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4H-1-Benzopyran-4-one, 2-(4-(3-beta-D-glucopyranosyl-2,4,6-trihydroxy-5-((2E)-3-(4-hydroxyphenyl)-1-oxo-2-propenyl)phenoxy)phenyl)-2,3-dihydro-5,7-dihydroxy-, (2S)-

PubChem CID: 6440594

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Compound Synonyms Occidentoside, 77782-91-3, (2S)-5,7-Dihydroxy-2-[4-[2,4,6-Trihydroxy-3-[(E)-3-(4-Hydroxyphenyl)Prop-2-Enoyl]-5-[(2S,3R,4R,5S,6R)-3,4,5-Trihydroxy-6-(Hydroxymethyl)Oxan-2-Yl]Phenoxy]Phenyl]Chroman-4-One, 4H-1-Benzopyran-4-one, 2-(4-(3-beta-D-glucopyranosyl-2,4,6-trihydroxy-5-((2E)-3-(4-hydroxyphenyl)-1-oxo-2-propenyl)phenoxy)phenyl)-2,3-dihydro-5,7-dihydroxy-, (2S)-
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 264.0
Hydrogen Bond Donor Count 10.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC(CCC1CCCCC1)C1CC(CC2CCC(C3CC(C)C4CCCCC4C3)CC2)CC(C2CCCCC2)C1
Np Classifier Class Chalcones, Flavanones
Deep Smiles OC[C@H]O[C@H][C@@H][C@H][C@@H]6O))O))O))ccO)cOcccccc6))[C@@H]CC=O)ccO6)cccc6O)))O)))))))))))))ccc6O))C=O)/C=C/cccccc6))O)))))))))O
Heavy Atom Count 51.0
Classyfire Class Lignan glycosides
Scaffold Graph Node Level OC(CCC1CCCCC1)C1CC(OC2CCC(C3CC(O)C4CCCCC4O3)CC2)CC(C2CCCCO2)C1
Isotope Atom Count 0.0
Molecular Complexity 1220.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 6.0
Iupac Name (2S)-5,7-dihydroxy-2-[4-[2,4,6-trihydroxy-3-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]-5-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]phenoxy]phenyl]-2,3-dihydrochromen-4-one
Veber Rule False
Classyfire Superclass Lignans, neolignans and related compounds
Xlogp 2.7
Gsk 4 400 Rule False
Molecular Formula C36H32O15
Scaffold Graph Node Bond Level O=C(C=Cc1ccccc1)c1cc(Oc2ccc(C3CC(=O)c4ccccc4O3)cc2)cc(C2CCCCO2)c1
Inchi Key QAYDNOZSJGIPSH-UJLWYIQBSA-N
Silicos It Class Moderately soluble
Rotatable Bond Count 8.0
Synonyms occidentoside
Esol Class Moderately soluble
Functional Groups CO, COC, c/C=C/C(c)=O, cC(C)=O, cO, cOC, cOc
Compound Name 4H-1-Benzopyran-4-one, 2-(4-(3-beta-D-glucopyranosyl-2,4,6-trihydroxy-5-((2E)-3-(4-hydroxyphenyl)-1-oxo-2-propenyl)phenoxy)phenyl)-2,3-dihydro-5,7-dihydroxy-, (2S)-
Exact Mass 704.174
Formal Charge 0.0
Monoisotopic Mass 704.174
Hydrogen Bond Acceptor Count 15.0
Molecular Weight 704.6
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 6.0
Total Bond Stereocenter Count 1.0
Lipinski Rule Of 5 False
Inchi InChI=1S/C36H32O15/c37-14-25-29(43)33(47)34(48)35(51-25)28-30(44)27(20(40)10-3-15-1-6-17(38)7-2-15)31(45)36(32(28)46)49-19-8-4-16(5-9-19)23-13-22(42)26-21(41)11-18(39)12-24(26)50-23/h1-12,23,25,29,33-35,37-39,41,43-48H,13-14H2/b10-3+/t23-,25+,29+,33-,34+,35-/m0/s1
Smiles C1[C@H](OC2=CC(=CC(=C2C1=O)O)O)C3=CC=C(C=C3)OC4=C(C(=C(C(=C4O)C(=O)/C=C/C5=CC=C(C=C5)O)O)[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 1.0
Egan Rule False
Np Classifier Superclass Flavonoids