2,8-dibenzyl-6-(4-hydroxyphenyl)-3H,7H-imidazo[1,2-a]pyrazin-3-one

• ChemBase ID: 134098
• Molecular Formular: C26H21N3O2
• Molecular Mass: 407.46384
• Monoisotopic Mass: 407.16337693
• SMILES: c1ccc(cc1)Cc1c2nc(c(=O)n2cc([nH]1)c1ccc(cc1)O)Cc1ccccc1
• Canonical SMILES: Oc1ccc(cc1)c1[nH]c(Cc2ccccc2)c2n(c1)c(=O)c(n2)Cc1ccccc1
• InChI: InChI=1S/C26H21N3O2/c30-21-13-11-20(12-14-21)24-17-29-25(22(27-24)15-18-7-3-1-4-8-18)28-23(26(29)31)16-19-9-5-2-6-10-19/h1-14,17,27,30H,15-16H2
• InChIKey: KAEGGIFPLJZUOZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,8-dibenzyl-6-(4-hydroxyphenyl)-3H,7H-imidazo[1,2-a]pyrazin-3-one
• IUPAC Traditional name: renilla luciferin
• Synonyms: 2-Deoxycoelenterazine; CLZN-h; Coelenterazine h

Database IDs

• CAS Number: 50909-86-9
• MDL Number: MFCD00798394
• PubChem SID: 162228375
• PubChem CID: 2762722

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 4.702332
• LogD (pH = 7.4): 4.698596
• Log P: 4.7023935
• Molar Refractivity: 131.9109 cm^3
• Polarizability: 46.06855 Å^3
• Polar Surface Area: 64.93 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true
• Acid pKa: 9.4536915

PROPERTIES

Physical Property

• Apperance: solid

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: -20°C

DETAILS

Sigma Aldrich - C3230

Biochem/physiol Actions
10 times higher luminescence intensity than native coelenterazine.