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Lignan P

PubChem CID: 159949

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Compound Synonyms Lignan P, 23363-35-1, 4'-Demethylepipodophyllotoxin-9 beta-glucopyranoside, Pptoxin II, 4'-Demethylepipodophyllotoxin-beta-D-glucoside, C2G3ZRK3U4, (5S,5aR,8aR,9R)-9-(4-hydroxy-3,5-dimethoxyphenyl)-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[6,5-f][1,3]benzodioxol-8-one, 4'-Demethylepipodophyllotoxin 9-(beta-D-Glucopyranoside) (Lignan P), Etoposide Impurity D, UNII-C2G3ZRK3U4, 4'-Demethylepipodophyllotoxin glucoside, 4'-Demethylepipodophyllotoxin-beta-D-glucopyranoside, Glucopyranoside, 4'-demethylepipodophyllotoxin, beta-D-, Epipodophyllotoxin, 4'-demethyl-, 9-beta-D-glucopyranoside, CHEMBL1778161, DTXSID60946031, FOVRGQUEGRCWPD-BRLGUANISA-N, AS-86395, Furo(3',4':6,7)naphtho(2,3-d)-1,3-dioxol-6(5ah)-one, 9-(beta-D-glucopyranosyloxy)-5,8,8a,9-tetrahydro-5-(4-hydroxy-3,5-dimethoxyphenyl)-, (5R-(5-alpha,5a-beta,8a-alpha,9-beta))-, G78446, TENIPOSIDE IMPURITY, LIGNAN P [USP IMPURITY], Q27275102, 4'-DEMETHYLEPIPODOPHYLLOTOXIN .BETA.-D-GLUCOPYRANOSIDE, 4-DEMETHYLEPIPODOPHYLLOTOXIN 7'-O-.BETA.-D-GLUCOPYRANOSIDE, EPIPODOPHYLLOTOXIN, 4'-DEMETHYL-, 9-.BETA.-D-GLUCOPYRANOSIDE, 9-(4-Hydroxy-3,5-dimethoxyphenyl)-8-oxo-5,5a,6,8,8a,9-hexahydro-2H-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-yl hexopyranoside, FURO(3',4':6,7)NAPHTHO(2,3-D)-1,3-DIOXOL-6(5AH)-ONE, 9-(.BETA.-D-GLUCOPYRANOSYLOXY)-5,8,8A,9-TETRAHYDRO-5-(4-HYDROXY-3,5-DIMETHOXYPHENYL)-, (5R,5AR,8AR,9S)-, Furo[3',4':6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one,9-(b-D-glucopyranosyloxy)-5,8,8a,9-tetrahydro-5-(4-hydroxy-3,5-dimethoxyphenyl)-,(5R,5aR,8aR,9S)-
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 183.0
Hydrogen Bond Donor Count 5.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CCC2C(CC3CCCCC3)C3CC4CCCC4CC3C(C3CCCCC3)C12
Np Classifier Class Arylnaphthalene and aryltetralin lignans
Deep Smiles OC[C@H]O[C@@H]O[C@H][C@H]COC=O)[C@@H]5[C@@H]cc9ccOCOc5c9)))))))))cccOC))ccc6)OC)))O)))))))))))))[C@@H][C@H][C@@H]6O))O))O
Heavy Atom Count 40.0
Classyfire Class Lignan lactones
Scaffold Graph Node Level OC1OCC2C(OC3CCCCO3)C3CC4OCOC4CC3C(C3CCCCC3)C12
Classyfire Subclass Podophyllotoxins
Isotope Atom Count 0.0
Molecular Complexity 892.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 9.0
Iupac Name (5S,5aR,8aR,9R)-9-(4-hydroxy-3,5-dimethoxyphenyl)-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[6,5-f][1,3]benzodioxol-8-one
Prediction Hob 0.0
Veber Rule False
Classyfire Superclass Lignans, neolignans and related compounds
Xlogp -0.2
Gsk 4 400 Rule False
Molecular Formula C27H30O13
Scaffold Graph Node Bond Level O=C1OCC2C(OC3CCCCO3)c3cc4c(cc3C(c3ccccc3)C12)OCO4
Prediction Swissadme 0.0
Inchi Key FOVRGQUEGRCWPD-BRLGUANISA-N
Silicos It Class Soluble
Fcsp3 0.5185185185185185
Logs -2.873
Rotatable Bond Count 6.0
Logd 0.8
Synonyms 4'-demethylepipodophyllotoxin-beta-d-glucopyranoside
Esol Class Soluble
Functional Groups CO, COC(C)=O, CO[C@@H](C)OC, c1cOCO1, cO, cOC
Compound Name Lignan P
Prediction Hob Swissadme 0.0
Exact Mass 562.169
Formal Charge 0.0
Monoisotopic Mass 562.169
Hydrogen Bond Acceptor Count 13.0
Molecular Weight 562.5
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 9.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 False
Esol -3.008748800000003
Inchi InChI=1S/C27H30O13/c1-34-16-3-10(4-17(35-2)21(16)29)19-11-5-14-15(38-9-37-14)6-12(11)25(13-8-36-26(33)20(13)19)40-27-24(32)23(31)22(30)18(7-28)39-27/h3-6,13,18-20,22-25,27-32H,7-9H2,1-2H3/t13-,18+,19+,20-,22+,23-,24+,25+,27-/m0/s1
Smiles COC1=CC(=CC(=C1O)OC)[C@H]2[C@@H]3[C@H](COC3=O)[C@@H](C4=CC5=C(C=C24)OCO5)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O
Nring 6.0
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Np Classifier Superclass Lignans

  • 1. Outgoing r'ship FOUND_IN to/from Dimorphotheca Sinuata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Schefflera Capitata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Senecio Mexicanus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Sinopodophyllum Emodi (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 5. Outgoing r'ship FOUND_IN to/from Sinopodophyllum Hexandrum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all