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5-O-caffeoylshikimate

PubChem CID: 25243950

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Compound Synonyms 5-O-caffeoylshikimate, CAFFEOYLSHIKIMATE, caffeoylshikimic acid, 5-caffeoylshikimate, 5--O-caffeoylshikimic acid, 5-[(E)-caffeoyl]shikimate, 5-O-[(E)-caffeoyl]-shikimate, CHEBI:91005, 5-[(E)-caffeoyl]shikimate(1-), Q27163013, (3R,4R,5R)-5-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-3,4-dihydroxycyclohexene-1-carboxylate, (3R,4R,5R)-5-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-3,4-dihydroxycyclohex-1-ene-1-carboxylate
Prediction Swissadme 0.0
Topological Polar Surface Area 147.0
Hydrogen Bond Donor Count 4.0
Inchi Key QMPHZIPNNJOWQI-GDDAOPKQSA-M
Fcsp3 0.25
Rotatable Bond Count 4.0
Heavy Atom Count 24.0
Compound Name 5-O-caffeoylshikimate
Prediction Hob Swissadme 0.0
Exact Mass 335.077
Formal Charge -1.0
Monoisotopic Mass 335.077
Isotope Atom Count 0.0
Molecular Complexity 535.0
Hydrogen Bond Acceptor Count 8.0
Molecular Weight 335.28
Database Name cmaup_ingredients;pubchem
Covalent Unit Count 1.0
Defined Atom Stereocenter Count 3.0
Iupac Name (3R,4R,5R)-5-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-3,4-dihydroxycyclohexene-1-carboxylate
Total Atom Stereocenter Count 3.0
Total Bond Stereocenter Count 1.0
Prediction Hob 0.0
Esol -1.9186856000000003
Inchi InChI=1S/C16H16O8/c17-10-3-1-8(5-11(10)18)2-4-14(20)24-13-7-9(16(22)23)6-12(19)15(13)21/h1-6,12-13,15,17-19,21H,7H2,(H,22,23)/p-1/b4-2+/t12-,13-,15-/m1/s1
Smiles C1[C@H]([C@@H]([C@@H](C=C1C(=O)[O-])O)O)OC(=O)/C=C/C2=CC(=C(C=C2)O)O
Xlogp 0.9
Defined Bond Stereocenter Count 1.0
Molecular Formula C16H15O8-

  • 1. Outgoing r'ship FOUND_IN to/from Arabidopsis Thaliana (Plant) Rel Props:Source_db:cmaup_ingredients
  • 2. Outgoing r'ship FOUND_IN to/from Cichorium Glandulosum (Plant) Rel Props:Source_db:cmaup_ingredients
  • 3. Outgoing r'ship FOUND_IN to/from Cichorium Intybus (Plant) Rel Props:Source_db:cmaup_ingredients
  • 4. Outgoing r'ship FOUND_IN to/from Pyrrosia Lingua (Plant) Rel Props:Source_db:cmaup_ingredients
  • 5. Outgoing r'ship FOUND_IN to/from Pyrrosia Sheareri (Plant) Rel Props:Source_db:cmaup_ingredients
  • 6. Outgoing r'ship FOUND_IN to/from Pyrrosia Tricuspis (Plant) Rel Props:Source_db:cmaup_ingredients
  • 7. Outgoing r'ship FOUND_IN to/from Sarcandra Glabra (Plant) Rel Props:Source_db:cmaup_ingredients
  • 8. Outgoing r'ship FOUND_IN to/from Smilax China (Plant) Rel Props:Source_db:cmaup_ingredients
  • 9. Outgoing r'ship FOUND_IN to/from Smilax Glabra (Plant) Rel Props:Source_db:cmaup_ingredients