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(2R,3R,5S,6S)-3,5-dihydroxy-2-(hydroxymethyl)-6-(1H-indol-3-yloxy)oxan-4-one

PubChem CID: 101529308

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Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 112.0
Hydrogen Bond Donor Count 4.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CCCC(CC2CCC3CCCCC32)C1
Np Classifier Class Simple indole alkaloids
Deep Smiles OC[C@H]O[C@@H]Occ[nH]cc5cccc6))))))))))[C@@H]C=O)[C@@H]6O)))O
Heavy Atom Count 21.0
Classyfire Class Organooxygen compounds
Scaffold Graph Node Level OC1CCOC(OC2CNC3CCCCC32)C1
Classyfire Subclass Carbohydrates and carbohydrate conjugates
Isotope Atom Count 0.0
Molecular Complexity 392.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 4.0
Iupac Name (2R,3R,5S,6S)-3,5-dihydroxy-2-(hydroxymethyl)-6-(1H-indol-3-yloxy)oxan-4-one
Prediction Hob 1.0
Veber Rule True
Classyfire Superclass Organic oxygen compounds
Xlogp 0.3
Gsk 4 400 Rule True
Molecular Formula C14H15NO6
Scaffold Graph Node Bond Level O=C1CCOC(Oc2c[nH]c3ccccc23)C1
Prediction Swissadme 1.0
Inchi Key AHWQTWBZNABQTO-HBJVGIJOSA-N
Silicos It Class Soluble
Fcsp3 0.3571428571428571
Logs -1.786
Rotatable Bond Count 3.0
Logd -0.092
Synonyms isatan b, isatan b (indoxyl ketogluconate), isatan b (indoxyl-5-ketogluconate)
Esol Class Very soluble
Functional Groups CC(C)=O, CO, cO[C@@H](C)OC, c[nH]c
Compound Name (2R,3R,5S,6S)-3,5-dihydroxy-2-(hydroxymethyl)-6-(1H-indol-3-yloxy)oxan-4-one
Prediction Hob Swissadme 1.0
Exact Mass 293.09
Formal Charge 0.0
Monoisotopic Mass 293.09
Hydrogen Bond Acceptor Count 6.0
Molecular Weight 293.27
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 4.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Esol -1.9790478571428571
Inchi InChI=1S/C14H15NO6/c16-6-10-11(17)12(18)13(19)14(21-10)20-9-5-15-8-4-2-1-3-7(8)9/h1-5,10-11,13-17,19H,6H2/t10-,11-,13-,14-/m1/s1
Smiles C1=CC=C2C(=C1)C(=CN2)O[C@H]3[C@@H](C(=O)[C@@H]([C@H](O3)CO)O)O
Nring 3.0
Np Classifier Biosynthetic Pathway Alkaloids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Tryptophan alkaloids

  • 1. Outgoing r'ship FOUND_IN to/from Isatis Tinctoria (Plant) Rel Props:Source_db:cmaup_ingredients
  • 2. Outgoing r'ship FOUND_IN to/from Persicaria Tinctoria (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all