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Triglochinin

PubChem CID: 5281124

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Compound Synonyms Triglochinin, C08342, 28876-11-1, (Z,4E)-4-[cyano-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethylidene]hex-2-enedioic acid, 2-Hexenedioic acid,4-(cyano(beta-D-glucopyranosyloxy)methylene)-, (E,Z)-, NSC 347123, (Z,4E)-4-[cyano-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-methylene]hex-2-enedioic acid, AC1NQY2B, (2Z,4E)-4-(1-(((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy)ethylidene)hex-2-enedioate, (2Z,4E)-4-(1-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}ethylidene)hex-2-enedioate, (Z,4E)-4-(cyano-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxymethylidene)hex-2-enedioic acid, (Z,4E)-4-(cyano-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl)oxy-methylene)hex-2-enedioic acid, (E,Z)-4-(cyano(beta-D-glucopyranosyloxy)methylene)-2-hexenedioate, (Z,4E)-4-(cyano-(3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxymethylidene)hex-2-enedioic acid, (Z,4E)-4-[cyano-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethylidene]hex-2-enedioic acid, CHEBI:9717, 2-Hexenedioic acid, 4-(cyano(beta-D-glucopyranosyloxy)methylene)-, (E,Z)-, Q27108481
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 198.0
Hydrogen Bond Donor Count 6.0
Pfizer 3 75 Rule True
Scaffold Graph Level C1CCCCC1
Deep Smiles OC[C@H]O[C@@H]O/C=CCC=O)O)))/C=CC=O)O)))))/C#N))))[C@@H][C@H][C@@H]6O))O))O
Heavy Atom Count 25.0
Classyfire Class Organooxygen compounds
Scaffold Graph Node Level C1CCOCC1
Classyfire Subclass Carbohydrates and carbohydrate conjugates
Isotope Atom Count 0.0
Molecular Complexity 618.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 5.0
Iupac Name (Z,4E)-4-[cyano-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethylidene]hex-2-enedioic acid
Veber Rule False
Classyfire Superclass Organic oxygen compounds
Xlogp -1.8
Gsk 4 400 Rule True
Molecular Formula C14H17NO10
Scaffold Graph Node Bond Level C1CCOCC1
Inchi Key LABCALMTQNDOAI-PKNBYVPASA-N
Silicos It Class Poorly soluble
Rotatable Bond Count 7.0
Synonyms triglochinin, triglochinin (cyanogenetic glucoside), triglochinin (o-[β-d-glucopyranosyl]-1-cyano-1-hydroxy-2-methylcarboxy-4-carboxy-δ-1,2(e)-δ-3, (z)-butadiene)
Esol Class Poorly soluble
Functional Groups CC(/C=CC(=O)O)=C(/C#N)O[C@@H](C)OC, CC(=O)O, CO
Compound Name Triglochinin
Exact Mass 359.085
Formal Charge 0.0
Monoisotopic Mass 359.085
Hydrogen Bond Acceptor Count 11.0
Molecular Weight 359.28
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 5.0
Total Bond Stereocenter Count 2.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C14H17NO10/c15-4-7(6(3-10(19)20)1-2-9(17)18)24-14-13(23)12(22)11(21)8(5-16)25-14/h1-2,8,11-14,16,21-23H,3,5H2,(H,17,18)(H,19,20)/b2-1-,7-6-/t8-,11-,12+,13-,14-/m1/s1
Smiles C([C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O/C(=C(\CC(=O)O)/C=C\C(=O)O)/C#N)O)O)O)O
Defined Bond Stereocenter Count 2.0
Egan Rule False

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