1.0 2010-04-08 22:12:32 UTC 2025-11-19 01:48:43 UTC FDB016612 Dehydroxypaxilline Metabolite of Emericella striata Dehydroxypaxilline C27H33NO3 419.5558 419.246043927 (1S,2S,5S,7R,14S)-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 (1S,2S,5S,7R,14S)-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 112900-05-7 [H][C@]12CC3=C(NC4=CC=CC=C34)[C@]1(C)[C@@]1(C)CC[C@]3([H])O[C@@H](C(=O)C=C3C1CC2)C(C)(C)O InChI=1S/C27H33NO3/c1-25(2,30)24-21(29)14-18-19-10-9-15-13-17-16-7-5-6-8-20(16)28-23(17)27(15,4)26(19,3)12-11-22(18)31-24/h5-8,14-15,19,22,24,28,30H,9-13H2,1-4H3/t15-,19?,22-,24-,26-,27+/m0/s1 GYSZYWSJZCKCBD-WZNHOQSJSA-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 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 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 logp 5.62 ALOGPS logs -5.99 ALOGPS solubility 4.32e-04 g/l ALOGPS melting_point Mp 232-234° logp 4.63 ChemAxon pka_strongest_acidic 14.13 ChemAxon pka_strongest_basic -3.2 ChemAxon iupac (1S,2S,5S,7R,14S)-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 419.5558 ChemAxon mono_mass 419.246043927 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=C3C1CC2)C(C)(C)O ChemAxon formula C27H33NO3 ChemAxon inchi InChI=1S/C27H33NO3/c1-25(2,30)24-21(29)14-18-19-10-9-15-13-17-16-7-5-6-8-20(16)28-23(17)27(15,4)26(19,3)12-11-22(18)31-24/h5-8,14-15,19,22,24,28,30H,9-13H2,1-4H3/t15-,19?,22-,24-,26-,27+/m0/s1 ChemAxon inchikey GYSZYWSJZCKCBD-WZNHOQSJSA-N ChemAxon polar_surface_area 62.32 ChemAxon refractivity 121.84 ChemAxon polarizability 49.34 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 3 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 13246 Specdb::CMs 45443 Specdb::CMs 135278 Specdb::CMs 143012 Specdb::MsMs 43020 Specdb::MsMs 43021 Specdb::MsMs 43022 Specdb::MsMs 115020 Specdb::MsMs 115021 Specdb::MsMs 115022 Specdb::MsMs 2681235 Specdb::MsMs 2681236 Specdb::MsMs 2681237 Specdb::MsMs 3027864 Specdb::MsMs 3027865 Specdb::MsMs 3027866 HMDB37531 #<Reference:0x000055ce31ffdf20>