Paxilline

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Not to be confused with the protein Paxillin.

Paxilline

IUPAC name (2R,4bS,6aS,12bS,12cR,14aS)-4b-hydroxy-2-(1-hydroxy-1-methylethyl)-12b,12c-dimethyl-5,6,6a,7,12,12b,12c,13,14,14a-decahydro-2H-chromeno[5',6':6,7]indeno[1,2-b]indol-3(4bH)-one
Identifiers
CAS number	57186-25-1^N
PubChem	105008
ChemSpider	94753^Y
MeSH	Paxilline
ChEMBL	CHEMBL410063^Y
Jmol-3D images	{{#if:O=C5/C=C6/[C@]4(O)CC[C@H]3Cc2c1ccccc1nc2[C@@]3([C@]4(CC[C@@H]6O[C@@H]5C(O)(C)C)C)C\|Image 1
SMILES O=C5/C=C6/[C@]4(O)CC[C@H]3Cc2c1ccccc1nc2[C@@]3([C@]4(CC[C@@H]6O[C@@H]5C(O)(C)C)C)C
InChI InChI=1S/C27H33NO4/c1-24(2,30)23-20(29)14-18-21(32-23)10-11-25(3)26(4)15(9-12-27(18,25)31)13-17-16-7-5-6-8-19(16)28-22(17)26/h5-8,14-15,21,23,28,30-31H,9-13H2,1-4H3/t15-,21-,23-,25+,26+,27+/m0/s1^Y Key: ACNHBCIZLNNLRS-UBGQALKQSA-N^Y InChI=1/C27H33NO4/c1-24(2,30)23-20(29)14-18-21(32-23)10-11-25(3)26(4)15(9-12-27(18,25)31)13-17-16-7-5-6-8-19(16)28-22(17)26/h5-8,14-15,21,23,28,30-31H,9-13H2,1-4H3/t15-,21-,23-,25+,26+,27+/m0/s1 Key: ACNHBCIZLNNLRS-UBGQALKQBX
Properties
Molecular formula	C₂₇H₃₃NO₄
Molar mass	435.56 g mol⁻¹
N (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Paxilline is a potassium channel blocker. Paxilline is a toxic, tremorgenic indole alkaloid produced by Penicillium paxilli.^[1]

Sources and references

↑ Paxilline product page from Fermentek

v t e Channel blockers

Calcium (Ca²⁺)	Amlodipine Amrinone Anandamide Anipamil Aranidipine Azelnidipine Azimilide Barnidipine Bencyclane Benidipine Bepridil Berbamine Bevantolol Canadine Carboxyamidotriazole Caroverine Cilnidipine Cinnarizine Clentiazem Clevidipine Conotoxins Darodipine Dauricine Devapamil Diltiazem Dimeditiapramine Dotarizine Dronedarone Efonidipine Emopamil Enpiperate Eperisone Ethosuximide Falipamil Fantofarone Fasudil Felodipine Fenamic acid Fendiline Flunarizine Fostedil Gallopamil Isradipine Lacidipine Lamotrigine Lercanidipine Lidoflazine Magnesium sulfate Manidipine Manoalide Mepirodipine Mesuximide Mibefradil Monatepil Naftopidil Nicardipine Nifedipine Niguldipine Niludipin Nilvadipine Nimodipine Nisoldipine Nitrendipine Norverapamil Ochratoxin A Osthol Otilonium bromide Oxodipine Perhexiline Phensuximide Pinaverium Piperidine Pranidipine Prenylamine Risedronic acid Ryodipine Sesamodil Sodium valproate Stepholidine TROX-1 Terodiline Tetrahydropalmatine Tetrandrine Tolfenamic acid Tranilast Valnoctamide Valperinol Valproate pivoxil Valproate semisodium Valproic acid Valpromide Verapamil Ziconotide Selective VDCC ligands: 4-Methylpregabalin Atagabalin Gabapentin Gabapentin enacarbil Imagabalin PD-200,347 PD-217,014 PD-299,685 Pregabalin

Potassium (K⁺)	3,4-Diaminopyridine 4-Aminopyridine Amiodarone Bretylium Bunaftine Charybdotoxin Conotoxins Dofetilide Dronedarone E-4031 Ibutilide Linopirdine Maurotoxin Nifekalant Paxilline Sotalol Tedisamil Tetraethylammonium Vernakalant

Sodium (Na⁺)	Antiarrhythmics: Ajmaline Aprindine Disopyramide Dronedarone Encainide Flecainide Lidocaine Lorajmine Lorcainide Mexiletine Moricizine Phenytoin Pilsicainide Prajmaline Procainamide Propafenone Quinidine Sparteine Tocainide Anticonvulsants: Carbamazepine Eslicarbazepine acetate Ethotoin Fosphenytoin Licarbazepine Mephenytoin Oxcarbazepine Oxitriptyline Phenytoin Rufinamide Topiramate Sodium valproate Valnoctamide Valproate pivoxil Valproate semisodium Valproic acid Valpromide Diuretics: Amiloride Benzamil Triamterene Local anesthetics: pFBT Amylocaine Articaine Benzocaine Bupivacaine (Levobupivacaine, Ropivacaine) Butacaine Butamben Chloroprocaine Cinchocaine Cocaine Cyclomethycaine Dimethocaine Etidocaine Hexylcaine Iontocaine Lidocaine Mepivacaine Meprylcaine Metabutoxycaine Orthocaine Piperocaine Prilocaine Procaine Propoxycaine Proxymetacaine Risocaine Tetracaine Trimecaine Toxins: Conotoxins Neosaxitoxin Saxitoxin Tetrodotoxin Others: Menthol

Other	Uncategorized: Ethadione Paramethadione Phenacemide Pheneturide Trimethadione

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