CAS 55779-48-1 Coelenterazine (HCID 135445694)

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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 Å²
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

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.