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9,10-Anthracenedione, 1-[(6-O-beta-D-glucopyranosyl-beta-D-glucopyranosyl)oxy]-8-hydroxy-3-methyl-

PubChem CID: 44463239

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Compound Synonyms 54944-38-6, Chrysophanol-1-O-beta-gentiobioside, Chrysophanol-1-O-, A-gentiobioside, 9,10-Anthracenedione, 1-[(6-O-beta-D-glucopyranosyl-beta-D-glucopyranosyl)oxy]-8-hydroxy-3-methyl-, 8-hydroxy-3-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyanthracene-9,10-dione, DTXSID001121875, HY-N7598, AKOS040758189, DA-72204, CHRYSOPHANOL-1-O-??-GENTIOBIOSIDE, CHRYSOPHANOL-1-O-, cent-GENTIOBIOSIDE, CS-0134739, D85143, 1-[(6-O-I(2)-D-Glucopyranosyl-I(2)-D-glucopyranosyl)oxy]-8-hydroxy-3-methyl-9,10-anthracenedione
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 233.0
Hydrogen Bond Donor Count 8.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1C2CCCCC2C(C)C2C(CC3CCCC(CCC4CCCCC4)C3)CCCC12
Np Classifier Class Anthraquinones and anthrones
Deep Smiles OC[C@H]O[C@@H]OC[C@H]O[C@@H]OcccC)ccc6C=O)ccC6=O))cccc6O)))))))))))))))[C@@H][C@H][C@@H]6O))O))O)))))))[C@@H][C@H][C@@H]6O))O))O
Heavy Atom Count 41.0
Classyfire Class Anthracenes
Scaffold Graph Node Level OC1C2CCCCC2C(O)C2C(OC3CCCC(COC4CCCCO4)O3)CCCC12
Classyfire Subclass Anthraquinones
Isotope Atom Count 0.0
Molecular Complexity 949.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 10.0
Iupac Name 8-hydroxy-3-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyanthracene-9,10-dione
Veber Rule False
Classyfire Superclass Benzenoids
Xlogp -0.9
Gsk 4 400 Rule False
Molecular Formula C27H30O14
Scaffold Graph Node Bond Level O=C1c2ccccc2C(=O)c2c(OC3CCCC(COC4CCCCO4)O3)cccc21
Inchi Key FKODDFZWQVWOAW-ONMHTNRHSA-N
Silicos It Class Soluble
Rotatable Bond Count 6.0
Synonyms chrysophanol-1-beta-gentiobioside
Esol Class Soluble
Functional Groups CO, CO[C@@H](C)OC, cC(c)=O, cO, cO[C@@H](C)OC
Compound Name 9,10-Anthracenedione, 1-[(6-O-beta-D-glucopyranosyl-beta-D-glucopyranosyl)oxy]-8-hydroxy-3-methyl-
Exact Mass 578.164
Formal Charge 0.0
Monoisotopic Mass 578.164
Hydrogen Bond Acceptor Count 14.0
Molecular Weight 578.5
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/C27H30O14/c1-9-5-11-17(21(33)16-10(18(11)30)3-2-4-12(16)29)13(6-9)39-27-25(37)23(35)20(32)15(41-27)8-38-26-24(36)22(34)19(31)14(7-28)40-26/h2-6,14-15,19-20,22-29,31-32,34-37H,7-8H2,1H3/t14-,15-,19-,20-,22+,23+,24-,25-,26-,27-/m1/s1
Smiles CC1=CC2=C(C(=C1)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O)O)C(=O)C5=C(C2=O)C=CC=C5O
Np Classifier Biosynthetic Pathway Polyketides
Defined Bond Stereocenter Count 0.0
Egan Rule False
Np Classifier Superclass Polycyclic aromatic polyketides

  • 1. Outgoing r'ship FOUND_IN to/from Senna Tora (Plant) Rel Props:Reference:https://doi.org/10.15482/usda.adc/1239279