1.0 2010-04-08 22:05:16 UTC 2025-11-18 22:35:24 UTC FDB002165 Paxilline Tremorgenic agent from Penicillium paxilli, Acremonium lorii, Emericella foveolata, Emericella desertorum and Emericella striata Paxilline is a potassium channel blocker. Paxilline is a toxic, tremorgenic indole alkaloid produced by Penicillium paxilli. C27H33NO4 435.5552 435.240958549 (1S,2R,5S,7R,11S,14S)-11-hydroxy-7-(2-hydroxypropan-2-yl)-1,2-dimethyl-6-oxa-23-azahexacyclo[12.10.0.0²,¹¹.0⁵,¹⁰.0¹⁶,²⁴.0¹⁷,²²]tetracosa-9,16(24),17,19,21-pentaen-8-one paxilline 57186-25-1 [H][C@]12CC3=C(NC4=CC=CC=C34)[C@]1(C)[C@@]1(C)CC[C@]3([H])O[C@@H](C(=O)C=C3[C@]1(O)CC2)C(C)(C)O 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 ACNHBCIZLNNLRS-UBGQALKQSA-N belongs to the class of organic compounds known as naphthopyrans. Naphthopyrans are compounds containing a pyran ring fused to a naphthalene moiety. Furan is a 6 membered-ring non-aromatic ring with five carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings. Naphthopyrans Organic compounds Organoheterocyclic compounds Naphthopyrans Aromatic heteropolycyclic compounds 3-alkylindoles Azacyclic compounds Cyclic alcohols and derivatives Cyclic ketones Dialkyl ethers Dihydropyranones Heteroaromatic compounds Hydrocarbon derivatives Naphthalenes Organic oxides Organonitrogen compounds Organopnictogen compounds Oxacyclic compounds Pyrroles Tertiary alcohols 3-alkylindole Alcohol Aromatic heteropolycyclic compound Azacycle Benzenoid Carbonyl group Cyclic alcohol Cyclic ketone Dialkyl ether Dihydropyranone Ether Heteroaromatic compound Hydrocarbon derivative Indole Indole or derivatives Ketone Naphthalene Naphthopyran Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Oxacycle Pyran Pyrrole Tertiary alcohol organic heterotricyclic compound organooxygen compound logp 4.38 ALOGPS logs -5.48 ALOGPS solubility 1.45e-03 g/l ALOGPS melting_point Mp 252° logp 3.62 ChemAxon pka_strongest_acidic 13.56 ChemAxon pka_strongest_basic -3.2 ChemAxon iupac (1S,2R,5S,7R,11S,14S)-11-hydroxy-7-(2-hydroxypropan-2-yl)-1,2-dimethyl-6-oxa-23-azahexacyclo[12.10.0.0²,¹¹.0⁵,¹⁰.0¹⁶,²⁴.0¹⁷,²²]tetracosa-9,16(24),17,19,21-pentaen-8-one ChemAxon average_mass 435.5552 ChemAxon mono_mass 435.240958549 ChemAxon smiles [H][C@]12CC3=C(NC4=CC=CC=C34)[C@]1(C)[C@@]1(C)CC[C@]3([H])O[C@@H](C(=O)C=C3[C@]1(O)CC2)C(C)(C)O ChemAxon formula C27H33NO4 ChemAxon 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 ChemAxon inchikey ACNHBCIZLNNLRS-UBGQALKQSA-N ChemAxon polar_surface_area 82.55 ChemAxon refractivity 123.22 ChemAxon polarizability 50.07 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 4 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 19439 Specdb::CMs 41869 Specdb::CMs 161318 Specdb::MsMs 309208 Specdb::MsMs 309209 Specdb::MsMs 309210 Specdb::MsMs 353569 Specdb::MsMs 353570 Specdb::MsMs 353571 Specdb::MsMs 2339544 Specdb::MsMs 2339545 Specdb::MsMs 2339546 Specdb::MsMs 2626298 Specdb::MsMs 2626299 Specdb::MsMs 2626300 HMDB30323 #<Reference:0x000055ce304e7e98>