Coelenterazine - Suitable for molecular biology, ≥95%(TLC) , CAS No.55779-48-1

CAS: 55779-48-1 Cat. No.: C1375499 Molecular Weight: 423.46 EC Number: 637-236-4

GRADE & PURITY Suitable for molecular biology, ≥95%(TLC)

Synonyms

2-(p-Hydroxybenzyl)-6-(p-hydroxyphenyl)-8-benzyl-imidazo[1 | 2-a]pyrazin-3-(7H)-one

Storage

Protected from light,Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

Coelenterazine is a luminophore found in aquatic organisms and is the substrate for many luciferase enzymes, including Renilla reniformis, Gaussia and aequorins. It is commonly used for bioluminescent calcium detection and the monitoring of reporter genes in BRET (Bioluminescence Resonance Energy Transfer), ELISA and HTS methods as well as chemiluminescent detection of superoxide anions and peroxynitrite in cells or tissues.
Note: It is not recommended to store dissolved coelenterazine at -20°C or -70°C. Coelenterazine is a high energy dioxetanone ring structure that will spontaneously decompose even at low temperatures.

Specifications

Synonyms

2-(p-Hydroxybenzyl)-6-(p-hydroxyphenyl)-8-benzyl-imidazo[1 | 2-a]pyrazin-3-(7H)-one

Specifications & Purity

Suitable for molecular biology, ≥95%(TLC)

Storage

Protected from light, Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Suitable for molecular biology

Purity

≥95%(TLC)

Names and Identifiers

• Canonical Smiles: C1=CC=C(C=C1)CC2=NC(=CN3C2=NC(=C3O)CC4=CC=C(C=C4)O)C5=CC=C(C=C5)O
• IUPAC Name: 8-benzyl-6-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methyl]imidazo[1,2-a]pyrazin-3-ol
• InChIKey: LNCOEGVEEQDKGX-UHFFFAOYSA-N
• INCHI: 1S/C26H21N3O3/c30-20-10-6-18(7-11-20)15-23-26(32)29-16-24(19-8-12-21(31)13-9-19)27-22(25(29)28-23)14-17-4-2-1-3-5-17/h1-13,16,30-32H,14-15H2
• Isomeric SMILES: C1=CC=C(C=C1)CC2=NC(=CN3C2=NC(=C3O)CC4=CC=C(C=C4)O)C5=CC=C(C=C5)O
• Molecular Weight: 423.46
• Reaxy-Rn: 37031400
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=37031400&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Imidazopyrazines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Imidazopyrazines
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Imidazopyrazines
• Alternative Parents: 1-hydroxy-2-unsubstituted benzenoids Pyrazines N-substituted imidazoles Benzene and substituted derivatives Heteroaromatic compounds Azacyclic compounds Organooxygen compounds Organonitrogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Imidazopyrazine - Phenol - 1-hydroxy-2-unsubstituted benzenoid - Monocyclic benzene moiety - N-substituted imidazole - Pyrazine - Benzenoid - Azole - Imidazole - Heteroaromatic compound - Azacycle - Organic oxygen compound - Organic nitrogen compound - Organooxygen compound - Organonitrogen compound - Hydrocarbon derivative - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as imidazopyrazines. These are organic heteropolycyclic compounds containing a pyrazine ring fused to an imidazole ring. These also include hydrogenated derivatives of the imidazopyrazine moiety. Imidazole is 5-membered ring consisting of three carbon atoms, and two nitrogen centers at the 1- and 3-positions. Pyrazine is a 6-membered ring consisting of six carbon atoms and two nitrogen centers at ring positions 1 and 4.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Soluble in methanol or ethanol (NOT in DMSO).
• Molecular Weight: 423.500 g/mol
• XLogP3: 5.500
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 423.158 Da
• Monoisotopic Mass: 423.158 Da
• Topological Polar Surface Area: 90.900 Ų
• Heavy Atom Count: 32
• Formal Charge: 0
• Complexity: 585.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1