Compound: Aristolochic acid
SMILES: O=[N+]([O-])c1c2c(c3cccc(c3c1)OC)c4OCOc4cc2C(=O)O
InChIKey: BBFQZRXNYIEMAW-UHFFFAOYSA-N
Synonyms: Aristolochic acid, Aristolochic acid A, 313-67-7, Aristolochic acid I, Aristolochin, Tardolyt, Aristolochic acid-I, ARISTOLOCHINE, TR 1736, NSC-50413, 8-Methoxy-6-nitrophenanthro[3,4-d][1,3]dioxole-5-carboxylic acid, 8-Methoxy-3,4-methylenedioxy-10-nitrophenanthrene-1-carboxylic acid, 3,4-Methylenedioxy-8-methoxy-10-nitro-1-phenanthrenecarboxylic acid, CHEBI:2825, 8-Methoxy-6-nitrophenanthol (3,4-d) 1,3-dioxole-5-carboxylic acid, 94218WFP5T, NSC-11926, TR-1736, 8-methoxy-6-nitronaphtho[2,1-g][1,3]benzodioxole-5-carboxylic acid, Phenanthro(3,4-d)-1,3-dioxole-5-carboxylic acid, 8-methoxy-6-nitro-, DTXSID0040969, Phenanthro[3,4-d]-1,3-dioxole-5-carboxylic acid, 8-methoxy-6-nitro-, 8-methoxy-6-nitrophenanthro(3,4-d)-1,3-dioxole-5-carboxylic acid, 8-methoxy-6-nitronaphtho(2,1-g)(1,3)benzodioxole-5-carboxylic acid, 8-methoxy-6-nitrophenanthro(3,4-d)(1,3)dioxole-5-carboxylic acid, RefChem:28223, DTXCID8020969, 206-238-3, 6-methoxy-9-nitro-14,16-dioxatetracyclo(8.7.0.02,7.013,17)heptadeca-1,3,5,7,9,11,13(17)-heptaene-11-carboxylic acid, NSC11926, MFCD00004996, Birthwort, ARISTOLOCHIA A, NSC50413, CHEMBL93353, MLS002702976, Aristolochic acid I;TR 1736, 2-Naphthyl Pyrovalerone-d8 Hydrochloride, 8-Methoxy-6-nitro-2H-phenanthro[3,4-d][1,3]dioxole-5-carboxylic acid, 8-methoxy-6-nitro-naphtho[2,1-g][1,3]benzodioxole-5-carboxylic acid, Aristolochiazaeure, 1246815-48-4, 8-methoxy-6-nitro-naphtho[1,2-e][1,3]benzodioxole-5-carboxylic acid, SMR001562128, Aristolochic acid 1, CCRIS 1544, SR-05000002369, EINECS 206-238-3, NSC 11926, NSC 50413, BRN 0345159, Aristolochia, Phenanthro[3,3-dioxole-5-carboxylic acid, 8-methoxy-6-nitro-, UNII-94218WFP5T, AristolochicacidA, Aristolochia HRS, aris-tolochic acid, 1-(Naphthalen-2-yl)-2-(pyrrolidin-1-yl-d8)pentan-1-one Hydrochloride; 1-(2-Naphthalenyl)-2-(1-pyrrolidinyl-d8)-1-pentanone-d8 Hydrochloride; Naphyrone-d8 Hydrochloride, GOQ, Aristolochic-acid-A, Spectrum_001156, SpecPlus_000448, 8-Methoxy-3,4-methylendioxxy-10-nitro-1-phenanthrencarbonsaeure, Aristolochic acid I CRS, Spectrum2_000822, Spectrum3_001114, Spectrum4_001952, Spectrum5_000729, 8-Methoxy-6-nitro-phenanthro[3,4-d]-1,3-dioxole-5-carboxylic acid, NCIMech_000812, Aristolochic acid I, 95%, Aristolochic acid I, powder, Epitope ID:2157311, BSPBio_001440, BSPBio_002848, KBioGR_000160, KBioGR_002387, KBioSS_000160, KBioSS_001636, MLS002695974, DivK1c_006544, SCHEMBL166284, SPECTRUM1502233, SPBio_000743, ARISTOLOCHIC ACID [MI], Aristolochic acid A (Standard), orb1305004, ARISTOLOCHIC ACID [IARC], SCHEMBL29367530, SCHEMBL29518476, SCHEMBL30825061, GTPL12438, HY-N0510R, KBio1_001488, KBio2_000160, KBio2_001636, KBio2_002728, KBio2_004204, KBio2_005296, KBio2_006772, KBio3_000319, KBio3_000320, KBio3_002068, Bio1_000418, Bio1_000907, Bio1_001396, Bio2_000160, Bio2_000640, HMS1361H22, HMS1791H22, HMS1989H22, HMS3402H22, HMS5086I17, ARISTOLOCHIC ACID [WHO-DD], HY-N0510, MSK40180, TNP00273, BDBM50306855, CCG-35796, CCG-36162, NSC787054, s9193, Mixture of Aristolochic Acid A and B, AKOS015896751, EBC-616736, FA17982, NSC-787054, IDI1_033910, NCGC00017334-01, NCGC00017334-02, NCGC00017334-03, NCGC00017334-04, NCGC00017334-05, NCGC00017334-06, NCGC00017334-07, NCGC00017334-11, NCGC00095981-01, NCGC00095981-02, NCGC00095981-03, NCGC00095981-04, NCGC00095981-05, AC-34489, Aristolochic acid - Mixture of I and II, BS-16911, NCI60_000460, ST057179, SY074862, XA167153, DB-048017, CS-0009050, NS00003942, ST50307164, C08469, AA-504/21001015, ARISTOLOCHIC ACID, PLANTS CONTAINING [IARC], SR-05000002369-2, SR-05000002369-3, Q21099362, Aristolochia, European Pharmacopoeia (EP) Reference Standard, 8-Methoxy-6-nitro-phenanthro[3,4-d][1,3]dioxole-5-carboxylic acid, Aristolochic acid I, European Pharmacopoeia (EP) Reference Standard, 8-methoxy-6-nitro-2H-phenanthro[3,4-d]1,3-dioxolene-5-carboxylic acid, 8-methoxy-6-nitro-2H-phenanthro[4,3-d]1,3-dioxolene-5-carboxylic acid, 8-Methoxy-6-nitrophenanthro[3,4-d][1,3]dioxole-5-carboxylic acid #, Phenanthro[3,4-d]-1,3-dioxole-5-carbocylic acid, 8-methoxy-6-nitro-
Theoretical properties:
molecular_formula: C17H11NO7
molecular_weight: 341.27 g/mol
exact_mass: 341.05355169 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 7
rotatable_bond_count: 2
heavy_atom_count: 25
topological_polar_surface_area: 111 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
{"pubchem": "Aristolochic acid A is an aristolochic acid that is phenanthrene-1-carboxylic acid that is substituted by a methylenedioxy group at the 3,4 positions, by a methoxy group at position 8, and by a nitro group at position 10. It is the most abundant of the aristolochic acids and is found in almost all Aristolochia (birthworts or pipevines) species. It has been tried in a number of treatments for inflammatory disorders, mainly in Chinese and folk medicine. However, there is concern over their use as aristolochic acid is both carcinogenic and nephrotoxic. It has a role as a metabolite, a mutagen, a carcinogenic agent and a nephrotoxin. It is a member of aristolochic acids, a monocarboxylic acid, an aromatic ether, a C-nitro compound, an organic heterotetracyclic compound and a cyclic acetal.", "chebi": "An aristolochic acid that is phenanthrene-1-carboxylic acid that is substituted by a methylenedioxy group at the 3,4 positions, by a methoxy group at position 8, and by a nitro group at position 10. It is the most abundant of the aristolochic acids and is found in almost all <em>Aristolochia</em> (birthworts or pipevines) species. It has been tried in a number of treatments for inflammatory disorders, mainly in Chinese and folk medicine. However, there is concern over their use as aristolochic acid is both carcinogenic and nephrotoxic.", "chembl": "ARISTOLOCHIC ACID is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.", "wikipedia": "Aristolochic acids (English: ) are a family of carcinogenic, mutagenic, and nephrotoxic phytochemicals commonly found in the flowering plant family Aristolochiaceae (birthworts). Aristolochic acid (AA) I is the most abundant one. The family Aristolochiaceae includes the genera Aristolochia (birthwort) and Asarum (wild ginger), which are both commonly used in Chinese herbal medicine. Despite the host plants having a long history of use in traditional medicine, modern clinical research suggests  aristolochic acids cause kidney and liver cancer. The FDA has issued warnings regarding consumption of AA-containing supplements."}