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Caffeic acid 3-glucoside

PubChem CID: 5281759

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Compound Synonyms Caffeic acid 3-glucoside, 24959-81-7, Caffeic acid 3-beta-D-glucoside, (E)-3-[4-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoic acid, C10431, 3-(4-Hydroxy-3-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)phenyl)acrylic acid, CAFFEIC ACID 3-O-B-D-GLUCOPYRANOSIDE, AC1NQZ0T, Caffeic Acid 3-, A-D-Glucoside, Caffeic acid O-glucoside, 3,4-Dihydroxycinnamic acid 3-o-beta-d-glucopyranoside, CHEBI:3293, Caffeic Acid 3-?-D-Glucoside, DTXSID70415187, MolPort-019-936-829, MC16643, 3-O-beta-D-glucosyl-trans-caffeic acid, NCGC00385117-01, trans-caffeic acid 3-O-beta-D-glucoside, Caffeic acid 3-O-beta-D-glucopyranoside, Min. 98%, Q27106013, (2E)-3-[3-(beta-D-glucopyranosyloxy)-4-hydroxyphenyl]prop-2-enoic acid, (E)-3-[4-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-phenyl]prop-2-enoic acid, 3-[3-(b-D-Glucopyranosyloxy)-4-hydroxyphenyl]-2-propenoic acid, 3-(b-D-Glucopyranosyloxy)-4-hydroxy-cinnamic acid
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 157.0
Hydrogen Bond Donor Count 6.0
Pfizer 3 75 Rule True
Scaffold Graph Level C1CCC(CC2CCCCC2)CC1
Np Classifier Class Cinnamic acids and derivatives
Deep Smiles OC[C@H]O[C@@H]Occc/C=C/C=O)O))))ccc6O))))))))[C@@H][C@H][C@@H]6O))O))O
Heavy Atom Count 24.0
Classyfire Class Organooxygen compounds
Description Caffeic acid 3-glucoside is a member of the class of compounds known as phenolic glycosides. Phenolic glycosides are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. Caffeic acid 3-glucoside is slightly soluble (in water) and a weakly acidic compound (based on its pKa). Caffeic acid 3-glucoside can be found in american cranberry, which makes caffeic acid 3-glucoside a potential biomarker for the consumption of this food product.
Scaffold Graph Node Level C1CCC(OC2CCCCO2)CC1
Classyfire Subclass Carbohydrates and carbohydrate conjugates
Isotope Atom Count 0.0
Molecular Complexity 454.0
Database Name cmaup_ingredients;fooddb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 5.0
Iupac Name (E)-3-[4-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoic acid
Prediction Hob 0.0
Veber Rule False
Classyfire Superclass Organic oxygen compounds
Xlogp -1.4
Gsk 4 400 Rule True
Molecular Formula C15H18O9
Scaffold Graph Node Bond Level c1ccc(OC2CCCCO2)cc1
Prediction Swissadme 0.0
Inchi Key QOPSZFXPZWQLOG-VHCZEJTMSA-N
Silicos It Class Soluble
Fcsp3 0.4
Logs -1.106
Rotatable Bond Count 5.0
Logd -0.535
Synonyms caffeic-acid-3-beta-g-glucopyranoside
Esol Class Very soluble
Functional Groups CO, c/C=C/C(=O)O, cO, cO[C@@H](C)OC
Compound Name Caffeic acid 3-glucoside
Prediction Hob Swissadme 0.0
Exact Mass 342.095
Formal Charge 0.0
Monoisotopic Mass 342.095
Hydrogen Bond Acceptor Count 9.0
Molecular Weight 342.3
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 5.0
Total Bond Stereocenter Count 1.0
Lipinski Rule Of 5 True
Esol -1.2187599999999998
Inchi InChI=1S/C15H18O9/c16-6-10-12(20)13(21)14(22)15(24-10)23-9-5-7(1-3-8(9)17)2-4-11(18)19/h1-5,10,12-17,20-22H,6H2,(H,18,19)/b4-2+/t10-,12-,13+,14-,15-/m1/s1
Smiles C1=CC(=C(C=C1/C=C/C(=O)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O
Nring 2.0
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 1.0
Egan Rule False
Np Classifier Superclass Phenylpropanoids (C6-C3)

  • 1. Outgoing r'ship FOUND_IN to/from Barringtonia Asiatica (Plant) Rel Props:Reference:
  • 2. Outgoing r'ship FOUND_IN to/from Berberis Asiatica (Plant) Rel Props:Reference:
  • 3. Outgoing r'ship FOUND_IN to/from Buddleja Asiatica (Plant) Rel Props:Reference:
  • 4. Outgoing r'ship FOUND_IN to/from Centella Asiatica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 5. Outgoing r'ship FOUND_IN to/from Chomelia Asiatica (Plant) Rel Props:Reference:
  • 6. Outgoing r'ship FOUND_IN to/from Colubrina Asiatica (Plant) Rel Props:Reference:
  • 7. Outgoing r'ship FOUND_IN to/from Gmelina Asiatica (Plant) Rel Props:Reference:
  • 8. Outgoing r'ship FOUND_IN to/from Grewia Asiatica (Plant) Rel Props:Reference:
  • 9. Outgoing r'ship FOUND_IN to/from Leea Asiatica (Plant) Rel Props:Reference:
  • 10. Outgoing r'ship FOUND_IN to/from Malus Asiatica (Plant) Rel Props:Reference:
  • 11. Outgoing r'ship FOUND_IN to/from Plantago Asiatica (Plant) Rel Props:Reference:
  • 12. Outgoing r'ship FOUND_IN to/from Populus Nigra (Plant) Rel Props:Reference:https://doi.org/10.15482/usda.adc/1239279
  • 13. Outgoing r'ship FOUND_IN to/from Striga Asiatica (Plant) Rel Props:Reference:
  • 14. Outgoing r'ship FOUND_IN to/from Tarenna Asiatica (Plant) Rel Props:Reference:
  • 15. Outgoing r'ship FOUND_IN to/from Tetracera Asiatica (Plant) Rel Props:Reference:
  • 16. Outgoing r'ship FOUND_IN to/from Toddalia Asiatica (Plant) Rel Props:Reference:
  • 17. Outgoing r'ship FOUND_IN to/from Torenia Asiatica (Plant) Rel Props:Reference:
  • 18. Outgoing r'ship FOUND_IN to/from Vaccinium Macrocarpon (Plant) Rel Props:Source_db:fooddb_chem_all
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