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4'-Demethylpodophyllotoxin beta-D-benzylidene glucoside

PubChem CID: 170391

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Compound Synonyms SP-G Iib, 4'-Demethylpodophyllotoxin beta-D-benzylidene glucoside, 4,6-O-Benzylidene-beta-D-glucopyranoside-4'-demethylpodophyllotoxin, Podophyllotoxin, 4'-demethyl-, 4,6-O-benzylidene-beta-D-glucopyranoside, Podophyllotoxin, 4'-demethyl-4,6-O-benzylidene-beta-D-glucopyranoside, Furo(3',4':6,7)naphtho(2,3-d)-1,3-dioxol-6(5ah)-one, 5,8,8a,9-tetrahydro-, (5R-(5-alpha,5a-beta,8a-alpha,9-alpha))-, 40553-78-4, DTXSID50911576, 4'-Demethylpodophyllotoxin 4,6-O-benzylidene-beta-D-glucopyranoside, 4'-Demethylpodophyllotoxin 4,6-O-benzylidene-beta-D-glucopyranoside, 11031-29-1, 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 4,6-O-benzylidenehexopyranoside
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 161.0
Hydrogen Bond Donor Count 3.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CCC2C(CC3CCC4CC(C5CCCCC5)CCC4C3)C3CC4CCCC4CC3C(C3CCCCC3)C12
Np Classifier Class Arylnaphthalene and aryltetralin lignans
Deep Smiles COcccccc6O))OC))))[C@H][C@H]C=O)OC[C@@H]5[C@H]cc9ccOCOc5c9)))))))))O[C@@H]OCCOCO[C@H]6[C@@H][C@H]%10O))O))))cccccc6
Heavy Atom Count 47.0
Classyfire Class Lignan lactones
Scaffold Graph Node Level OC1OCC2C(OC3CCC4OC(C5CCCCC5)OCC4O3)C3CC4OCOC4CC3C(C3CCCCC3)C12
Classyfire Subclass Podophyllotoxins
Isotope Atom Count 0.0
Molecular Complexity 1090.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 8.0
Iupac Name (5R,5aR,8aR,9R)-5-[[(6R,7R,8R,8aS)-7,8-dihydroxy-2-phenyl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-6-yl]oxy]-9-(4-hydroxy-3,5-dimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[6,5-f][1,3]benzodioxol-8-one
Veber Rule False
Classyfire Superclass Lignans, neolignans and related compounds
Xlogp 1.5
Gsk 4 400 Rule False
Molecular Formula C34H34O13
Scaffold Graph Node Bond Level O=C1OCC2C(OC3CCC4OC(c5ccccc5)OCC4O3)c3cc4c(cc3C(c3ccccc3)C12)OCO4
Inchi Key RHRMTILDFUYBOD-ZHPHRDAVSA-N
Silicos It Class Moderately soluble
Rotatable Bond Count 6.0
Synonyms 4'-demethylpodophyllotoxin-beta-d-glucopyranoside, 4'-demethylpodophyllotoxin-beta-d-glucoside
Esol Class Moderately soluble
Functional Groups CO, COC(C)=O, CO[C@H](C)OC, c1cOCO1, cC(OC)OC, cO, cOC
Compound Name 4'-Demethylpodophyllotoxin beta-D-benzylidene glucoside
Exact Mass 650.2
Formal Charge 0.0
Monoisotopic Mass 650.2
Hydrogen Bond Acceptor Count 13.0
Molecular Weight 650.6
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 10.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 False
Inchi InChI=1S/C34H34O13/c1-39-22-8-16(9-23(40-2)27(22)35)25-17-10-20-21(44-14-43-20)11-18(17)30(19-12-41-32(38)26(19)25)46-34-29(37)28(36)31-24(45-34)13-42-33(47-31)15-6-4-3-5-7-15/h3-11,19,24-26,28-31,33-37H,12-14H2,1-2H3/t19-,24?,25+,26-,28+,29+,30-,31+,33?,34-/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]7C(O6)COC(O7)C8=CC=CC=C8)O)O
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 Sinopodophyllum Hexandrum (Plant) Rel Props:Reference:https://doi.org/10.15482/usda.adc/1239279