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4'-Demethylepipodophyllotoxin

PubChem CID: 122797

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Compound Synonyms 4'-Demethylepipodophyllotoxin, 6559-91-7, (-)-4'-Demethylepipodophyllotoxin, 4'-DMEP, 4-Demethylepipodophyllotoxin, 4'-Demethyl-epipodophyllotoxin, BRN 1358259, 4'-O-demethylepipodophyllotoxin, X0S6I23X6L, DTXSID7048742, CHEBI:74422, epi-4'-demethylpodophyllotoxin, DTXCID0028668, 4'-demethyl-9-epipodophyllotoxin, 4'-O-demethyl-4-epipodophyllotoxin, (10R,11R,15R,16S)-16-hydroxy-10-(4-hydroxy-3,5-dimethoxyphenyl)-4,6,13-trioxatetracyclo[7.7.0.0^{3,7}.0^{11,15}]hexadeca-1,3(7),8-trien-12-one, (5R,5aR,8aR,9S)-9-hydroxy-5-(4-hydroxy-3,5-dimethoxyphenyl)-5,8,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(5aH)-one, Furo(3',4':6,7)naphtho(2,3-d)-1,3-dioxol-6(5ah)-one, 5,8,8a,9-tetrahydro-9-hydroxy-5-(4-hydroxy-3,5-dimethoxyphenyl)-, (5R-(5-alpha,5a-beta,8a-alpha,9-beta))-, (5R-(5alpha,5abeta,8aalpha,9beta))-5,8,8a,9-Tetrahydro-9-hydroxy-5-(4-hydroxy-3,5-dimethoxyphenyl)-furo(3',4':6,7)naphtho(2,3-d)-1,3-dioxol-6(5aH)-one, (5s,5ar,8ar,9r)-9-(3,5-Dimethoxy-4-Oxidanyl-Phenyl)-5-Oxidanyl-5a,6,8a,9-Tetrahydro-5h-[2]benzofuro[6,5-F][1,3]benzodioxol-8-One, FURO(3',4':6,7)NAPHTHO(2,3-D)-1,3-DIOXOL-6(5AH)-ONE, 5,8,8A,9-TETRAHYDRO-9-HYDROXY-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, 5,8,8a,9-tetrahydro-9-hydroxy-5-(4-hydroxy-3,5-dimethoxyphenyl)-, (5R,5aR,8aR,9S)-, UNII-X0S6I23X6L, 4'-demethyl epipodophyllotoxin, etoposide aglycone, NCGC00161927-01, (5R,5aR,8aR,9S)-9-Hydroxy-5-(4-hydroxy-3,5-dimethoxyphenyl)-5,8,8a,9-tetrahydrofuro(3',4':6,7)naphtho(2,3-d)(1,3)dioxol-6(5aH)-one, 4'-Demethylepipodophyllotoxin, Teniposide Related Compound A, Etoposide Impurity E, Podophyllotoxin Impurity B, 4'-O-demethylepipodophyllotoxin, 4'-DMEP, CHEMBL31929, SCHEMBL9885196, Epipodophyllotoxin, 4'-demethyl-, GLXC-10364, EX-A1205, (-)-4'-demethyl-epipodophyllotoxin, Tox21_113196, HY-17435R, s2254, AKOS015896348, AC-7468, CCG-208563, CS-1426, FD21027, 4'-Demethylepipodophyllotoxin (Standard), AS-18736, Furo(3',4':6,7)naphtho(2,3-d)-1,3-dioxol-6(5aH)-one, 5,8,8a,9-tetrahydro-9-hydroxy-5-(4-hydroxy-3,5-dimethoxyphenyl)-, (5R-(5alpha,5abeta,8aalpha,9beta))-, HY-17435, CAS-6559-91-7, D5653, NS00035898, C21185, SR-05000002194, SR-05000002194-2, Q27144659, (10R,11R,15R,16S)-16-HYDROXY-10-(4-HYDROXY-3,5-DIMETHOXYPHENYL)-4,6,13-TRIOXATETRACYCLO[7.7.0.0(3),?.0(1)(1),(1)?]HEXADECA-1(9),2,7-TRIEN-12-ONE, (10R,11R,15R,16S)-16-hydroxy-10-(4-hydroxy-3,5-dimethoxyphenyl)-4,6,13-trioxatetracyclo[7.7.0.03,7.011,15]hexadeca-1,3(7),8-trien-12-one, (5R,5aR,8aR,9S)-5,8,8a,9-tetrahydro-9-hydroxy-5-(4-hydroxy-3,5-dimethoxyphenyl)furo[3',4':6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one, (5R,5aR,8aR,9S)-9-Hydroxy-5-(4-hydroxy-3,5-dimethoxyphenyl)-5,8,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one, (5S,5aR,8aR,9R)-5-hydroxy-9-(4-hydroxy-3,5-dimethoxy-phenyl)-5a,6,8a,9-tetrahydro-5H-isobenzofuro[6,5-f][1,3]benzodioxol-8-one, 613-823-0, 89O
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 104.0
Hydrogen Bond Donor Count 2.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CCC2CC3CC4CCCC4CC3C(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
Heavy Atom Count 29.0
Classyfire Class Lignan lactones
Scaffold Graph Node Level OC1OCC2CC3CC4OCOC4CC3C(C3CCCCC3)C21
Classyfire Subclass Podophyllotoxins
Isotope Atom Count 0.0
Molecular Complexity 614.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 4.0
Iupac Name (5S,5aR,8aR,9R)-5-hydroxy-9-(4-hydroxy-3,5-dimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one
Veber Rule True
Classyfire Superclass Lignans, neolignans and related compounds
Xlogp 1.7
Gsk 4 400 Rule False
Molecular Formula C21H20O8
Scaffold Graph Node Bond Level O=C1OCC2Cc3cc4c(cc3C(c3ccccc3)C12)OCO4
Inchi Key YVCVYCSAAZQOJI-JHQYFNNDSA-N
Silicos It Class Moderately soluble
Rotatable Bond Count 3.0
Synonyms 4'-demethylepipodophyllotoxin, 4'-o-dimethyl epipodophyllotoxin
Esol Class Soluble
Functional Groups CO, COC(C)=O, c1cOCO1, cO, cOC
Compound Name 4'-Demethylepipodophyllotoxin
Exact Mass 400.116
Formal Charge 0.0
Monoisotopic Mass 400.116
Hydrogen Bond Acceptor Count 8.0
Molecular Weight 400.4
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
Inchi InChI=1S/C21H20O8/c1-25-15-3-9(4-16(26-2)20(15)23)17-10-5-13-14(29-8-28-13)6-11(10)19(22)12-7-27-21(24)18(12)17/h3-6,12,17-19,22-23H,7-8H2,1-2H3/t12-,17+,18-,19+/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
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 Sinopodophyllum Hexandrum (Plant) Rel Props:Reference:https://doi.org/10.1093/database/bav075