Coelenterazine
Grundinformationen
- CAS
55779-48-1- Standard-SMILES
Oc1ccc(Cc2nc3c(Cc4ccccc4)nc(-c4ccc(O)cc4)cn3c2O)cc1- InChIKey
YHIPILPTUVMWQT-UHFFFAOYSA-N- Summenformel
- C26H21N3O3
- Durchschnittliche Molmasse
- 423,5 g/mol
Überblick
Oplophorus luciferin is an imidazopyrazine that is imidazo[1,2-a]pyrazin-3(7H)-one in which positions 2, 6, and 8 are substituted by 4-hydroxybenzyl, 4-hydroxyphenyl, and benzyl groups, respectively. It has a role as a luciferin. It is a member of phenols and an imidazopyrazine. It derives from a hydride of an imidazo[1,2-a]pyrazine.
Namen und Bezeichner
- Bevorzugter Name
- Coelenterazine
- IUPAC
- 8-benzyl-6-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methyl]imidazo[1,2-a]pyrazin-3-ol
- Englischer Name
- Coelenterazine
- Summenformel
- C26H21N3O3
- Molmasse
- 423.46
Namen und Synonyme
coelenterazine55779-48-1Coelenterazine, nativeOplophorus luciferin8-benzyl-2-(4-hydroxybenzyl)-6-(4-hydroxyphenyl)imidazo[1,2-a]pyrazin-3(7H)-oneMFCD00467176coelenterate luciferin8-benzyl-6-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methyl]-7H-imidazo[1,2-a]pyrazin-3-one3O1CB88RRD8-benzyl-6-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methyl]-3H,7H-imidazo[1,2-a]pyrazin-3-one8-Benzyl-2-(4-hydroxybenzyl)-6-(4-hydroxyphenyl)imidazo-[1,2a]pyrazin-3(7H)-oneImidazo(1,2-a)pyrazin-3(7H)-one, 6-(4-hydroxyphenyl)-2-((4-hydroxyphenyl)methyl)-8-(phenylmethyl)-
Weitere Namen anzeigen
CoelenteramineCLZ-NCLZN-NCS-2297NanofuelenterazinePreluciferinCoelenterazinCOELENTERAZIN N
CLZNUNII-3O1CB88RRDCoelenterazine?LUCIFERIN (OPLOPHORUS)CoelenterazinenativeCoelenterazine, naturalCoelenterazine - lyopholisedCoelenterazine, native, solid
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 5,5
- Polarare Oberfläche (TPSA)
- 90,9 Ų
- H-Brücken-Donoren
- 3
- H-Brücken-Akzeptoren
- 5
- Frei drehbare Bindungen
- 5
- Schwere Atome
- 32
- Formalladung
- 0
- Komplexität
- 585
Physikochemische Eigenschaften
- Schmelzpunkt
- 176 · 176–181 ℃ (decompose)
- Siedepunkt
- 641.4 · 641.4±65.0 °C(Predicted)
- Dichte
- 1.32 · 1.32±0.1 g/cm3(Predicted)
- storage temp.
- -20 °C · -20°C
- Löslichkeit
- methanol and ethanol: soluble
- pka
- 9.91 · 9.91±0.15(Predicted)
- Aggregatzustand
- solid
- Farbe
- yellow
- InChI
- 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/h1-13,16,27,30-31H,14-15H2
- InChIKey
- YHIPILPTUVMWQT-UHFFFAOYSA-N
- SMILES
- C12N=C(CC3=CC=C(O)C=C3)C(=O)N1C=C(C1=CC=C(O)C=C1)NC=2CC1=CC=CC=C1
- CAS Datenbank
- 55779 · 55779-48-1(CAS DataBase Reference)
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
Sicherheitsdaten
- F
- 10
- wgk
- 3
- hs_code
- 29339900
- risk_code
- 36/37/38
- hazard_code
- Xi
- safety_code
- 26-36-24/25
- Speicherklasse
- 11 - Combustible Solids
Chemie und Industrie
Anwendungen
VerwendenCoelenterazine is a luminophore of the aequorin complex which is oxidized by oxygen to illuminate at 465nm when Ca2+ binds to the complex. Used to measure Ca2+ concentration in cells with high sensitivity an dlarge dynamic range.
Ergänzende Hinweise
DefinitionChEBI: An imidazopyrazine that is imidazo[1,2-a]pyrazin-3(7H)-one in which positions 2, 6, and 8 are substituted by 4-hydroxybenzyl, 4-hydroxyphenyl, and benzyl groups, respectively.
Zugehörige Reaktionen
11
Notizen zur Verbindung
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