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Passicapsin

PubChem CID: 134105

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Compound Synonyms Passicapsin, 82829-54-7, (1S,4S)-4-[(2S,4S,5R,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclopent-2-ene-1-carbonitrile, 1-(glucopyranosyloxy)-4-(2,6-dideoxyhexopyranosyloxy)-2-cyclopentene-1-carbonitrile, 1-(Glucopyranosyloxy)-4-(2,6-dideoxyhexopyranosyloxy)-2-cylcopentene-1-carbonitrile, 2-Cyclopentene-1-carbonitrile, 4-((2,6-dideoxy-beta-D-xylo-hexopyranosyl)oxy)-1-(beta-D-glucopyranosyloxy)-, (1S-cis)-, DTXSID401002936, 4-[(2,6-Dideoxyhexopyranosyl)oxy]-1-(hexopyranosyloxy)cyclopent-2-ene-1-carbonitrile
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 182.0
Hydrogen Bond Donor Count 6.0
Pfizer 3 75 Rule True
Scaffold Graph Level C1CCC(CC2CCC(CC3CCCCC3)C2)CC1
Np Classifier Class Cyanogenic glycosides
Deep Smiles OC[C@H]O[C@@H]O[C@]C#N))C=C[C@H]C5)O[C@@H]C[C@H]O)[C@H][C@H]O6)C))O)))))))))))[C@@H][C@H][C@@H]6O))O))O
Heavy Atom Count 29.0
Classyfire Class Organooxygen compounds
Scaffold Graph Node Level C1CCC(OC2CCC(OC3CCCCO3)C2)OC1
Classyfire Subclass Carbohydrates and carbohydrate conjugates
Isotope Atom Count 0.0
Molecular Complexity 652.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 11.0
Iupac Name (1S,4S)-4-[(2S,4S,5R,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclopent-2-ene-1-carbonitrile
Veber Rule False
Classyfire Superclass Organic oxygen compounds
Xlogp -2.4
Gsk 4 400 Rule False
Molecular Formula C18H27NO10
Scaffold Graph Node Bond Level C1=CC(OC2CCCCO2)CC1OC1CCCCO1
Inchi Key KQTRNMODDGXNSU-OASXGSIPSA-N
Silicos It Class Soluble
Rotatable Bond Count 5.0
Synonyms passicapsin
Esol Class Very soluble
Functional Groups CC#N, CC=CC, CO, CO[C@@H](C)OC, C[C@@H](OC)OC
Compound Name Passicapsin
Exact Mass 417.163
Formal Charge 0.0
Monoisotopic Mass 417.163
Hydrogen Bond Acceptor Count 11.0
Molecular Weight 417.4
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 11.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 False
Inchi InChI=1S/C18H27NO10/c1-8-13(22)10(21)4-12(26-8)27-9-2-3-18(5-9,7-19)29-17-16(25)15(24)14(23)11(6-20)28-17/h2-3,8-17,20-25H,4-6H2,1H3/t8-,9-,10+,11-,12-,13+,14-,15+,16-,17+,18-/m1/s1
Smiles C[C@@H]1[C@@H]([C@H](C[C@H](O1)O[C@H]2C[C@](C=C2)(C#N)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O
Np Classifier Biosynthetic Pathway 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