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(1R,2S,3S)-2,3-dihydroxy-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclopentane-1-carbonitrile

PubChem CID: 636565

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Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 164.0
Hydrogen Bond Donor Count 6.0
Pfizer 3 75 Rule True
Scaffold Graph Level C1CCC(CC2CCCC2)CC1
Np Classifier Class Cyanogenic glycosides
Deep Smiles OC[C@H]O[C@H]O[C@@]C#N))CC[C@@H][C@@H]5O))O))))))[C@@H][C@H][C@H]6O))O))O
Heavy Atom Count 21.0
Classyfire Class Organooxygen compounds
Scaffold Graph Node Level C1CCC(OC2CCCC2)OC1
Classyfire Subclass Carbohydrates and carbohydrate conjugates
Isotope Atom Count 0.0
Molecular Complexity 425.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 8.0
Iupac Name (1R,2S,3S)-2,3-dihydroxy-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclopentane-1-carbonitrile
Veber Rule False
Classyfire Superclass Organic oxygen compounds
Xlogp -2.6
Gsk 4 400 Rule True
Molecular Formula C12H19NO8
Scaffold Graph Node Bond Level C1CCC(OC2CCCC2)OC1
Inchi Key GVFAYMLCFVOLFT-VVKLXUGQSA-N
Silicos It Class Soluble
Rotatable Bond Count 3.0
Synonyms passiguatemalin
Esol Class Highly soluble
Functional Groups CC#N, CO, CO[C@H](C)OC
Compound Name (1R,2S,3S)-2,3-dihydroxy-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclopentane-1-carbonitrile
Exact Mass 305.111
Formal Charge 0.0
Monoisotopic Mass 305.111
Hydrogen Bond Acceptor Count 9.0
Molecular Weight 305.28
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 8.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C12H19NO8/c13-4-12(2-1-5(15)10(12)19)21-11-9(18)8(17)7(16)6(3-14)20-11/h5-11,14-19H,1-3H2/t5-,6+,7-,8-,9+,10-,11+,12+/m0/s1
Smiles C1C[C@]([C@H]([C@H]1O)O)(C#N)O[C@@H]2[C@@H]([C@H]([C@H]([C@H](O2)CO)O)O)O
Np Classifier Biosynthetic Pathway Carbohydrates, Amino acids and Peptides
Defined Bond Stereocenter Count 0.0
Egan Rule False
Np Classifier Superclass Amino acid glycosides

  • 1. Outgoing r'ship FOUND_IN to/from Polygonum Perfoliatum (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/11853745