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[(2R,3S,4R,5R,6S)-6-[[(2S,3S,4S)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

PubChem CID: 44558989

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Compound Synonyms CHEMBL455347
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 216.0
Hydrogen Bond Donor Count 8.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC(CCC1CCCCC1)CC1CCCC(CCC2CCCC2)C1
Np Classifier Class Cinnamic acids and derivatives
Deep Smiles OC[C@]O)CO[C@@H][C@H]5O))OC[C@@H]O[C@H]OC=O)/C=C/cccccc6)O))O)))))))))[C@H][C@@H][C@H]6O))O))O
Heavy Atom Count 33.0
Classyfire Class Cinnamic acids and derivatives
Scaffold Graph Node Level OC(CCC1CCCCC1)OC1CCCC(COC2CCCO2)O1
Classyfire Subclass Hydroxycinnamic acids and derivatives
Isotope Atom Count 0.0
Molecular Complexity 689.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 8.0
Uniprot Id n.a.
Iupac Name [(2R,3S,4R,5R,6S)-6-[[(2S,3S,4S)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
Prediction Hob 0.0
Veber Rule False
Classyfire Superclass Phenylpropanoids and polyketides
Xlogp -2.4
Gsk 4 400 Rule False
Molecular Formula C20H26O13
Scaffold Graph Node Bond Level O=C(C=Cc1ccccc1)OC1CCCC(COC2CCCO2)O1
Prediction Swissadme 0.0
Inchi Key LULOGYYPGZOKQW-IRXYIGQESA-N
Silicos It Class Soluble
Fcsp3 0.55
Logs -1.442
Rotatable Bond Count 8.0
Logd -0.401
Synonyms 1-o-caffeoyl-beta-d-apiofuranosyl-1--6-beta-d-glucopyranoside
Esol Class Very soluble
Functional Groups CO, CO[C@@H](C)OC, c/C=C/C(=O)O[C@H](C)OC, cO
Compound Name [(2R,3S,4R,5R,6S)-6-[[(2S,3S,4S)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
Prediction Hob Swissadme 0.0
Exact Mass 474.137
Formal Charge 0.0
Monoisotopic Mass 474.137
Hydrogen Bond Acceptor Count 13.0
Molecular Weight 474.4
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 8.0
Total Bond Stereocenter Count 1.0
Lipinski Rule Of 5 False
Esol -0.8633184545454551
Inchi InChI=1S/C20H26O13/c21-7-20(29)8-31-19(17(20)28)30-6-12-14(25)15(26)16(27)18(32-12)33-13(24)4-2-9-1-3-10(22)11(23)5-9/h1-5,12,14-19,21-23,25-29H,6-8H2/b4-2+/t12-,14-,15+,16-,17+,18+,19-,20-/m0/s1
Smiles C1[C@]([C@@H]([C@H](O1)OC[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)OC(=O)/C=C/C3=CC(=C(C=C3)O)O)O)O)O)O)(CO)O
Nring 3.0
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 Rosmarinus Officinalis (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/11237177
  • 2. Outgoing r'ship FOUND_IN to/from Salvia Officinalis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all