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butyl (1S,3R,4R,5R)-3-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]-1,4,5-trihydroxy-cyclohexanecarboxylate

PubChem CID: 6481825

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Compound Synonyms butyl (1S,3R,4R,5R)-3-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]-1,4,5-trihydroxy-cyclohexanecarboxylate, Cyclohexanecarboxylic acid, 3-[[(2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl]oxy]-1,4,5-trihydroxy-, butyl ester, (1S,3R,4R,5R)-
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 154.0
Hydrogen Bond Donor Count 5.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC(CCC1CCCCC1)CC1CCCCC1
Np Classifier Class Cinnamic acids and derivatives
Deep Smiles CCCCOC=O)[C@]O)C[C@@H]O)[C@H][C@@H]C6)OC=O)C=Ccccccc6)O))O))))))))))O
Heavy Atom Count 29.0
Classyfire Class Organooxygen compounds
Scaffold Graph Node Level OC(CCC1CCCCC1)OC1CCCCC1
Classyfire Subclass Alcohols and polyols
Isotope Atom Count 0.0
Molecular Complexity 593.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 4.0
Iupac Name butyl (1S,3R,4R,5R)-3-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]-1,4,5-trihydroxycyclohexane-1-carboxylate
Prediction Hob 1.0
Veber Rule False
Classyfire Superclass Organic oxygen compounds
Xlogp 1.2
Gsk 4 400 Rule False
Molecular Formula C20H26O9
Scaffold Graph Node Bond Level O=C(C=Cc1ccccc1)OC1CCCCC1
Prediction Swissadme 0.0
Inchi Key VNLREARKISTOAD-CIWUYKSXSA-N
Silicos It Class Soluble
Fcsp3 0.5
Logs -1.693
Rotatable Bond Count 9.0
Logd 0.434
Synonyms chlorogenic acid butyl ester
Esol Class Soluble
Functional Groups CO, COC(C)=O, cC=CC(=O)OC, cO
Compound Name butyl (1S,3R,4R,5R)-3-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]-1,4,5-trihydroxy-cyclohexanecarboxylate
Prediction Hob Swissadme 0.0
Exact Mass 410.158
Formal Charge 0.0
Monoisotopic Mass 410.158
Hydrogen Bond Acceptor Count 9.0
Molecular Weight 410.4
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 4.0
Total Bond Stereocenter Count 1.0
Lipinski Rule Of 5 True
Esol -2.6682012482758624
Inchi InChI=1S/C20H26O9/c1-2-3-8-28-19(26)20(27)10-15(23)18(25)16(11-20)29-17(24)7-5-12-4-6-13(21)14(22)9-12/h4-7,9,15-16,18,21-23,25,27H,2-3,8,10-11H2,1H3/t15-,16-,18-,20+/m1/s1
Smiles CCCCOC(=O)[C@@]1(C[C@H]([C@H]([C@@H](C1)OC(=O)C=CC2=CC(=C(C=C2)O)O)O)O)O
Nring 2.0
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Np Classifier Superclass Phenylpropanoids (C6-C3)

  • 1. Outgoing r'ship FOUND_IN to/from Hypericum Sikokumontanum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Ostryopsis Davidiana (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Osyris Abyssinica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Polymnia Uvedalia (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 5. Outgoing r'ship FOUND_IN to/from Spondias Mombin (Plant) Rel Props:Reference:ISBN:9788185042145