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5-ethenyl-3-methoxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-1-one

PubChem CID: 101939796

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Compound Synonyms 60077-47-6, DTXSID501116229, 5-Ethenyl-6-(beta-D-glucopyranosyloxy)-4,4a,5,6-tetrahydro-3-methoxy-1H,3H-pyrano[3,4-c]pyran-1-one, DB-317620, 176022-51-8, 5-Ethenyl-6-(I(2)-D-glucopyranosyloxy)-4,4a,5,6-tetrahydro-3-methoxy-1H,3H-pyrano[3,4-c]pyran-1-one
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 144.0
Hydrogen Bond Donor Count 4.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CCCC2CC(CC3CCCCC3)CCC12
Np Classifier Class Secoiridoid monoterpenoids
Deep Smiles C=CCCOC=CC6CCOC))OC6=O)))))))))O[C@@H]O[C@H]CO))[C@H][C@@H][C@H]6O))O))O
Heavy Atom Count 27.0
Classyfire Class Organooxygen compounds
Scaffold Graph Node Level OC1OCCC2CC(OC3CCCCO3)OCC21
Classyfire Subclass Carbohydrates and carbohydrate conjugates
Isotope Atom Count 0.0
Molecular Complexity 592.0
Database Name cmaup_ingredients;imppat_phytochem;pubchem
Defined Atom Stereocenter Count 5.0
Iupac Name 5-ethenyl-3-methoxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-1-one
Prediction Hob 0.0
Veber Rule False
Classyfire Superclass Organic oxygen compounds
Xlogp -0.9
Gsk 4 400 Rule True
Molecular Formula C17H24O10
Scaffold Graph Node Bond Level O=C1OCCC2CC(OC3CCCCO3)OC=C12
Prediction Swissadme 0.0
Inchi Key RAYZRCGMIDUTKS-CMVXZMDTSA-N
Silicos It Class Soluble
Fcsp3 0.7058823529411765
Logs -0.816
Rotatable Bond Count 5.0
Logd 0.115
Synonyms vogeloside, vogeloside +
Esol Class Very soluble
Functional Groups C=CC, CO, COC1CC2CC(O[C@@H](C)OC)OC=C2C(=O)O1
Compound Name 5-ethenyl-3-methoxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-1-one
Prediction Hob Swissadme 0.0
Exact Mass 388.137
Formal Charge 0.0
Monoisotopic Mass 388.137
Hydrogen Bond Acceptor Count 10.0
Molecular Weight 388.4
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 -1.3445878000000004
Inchi InChI=1S/C17H24O10/c1-3-7-8-4-11(23-2)26-15(22)9(8)6-24-16(7)27-17-14(21)13(20)12(19)10(5-18)25-17/h3,6-8,10-14,16-21H,1,4-5H2,2H3/t7?,8?,10-,11?,12-,13+,14-,16?,17+/m1/s1
Smiles COC1CC2C(C(OC=C2C(=O)O1)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)C=C
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 Dipsacus Asper (Plant) Rel Props:Source_db:cmaup_ingredients
  • 2. Outgoing r'ship FOUND_IN to/from Dipsacus Asperoides (Plant) Rel Props:Source_db:cmaup_ingredients
  • 3. Outgoing r'ship FOUND_IN to/from Lonicera Japonica (Plant) Rel Props:Source_db:cmaup_ingredients
  • 4. Outgoing r'ship FOUND_IN to/from Sinoadina Racemosa (Plant) Rel Props:Source_db:cmaup_ingredients
  • 5. Outgoing r'ship FOUND_IN to/from Tephrosia Vogelii (Plant) Rel Props:Reference:ISBN:9788185042053