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(2R,3R,4S,5S,6R)-2-[(4E,12E)-1,7-dihydroxytetradeca-4,12-dien-8,10-diyn-6-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

PubChem CID: 53486204

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Compound Synonyms Lobetyolin, 136085-37-5, (2R,3R,4S,5S,6R)-2-[(4E,12E)-1,7-dihydroxytetradeca-4,12-dien-8,10-diyn-6-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol, 129277-38-9, CID 53486204, DTXSID20704871, CHEBI:228885, MMMUDYVKKPDZHS-UPPVCQNNSA-N, (2R,3R,4S,5S,6R)-2-(((4E,12E)-1,7-Dihydroxytetradeca-4,12-dien-8,10-diyn-6-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol, s9488, AKOS025402302, AC-7973, ML11577, (7E)-2-Hydroxy-1-[(1E)-5-hydroxy-1-penten-1-yl]-7-nonene-3,5-diyn-1-yl b-D-glucopyranoside, AS-56227, (4E,12E)-1,7-Dihydroxytetradeca-4,12-diene-8,10-diyn-6-yl beta-D-glucopyranoside
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 140.0
Hydrogen Bond Donor Count 6.0
Pfizer 3 75 Rule True
Scaffold Graph Level C1CCCCC1
Deep Smiles OCCC/C=C/CCC#CC#C/C=C/C)))))))O))O[C@@H]O[C@H]CO))[C@H][C@@H][C@H]6O))O))O
Heavy Atom Count 28.0
Classyfire Class Fatty acyls
Scaffold Graph Node Level C1CCOCC1
Classyfire Subclass Fatty acyl glycosides
Isotope Atom Count 0.0
Molecular Complexity 646.0
Database Name cmaup_ingredients;imppat_phytochem;pubchem
Defined Atom Stereocenter Count 5.0
Iupac Name (2R,3R,4S,5S,6R)-2-[(4E,12E)-1,7-dihydroxytetradeca-4,12-dien-8,10-diyn-6-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
Prediction Hob 0.0
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp -0.6
Gsk 4 400 Rule True
Molecular Formula C20H28O8
Scaffold Graph Node Bond Level C1CCOCC1
Prediction Swissadme 0.0
Inchi Key MMMUDYVKKPDZHS-UPPVCQNNSA-N
Silicos It Class Soluble
Fcsp3 0.6
Rotatable Bond Count 9.0
Synonyms lobetyolin
Esol Class Very soluble
Functional Groups C/C=C/C, CC#CC#C/C=C/C, CO, CO[C@@H](C)OC
Compound Name (2R,3R,4S,5S,6R)-2-[(4E,12E)-1,7-dihydroxytetradeca-4,12-dien-8,10-diyn-6-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
Prediction Hob Swissadme 0.0
Exact Mass 396.178
Formal Charge 0.0
Monoisotopic Mass 396.178
Hydrogen Bond Acceptor Count 8.0
Molecular Weight 396.4
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 7.0
Total Bond Stereocenter Count 2.0
Lipinski Rule Of 5 True
Esol -1.4171032000000001
Inchi InChI=1S/C20H28O8/c1-2-3-4-5-7-10-14(23)15(11-8-6-9-12-21)27-20-19(26)18(25)17(24)16(13-22)28-20/h2-3,8,11,14-26H,6,9,12-13H2,1H3/b3-2+,11-8+/t14?,15?,16-,17-,18+,19-,20-/m1/s1
Smiles C/C=C/C#CC#CC(C(/C=C/CCCO)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O
Np Classifier Biosynthetic Pathway Fatty acids
Defined Bond Stereocenter Count 2.0
Egan Rule False

  • 1. Outgoing r'ship FOUND_IN to/from Codonopsis Pilosula (Plant) Rel Props:Source_db:cmaup_ingredients
  • 2. Outgoing r'ship FOUND_IN to/from Lobelia Chinensis (Plant) Rel Props:Source_db:cmaup_ingredients
  • 3. Outgoing r'ship FOUND_IN to/from Lobelia Inflata (Plant) Rel Props:Reference:ISBN:9788172362461
  • 4. Outgoing r'ship FOUND_IN to/from Pratia Nummularia (Plant) Rel Props:Source_db:cmaup_ingredients