Coelenterazine

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Names

[ CAS No. ]:
55779-48-1

[ 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

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

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

  • Coelenteramide

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...


More Articles


Related Compounds

  • N-(2-bromophenyl)-1-[4-(trifluoromethyl)pyrimidin-2-yl]piperidine-4-carboxamide
  • N-benzyl-1-oxa-2,8-diazaspiro[4.5]dec-2-ene-3-carboxamide
  • [2-[(8S,9S,10R,13S,14S,17R)-17-hydroxy-10,13-dimethyl-3,11-dioxo-1,2,6,7,8,9,12,14,15,16-decahydrocyclopenta[a]phenanthren-17-yl]-2-oxo-ethyl] butanoate
  • 2-([1,2,4]Triazolo[1,5-a]pyrimidin-7-ylmethyl)isoindole-1,3-dione
  • 5-bromo-N-[4-(1H-tetrazol-1-yl)phenyl]furan-2-carboxamide
  • 3-[(S)-[4-[(4-acetyl-3-hydroxy-2-propyl-phenoxy)methyl]phenyl]-hydroxy-methyl]benzoic acid
  • N-(1-cyanobutyl)benzamide
  • 2-(2,3-Dihydro-1H-indol-1-YL)-5-(trifluoromethyl)-phenylamine
  • 2-(3-Bromophenyl)-4-methylpyridine
  • Methyl 5-acetyl-4-hydroxythiophene-3-carboxylate
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