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Acetonitrile, ((2S,3R,4S,6R)-6-(beta-D-glucopyranosyloxy)-2-hydroxy-3,4-dimethoxycyclohexylidene)-, (2Z)-

PubChem CID: 6437384

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Compound Synonyms Simmondsin, 51771-52-9, O51H15R39K, (2Z)-2-[(2S,3R,4S,6R)-2-hydroxy-3,4-dimethoxy-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohexylidene]acetonitrile, SCHEMBL161237, UNII-O51H15R39K, CHEBI:167987, DTXSID901027519, 2-(Cyanomethylene)-3-hydroxy-4,5-dimethoxycyclohexyl beta-D-glucoside, AKOS040763670, Acetonitrile, ((2S,3R,4S,6R)-6-(beta-D-glucopyranosyloxy)-2-hydroxy-3,4-dimethoxycyclohexylidene)-, (2Z)-, Acetonitrile, (6-(beta-D-glucopyranosyloxy)-2-hydroxy-3,4-dimethoxycyclohexylidene)-, (1Z,2-alpha,3-beta,4-beta,6-beta)-, Q2287286, (2Z)-2-[(2S,3R,4S,6R)-6-(ss-D-glucopyranosyloxy)-2-hydroxy-3,4-dimethoxycyclohexylidene]-acetonitrile, ACETONITRILE, 2-((2S,3R,4S,6R)-6-(.BETA.-D-GLUCOPYRANOSYLOXY)-2-HYDROXY-3,4-DIMETHOXYCYCLOHEXYLIDENE)-, (2Z)-
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 162.0
Hydrogen Bond Donor Count 5.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CCCCC1CC1CCCCC1
Np Classifier Class Aminoacids
Deep Smiles N#C/C=C[C@@H]C[C@@H][C@@H][C@H]6O))OC)))OC))))O[C@@H]O[C@H]CO))[C@H][C@@H][C@H]6O))O))O
Heavy Atom Count 26.0
Classyfire Class Organooxygen compounds
Scaffold Graph Node Level CC1CCCCC1OC1CCCCO1
Classyfire Subclass Carbohydrates and carbohydrate conjugates
Isotope Atom Count 0.0
Molecular Complexity 547.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 9.0
Iupac Name (2Z)-2-[(2S,3R,4S,6R)-2-hydroxy-3,4-dimethoxy-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohexylidene]acetonitrile
Veber Rule False
Classyfire Superclass Organic oxygen compounds
Xlogp -3.3
Gsk 4 400 Rule True
Molecular Formula C16H25NO9
Scaffold Graph Node Bond Level C=C1CCCCC1OC1CCCCO1
Inchi Key KURSRHBVYUACKS-XGYNEUJOSA-N
Silicos It Class Soluble
Rotatable Bond Count 5.0
Synonyms simmondsin
Esol Class Highly soluble
Functional Groups C/C(C)=C/C#N, CO, COC, CO[C@@H](C)OC
Compound Name Acetonitrile, ((2S,3R,4S,6R)-6-(beta-D-glucopyranosyloxy)-2-hydroxy-3,4-dimethoxycyclohexylidene)-, (2Z)-
Exact Mass 375.153
Formal Charge 0.0
Monoisotopic Mass 375.153
Hydrogen Bond Acceptor Count 10.0
Molecular Weight 375.37
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 9.0
Total Bond Stereocenter Count 1.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C16H25NO9/c1-23-9-5-8(7(3-4-17)11(19)15(9)24-2)25-16-14(22)13(21)12(20)10(6-18)26-16/h3,8-16,18-22H,5-6H2,1-2H3/b7-3+/t8-,9+,10-,11+,12-,13+,14-,15+,16-/m1/s1
Smiles CO[C@H]1C[C@H](/C(=C\C#N)/[C@@H]([C@H]1OC)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
Np Classifier Biosynthetic Pathway Amino acids and Peptides, Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 1.0
Egan Rule False
Np Classifier Superclass Small peptides

  • 1. Outgoing r'ship FOUND_IN to/from Simmondsia Chinensis (Plant) Rel Props:Reference:ISBN:9788172363093