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methyl (1R,4aS,8S,8aS)-3-hydroxy-1-methyl-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3,4,4a,8,8a-hexahydropyrano[3,4-c]pyran-5-carboxylate

PubChem CID: 102004523

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Compound Synonyms Morroniside, 25406-64-8, AKOS037514746
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 164.0
Hydrogen Bond Donor Count 5.0
Pfizer 3 75 Rule True
Scaffold Graph Level C1CCC(CC2CCCC3CCCCC32)CC1
Np Classifier Class Iridoids monoterpenoids, Secoiridoid monoterpenoids
Deep Smiles OC[C@H]O[C@@H]O[C@@H]OC=C[C@@H][C@H]6[C@@H]C)OCC6)O))))))C=O)OC))))))))[C@@H][C@H][C@@H]6O))O))O
Heavy Atom Count 28.0
Classyfire Class Organooxygen compounds
Scaffold Graph Node Level C1CCC(OC2OCCC3CCOCC32)OC1
Classyfire Subclass Carbohydrates and carbohydrate conjugates
Isotope Atom Count 0.0
Molecular Complexity 596.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 9.0
Iupac Name methyl (1R,4aS,8S,8aS)-3-hydroxy-1-methyl-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3,4,4a,8,8a-hexahydropyrano[3,4-c]pyran-5-carboxylate
Prediction Hob 0.0
Veber Rule False
Classyfire Superclass Organic oxygen compounds
Xlogp -1.8
Gsk 4 400 Rule False
Molecular Formula C17H26O11
Scaffold Graph Node Bond Level C1=CC2CCOCC2C(OC2CCCCO2)O1
Prediction Swissadme 0.0
Inchi Key YTZSBJLNMIQROD-KKXWVXHZSA-N
Silicos It Class Soluble
Fcsp3 0.8235294117647058
Logs -0.945
Rotatable Bond Count 5.0
Logd -0.204
Synonyms morroniside
Esol Class Very soluble
Functional Groups CC(O)OC, CO, COC(=O)C1=CO[C@@H](O[C@@H](C)OC)CC1
Compound Name methyl (1R,4aS,8S,8aS)-3-hydroxy-1-methyl-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3,4,4a,8,8a-hexahydropyrano[3,4-c]pyran-5-carboxylate
Prediction Hob Swissadme 0.0
Exact Mass 406.148
Formal Charge 0.0
Monoisotopic Mass 406.148
Hydrogen Bond Acceptor Count 11.0
Molecular Weight 406.4
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 10.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Esol -0.8955808000000007
Inchi InChI=1S/C17H26O11/c1-6-11-7(3-10(19)26-6)8(15(23)24-2)5-25-16(11)28-17-14(22)13(21)12(20)9(4-18)27-17/h5-7,9-14,16-22H,3-4H2,1-2H3/t6-,7-,9-,10?,11-,12-,13+,14-,16+,17+/m1/s1
Smiles C[C@@H]1[C@@H]2[C@H](CC(O1)O)C(=CO[C@H]2O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)C(=O)OC
Nring 3.0
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Np Classifier Superclass Monoterpenoids

  • 1. Outgoing r'ship FOUND_IN to/from Cornus Officinalis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Lonicera Japonica (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/21804227
  • 3. Outgoing r'ship FOUND_IN to/from Sambucus Nigra (Plant) Rel Props:Reference:ISBN:9788185042084