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Picropodophyllin

PubChem CID: 72435

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Compound Synonyms Picropodophyllin, Picropodophyllotoxin, 477-47-4, AXL1717, Picropodophyllin (PPP), cyclolignan PPP, picro-podophyllin, AXL-1717, (-)PPP, IGF-1R Inhibitor, PPP, NSC 36407, NSC36407, UNII-0F35AOI227, BRN 0099161, CHEBI:75251, 0F35AOI227, AXL 1717, NSC-36407, Podophyllotoxin picropodophyllin, (5R,5aR,8aS,9R)-5-hydroxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one, PICROPODOPHYLLIN [WHO-DD], DTXSID80197245, 17434-18-3, (5R,5aS,8aR,9R)-9-hydroxy-5-(3,4,5-trimethoxyphenyl)-5,8,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(5aH)-one, PODOPHYLLOTOXIN IMPURITY A [EP IMPURITY], Furo(3',4':6,7)naphtho(2,3-d)-1,3-dioxol-6(5aH)-one, 5,8,8a,9-tetrahydro-9-hydroxy-5-(3,4,5-trimethoxyphenyl)-, (5R-(5-alpha,5a-alpha,8a-alpha,9-alpha))-, (5R,5AS,8AR,9R)-9-HYDROXY-5-(3,4,5-TRIMETHOXYPHENYL)-5,5A,8A,9-TETRAHYDROFURO(3',4':6,7)NAPHTHO(2,3-D)(1,3)DIOXOL-6(8H)-ONE, (5R,5aS,8aR,9R)-9-hydroxy-5-(3,4,5-trimethoxyphenyl)-5,5a,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(8H)-one, AXL1717 (Picropodophyllotoxin), PODOPHYLLOTOXIN IMPURITY A (EP IMPURITY), AXL1717, Picropodophyllin, PPP, (5R,5aS,8aR,9R)-9-hydroxy-5-(3,4,5-trimethoxyphenyl)-5,8,8a,9-tetrahydrofuro(3',4':6,7)naphtho(2,3-d)(1,3)dioxol-6(5aH)-one, MFCD01742647, Spectrum_001636, Picropodophyllin (8CI), Spectrum2_000520, Spectrum3_001671, Spectrum4_001836, Spectrum5_000631, BSPBio_003481, KBioGR_002538, KBioSS_002116, 1352873-82-5, SCHEMBL159598, SPECTRUM1504410, SPBio_000479, CHEMBL283120, GTPL7873, KBio2_002116, KBio2_004684, KBio2_007252, KBio3_002701, DTXCID90119736, YJGVMLPVUAXIQN-HAEOHBJNSA-N, HMS1923O05, BCP18482, EX-A4921, CCG-39920, NSC799342, s7668, AKOS015965529, CS-1184, DB12802, FP63882, NSC-799342, SDCCGMLS-0066757.P001, NCGC00161923-01, NCGC00161923-02, NCGC00161923-04, NCGC00161923-29, Picropodophyllotoxin, Picropodophyllin, PPP, AC-20289, AC-36894, BS-16874, DA-56856, HY-15494, NS00009071, PODOPHYLLOTOXIN PICROPODOPHYLLIN [MI], Picropodophyllotoxin, >=96% (HPLC), powder, EN300-24434020, BRD-K81829253-001-02-9, BRD-K81829253-001-03-7, Q27088385, WLN: T E5 C665 FVO NO PO OHTT&&J DR CO1 DO1 EO1& JQ, (10R,11S,15R,16R)-16-hydroxy-10-(3,4,5-trimethoxyphenyl)-4,6,13-trioxatetracyclo[7.7.0.0(3),?.0(1)(1),(1)?]hexadeca-1(9),2,7-trien-12-one, (10R,11S,15R,16R)-16-hydroxy-10-(3,4,5-trimethoxyphenyl)-4,6,13-trioxatetracyclo[7.7.0.0?,?.0??,??]hexadeca-1(9),2,7-trien-12-one, (10R,11S,15R,16R)-16-hydroxy-10-(3,4,5-trimethoxyphenyl)-4,6,13-trioxatetracyclo[7.7.0.0^{3,7}.0^{11,15}]hexadeca-1(9),2,7-trien-12-one, (5R,5aR,8aS,9R)-5-hydroxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-isobenzofuro[6,5-f][1,3]benzodioxol-8-one, 118627-04-6, 5,8,8a,9-Tetrahydro-9-hydroxy-5-(3,4,5-trimethoxyphenyl)furo[3',4':6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one, [5R-(.alpha.-5a.alpha.,8a.alpha.,9.alpha.)], Furo(3',4':6,7)naphtho(2,3-d)-1,3-dioxol-6(5aH)-one,5,8,8a,9-tetrahydro-9-hydroxy-5-(3,4,5-trimethoxyphenyl)-,(5R-(5-alpha,5a-alpha,8a-alpha,9-alpha))-, Furo[3',7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one, 5,8,8a,9-tetrahydro-9-hydroxy-5-(3,4,5-trimethoxyphenyl)-, [5R-(5.alpha.,5a.alpha.,8a.alpha.,9.alpha.)]-
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 92.7
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CCC2CC3CC4CCCC4CC3C(C3CCCCC3)C12
Np Classifier Class Arylnaphthalene and aryltetralin lignans
Deep Smiles COcccccc6OC)))OC))))[C@H][C@@H]C=O)OC[C@@H]5[C@H]cc9ccOCOc5c9)))))))))O
Heavy Atom Count 30.0
Classyfire Class Lignan lactones
Scaffold Graph Node Level OC1OCC2CC3CC4OCOC4CC3C(C3CCCCC3)C21
Classyfire Subclass Podophyllotoxins
Isotope Atom Count 0.0
Molecular Complexity 629.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 4.0
Uniprot Id n.a., P15917, Q16236, P83916, Q9UNA4, O42275, P81908, Q9NUW8, Q2M2I8, P00519, P42684, P49748, Q15067, O15254, Q9ULC5, P61160, P61158, Q04771, P36896, Q13705, Q86TW2, Q8NI60, P55263, P25098, P54819, P31749, P31751, Q9Y243, P07741, P10398, O14965, Q96GD4, P11274, Q9NSY1, P36894, O00238, Q13873, P15056, Q06187, O43683, Q13557, Q13555, Q16566, Q96RR4, P49589, Q5VT25, Q9Y5S2, Q6DT37, O00311, P06493, Q15131, Q9NYV4, Q00536, Q00537, P24941, Q00526, P11802, Q00535, Q00534, P50613, P50750, Q14839, O14757, O14578, P30085, P41240, P48729, P48730, P49674, Q9HCP0, P78368, Q9Y6M4, P19784, P08574, P27707, Q9H773, Q08345, Q16832, Q92499, O00571, Q86XP3, P26196, Q15392, P31689, Q13627, P00533, Q9BQI3, P21709, P29317, P54764, P54756, Q15375, P29323, P54753, P54760, O15197, P18074, O75460, Q76MJ5, P38117, Q9NSD9, P22830, P16591, P07332, P11362, P36888, P42685, P06241, O14976, P41250, P04899, P49840, P49841, Q9BZE4, P08631, P30519, Q58FF8, Q9NSE4, Q9UPZ9, P08069, Q14164, Q13418, P12268, P06213, P51617, Q9Y616, Q9NWZ3, P23458, O95835, P06239, P53667, P53671, P07948, Q02750, P36507, P46734, Q13163, P52564, Q13233, Q16584, Q9Y2U5, Q99759, Q9Y6R4, Q99683, O95382, Q92918, Q12851, Q8IVH8, O95819, Q9Y4K4, P28482, P53779, Q15759, Q16539, Q8TD08, P27361, Q13164, P45983, P45984, P49137, Q8IW41, Q7KZI7, P27448, P31153, P33991, Q9NU22, Q14680, P08581, Q04912, P35580, Q7Z406, Q15746, Q32MK0, Q9H0A0, Q9P0J0, Q96PY6, P51955, P51956, Q8TD19, Q9UBE8, P16083, P04629, Q9H093, Q9NTK5, O60313, P22234, Q13177, O96013, P09619, O00764, P30086, Q01813, O00264, P15735, P11309, Q9P1W9, P48426, Q8TBX8, Q99640, Q16512, Q16513, O00444, Q13131, P17612, P22694, P22612, P54619, Q9UGJ0, P13861, P17252, P05771, Q05655, P41743, Q04759, Q9BZL6, O94806, Q13976, P43686, Q05397, Q14289, Q13882, P11216, P06737, Q6ZSR9, P61026, P51159, P20340, Q5HYI8, P62826, P07949, O43353, Q9Y572, Q13464, O75116, Q15418, P51812, O75676, O75582, Q9UK32, P23443, Q9UHD8, Q9H0K1, Q9Y2K2, P42285, P05141, P12236, Q9H2G2, Q14683, O95347, O75643, P12931, P08240, O94804, Q15831, O75716, Q9Y6E0, Q9P289, Q13188, Q15208, Q13043, Q7RTN6, Q9P2R7, P43405, Q7L7X3, Q9UL54, Q9H2K8, Q9UHD2, P42680, Q15569, P36897, P37173, Q9UKE5, Q13470, Q07912, P11388, Q02880, Q96S44, P33981, P49411, P29597, Q6PHR2, P30291, P54577, P07947, Q9NYL2
Iupac Name (5R,5aR,8aS,9R)-5-hydroxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one
Prediction Hob 1.0
Veber Rule True
Classyfire Superclass Lignans, neolignans and related compounds
Xlogp 2.0
Gsk 4 400 Rule False
Molecular Formula C22H22O8
Scaffold Graph Node Bond Level O=C1OCC2Cc3cc4c(cc3C(c3ccccc3)C12)OCO4
Prediction Swissadme 1.0
Inchi Key YJGVMLPVUAXIQN-HAEOHBJNSA-N
Silicos It Class Moderately soluble
Fcsp3 0.4090909090909091
Logs -3.61
Rotatable Bond Count 4.0
Logd 1.967
Synonyms picropodophyllin, picropodophyllotoxi, picropodophyllotoxin
Esol Class Soluble
Functional Groups CO, COC(C)=O, c1cOCO1, cOC
Compound Name Picropodophyllin
Prediction Hob Swissadme 1.0
Exact Mass 414.131
Formal Charge 0.0
Monoisotopic Mass 414.131
Hydrogen Bond Acceptor Count 8.0
Molecular Weight 414.4
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 4.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Esol -3.7076420000000003
Inchi InChI=1S/C22H22O8/c1-25-16-4-10(5-17(26-2)21(16)27-3)18-11-6-14-15(30-9-29-14)7-12(11)20(23)13-8-28-22(24)19(13)18/h4-7,13,18-20,23H,8-9H2,1-3H3/t13-,18+,19+,20-/m0/s1
Smiles COC1=CC(=CC(=C1OC)OC)[C@H]2[C@H]3[C@H](COC3=O)[C@H](C4=CC5=C(C=C24)OCO5)O
Nring 5.0
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Lignans

  • 1. Outgoing r'ship FOUND_IN to/from Aglaia Meridionalis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Allium Ursinum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Ammi Majus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Arcangelisia Gusanlung (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 5. Outgoing r'ship FOUND_IN to/from Artemisia Schmidtiana (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 6. Outgoing r'ship FOUND_IN to/from Brickellia Pendula (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 7. Outgoing r'ship FOUND_IN to/from Carthamus Lanatus (Plant) Rel Props:Source_db:npass_chem_all
  • 8. Outgoing r'ship FOUND_IN to/from Chamaemelum Scariosum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 9. Outgoing r'ship FOUND_IN to/from Citrus Tankan (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 10. Outgoing r'ship FOUND_IN to/from Cleidion Brevipetiolatum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 11. Outgoing r'ship FOUND_IN to/from Coleus Carnosus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 12. Outgoing r'ship FOUND_IN to/from Copaifera Paupera (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 13. Outgoing r'ship FOUND_IN to/from Crotalaria Lechnaultii (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 14. Outgoing r'ship FOUND_IN to/from Croton Nitens (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 15. Outgoing r'ship FOUND_IN to/from Dimorphotheca Sinuata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 16. Outgoing r'ship FOUND_IN to/from Diphylleia Grayi (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 17. Outgoing r'ship FOUND_IN to/from Diphylleia Sinensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 18. Outgoing r'ship FOUND_IN to/from Dunaliella Acidophila (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 19. Outgoing r'ship FOUND_IN to/from Dysosma Aurantiocaulis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 20. Outgoing r'ship FOUND_IN to/from Entandrophragma Cylindricum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 21. Outgoing r'ship FOUND_IN to/from Escallonia Philippiana (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 22. Outgoing r'ship FOUND_IN to/from Ficus Maxima (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 23. Outgoing r'ship FOUND_IN to/from Ficus Rumphii (Plant) Rel Props:Source_db:npass_chem_all
  • 24. Outgoing r'ship FOUND_IN to/from Gleichenia Glauca (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 25. Outgoing r'ship FOUND_IN to/from Helipterum Strictum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 26. Outgoing r'ship FOUND_IN to/from Hesperocyparis Nevadensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 27. Outgoing r'ship FOUND_IN to/from Hippocratea Indica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 28. Outgoing r'ship FOUND_IN to/from Inula Eupatorioides (Plant) Rel Props:Source_db:npass_chem_all
  • 29. Outgoing r'ship FOUND_IN to/from Juniperus Sabina (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 30. Outgoing r'ship FOUND_IN to/from Juniperus Semiglobosa (Plant) Rel Props:Reference:ISBN:9770972795006
  • 31. Outgoing r'ship FOUND_IN to/from Juniperus Thurifera (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 32. Outgoing r'ship FOUND_IN to/from Lathyrus Macrorrhizus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 33. Outgoing r'ship FOUND_IN to/from Leptospermum Scoparium (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 34. Outgoing r'ship FOUND_IN to/from Magnolia Acuminata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 35. Outgoing r'ship FOUND_IN to/from Matteuccia Struthiopteris (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 36. Outgoing r'ship FOUND_IN to/from Millettia Racemosa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 37. Outgoing r'ship FOUND_IN to/from Ophioglossum Vulgatum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 38. Outgoing r'ship FOUND_IN to/from Panax Notoginseng (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 39. Outgoing r'ship FOUND_IN to/from Plumbago Europaea (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 40. Outgoing r'ship FOUND_IN to/from Podophyllum Peltatum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 41. Outgoing r'ship FOUND_IN to/from Schefflera Capitata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 42. Outgoing r'ship FOUND_IN to/from Senecio Erraticus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 43. Outgoing r'ship FOUND_IN to/from Senecio Mexicanus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 44. Outgoing r'ship FOUND_IN to/from Simmondsia Chinensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 45. Outgoing r'ship FOUND_IN to/from Sinopodophyllum Hexandrum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 46. Outgoing r'ship FOUND_IN to/from Spiraea Mongolica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 47. Outgoing r'ship FOUND_IN to/from Swertia Paniculata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 48. Outgoing r'ship FOUND_IN to/from Tabebuia Rosea (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 49. Outgoing r'ship FOUND_IN to/from Tanacetum Santolina (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 50. Outgoing r'ship FOUND_IN to/from Timonius Kaniensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all