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7-[3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one

PubChem CID: 320361

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Compound Synonyms 7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one, SCHEMBL20777444, DTXSID40871579, BCP32280, NSC267696, Umbelliferone, .beta.-D-glucopyranoside, 2-Oxo-2H-1-benzopyran-7-yl hexopyranoside, Coumarin, 7-(.beta.-D-glucopyranosyloxy)-
Topological Polar Surface Area 126.0
Hydrogen Bond Donor Count 4.0
Heavy Atom Count 23.0
Description Skimmin is a member of the class of compounds known as coumarin glycosides. Coumarin glycosides are aromatic compounds containing a carbohydrate moiety glycosidically bound to a coumarin moiety. Skimmin is soluble (in water) and a very weakly acidic compound (based on its pKa). Skimmin can be found in sweet potato, which makes skimmin a potential biomarker for the consumption of this food product. Skimmin is a glucoside of umbelliferone .
Isotope Atom Count 0.0
Molecular Complexity 466.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Iupac Name 7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one
Prediction Hob 1.0
Class Coumarins and derivatives
Xlogp -0.7
Superclass Phenylpropanoids and polyketides
Subclass Coumarin glycosides
Molecular Formula C15H16O8
Prediction Swissadme 0.0
Inchi Key VPAOSFFTKWUGAD-UHFFFAOYSA-N
Fcsp3 0.4
Logs -2.169
Rotatable Bond Count 3.0
Logd 0.289
Synonyms (-)-Skimmin, 2H-1-Benzopyran-2-one, 7-(&beta, -D-glucopyranosyloxy)-, 7-Hydroxycoumarin-7-glucoside, Coumarin, 7-(&beta, -D-glucopyranosyloxy)-, Glucopyranoside, umbelliferone, &beta, -d-, Skimmin, Skimmine, Umbelliferone glucoside, Umbelliferone, &beta, -d-glucopyranoside
Compound Name 7-[3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 324.085
Formal Charge 0.0
Monoisotopic Mass 324.085
Hydrogen Bond Acceptor Count 8.0
Molecular Weight 324.28
Covalent Unit Count 1.0
Total Atom Stereocenter Count 5.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aromatic heteropolycyclic compounds
Esol -0.7521061304347827
Inchi InChI=1S/C15H16O8/c16-6-10-12(18)13(19)14(20)15(23-10)21-8-3-1-7-2-4-11(17)22-9(7)5-8/h1-5,10,12-16,18-20H,6H2
Smiles C1=CC(=CC2=C1C=CC(=O)O2)OC3C(C(C(C(O3)CO)O)O)O
Nring 3.0
Defined Bond Stereocenter Count 0.0
Taxonomy Direct Parent Coumarin glycosides

  • 1. Outgoing r'ship FOUND_IN to/from Citrus Trifoliata (Plant) Rel Props:Source_db:cmaup_ingredients
  • 2. Outgoing r'ship FOUND_IN to/from Dictamnus Albus (Plant) Rel Props:Source_db:cmaup_ingredients
  • 3. Outgoing r'ship FOUND_IN to/from Glehnia Littoralis (Plant) Rel Props:Source_db:cmaup_ingredients
  • 4. Outgoing r'ship FOUND_IN to/from Ipomoea Batatas (Plant) Rel Props:Source_db:fooddb_chem_all
  • 5. Outgoing r'ship FOUND_IN to/from Morus Alba (Plant) Rel Props:Source_db:cmaup_ingredients
  • 6. Outgoing r'ship FOUND_IN to/from Murraya Paniculata (Plant) Rel Props:Source_db:cmaup_ingredients
  • 7. Outgoing r'ship FOUND_IN to/from Orixa Japonica (Plant) Rel Props:Source_db:cmaup_ingredients
  • 8. Outgoing r'ship FOUND_IN to/from Ruta Graveolens (Plant) Rel Props:Source_db:cmaup_ingredients
  • 9. Outgoing r'ship FOUND_IN to/from Saussurea Superba (Plant) Rel Props:Source_db:cmaup_ingredients
  • 10. Outgoing r'ship FOUND_IN to/from Skimmia Japonica (Plant) Rel Props:Source_db:cmaup_ingredients
  • 11. Outgoing r'ship FOUND_IN to/from Skimmia Laureola (Plant) Rel Props:Source_db:cmaup_ingredients
  • 12. Outgoing r'ship FOUND_IN to/from Skimmia Reevesiana (Plant) Rel Props:Source_db:cmaup_ingredients
  • 13. Outgoing r'ship FOUND_IN to/from Zanthoxylum Ailanthoides (Plant) Rel Props:Source_db:cmaup_ingredients
  • 14. Outgoing r'ship FOUND_IN to/from Zanthoxylum Bungeanum (Plant) Rel Props:Source_db:cmaup_ingredients
  • 15. Outgoing r'ship FOUND_IN to/from Zanthoxylum Planispinum (Plant) Rel Props:Source_db:cmaup_ingredients