1.0 2026-09-22 16:56:29 UTC 2026-09-22 16:56:29 UTC FDB118558 Aristolochic acid B 6-nitronaphtho[2,1-g][1,3]benzodioxole-5-carboxylic acid C16H9NO6 311.249 311.042987014 9-nitro-14,16-dioxatetracyclo[8.7.0.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,8,10,12-heptaene-11-carboxylic acid aristolochic acid II OC(=O)C1=C2C(=CC3=CC=CC=C3C2=C2OCOC2=C1)[N+]([O-])=O InChI=1S/C16H9NO6/c18-16(19)10-6-12-15(23-7-22-12)14-9-4-2-1-3-8(9)5-11(13(10)14)17(20)21/h1-6H,7H2,(H,18,19) MEEXETVZNQYRSP-UHFFFAOYSA-N belongs to the class of organic compounds known as aristolochic acids and derivatives. These are organic heterocyclic compounds with a structure characterized by a nitrophenanthro[3,4-d][1,3]dioxole ring system substituted at position 5, 6, and 8 by a carboxyl group (or a derivative thereof), a nitro group, and a methoxy group, respectively. Aristolochic acids and derivatives Organic compounds Benzenoids Phenanthrenes and derivatives Aristolochic acids and derivatives Aromatic heteropolycyclic compounds Acetals Benzodioxoles Carboxylic acids Hydrocarbon derivatives Monocarboxylic acids and derivatives Naphthalenecarboxylic acids Nitroaromatic compounds Nitronaphthalenes Organic oxides Organic oxoazanium compounds Organonitrogen compounds Organopnictogen compounds Oxacyclic compounds Propargyl-type 1,3-dipolar organic compounds 1-naphthalenecarboxylic acid 1-naphthalenecarboxylic acid or derivatives 1-nitronaphthalene 2-nitronaphthalene Acetal Allyl-type 1,3-dipolar organic compound Aristolochic acid or derivatives Aromatic heteropolycyclic compound Benzodioxole C-nitro compound Carboxylic acid Carboxylic acid derivative Hydrocarbon derivative Monocarboxylic acid or derivatives Naphthalene Nitroaromatic compound Organic 1,3-dipolar compound Organic nitro compound Organic nitrogen compound Organic oxide Organic oxoazanium Organic oxygen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Oxacycle Propargyl-type 1,3-dipolar organic compound logp 2.68 ALOGPS logs -3.99 ALOGPS solubility 3.18e-02 g/l ALOGPS logp 3.17 ChemAxon pka_strongest_acidic 3.15 ChemAxon pka_strongest_basic -4.8 ChemAxon iupac 9-nitro-14,16-dioxatetracyclo[8.7.0.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,8,10,12-heptaene-11-carboxylic acid ChemAxon average_mass 311.249 ChemAxon mono_mass 311.042987014 ChemAxon smiles OC(=O)C1=C2C(=CC3=CC=CC=C3C2=C2OCOC2=C1)[N+]([O-])=O ChemAxon formula C16H9NO6 ChemAxon inchi InChI=1S/C16H9NO6/c18-16(19)10-6-12-15(23-7-22-12)14-9-4-2-1-3-8(9)5-11(13(10)14)17(20)21/h1-6H,7H2,(H,18,19) ChemAxon inchikey MEEXETVZNQYRSP-UHFFFAOYSA-N ChemAxon polar_surface_area 98.9 ChemAxon refractivity 78.3 ChemAxon polarizability 29.27 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 6 ChemAxon donor_count 1 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 110959 Specdb::CMs 124058 Specdb::CMs 849290 Specdb::CMs 849291 Specdb::MsMs 2231787 Specdb::MsMs 2232397 Specdb::MsMs 2236155 Specdb::MsMs 2241478 Specdb::MsMs 2242335 Specdb::MsMs 2243511 Specdb::MsMs 2244457 Specdb::MsMs 2252953 Specdb::MsMs 2253534 Specdb::MsMs 2254989 Specdb::MsMs 2255574 Specdb::MsMs 2256932 Specdb::MsMs 2257680 Specdb::MsMs 2258935 Specdb::MsMs 2259622