isomeric SMILES: C1=CC=C(C=C1)CC2=NC(=CN3C2=N[C@@](C3=O)(CC4=CC=C(C=C4)O)OO)C5=CC=C(C=C5)O

Technology Process of c2-Hydroperoxy-coelenterazine

There total 1 articles about c2-Hydroperoxy-coelenterazine 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:

coelenterazine (55779-48-1) → coelenterazine hydroperoxide (1161931-09-4)

Guidance literature:

With 1,4-dithio-D,L-threitol; apoaequorin; oxygen; tris hydrochloride; In methanol; water; at 0 ℃; for 2h; pH=7.5; aq. buffer;

DOI:10.1016/j.bmc.2009.03.033

Reference yield:

coelenterazine hydroperoxide (1161931-09-4) → 4-hydroxyphenylacetate (156-38-7) + 4-hydroxyphenylpiruvic acid (156-39-8) + 3-benzyl-5-(4-hydroxyphenyl)pyrazin-2(1H)-one + 4-(5-amino-6-benzyl-pyrazin-2-yl)-phenol (37156-84-6) + coelenteramide (50611-86-4) + coelenterazine (55779-48-1)

Guidance literature:

With oxygen; guanidine hydrochloride; urea; trifluoroacetic acid; calcium chloride; aequorin; luciferase; at 25 ℃; pH=8.3; pH-value; Enzymatic reaction;

DOI:10.1111/php.13590

Reference yield:

coelenterazine hydroperoxide (1161931-09-4) → C26H20N3O4

Guidance literature:

With 1,4-dithio-D,L-threitol; apoaequorin; oxygen; tris hydrochloride; In methanol; water; at 20 ℃; for 0.333333h; pH=7.5; Mechanism; aq. buffer; Irradiation;

DOI:10.1016/j.bmc.2009.03.033

upstream raw materials:

coelenterazine

Downstream raw materials:

4-hydroxyphenylacetate

4-hydroxyphenylpiruvic acid

4-(5-amino-6-benzyl-pyrazin-2-yl)-phenol

coelenteramide

Refernces