Methanophenazine

{{Chembox | ImageFile = Methanophenazine.svg | ImageSize = 250px | IUPACName = 2-{[(3S,6E,10E,14E)-3,7,11,15,19-pentamethylicosa-6,10,14,18-tetraen-1-yl]oxy}phenazine | OtherNames = (−)-(S)-Methanophenazine |Section1=! colspan=2 style="background: #f8eaba; text-align: center;" |Identifiers

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CAS Number

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• 295327-13-8 ^Y

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3D model (JSmol)

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• Interactive image

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| ChemSpider

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• 4445251

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PubChem CID

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• 5281992

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CompTox Dashboard (EPA)

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• DTXSID70467121

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InChI

• InChI=1S/C37H50N2O/c1-28(2)13-9-14-29(3)15-10-16-30(4)17-11-18-31(5)19-12-20-32(6)25-26-40-33-23-24-36-37(27-33)39-35-22-8-7-21-34(35)38-36/h7-8,13,15,17,19,21-24,27,32H,9-12,14,16,18,20,25-26H2,1-6H3/b29-15+,30-17+,31-19+

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SMILES

• C[C@@H](CC/C=C(C)/CC/C=C(C)/CC/C=C(C)/CC/C=C(C)/C)CCOC1=CC2=NC3=CC=CC=C3N=C2C=C1

|- |Section2=! colspan=2 style="background: #f8eaba; text-align: center;" |Properties

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Chemical formula

| C₃₇H₅₀N₂O

|- | Molar mass

| 538.820 g·mol⁻¹

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Methanophenazine, a phenazine derivative, is a strongly hydrophobic redox-active cofactor with a role in electron transport in some methanogens. This chromophore can be purified from membranes of methanogenic archaea such as Methanosarcina mazei. The enzyme methanosarcina-phenazine hydrogenase (EC 1.12.98.3) has the name methanophenazine hydrogenase as a synonym.