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Xanthyletin

PubChem CID: 65188

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Compound Synonyms Xanthyletin, 553-19-5, Xanthyletine, 2,2-dimethylpyrano[3,2-g]chromen-8-one, UNII-3N789LD38N, Spectrum_000673, SpecPlus_000132, XANTHYLETIN [MI], CHEMBL303846, CHEBI:10073, DTXSID60203818, 3N789LD38N, 2,2-DIMETHYLCHROMENOCOUMARIN, 8,8-Dimethyl-2H,8H-pyrano[3,2-g]chromen-2-one, 8,8-Dimethyl-8H-pyrano[3,2-g]chromen-2-one, 8,8-Dimethyl-2H,8H-benzo(1,2-b:5,4-b')dipyran-2-one, 8,8-dimethyl-2H,8H-benzo[1,2-b:5,4-b']dipyran-2-one, 2H,8H-Benzo[1,2-b:5,4-b']dipyran-2-one, 8,8-dimethyl-, 7-HYDROXY-2,2-DIMETHYL-2H-1-BENZOPYRAN-6-ACRYLIC ACID .DELTA.-LACTONE, 2,2-dimethylpyrano(3,2-g)chromen-8-one, 2H,8H-Benzo(1,2-b:5,4-b')dipyran-2-one, 8,8-dimethyl-, Spectrum2_000365, Spectrum3_000124, Spectrum4_001401, Spectrum5_000162, BSPBio_001768, KBioGR_001782, KBioSS_001153, SPECTRUM100609, cid_65188, MLS000863611, DivK1c_006228, SPBio_000489, MEGxp0_000991, SCHEMBL2120500, ACon1_000507, KBio1_001172, KBio2_001153, KBio2_003721, KBio2_006289, KBio3_000928, DTXCID90126309, HMS2269H15, HY-N4116, 7-hydroxy-2,2-dimethyl-2H-1-benzopyran-6-acrylic acid delta-lactone, BDBM50292575, CCG-38639, AKOS000278141, SDCCGMLS-0066430.P001, NCGC00095444-01, NCGC00095444-02, NCGC00095444-03, DA-59181, SMR000440697, XX163807, CS-0032126, C09317, E88696, AN-566/21182005, SR-01000780630, SR-01000780630-2, 8,8-Dimethyl-2H,8H-pyrano[3,2-g]chromen-2-one #, BRD-K28108221-001-02-3, Q27108571
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 35.5
Hydrogen Bond Donor Count 0.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CCC2CC3CCCCC3CC2C1
Np Classifier Class Pyranocoumarins, Simple coumarins
Deep Smiles CCC)C=CccO6)cccc6)ccc=O)o6
Heavy Atom Count 17.0
Classyfire Class Coumarins and derivatives
Description Xanthyletin is a member of the class of compounds known as linear pyranocoumarins. Linear pyranocoumarins are organic compounds containing a pyran (or a hydrogenated derivative) linearly fused to a coumarin moiety. Xanthyletin is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Xanthyletin can be found in lemon, lime, mandarin orange (clementine, tangerine), and sweet orange, which makes xanthyletin a potential biomarker for the consumption of these food products.
Scaffold Graph Node Level OC1CCC2CC3CCCOC3CC2O1
Classyfire Subclass Pyranocoumarins
Isotope Atom Count 0.0
Molecular Complexity 394.0
Database Name cmaup_ingredients;fooddb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Uniprot Id P04406, P22303, n.a., Q99714, B2RXH2, P51151, Q16637, Q27686, P10636, P00352, P02791, O15118, P15428, P04637, P06746, Q16236, Q96QE3, P83916, Q63470, P08659, P56817, P17405, Q99700, P43220, P63092, P38398, P00918, O43570, P00915, P43166, Q8N1Q1, Q16790, Q9NUW8, P9WQA3, O75874, P37840, Q9Y6L6, Q9NPD5
Iupac Name 2,2-dimethylpyrano[3,2-g]chromen-8-one
Prediction Hob 1.0
Veber Rule True
Classyfire Superclass Phenylpropanoids and polyketides
Target Id NPT1224, NPT204, NPT149, NPT48, NPT537, NPT93, NPT51, NPT94, NPT538, NPT151, NPT539, NPT59, NPT949, NPT947, NPT955, NPT3101, NPT948
Xlogp 2.8
Gsk 4 400 Rule True
Molecular Formula C14H12O3
Scaffold Graph Node Bond Level O=c1ccc2cc3c(cc2o1)OCC=C3
Prediction Swissadme 0.0
Inchi Key QOTBQNVNUBKJMS-UHFFFAOYSA-N
Silicos It Class Moderately soluble
Fcsp3 0.2142857142857142
Logs -4.01
Rotatable Bond Count 0.0
Logd 3.213
Synonyms 2H,8H-Benzo[1,2-b:5,4-b']dipyran-2-one, 8,8-dimethyl-, 8,8-Dimethyl-2H,8H-benzo(1,2-b:5,4-b')dipyran-2-one, 8,8-Dimethyl-2H,8H-pyrano[3,2-g]chromen-2-one, Xanthyletin, Xanthyletine, 2,2-dimethylchromeno coumarin (xanthyletin), xanthyletin, xanthyletine
Esol Class Soluble
Functional Groups c=O, cC=CC, cOC, coc
Compound Name Xanthyletin
Prediction Hob Swissadme 0.0
Exact Mass 228.079
Formal Charge 0.0
Monoisotopic Mass 228.079
Hydrogen Bond Acceptor Count 3.0
Molecular Weight 228.24
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 -2.4086255176470583
Inchi InChI=1S/C14H12O3/c1-14(2)6-5-10-7-9-3-4-13(15)16-11(9)8-12(10)17-14/h3-8H,1-2H3
Smiles CC1(C=CC2=C(O1)C=C3C(=C2)C=CC(=O)O3)C
Nring 3.0
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Coumarins

  • 1. Outgoing r'ship FOUND_IN to/from Acanthophyllum Sordidum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Aconitum Habaense (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Aconitum Tanguticum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Agnorhiza Bolanderi (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 5. Outgoing r'ship FOUND_IN to/from Anagallis Arvensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 6. Outgoing r'ship FOUND_IN to/from Anaxagorea Clavata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 7. Outgoing r'ship FOUND_IN to/from Angelica Gigas (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 8. Outgoing r'ship FOUND_IN to/from Aphelandra Chamissoniana (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 9. Outgoing r'ship FOUND_IN to/from Araujia Sericifera (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 10. Outgoing r'ship FOUND_IN to/from Aria Pallescens (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 11. Outgoing r'ship FOUND_IN to/from Arnica Nevadensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 12. Outgoing r'ship FOUND_IN to/from Artemisia Monogyna (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 13. Outgoing r'ship FOUND_IN to/from Atalantia Monophylla (Plant) Rel Props:Reference:ISBN:9770972795006; ISBN:9788172360481; ISBN:9788172360818
  • 14. Outgoing r'ship FOUND_IN to/from Atalantia Racemosa (Plant) Rel Props:Reference:ISBN:9788172360481; ISBN:9788185042053
  • 15. Outgoing r'ship FOUND_IN to/from Bassia Butyracea (Plant) Rel Props:Source_db:npass_chem_all
  • 16. Outgoing r'ship FOUND_IN to/from Bauhinia Racemosa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 17. Outgoing r'ship FOUND_IN to/from Beyeria Brevifolia (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 18. Outgoing r'ship FOUND_IN to/from Boenninghausenia Albiflora (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 19. Outgoing r'ship FOUND_IN to/from Bougainvillea Glabra (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 20. Outgoing r'ship FOUND_IN to/from Bryopsis Pennata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 21. Outgoing r'ship FOUND_IN to/from Bursaria Spinosa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 22. Outgoing r'ship FOUND_IN to/from Chloranthus Tianmushanensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 23. Outgoing r'ship FOUND_IN to/from Chloroxylon Swietenia (Plant) Rel Props:Reference:ISBN:9788185042084
  • 24. Outgoing r'ship FOUND_IN to/from Chromolaena Odorata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 25. Outgoing r'ship FOUND_IN to/from Chromolaena Pulchella (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 26. Outgoing r'ship FOUND_IN to/from Cirsium Canum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 27. Outgoing r'ship FOUND_IN to/from Citrus Aurantifolia (Plant) Rel Props:Source_db:fooddb_chem_all;npass_chem_all
  • 28. Outgoing r'ship FOUND_IN to/from Citrus Aurantiifolia (Plant) Rel Props:Source_db:cmaup_ingredients;fooddb_chem_all;npass_chem_all
  • 29. Outgoing r'ship FOUND_IN to/from Citrus Aurantium (Plant) Rel Props:Reference:ISBN:9780387706375; ISBN:9788172360481
  • 30. Outgoing r'ship FOUND_IN to/from Citrus Hassaku (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 31. Outgoing r'ship FOUND_IN to/from Citrus Jambhiri (Plant) Rel Props:Source_db:npass_chem_all
  • 32. Outgoing r'ship FOUND_IN to/from Citrus Japonica (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/12641334
  • 33. Outgoing r'ship FOUND_IN to/from Citrus Limon (Plant) Rel Props:Source_db:cmaup_ingredients;fooddb_chem_all;npass_chem_all
  • 34. Outgoing r'ship FOUND_IN to/from Citrus Maxima (Plant) Rel Props:Reference:ISBN:9770972795006; ISBN:9788185042114
  • 35. Outgoing r'ship FOUND_IN to/from Citrus Medica (Plant) Rel Props:Source_db:npass_chem_all
  • 36. Outgoing r'ship FOUND_IN to/from Citrus Paradisi (Plant) Rel Props:Reference:ISBN:9788172360481
  • 37. Outgoing r'ship FOUND_IN to/from Citrus Reticulata (Plant) Rel Props:Source_db:cmaup_ingredients;fooddb_chem_all;npass_chem_all
  • 38. Outgoing r'ship FOUND_IN to/from Citrus Rugulosa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 39. Outgoing r'ship FOUND_IN to/from Citrus Sinensis (Plant) Rel Props:Source_db:cmaup_ingredients;fooddb_chem_all;npass_chem_all
  • 40. Outgoing r'ship FOUND_IN to/from Citrus Tachibana (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 41. Outgoing r'ship FOUND_IN to/from Citrus Tamurana (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 42. Outgoing r'ship FOUND_IN to/from Citrus Tankan (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 43. Outgoing r'ship FOUND_IN to/from Citrus Trifoliata (Plant) Rel Props:Reference:ISBN:9788185042138
  • 44. Outgoing r'ship FOUND_IN to/from Dendrosenecio Kilimanjari (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 45. Outgoing r'ship FOUND_IN to/from Dipterocarpus Alatus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 46. Outgoing r'ship FOUND_IN to/from Drosera Peltata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 47. Outgoing r'ship FOUND_IN to/from Dysoxylum Malabaricum (Plant) Rel Props:Reference:ISBN:9770972795006
  • 48. Outgoing r'ship FOUND_IN to/from Echinops Amplexicaulis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 49. Outgoing r'ship FOUND_IN to/from Epaltes Gariepina (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 50. Outgoing r'ship FOUND_IN to/from Euphorbia Hirta (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 51. Outgoing r'ship FOUND_IN to/from Ficus Formosana (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 52. Outgoing r'ship FOUND_IN to/from Gardenia Fosbergii (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 53. Outgoing r'ship FOUND_IN to/from Ilex Affinis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 54. Outgoing r'ship FOUND_IN to/from Isodon Kameba (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 55. Outgoing r'ship FOUND_IN to/from Kaempferia Pulchra (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 56. Outgoing r'ship FOUND_IN to/from Luvunga Eleutherandra (Plant) Rel Props:Reference:ISBN:9770972795006
  • 57. Outgoing r'ship FOUND_IN to/from Luvunga Scandens (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 58. Outgoing r'ship FOUND_IN to/from Odixia Angusta (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 59. Outgoing r'ship FOUND_IN to/from Opuntia Vulgaris (Plant) Rel Props:Source_db:npass_chem_all
  • 60. Outgoing r'ship FOUND_IN to/from Panax Spinosus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 61. Outgoing r'ship FOUND_IN to/from Piper Hancei (Plant) Rel Props:Source_db:npass_chem_all
  • 62. Outgoing r'ship FOUND_IN to/from Pleiospermium Alatum (Plant) Rel Props:Reference:ISBN:9770972795006
  • 63. Outgoing r'ship FOUND_IN to/from Plumbago Zeylanica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 64. Outgoing r'ship FOUND_IN to/from Podocarpus Henckelii (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 65. Outgoing r'ship FOUND_IN to/from Polyalthia Stenopetala (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 66. Outgoing r'ship FOUND_IN to/from Prosopis Glandulosa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 67. Outgoing r'ship FOUND_IN to/from Prunus Laurocerasus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 68. Outgoing r'ship FOUND_IN to/from Pseudotsuga Japonica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 69. Outgoing r'ship FOUND_IN to/from Pteris Prolifera (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 70. Outgoing r'ship FOUND_IN to/from Pterocarpus Grandiflorus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 71. Outgoing r'ship FOUND_IN to/from Quercus Aegilops (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 72. Outgoing r'ship FOUND_IN to/from Rauvolfia Verticillata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 73. Outgoing r'ship FOUND_IN to/from Roemeria Refracta (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 74. Outgoing r'ship FOUND_IN to/from Rosa Transmorrisonensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 75. Outgoing r'ship FOUND_IN to/from Ruta Graveolens (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 76. Outgoing r'ship FOUND_IN to/from Salvia Lasiantha (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 77. Outgoing r'ship FOUND_IN to/from Salvia Officinalis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 78. Outgoing r'ship FOUND_IN to/from Securidaca Inappendiculata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 79. Outgoing r'ship FOUND_IN to/from Senecio Squalidus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 80. Outgoing r'ship FOUND_IN to/from Seriphidium Cinum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 81. Outgoing r'ship FOUND_IN to/from Sesbania Punicea (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 82. Outgoing r'ship FOUND_IN to/from Simira Eliezeriana (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 83. Outgoing r'ship FOUND_IN to/from Stenostomum Lucidum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 84. Outgoing r'ship FOUND_IN to/from Strophanthus Hispidus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 85. Outgoing r'ship FOUND_IN to/from Strychnos Henningsii (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 86. Outgoing r'ship FOUND_IN to/from Taxodium Mucronatum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 87. Outgoing r'ship FOUND_IN to/from Uncaria Perrottetii (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 88. Outgoing r'ship FOUND_IN to/from Vernonia Scorpioides (Plant) Rel Props:Source_db:npass_chem_all
  • 89. Outgoing r'ship FOUND_IN to/from Vitex Madiensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 90. Outgoing r'ship FOUND_IN to/from Zanthoxylum Ailanthoides (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 91. Outgoing r'ship FOUND_IN to/from Zanthoxylum Americanum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all