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(4S,7S,8S,11S)-6-(hydroxymethyl)-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[5.3.1.04,11]undeca-1(10),5-dien-2-one

PubChem CID: 44593378

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Compound Synonyms CHEMBL462113
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 155.0
Hydrogen Bond Donor Count 5.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CC2CCC3C(CC4CCCCC4)CCC1C23
Np Classifier Class Iridoids monoterpenoids
Deep Smiles OC[C@H]O[C@@H]O[C@@H]OC=C[C@@H][C@H]6C=C[C@@H]5OC8=O)))))CO))))))))))[C@@H][C@H][C@@H]6O))O))O
Heavy Atom Count 26.0
Classyfire Class Organooxygen compounds
Scaffold Graph Node Level OC1OC2CCC3C(OC4CCCCO4)OCC1C23
Classyfire Subclass Carbohydrates and carbohydrate conjugates
Isotope Atom Count 0.0
Molecular Complexity 645.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 9.0
Uniprot Id n.a.
Iupac Name (4S,7S,8S,11S)-6-(hydroxymethyl)-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[5.3.1.04,11]undeca-1(10),5-dien-2-one
Prediction Hob 0.0
Veber Rule False
Classyfire Superclass Organic oxygen compounds
Xlogp -3.0
Gsk 4 400 Rule True
Molecular Formula C16H20O10
Scaffold Graph Node Bond Level O=C1OC2C=CC3C(OC4CCCCO4)OC=C1C23
Prediction Swissadme 0.0
Inchi Key BDLDISNCZVBVKG-YYFGDFGFSA-N
Silicos It Class Soluble
Fcsp3 0.6875
Logs -0.931
Rotatable Bond Count 4.0
Logd -0.329
Synonyms deacetyl asperuloside, deacetylasperuloside, deacetylasperulosidie
Esol Class Very soluble
Functional Groups CC(C)=CC, CO, CO[C@H](C)O[C@H]1C[C@@H]2COC(=O)C2=CO1
Compound Name (4S,7S,8S,11S)-6-(hydroxymethyl)-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[5.3.1.04,11]undeca-1(10),5-dien-2-one
Prediction Hob Swissadme 0.0
Exact Mass 372.106
Formal Charge 0.0
Monoisotopic Mass 372.106
Hydrogen Bond Acceptor Count 10.0
Molecular Weight 372.32
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 9.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Esol -0.0007212000000003105
Inchi InChI=1S/C16H20O10/c17-2-5-1-7-10-6(14(22)24-7)4-23-15(9(5)10)26-16-13(21)12(20)11(19)8(3-18)25-16/h1,4,7-13,15-21H,2-3H2/t7-,8+,9+,10-,11+,12-,13+,15-,16-/m0/s1
Smiles C1=C([C@@H]2[C@@H]3[C@H]1OC(=O)C3=CO[C@H]2O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)CO
Nring 4.0
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Np Classifier Superclass Monoterpenoids

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