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methyl (1S,7S)-7-hydroxy-7-(hydroxymethyl)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,7a-dihydro-1H-cyclopenta[c]pyran-4-carboxylate

PubChem CID: 44202881

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Compound Synonyms Gardenoside, MLS002472988, CHEMBL2133850, HMS2192A23, SMR001397094
Topological Polar Surface Area 175.0
Hydrogen Bond Donor Count 6.0
Heavy Atom Count 28.0
Isotope Atom Count 0.0
Molecular Complexity 649.0
Database Name cmaup_ingredients;npass_chem_all;pubchem
Defined Atom Stereocenter Count 7.0
Uniprot Id O75496, Q9NUW8, O94782
Iupac Name methyl (1S,7S)-7-hydroxy-7-(hydroxymethyl)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,7a-dihydro-1H-cyclopenta[c]pyran-4-carboxylate
Prediction Hob 0.0
Xlogp -2.8
Molecular Formula C17H24O11
Prediction Swissadme 0.0
Inchi Key XJMPAUZQVRGFRE-PQUWTMGJSA-N
Fcsp3 0.7058823529411765
Logs -0.87
Rotatable Bond Count 6.0
Logd -0.563
Compound Name methyl (1S,7S)-7-hydroxy-7-(hydroxymethyl)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,7a-dihydro-1H-cyclopenta[c]pyran-4-carboxylate
Prediction Hob Swissadme 0.0
Exact Mass 404.132
Formal Charge 0.0
Monoisotopic Mass 404.132
Hydrogen Bond Acceptor Count 11.0
Molecular Weight 404.4
Covalent Unit Count 1.0
Total Atom Stereocenter Count 9.0
Total Bond Stereocenter Count 0.0
Esol -0.18078160000000076
Inchi InChI=1S/C17H24O11/c1-25-14(23)8-5-26-15(10-7(8)2-3-17(10,24)6-19)28-16-13(22)12(21)11(20)9(4-18)27-16/h2-3,5,7,9-13,15-16,18-22,24H,4,6H2,1H3/t7?,9-,10?,11-,12+,13-,15+,16+,17-/m1/s1
Smiles COC(=O)C1=CO[C@H](C2C1C=C[C@]2(CO)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O
Nring 3.0
Defined Bond Stereocenter Count 0.0