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Podophyllotoxin glucoside

PubChem CID: 161177

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Compound Synonyms Podophyllotoxin 4-O-glucoside, Podophyllotoxin glucoside, 16481-54-2, podophyllotoxin-4-o-glucoside, (5R,5aR,8aR,9R)-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[6,5-f][1,3]benzodioxol-8-one, SP-G Iia, Podophyllotoxin beta-D-glucoside, Podophyllotoxin-beta-D-glucoside, NSC 163024, Podophyllotoxin, 3-beta-D-glucopyranoside, Podophyllotoxin-beta-D-benzylidene glucoside, prostaglandins B, 4,6-O-Benzylide-beta-D-glucopyranosidepodophyllotoxin, Podophyllotoxin, beta-D-glucopyranoside, 9-(beta-D-glucopyranosyloxy)-5,8,8a,9-tetrahydro-5-(3,4,5-trimethoxyphenyl)furo(3',4':6,7)naphtho(2,3-d)-1,3-dioxol-6(5aH)-one (5R-(5alpha,5abeta,8aalpha,9alpha))-, PGB, CHEMBL503644, SCHEMBL2825043, HY-N1977, AKOS040762211, 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-(3,4,5-trimethoxyphenyl)-, (5R-(5alpha,5abeta,8aalpha,9alpha))-, CS-0018297
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 172.0
Hydrogen Bond Donor Count 4.0
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)))OC))))))))))))))[C@@H][C@H][C@@H]6O))O))O
Heavy Atom Count 41.0
Classyfire Class Lignan lactones
Scaffold Graph Node Level OC1OCC2C(OC3CCCCO3)C3CC4OCOC4CC3C(C3CCCCC3)C12
Classyfire Subclass Podophyllotoxins
Isotope Atom Count 0.0
Molecular Complexity 907.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 9.0
Uniprot Id n.a.
Iupac Name (5R,5aR,8aR,9R)-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-9-(3,4,5-trimethoxyphenyl)-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 0.4
Gsk 4 400 Rule False
Molecular Formula C28H32O13
Scaffold Graph Node Bond Level O=C1OCC2C(OC3CCCCO3)c3cc4c(cc3C(c3ccccc3)C12)OCO4
Prediction Swissadme 0.0
Inchi Key NXVJTGLCCSFGAT-QNDDJFOYSA-N
Silicos It Class Soluble
Fcsp3 0.5357142857142857
Logs -2.71
Rotatable Bond Count 7.0
Logd 1.14
Synonyms podophyllotoxin-β-d-glucoside
Esol Class Soluble
Functional Groups CO, COC(C)=O, CO[C@@H](C)OC, c1cOCO1, cOC
Compound Name Podophyllotoxin glucoside
Prediction Hob Swissadme 0.0
Exact Mass 576.184
Formal Charge 0.0
Monoisotopic Mass 576.184
Hydrogen Bond Acceptor Count 13.0
Molecular Weight 576.5
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 -3.4338015658536616
Inchi InChI=1S/C28H32O13/c1-34-17-4-11(5-18(35-2)26(17)36-3)20-12-6-15-16(39-10-38-15)7-13(12)25(14-9-37-27(33)21(14)20)41-28-24(32)23(31)22(30)19(8-29)40-28/h4-7,14,19-25,28-32H,8-10H2,1-3H3/t14-,19+,20+,21-,22+,23-,24+,25-,28-/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[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 Annona Atemoya (Plant) Rel Props:Source_db:npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Antigonon Leptopus (Plant) Rel Props:Source_db:npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Dimorphotheca Sinuata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Schefflera Capitata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 5. Outgoing r'ship FOUND_IN to/from Senecio Mexicanus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 6. Outgoing r'ship FOUND_IN to/from Sinopodophyllum Emodi (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 7. Outgoing r'ship FOUND_IN to/from Sinopodophyllum Hexandrum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 8. Outgoing r'ship FOUND_IN to/from Smilax Glabra (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 9. Outgoing r'ship FOUND_IN to/from Tephrosia Maxima (Plant) Rel Props:Source_db:npass_chem_all