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Lespedin

PubChem CID: 5486199

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Compound Synonyms Kaempferitrin, Lespenefril, 482-38-2, Lespedin, Lespenephryl, Kaempferol 3,7-dirhamnoside, lespenephril, Kaempferol 3,7-bisrhamnoside, kaempferol-3,7-O-alpha-L-dirhamnoside, UNII-VPV01U3R59, BRN 0073958, KAEMFERITRIN, VPV01U3R59, CHEBI:68883, Kaempferol-dirhamnoside, 3,7-Bis((6-deoxy-alpha-L-mannopyranosyl)oxy)-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one, CHEMBL251766, 4H-1-Benzopyran-4-one, 3,7-bis((6-deoxy-alpha-L-mannopyranosyl)oxy)-5-hydroxy-2-(4-hydroxyphenyl)-, 5-hydroxy-2-(4-hydroxyphenyl)-3,7-bis[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy]chromen-4-one, DTXSID90197458, 4-18-00-03292 (Beilstein Handbook Reference), kaempferol 3,7-di-O-alpha-L-rhamnoside, 5-Hydroxy-2-(4-hydroxyphenyl)-3,7-bis(((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one, 3,7-bis-(alpha-6-deoxymannopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)chromen-4-one, Karempferitrin, 3-((6-deoxy-alpha-L-mannopyranosyl)oxy)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl 6-deoxy-alpha-L-mannopyranoside, 3-[(6-deoxy-alpha-L-mannopyranosyl)oxy]-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl 6-deoxy-alpha-L-mannopyranoside, Kaempferitrin (Standard), LESPEDIN [WHO-DD], kaempferol-3,7-dirhamnoside, SCHEMBL571402, kaempferol 3-O-alpha-L-rhamnopyranosyl-7-O-alpha-L-rhamnopyranoside, MEGxp0_000567, ACon1_000073, GTPL13277, HY-N0628R, Kaempferitrin, >=97% (NMR), DTXCID00119949, HY-N0628, BDBM50331856, s9112, AKOS032962036, CCG-270118, kaempferol-3,7-O-(alpha)-dirhamnoside, NCGC00168820-01, AC-34729, AS-56461, KAEMPFEROL 3,7-DIRHAMNOSIDE [MI], kaempferol-3,7-bis-O-alpha-L-rhamnoside, XK161839, DB-326537, CS-0009620, C16981, Q6345965, BRD-K45884135-001-01-5, kaempferol-3-O-alpha-L-rhamnopyranoside-7-O-alpha-L-rhamnopyranoside, 3,7-Bis[(6-Deoxy-?-L-mannopyranosyl)oxy]-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one, 3,4',5,7-Tetrahydroxyflavone 3,7-dirham noside, Grosvenorine II, 4H-1-BENZOPYRAN-4-ONE, 3,7-BIS((6-DEOXY-.ALPHA.-L-MANNOPYRANOSYL)OXY)-5-HYDROXY-2-(4-HYDROXYPHENYL)-, 7-((6-deoxy-alpha-L-mannopyranosyl)oxy)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-3-yl 6-deoxy-alpha-L-mannopyranoside
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 225.0
Hydrogen Bond Donor Count 8.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1C2CCC(CC3CCCCC3)CC2CC(C2CCCCC2)C1CC1CCCCC1
Np Classifier Class Flavonols
Deep Smiles Occcccc6))cocccO[C@@H]O[C@@H]C)[C@@H][C@H][C@H]6O))O))O))))))ccc6c=O)c%10O[C@@H]O[C@@H]C)[C@@H][C@H][C@H]6O))O))O)))))))))O
Heavy Atom Count 41.0
Classyfire Class Flavonoids
Scaffold Graph Node Level OC1C2CCC(OC3CCCCO3)CC2OC(C2CCCCC2)C1OC1CCCCO1
Classyfire Subclass Flavonoid glycosides
Isotope Atom Count 0.0
Molecular Complexity 968.0
Database Name cmaup_ingredients;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 10.0
Uniprot Id n.a., P80457, O42713
Iupac Name 5-hydroxy-2-(4-hydroxyphenyl)-3,7-bis[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy]chromen-4-one
Prediction Hob 0.0
Class Flavonoids
Veber Rule False
Classyfire Superclass Phenylpropanoids and polyketides
Xlogp -0.1
Superclass Phenylpropanoids and polyketides
Subclass Flavonoid glycosides
Gsk 4 400 Rule False
Molecular Formula C27H30O14
Scaffold Graph Node Bond Level O=c1c(OC2CCCCO2)c(-c2ccccc2)oc2cc(OC3CCCCO3)ccc12
Prediction Swissadme 0.0
Inchi Key PUPKKEQDLNREIM-QNSQPKOQSA-N
Silicos It Class Soluble
Fcsp3 0.4444444444444444
Logs -5.14
Rotatable Bond Count 5.0
State Solid
Logd 0.313
Synonyms 3,7-Bis((6-deoxy-alpha-L-mannopyranosyl)oxy)-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one, Kaempferol 3,7-bisrhamnoside, Kaempferol 3,7-dirhamnoside, Kaempferol 3-O-alpha-L-rhamnopyranosyl-7-O-alpha-L-rhamnopyranoside, Kaempferol-3,7-O-alpha-L-dirhamnoside, Kaempferol-dirhamnoside, Lespedin, Lespenefril, Lespenephril, Lespenephryl, 3,7-Bis((6-deoxy-a-L-mannopyranosyl)oxy)-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one, 3,7-Bis((6-deoxy-α-L-mannopyranosyl)oxy)-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one, Kaempferol 3-O-a-L-rhamnopyranosyl-7-O-a-L-rhamnopyranoside, Kaempferol 3-O-α-L-rhamnopyranosyl-7-O-α-L-rhamnopyranoside, Kaempferol-3,7-O-a-L-dirhamnoside, Kaempferol-3,7-O-α-L-dirhamnoside, 3,7-Bis-(alpha-6-deoxymannopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)chromen-4-one, Kaempferol 3,7-di-O-a-L-rhamnoside, Kaempferol 3,7-di-O-α-L-rhamnoside, Kaempferitrin, 3,4',5,7-Tetrahydroxyflavone 3,7-dirhamnoside, 3,4’,5,7-Tetrahydroxyflavone 3,7-dirhamnoside, Grosvenorine II, Kaempferol 3-O-alpha-L-rhamnopyranoside 7-O-alpha-L-rhamnopyranoside, Kaempferol 3-O-α-L-rhamnopyranoside 7-O-α-L-rhamnopyranoside, Kaempferol 3,7-di-alpha-L-rhamnoside, Kaempferol 3,7-di-α-L-rhamnoside, Kaempferol 3,7-di-alpha-L-rhamnopyranoside, Kaempferol 3,7-di-α-L-rhamnopyranoside, Kaempferol 3,7-di-O-alpha-L-rhamnopyranoside, Kaempferol 3,7-di-O-α-L-rhamnopyranoside, Kaempferol 3,7-O-alpha-L-dirhamnoside, Kaempferol 3,7-O-α-L-dirhamnoside, Kaempferol 3,7-di-O-rhamnopyranoside, Kaempferol 3,7-di-O-rhamnoside, Kaempferol 3-O-rhamnoside 7-O-rhamnoside, Kaempferol-3,7-O-dirhamnose, kaempferitrin, kaempteritrin
Esol Class Soluble
Functional Groups CO, c=O, cO, cO[C@@H](C)OC, coc
Compound Name Lespedin
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 578.164
Formal Charge 0.0
Monoisotopic Mass 578.164
Hydrogen Bond Acceptor Count 14.0
Molecular Weight 578.5
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 10.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aromatic heteropolycyclic compounds
Lipinski Rule Of 5 False
Esol -2.9635230878048797
Inchi InChI=1S/C27H30O14/c1-9-17(30)20(33)22(35)26(37-9)39-13-7-14(29)16-15(8-13)40-24(11-3-5-12(28)6-4-11)25(19(16)32)41-27-23(36)21(34)18(31)10(2)38-27/h3-10,17-18,20-23,26-31,33-36H,1-2H3/t9-,10-,17-,18-,20+,21+,22+,23+,26-,27-/m0/s1
Smiles C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)O[C@H]4[C@@H]([C@@H]([C@H]([C@@H](O4)C)O)O)O)C5=CC=C(C=C5)O)O)O)O)O
Nring 5.0
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Taxonomy Direct Parent Flavonoid-7-O-glycosides
Np Classifier Superclass Flavonoids

  • 1. Outgoing r'ship FOUND_IN to/from Alkanna Cappadocica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Arabidopsis Thaliana (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Artemisia Dentata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Asplenium Trichomanes (Plant) Rel Props:Reference:ISBN:9788185042114
  • 5. Outgoing r'ship FOUND_IN to/from Atalantia Racemosa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 6. Outgoing r'ship FOUND_IN to/from Berberis Baluchistanica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 7. Outgoing r'ship FOUND_IN to/from Buddleja Cordata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 8. Outgoing r'ship FOUND_IN to/from Bupleurum Falcatum (Plant) Rel Props:Reference:ISBN:9788185042114
  • 9. Outgoing r'ship FOUND_IN to/from Chelidonium Majus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 10. Outgoing r'ship FOUND_IN to/from Corynandra Viscosa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 11. Outgoing r'ship FOUND_IN to/from Crambe Tatarica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 12. Outgoing r'ship FOUND_IN to/from Crotalaria Verrucosa (Plant) Rel Props:Reference:ISBN:9788185042145
  • 13. Outgoing r'ship FOUND_IN to/from Daphne Oleoides (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 14. Outgoing r'ship FOUND_IN to/from Diospyros Eriantha (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 15. Outgoing r'ship FOUND_IN to/from Dorycnium Hirsutum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 16. Outgoing r'ship FOUND_IN to/from Dryopteris Crassirhizoma (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 17. Outgoing r'ship FOUND_IN to/from Duchesnea Indica (Plant) Rel Props:Reference:https://doi.org/10.15482/usda.adc/1239279
  • 18. Outgoing r'ship FOUND_IN to/from Forsythia Suspensa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 19. Outgoing r'ship FOUND_IN to/from Forsythia Viridissima (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 20. Outgoing r'ship FOUND_IN to/from Fritillaria Ningguoensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 21. Outgoing r'ship FOUND_IN to/from Geranium Nepalense (Plant) Rel Props:Reference:ISBN:9780387706375; ISBN:9788172360481; ISBN:9788185042084
  • 22. Outgoing r'ship FOUND_IN to/from Guazuma Ulmifolia (Plant) Rel Props:Reference:ISBN:9770972795006
  • 23. Outgoing r'ship FOUND_IN to/from Hedyotis Verticillata (Plant) Rel Props:Source_db:npass_chem_all
  • 24. Outgoing r'ship FOUND_IN to/from Hibiscus Cannabinus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 25. Outgoing r'ship FOUND_IN to/from Hoffmannia Strigillosa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 26. Outgoing r'ship FOUND_IN to/from Houttuynia Cordata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 27. Outgoing r'ship FOUND_IN to/from Humulus Lupulus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 28. Outgoing r'ship FOUND_IN to/from Indigofera Arrecta (Plant) Rel Props:Reference:ISBN:9788185042145
  • 29. Outgoing r'ship FOUND_IN to/from Ixora Coccinea (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 30. Outgoing r'ship FOUND_IN to/from Juniperus Rigida (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 31. Outgoing r'ship FOUND_IN to/from Lemaireocereus Griseus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 32. Outgoing r'ship FOUND_IN to/from Ligustrum Robustum (Plant) Rel Props:Reference:ISBN:9770972795006
  • 33. Outgoing r'ship FOUND_IN to/from Millettia Erythrocalyx (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 34. Outgoing r'ship FOUND_IN to/from Oldenlandia Verticillata (Plant) Rel Props:Reference:ISBN:9788185042145
  • 35. Outgoing r'ship FOUND_IN to/from Ononis Vaginalis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 36. Outgoing r'ship FOUND_IN to/from Onychium Japonicum (Plant) Rel Props:Reference:ISBN:9788185042114
  • 37. Outgoing r'ship FOUND_IN to/from Onychium Siliculosum (Plant) Rel Props:Reference:ISBN:9788185042114
  • 38. Outgoing r'ship FOUND_IN to/from Prunus Cerasoides (Plant) Rel Props:Reference:ISBN:9788185042138
  • 39. Outgoing r'ship FOUND_IN to/from Pteris Semipinnata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 40. Outgoing r'ship FOUND_IN to/from Rapanea Lancifolia (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 41. Outgoing r'ship FOUND_IN to/from Rosmarinus Officinalis (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/1228833
  • 42. Outgoing r'ship FOUND_IN to/from Salvia Hispanica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 43. Outgoing r'ship FOUND_IN to/from Scorzonera Pseudodivaricata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 44. Outgoing r'ship FOUND_IN to/from Syncarpia Hillii (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 45. Outgoing r'ship FOUND_IN to/from Tagetes Erecta (Plant) Rel Props:Reference:ISBN:9788172361792
  • 46. Outgoing r'ship FOUND_IN to/from Teucrium Betonicum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 47. Outgoing r'ship FOUND_IN to/from Vicia Faba (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all