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5,7-Dihydroxy-2-(4-Hydroxyphenyl)-6-(3,4,5-Trihydroxy-6-(Hydroxymethyl)Oxan-2-Yl)-8-(3,4,5-Trihydroxyoxan-2-Yl)Chromen-4-One

PubChem CID: 3550102

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Compound Synonyms Schaftoside, 5,7-dihydroxy-2-(4-hydroxyphenyl)-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-8-(3,4,5-trihydroxyoxan-2-yl)chromen-4-one, Vicenin III, 207461-10-7, 51938-32-0, 5,7-Dihydroxy-2-(4-Hydroxyphenyl)-6-(3,4,5-Trihydroxy-6-(Hydroxymethyl)Oxan-2-Yl)-8-(3,4,5-Trihydroxyoxan-2-Yl)Chromen-4-One, Compound NP-000004, MLS000876755, MEGxp0_000003, CHEMBL1537012, ACon1_001811, CHEBI:139467, HMS2271I13, AKOS040740192, NCGC00180115-01, FV145283, SMR000440577, NS00097542, 6-b-D-Glucopyranosyl-8-b-D-ribopyranosylapigenin, 6-beta-D-Glucopyranosyl-8-beta-D-ribopyranosylapigenin, BRD-A73892391-001-01-4
Topological Polar Surface Area 247.0
Hydrogen Bond Donor Count 10.0
Heavy Atom Count 40.0
Description 6-beta-d-glucopyranosyl-8-beta-d-ribopyranosylapigenin is a member of the class of compounds known as flavonoid 8-c-glycosides. Flavonoid 8-c-glycosides are compounds containing a carbohydrate moiety which is C-glycosidically linked to 8-position of a 2-phenylchromen-4-one flavonoid backbone. 6-beta-d-glucopyranosyl-8-beta-d-ribopyranosylapigenin is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). 6-beta-d-glucopyranosyl-8-beta-d-ribopyranosylapigenin can be found in herbs and spices, which makes 6-beta-d-glucopyranosyl-8-beta-d-ribopyranosylapigenin a potential biomarker for the consumption of this food product.
Isotope Atom Count 0.0
Molecular Complexity 938.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Uniprot Id O00204, P22309, P27695, P06746, P10253, Q9UNA4, P39748, Q9Y253, Q9UBT6
Iupac Name 5,7-dihydroxy-2-(4-hydroxyphenyl)-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-8-(3,4,5-trihydroxyoxan-2-yl)chromen-4-one
Prediction Hob 0.0
Class Flavonoids
Target Id NPT49, NPT59, NPT60
Xlogp -2.2
Superclass Phenylpropanoids and polyketides
Subclass Flavonoid glycosides
Molecular Formula C26H28O14
Prediction Swissadme 0.0
Inchi Key MMDUKUSNQNWVET-UHFFFAOYSA-N
Fcsp3 0.4230769230769231
Logs -2.916
Rotatable Bond Count 4.0
Logd -0.034
Synonyms 8-b-L-Arabinopyranosyl-6-b-D-glucopyranosylapigenin, Neoschaftoside, 8-a-L-Arabinopyranosyl-6-b-D-glucopyranosylapigenin, 6-b-D-Glucopyranosyl-8-b-D-ribopyranosylapigenin, Apigenin 6-C-glucoside 8-C-riboside, 6-b-D-Glucopyranosyl-8-b-D-xylopyranosylapigenin, Vicenin 3, Schaftoside, 6-Β-D-glucopyranosyl-8-β-D-ribopyranosylapigenin
Compound Name 5,7-Dihydroxy-2-(4-Hydroxyphenyl)-6-(3,4,5-Trihydroxy-6-(Hydroxymethyl)Oxan-2-Yl)-8-(3,4,5-Trihydroxyoxan-2-Yl)Chromen-4-One
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 564.148
Formal Charge 0.0
Monoisotopic Mass 564.148
Hydrogen Bond Acceptor Count 14.0
Molecular Weight 564.5
Covalent Unit Count 1.0
Total Atom Stereocenter Count 9.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aromatic heteropolycyclic compounds
Esol -1.494475200000002
Inchi InChI=1S/C26H28O14/c27-6-13-18(32)21(35)23(37)26(40-13)15-19(33)14-10(29)5-12(8-1-3-9(28)4-2-8)39-24(14)16(20(15)34)25-22(36)17(31)11(30)7-38-25/h1-5,11,13,17-18,21-23,25-28,30-37H,6-7H2
Smiles C1C(C(C(C(O1)C2=C3C(=C(C(=C2O)C4C(C(C(C(O4)CO)O)O)O)O)C(=O)C=C(O3)C5=CC=C(C=C5)O)O)O)O
Nring 5.0
Defined Bond Stereocenter Count 0.0
Taxonomy Direct Parent Flavonoid 8-C-glycosides

  • 1. Outgoing r'ship FOUND_IN to/from Artemisia Annua (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Camellia Sinensis (Plant) Rel Props:Source_db:fooddb_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Capsicum Annum (Plant) Rel Props:Source_db:fooddb_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Ceratonia Siliqua (Plant) Rel Props:Source_db:fooddb_chem_all
  • 5. Outgoing r'ship FOUND_IN to/from Ficus Carica (Plant) Rel Props:Source_db:fooddb_chem_all
  • 6. Outgoing r'ship FOUND_IN to/from Glycyrrhiza Glabra (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 7. Outgoing r'ship FOUND_IN to/from Glycyrrhiza Inflata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 8. Outgoing r'ship FOUND_IN to/from Oryza Sativa (Plant) Rel Props:Source_db:cmaup_ingredients;fooddb_chem_all;npass_chem_all
  • 9. Outgoing r'ship FOUND_IN to/from Triticum Aestivum (Plant) Rel Props:Source_db:fooddb_chem_all