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2-(3,4-Dihydroxyphenyl)-5-hydroxy-7-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-4-one

PubChem CID: 12315422

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Compound Synonyms Luteolin-7-rutinoside, SCHEMBL12939581, HMS3356K20
Topological Polar Surface Area 245.0
Hydrogen Bond Donor Count 9.0
Inchi Key MGYBYJXAXUBTQF-UHFFFAOYSA-N
Rotatable Bond Count 6.0
State Solid
Synonyms Lonicerin, Luteolin 7-neohesperidoside, Luteolin 7-O-neohesperidoside, Luteolin 7-O-rutinoside, Luteolin 7-rutinoside, Luteolin-7-O-beta-D-rutinoside, Luteolin-7-O-rhamnoside, Luteolin-7-rutinoside, Luteoline-7-rhamnoglucoside, Scolymoside, Skolimoside, Veronicastroside
Heavy Atom Count 42.0
Compound Name 2-(3,4-Dihydroxyphenyl)-5-hydroxy-7-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-4-one
Description Isolated from Capsella bursa-pastoris (shepherd's purse) Cynara scolymus (globe artichoke) Scolymoside is a minor flavonoid found in the leaves and leaf extracts of artichoke (Cynara scolymus L.). Artichoke and artichoke leaf extracts (ALE) have a long history as a traditional part of the Mediterranean diet as well as in folk medicine for the treatment of dyspeptic disorders. Although several biol. mechanisms of action have been suggested, e.g. increased biliary secretion leading to an increased cholesterol elimination and/or inhibition of 3-hydroxy-3-methylglutaryl CoA (HMG-CoA) reductase activity resulting in a decreased cholesterol biosynthesis, convincing and conclusive human studies investigating the blood cholesterol lowering properties of artichoke or ALE are currently limited. (European Food Research and Technology (2002), 215(2), 149-157.)
Exact Mass 594.158
Formal Charge 0.0
Monoisotopic Mass 594.158
Isotope Atom Count 0.0
Molecular Complexity 979.0
Hydrogen Bond Acceptor Count 15.0
Molecular Weight 594.5
Database Name fooddb_chem_all;pubchem
Covalent Unit Count 1.0
Defined Atom Stereocenter Count 0.0
Iupac Name 2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-4-one
Total Atom Stereocenter Count 10.0
Total Bond Stereocenter Count 0.0
Inchi InChI=1S/C27H30O15/c1-9-20(32)22(34)24(36)26(39-9)38-8-18-21(33)23(35)25(37)27(42-18)40-11-5-14(30)19-15(31)7-16(41-17(19)6-11)10-2-3-12(28)13(29)4-10/h2-7,9,18,20-30,32-37H,8H2,1H3
Smiles CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC(=C(C=C5)O)O)O)O)O)O)O)O)O
Xlogp -1.1
Defined Bond Stereocenter Count 0.0
Molecular Formula C27H30O15

  • 1. Outgoing r'ship FOUND_IN to/from Citrus Limon (Plant) Rel Props:Source_db:fooddb_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Citrus Sinensis (Plant) Rel Props:Source_db:fooddb_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Mentha Aquatica (Plant) Rel Props:Source_db:fooddb_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Mentha Longifolia (Plant) Rel Props:Source_db:fooddb_chem_all
  • 5. Outgoing r'ship FOUND_IN to/from Phoenix Dactylifera (Plant) Rel Props:Source_db:fooddb_chem_all