Coelenterazine

Suppliers

Names

[ Name ]:
Coelenterazine

[Synonym ]:
Coelenterazine, native
2-(4-Hydroxybenzyl)-6-(4-hydroxyphenyl)-8-benzyl-3,7-dihydroimidazo(1,2-a)pyrazin-3-one
Coelenterazine
MFCD00467176
8-Benzyl-2-(4-hydroxybenzyl)-6-(4-hydroxyphenyl)imidazo[1,2-a]pyrazin-3(7H)-one

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
641.4±65.0 °C at 760 mmHg

[ Molecular Formula ]:
C₂₆H₂₁N₃O₃

[ Molecular Weight ]:
423.463

[ Flash Point ]:
341.7±34.3 °C

[ Exact Mass ]:
423.158295

[ PSA ]:
90.62000

[ LogP ]:
3.87

[ Appearance of Characters ]:
solid | yellow

[ Vapour Pressure ]:
0.0±2.0 mmHg at 25°C

[ Index of Refraction ]:
1.689

[ Storage condition ]:
−20°C

[ Water Solubility ]:
methanol and ethanol: soluble

MSDS

Click to get detail MSDS

Safety Information

[ Hazard Statements ]:
H413

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
36/37/38

[ Safety Phrases ]:
S26-S36

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

1,1-diethoxy-3-(4-hydroxyphenyl)-2-propan-2-one
[4-(2,3-dioxopropyl)phenyl] acetate
4-(5-amino-6-benzyl-1H-pyrazin-2-ylidene)cyclohexa-2,5-dien-1-one
3-[4-(tert-butyldimethylsilyloxy)phenyl]-1,1-diethoxypropan-2-one
4-Hydroxyphenylpyruvic acid
4-Hydroxyphenylacetic acid
1-[4-(ACETYLOXY)PHENYL]-3-BROMO-2-PROPANONE
3-(4-acetyloxyphenyl)-1-diazonioprop-1-en-2-olate
4-(acetyloxy)-Benzeneacetyl chloride

DownStream

Articles

Rp-cAMPS Prodrugs Reveal the cAMP Dependence of First-Phase Glucose-Stimulated Insulin Secretion.

Mol. Endocrinol. 29 , 988-1005, (2015)

cAMP-elevating agents such as the incretin hormone glucagon-like peptide-1 potentiate glucose-stimulated insulin secretion (GSIS) from pancreatic β-cells. However, a debate has existed since the 1970s...

Fluorophore-NanoLuc BRET Reporters Enable Sensitive In Vivo Optical Imaging and Flow Cytometry for Monitoring Tumorigenesis.

Cancer Res. 75 , 5023-33, (2015)

Fluorescent proteins are widely used to study molecular and cellular events, yet this traditionally relies on delivery of excitation light, which can trigger autofluorescence, photoxicity, and photobl...

A Novel Mutation in Isoform 3 of the Plasma Membrane Ca2+ Pump Impairs Cellular Ca2+ Homeostasis in a Patient with Cerebellar Ataxia and Laminin Subunit 1α Mutations.

J. Biol. Chem. 290 , 16132-41, (2015)

The particular importance of Ca(2+) signaling to neurons demands its precise regulation within their cytoplasm. Isoform 3 of the plasma membrane Ca(2+) ATPase (the PMCA3 pump), which is highly express...

9-(2-Methoxyethyl)-1-oxa-4,9-diazaspiro[5.5]undecane
2,2-Dimethyl-1-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(p-tolyl)-1H-pyrrol-1-yl)propan-1-one
rel-N,N'-((1R,4S)-2-(Isopropoxymethyl)cyclohex-2-ene-1,4-diyl)dibenzamide
Benzyl 2-(N-((4-((tert-butoxycarbonyl)amino)pyridin-3-yl)methyl)-2-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetamido)acetate
(R)-2-((R)-sec-Butyl)succinic acid
(4R,5S)-2-(5-Chloropyridin-2-yl)-4,5-diphenyl-4,5-dihydrooxazole
4-bromo-5-ethyl-1-methyl-3-(2-methylphenyl)-1H-pyrazole
N-[1-[(1R,3R,4R,7S)-1-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-7-[2-cyanoethoxy-[di(propan-2-yl)amino]phosphanyl]oxy-5-methyl-6-oxo-2-oxa-5-azabicyclo[2.2.1]heptan-3-yl]-5-methyl-2-oxopyrimidin-4-yl]benzamide
2,7-Dibutyl-4,9-bis(3,5-di-tert-butyl-4-oxocyclohexa-2,5-dien-1-ylidene)-4,9-dihydrobenzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetraone
(S)-2-(2-(6-(((Benzyloxy)carbonyl)amino)-9H-purin-9-yl)-N-(2-((tert-butoxycarbonyl)amino)ethyl)acetamido)-5-(3-tosylguanidino)pentanoic acid

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