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2,3-Dihydroxybenzoic acid

PubChem CID: 19

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Compound Synonyms 2,3-Dihydroxybenzoic acid, 303-38-8, Pyrocatechuic acid, o-Pyrocatechuic acid, 2-Pyrocatechuic acid, Benzoic acid, 2,3-dihydroxy-, 3-Hydroxysalicylic acid, DOBK, 2,3-Dihydroxybenzoicacid, DHBA, Catecholcarboxylic acid, dihydroxybenzoic acid, 2,3-DIHYDROXY-BENZOIC ACID, 2,3 DHB, MFCD00002446, Catechol-3-carboxylic acid, 2,3-dihydroxy benzoic acid, 27138-57-4, 2,3-DIHDROXYBENZOIC ACID, CHEBI:18026, 70D5FBB392, NSC-27435, Resorcylic acid, Benzoic acid, dihydroxy-, EINECS 206-139-5, NSC 27435, BRN 2209117, Pyrocatechuate, UNII-70D5FBB392, o-Pyrocatechuate, Catecholcarboxylate, 1l6m, 3tf6, 3u0d, Spectrum2_001086, Spectrum3_001819, Benzoic acid,3-dihydroxy-, 2,3 Dihydroxy-benzoic acid, 2,3-Dihydroxybenzoate, IV, CHEMBL1432, SCHEMBL37458, BSPBio_003437, 4-10-00-01414 (Beilstein Handbook Reference), MLS001066375, SPBio_001132, Pyrocatechol-3-carboxylic Acid, BDBM92456, KBio3_002940, DTXSID70858712, 2,3-Dihydroxybenzoic acid, 99%, HMS2231J14, HMS3369A12, KUC106698N, HY-Y0202, NSC27435, CCG-40337, AKOS009156763, AC-2985, CS-W019844, DB01672, FD00785, PS-3013, SDCCGMLS-0066859.P001, NCGC00178064-01, BP-12659, KSC-11-207-9, SMR000471836, SY003494, DB-027090, NS00009040, S4946, 1,2-DIHYDROXYBENZENE-3-CARBOXYLIC ACID, C00196, EN300-112276, SR-01000761414, Q2823200, SR-01000761414-2, Z367679198, 2,3-Dihydroxybenzoic acid, Catecholcarboxylic acid, NSC 27435, FF124556-A828-490B-B324-9AE859B695FA, InChI=1/C7H6O4/c8-5-3-1-2-4(6(5)9)7(10)11/h1-3,8-9H,(H,10,11
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 77.8
Hydrogen Bond Donor Count 3.0
Pfizer 3 75 Rule True
Scaffold Graph Level C1CCCCC1
Np Classifier Class Simple phenolic acids
Deep Smiles OC=O)cccccc6O))O
Heavy Atom Count 11.0
Classyfire Class Benzene and substituted derivatives
Description Occurs in Gentiana lutea (yellow gentian) 2-Pyrocatechuic acid is a normal human benzoic acid metabolite found in plasma (PMID 16351159), and is normally found with increased levels after consumption of many nutrients and drugs, i.e.: cranberry juice (PMID 14733499), aspirin ingestion. (PMID 3342084) It has been found associated with idiopathic oro-facial pain due to stress (oxidative stress might enhance the production of free radicals), it has been suggested that OH radicals are responsible for the production of many systemic and local tissue injury diseases which may initially manifest as pain syndrome, and 2-Pyrocatechuic acid is a biological marker for the detection and quantification of OH radicals, and patients had significantly increased circulating levels of 2-Pyrocatechuic acid after aspirin ingestion than control subjects. (PMID 7748148)
Scaffold Graph Node Level C1CCCCC1
Classyfire Subclass Benzoic acids and derivatives
Isotope Atom Count 0.0
Molecular Complexity 157.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Uniprot Id P21964, P22309, Q6IB77, P0DMM9, P16581, P16109, P14151, Q969S8, P08253, P22894, P14780, P15917, P03956, P09917, P29477, P08254, O42713, O75164, Q99700, Q9Y6L6, Q9NPD5, P05089, P50579
Iupac Name 2,3-dihydroxybenzoic acid
Prediction Hob 1.0
Class Benzene and substituted derivatives
Veber Rule True
Classyfire Superclass Benzenoids
Xlogp 1.2
Superclass Benzenoids
Subclass Benzoic acids and derivatives
Gsk 4 400 Rule True
Molecular Formula C7H6O4
Scaffold Graph Node Bond Level c1ccccc1
Prediction Swissadme 0.0
Inchi Key GLDQAMYCGOIJDV-UHFFFAOYSA-N
Silicos It Class Soluble
Fcsp3 0.0
Logs -1.369
Rotatable Bond Count 1.0
State Solid
Logd 1.07
Synonyms 2-Pyrocatechuate, 2-Pyrocatechuic acid, 2,3 DHB, 2,3-DIHYDROXY-benzoate, 2,3-Dihydroxy-benzoic acid, 2,3-Dihydroxybenzoate, 3-Hydroxysalicylate, 3-Hydroxysalicylic acid, Catechol-3-carboxylate, Catechol-3-carboxylic acid, Catecholcarboxylate, Catecholcarboxylic acid, DHBA, DOBK, o-Pyrocatechuate, o-Pyrocatechuic acid, Pyrocatechuate, Pyrocatechuic acid, Pyrocatechuic acid, 8CI, Resorcylic acid, 2,3-DIHYDROXY-benzoIC ACID, O-Pyrocatechuic acid, 2,3-Dihydroxybenzoic acid, O-Pyrocatechuate, 2,3-Dihydroxy benzoic acid, 2-Pyrocatechuic acid, sodium salt, Ferri-2,3-dihydroxybenzoic acid, 1,2-Dihydroxybenzene-3-carboxylic acid, 2,3-dihydroxybenzoic acid, dihydroxybenzoic acid, o-pyrocatechuic acid, pyrocatechuic acid
Substituent Name Salicylic acid, Benzoic acid, 1,2-diphenol, Benzyl alcohol, Benzoyl, Phenol, Vinylogous acid, Monocarboxylic acid or derivatives, Carboxylic acid, Carboxylic acid derivative, Hydrocarbon derivative, Aromatic alcohol, Organooxygen compound, Carbonyl group, Aromatic homomonocyclic compound
Esol Class Very soluble
Functional Groups cC(=O)O, cO
Compound Name 2,3-Dihydroxybenzoic acid
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 154.027
Formal Charge 0.0
Monoisotopic Mass 154.027
Hydrogen Bond Acceptor Count 4.0
Molecular Weight 154.12
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 0.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aromatic homomonocyclic compounds
Lipinski Rule Of 5 True
Esol -1.8891865636363632
Inchi InChI=1S/C7H6O4/c8-5-3-1-2-4(6(5)9)7(10)11/h1-3,8-9H,(H,10,11)
Smiles C1=CC(=C(C(=C1)O)O)C(=O)O
Nring 1.0
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Taxonomy Direct Parent Salicylic acids
Np Classifier Superclass Phenolic acids (C6-C1)

  • 1. Outgoing r'ship FOUND_IN to/from Abies Nobilis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Acrocomia Sclerocarpa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Aglaia Odorata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Alkanna Hirsutissima (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 5. Outgoing r'ship FOUND_IN to/from Allium Cepa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 6. Outgoing r'ship FOUND_IN to/from Allium Sativum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 7. Outgoing r'ship FOUND_IN to/from Aloe Africana (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 8. Outgoing r'ship FOUND_IN to/from Aloe Barbadensis (Plant) Rel Props:Source_db:npass_chem_all
  • 9. Outgoing r'ship FOUND_IN to/from Aloe Ferox (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 10. Outgoing r'ship FOUND_IN to/from Aloe Spicata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 11. Outgoing r'ship FOUND_IN to/from Aloe Vera (Plant) Rel Props:Source_db:cmaup_ingredients
  • 12. Outgoing r'ship FOUND_IN to/from Amsinckia Menziesii (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 13. Outgoing r'ship FOUND_IN to/from Anethum Graveolens (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 14. Outgoing r'ship FOUND_IN to/from Avrainvillea Nigricans (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 15. Outgoing r'ship FOUND_IN to/from Brassica Oleracea (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 16. Outgoing r'ship FOUND_IN to/from Brassica Rapa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 17. Outgoing r'ship FOUND_IN to/from Buddleja Variabilis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 18. Outgoing r'ship FOUND_IN to/from Calea Megacephala (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 19. Outgoing r'ship FOUND_IN to/from Calotropis Procera (Plant) Rel Props:Reference:ISBN:9788172361150
  • 20. Outgoing r'ship FOUND_IN to/from Capsicum Annuum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 21. Outgoing r'ship FOUND_IN to/from Catharanthus Roseus (Plant) Rel Props:Reference:https://doi.org/10.1093/database/bav075
  • 22. Outgoing r'ship FOUND_IN to/from Cordyline Indivisa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 23. Outgoing r'ship FOUND_IN to/from Corydalis Cornuta (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 24. Outgoing r'ship FOUND_IN to/from Cucumis Sativus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 25. Outgoing r'ship FOUND_IN to/from Cucurbita Maxima (Plant) Rel Props:Source_db:npass_chem_all
  • 26. Outgoing r'ship FOUND_IN to/from Cucurbita Pepo (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 27. Outgoing r'ship FOUND_IN to/from Daucus Carota (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 28. Outgoing r'ship FOUND_IN to/from Delphinium Campylocentrum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 29. Outgoing r'ship FOUND_IN to/from Disepalum Plagioneurum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 30. Outgoing r'ship FOUND_IN to/from Drypetes Roxburghii (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 31. Outgoing r'ship FOUND_IN to/from Eremophila Serrulata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 32. Outgoing r'ship FOUND_IN to/from Gossypium Herbaceum (Plant) Rel Props:Reference:ISBN:9788171360536; ISBN:9788172363178
  • 33. Outgoing r'ship FOUND_IN to/from Grindelia Nana (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 34. Outgoing r'ship FOUND_IN to/from Hakea Saligna (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 35. Outgoing r'ship FOUND_IN to/from Haloxylon Salicornicum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 36. Outgoing r'ship FOUND_IN to/from Jasminum Grandiflorum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 37. Outgoing r'ship FOUND_IN to/from Lactuca Sativa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 38. Outgoing r'ship FOUND_IN to/from Leucanthemum Maximum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 39. Outgoing r'ship FOUND_IN to/from Lycopersicon Esculentum (Plant) Rel Props:Source_db:npass_chem_all
  • 40. Outgoing r'ship FOUND_IN to/from Melaleuca Uncinata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 41. Outgoing r'ship FOUND_IN to/from Mentha Pulegiformis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 42. Outgoing r'ship FOUND_IN to/from Oenothera Biennis (Plant) Rel Props:Source_db:fooddb_chem_all
  • 43. Outgoing r'ship FOUND_IN to/from Persea Indica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 44. Outgoing r'ship FOUND_IN to/from Phaseolus Vulgaris (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 45. Outgoing r'ship FOUND_IN to/from Phegopteris Bukoensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 46. Outgoing r'ship FOUND_IN to/from Picris Radicata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 47. Outgoing r'ship FOUND_IN to/from Pinus Picea (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 48. Outgoing r'ship FOUND_IN to/from Piper Aequale (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 49. Outgoing r'ship FOUND_IN to/from Primula Hirsuta (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 50. Outgoing r'ship FOUND_IN to/from Prunus Armeniaca (Plant) Rel Props:Reference:ISBN:9780387706375
  • 51. Outgoing r'ship FOUND_IN to/from Rhododendron Ferrugineum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 52. Outgoing r'ship FOUND_IN to/from Rhododendron Mucronatum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 53. Outgoing r'ship FOUND_IN to/from Rodgersia Podophylla (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 54. Outgoing r'ship FOUND_IN to/from Salvia Nubicola (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 55. Outgoing r'ship FOUND_IN to/from Scapania Nemorea (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 56. Outgoing r'ship FOUND_IN to/from Senecio Scandens (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 57. Outgoing r'ship FOUND_IN to/from Solanum Lycopersicum (Plant) Rel Props:Source_db:cmaup_ingredients
  • 58. Outgoing r'ship FOUND_IN to/from Solanum Melongena (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 59. Outgoing r'ship FOUND_IN to/from Taxus Baccata (Plant) Rel Props:Reference:ISBN:9788172363093
  • 60. Outgoing r'ship FOUND_IN to/from Vaccinium Macrocarpon (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 61. Outgoing r'ship FOUND_IN to/from Vallaris Solanacea (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 62. Outgoing r'ship FOUND_IN to/from Viscum Coloratum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 63. Outgoing r'ship FOUND_IN to/from Vitex Trifolia (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all