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Aristolochic acid

PubChem CID: 2236

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Compound Synonyms Aristolochic acid, Aristolochic acid A, 313-67-7, Aristolochic acid I, Tardolyt, Aristolochin, Aristolochic acid-I, Birthwort, ARISTOLOCHINE, TR 1736, Aristolochiazaeure, NSC-50413, Aristolochic acid 1, 8-Methoxy-6-nitrophenanthro[3,4-d][1,3]dioxole-5-carboxylic acid, CCRIS 1544, NSC11926, EINECS 206-238-3, 3,4-Methylenedioxy-8-methoxy-10-nitro-1-phenanthrenecarboxylic acid, NSC 11926, NSC 50413, UNII-94218WFP5T, BRN 0345159, CHEBI:2825, ARISTOLOCHIA A, 8-Methoxy-6-nitrophenanthol (3,4-d) 1,3-dioxole-5-carboxylic acid, 94218WFP5T, NSC50413, MFCD00004996, NSC-11926, 8-Methoxy-3,4-methylenedioxy-10-nitrophenanthrene-1-carboxylic acid, 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-, CHEMBL93353, MLS002702976, Aristolochic acid I, TR 1736, DTXSID0040969, 8-Methoxy-3,4-methylendioxxy-10-nitro-1-phenanthrencarbonsaeure, 8-methoxy-6-nitrophenanthro(3,4-d)-1,3-dioxole-5-carboxylic acid, Phenanthro[3,4-d]-1,3-dioxole-5-carboxylic acid, 8-methoxy-6-nitro-, TR-1736, 2-Naphthyl Pyrovalerone-d8 Hydrochloride, 1246815-48-4, ARISTOLOCHIC ACID (IARC), ARISTOLOCHIC ACID [IARC], C17H11NO7, 8-methoxy-6-nitro-naphtho[1,2-e][1,3]benzodioxole-5-carboxylic acid, SMR001562128, SR-05000002369, ARISTOLOCHIC ACID, PLANTS CONTAINING (IARC), ARISTOLOCHIC ACID, PLANTS CONTAINING [IARC], Aristolochia, Phenanthro[3,3-dioxole-5-carboxylic acid, 8-methoxy-6-nitro-, 8-methoxy-6-nitrophenanthro(3,4-d)(1,3)dioxole-5-carboxylic acid, AristolochicacidA, 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, Spectrum2_000822, Spectrum3_001114, Spectrum4_001952, Spectrum5_000729, Aristolochic acid A,(S), NCIMech_000812, Aristolochic acid I, powder, 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), DTXCID8020969, 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, ARISTOLOCHIC ACID [WHO-DD], HY-N0510, TNP00273, 8-methoxy-6-nitro-naphtho[2,1-g][1,3]benzodioxole-5-carboxylic acid, BDBM50306855, CCG-35796, CCG-36162, NSC787054, s9193, Mixture of Aristolochic Acid A and B, AKOS015896751, FA17982, NSC-787054, IDI1_033910, NCGC00017334-01, NCGC00017334-02, NCGC00017334-03, NCGC00017334-04, NCGC00017334-05, NCGC00017334-06, NCGC00017334-07, NCGC00095981-01, NCGC00095981-02, NCGC00095981-03, NCGC00095981-04, NCGC00095981-05, 1ST40180, AC-34489, Aristolochic acid - Mixture of I and II, BS-16911, NCI60_000460, XA167153, DB-048017, CS-0009050, NS00003942, C08469, AA-504/21001015, 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-nitrophenanthro[3,4-d][1,3]dioxole-5-carboxylic acid #, Phenanthro[3,4-d]-1,3-dioxole-5-carbocylic acid, 8-methoxy-6-nitro-, 206-238-3, 8-Methoxy-6-nitro-phenanthro[3,4-d]-1,3-dioxole-5-carboxylic acid, Aristolochine, Aristolochia A
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 111.0
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CCC2C(C1)CCC1CCC3CCCC3C12
Np Classifier Class Aporphine alkaloids
Deep Smiles COcccccc6cc[N+]=O)[O-]))cc6cOCOc5cc9C=O)O
Heavy Atom Count 25.0
Classyfire Class Phenanthrenes and derivatives
Scaffold Graph Node Level C1CCC2C(C1)CCC1CCC3OCOC3C12
Classyfire Subclass Aristolochic acids and derivatives
Isotope Atom Count 0.0
Molecular Complexity 550.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Uniprot Id P24941, Q03164, Q16637, P10636, P51450, P00352, O97447, P15917, P08684, n.a., Q16236, Q8IUX4, O75496, O94925, P43220, Q13526, O42275, P81908, Q9NUW8, Q9NPD5, Q9Y6L6, Q03431
Iupac Name 8-methoxy-6-nitronaphtho[2,1-g][1,3]benzodioxole-5-carboxylic acid
Prediction Hob 1.0
Veber Rule True
Classyfire Superclass Benzenoids
Target Id NPT93, NPT51, NPT94, NPT109
Xlogp 3.6
Gsk 4 400 Rule True
Molecular Formula C17H11NO7
Scaffold Graph Node Bond Level c1ccc2c(c1)ccc1ccc3c(c12)OCO3
Prediction Swissadme 0.0
Inchi Key BBFQZRXNYIEMAW-UHFFFAOYSA-N
Silicos It Class Moderately soluble
Fcsp3 0.1176470588235294
Logs -4.168
Rotatable Bond Count 2.0
Logd 2.048
Synonyms aristolochic acid, aristolochic acid a, aristolochic acid i, aristolochic-acid-i, aristolochin, aristolochine
Esol Class Moderately soluble
Functional Groups c1cOCO1, cC(=O)O, cOC, c[N+](=O)[O-]
Compound Name Aristolochic acid
Prediction Hob Swissadme 0.0
Exact Mass 341.054
Formal Charge 0.0
Monoisotopic Mass 341.054
Hydrogen Bond Acceptor Count 7.0
Molecular Weight 341.27
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 0.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Esol -5.095555399999999
Inchi InChI=1S/C17H11NO7/c1-23-12-4-2-3-8-9(12)5-11(18(21)22)14-10(17(19)20)6-13-16(15(8)14)25-7-24-13/h2-6H,7H2,1H3,(H,19,20)
Smiles COC1=CC=CC2=C3C(=C(C=C21)[N+](=O)[O-])C(=CC4=C3OCO4)C(=O)O
Nring 4.0
Np Classifier Biosynthetic Pathway Alkaloids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Tyrosine alkaloids

  • 1. Outgoing r'ship FOUND_IN to/from Akebia Quinata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Akebia Trifoliata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Aristolochia Bracteolata (Plant) Rel Props:Reference:ISBN:9770972795006; ISBN:9780387706375; ISBN:9788172360481; ISBN:9788172362089; ISBN:9788172363130
  • 4. Outgoing r'ship FOUND_IN to/from Aristolochia Constricta (Plant) Rel Props:Source_db:cmaup_ingredients
  • 5. Outgoing r'ship FOUND_IN to/from Aristolochia Contorta (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 6. Outgoing r'ship FOUND_IN to/from Aristolochia Debilis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 7. Outgoing r'ship FOUND_IN to/from Aristolochia Fangchi (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 8. Outgoing r'ship FOUND_IN to/from Aristolochia Fontanesii (Plant) Rel Props:Reference:ISBN:9788185042053
  • 9. Outgoing r'ship FOUND_IN to/from Aristolochia Heterophylla (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 10. Outgoing r'ship FOUND_IN to/from Aristolochia Indica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 11. Outgoing r'ship FOUND_IN to/from Aristolochia Kaempferi (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 12. Outgoing r'ship FOUND_IN to/from Aristolochia Littoralis (Plant) Rel Props:Reference:ISBN:9788172360481
  • 13. Outgoing r'ship FOUND_IN to/from Aristolochia Manshuriensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 14. Outgoing r'ship FOUND_IN to/from Aristolochia Moupinensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 15. Outgoing r'ship FOUND_IN to/from Aristolochia Reticulata (Plant) Rel Props:Reference:ISBN:9788185042053
  • 16. Outgoing r'ship FOUND_IN to/from Aristolochia Rotunda (Plant) Rel Props:Source_db:npass_chem_all
  • 17. Outgoing r'ship FOUND_IN to/from Aristolochia Serpentaria (Plant) Rel Props:Reference:https://doi.org/10.15482/usda.adc/1239279
  • 18. Outgoing r'ship FOUND_IN to/from Aristolochia Tagala (Plant) Rel Props:Reference:ISBN:9788185042114
  • 19. Outgoing r'ship FOUND_IN to/from Aristolochia Tuberosa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 20. Outgoing r'ship FOUND_IN to/from Asarum Canadense (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 21. Outgoing r'ship FOUND_IN to/from Asarum Europaeum (Plant) Rel Props:Reference:ISBN:9780387706375
  • 22. Outgoing r'ship FOUND_IN to/from Asarum Heterotropoides (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 23. Outgoing r'ship FOUND_IN to/from Asarum Sieboldii (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 24. Outgoing r'ship FOUND_IN to/from Cocculus Orbiculatus (Plant) Rel Props:Reference:ISBN:9788172362133
  • 25. Outgoing r'ship FOUND_IN to/from Coffea Canephora (Plant) Rel Props:Source_db:npass_chem_all
  • 26. Outgoing r'ship FOUND_IN to/from Dioscorea Collettii (Plant) Rel Props:Source_db:npass_chem_all
  • 27. Outgoing r'ship FOUND_IN to/from Ficus Cordata (Plant) Rel Props:Source_db:npass_chem_all
  • 28. Outgoing r'ship FOUND_IN to/from Manihot Esculenta (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 29. Outgoing r'ship FOUND_IN to/from Nerium Oleander (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 30. Outgoing r'ship FOUND_IN to/from Origanum Vulgare (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/12490231
  • 31. Outgoing r'ship FOUND_IN to/from Papaver Nudicaule (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 32. Outgoing r'ship FOUND_IN to/from Sinomenium Acutum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 33. Outgoing r'ship FOUND_IN to/from Stephania Tetrandra (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 34. Outgoing r'ship FOUND_IN to/from Vicia Faba (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/13111902