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[(6-O-beta-D-glucopyranosyl-beta-D-glucopyranosyl)oxy](phenyl)acetonitrile

PubChem CID: 34751

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Compound Synonyms amygdalin, Amygdaloside, 29883-15-6, D-Amygdalin, Mandelonitrile-beta-gentiobioside, 96420-61-0, CHEBI:27613, 2-phenyl-2-(((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-((((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)methyl)tetrahydro-2H-pyran-2-yl)oxy)acetonitrile, 2-phenyl-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyacetonitrile, D-Amygdalin hydrate, 51371-34-7, [(6-O-beta-D-glucopyranosyl-beta-D-glucopyranosyl)oxy](phenyl)acetonitrile, Isoamygdalin, DL-Amygdalin, D(-)-Amygdalin, NSC251222, Amygdalin,(S), 2-phenyl-2-((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yloxy)methyl)tetrahydro-2H-pyran-2-yloxy)acetonitrile, Spectrum_001192, Spectrum2_000904, Spectrum3_001534, Spectrum4_001750, Spectrum5_000580, BSPBio_002948, KBioGR_002200, KBioSS_001672, DivK1c_000106, SCHEMBL131407, SPECTRUM1502244, SPBio_000748, CHEMBL515712, HMS500F08, KBio1_000106, KBio2_001672, KBio2_004240, KBio2_006808, KBio3_002448, NINDS_000106, DTXSID001031434, HMS1921N18, CCG-39554, MFCD00866428, STL564520, AKOS032949559, SDCCGMLS-0066722.P001, IDI1_000106, NCGC00178377-01, NCGC00178377-02, NCGC00178377-08, Amygdalin, from apricot kernels, >=99%, AS-14698, Amygdalin, BioXtra, >=97.0% (HPLC), D-Amygdalin 100 microg/mL in Acetonitrile, A0443, 6-O-BETA-D-GLUCOSIDO-BETA-D-GLUCOSIDE, SR-05000002154, SR-05000002154-2, BRD-A59552297-001-02-5, BRD-A59552297-001-03-3, Q27103225, D-Mandelonitrile 6-O-beta-D-glucosido-beta-D-glucoside, {[6-O-(beta-D-glucopyranosyl)-beta-D-glucopyranosyl]oxy}(phenyl)acetonitrile, 2-phenyl-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxymethyl]tetrahydropyran-2-yl]oxy-acetonitrile, Benzeneacetonitrile, alpha-[(6-O-.beta.-D-glucopyransoyl-.beta.-D-glucopyranosyl)oxy]-, (RS)-
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 202.0
Hydrogen Bond Donor Count 7.0
Pfizer 3 75 Rule True
Scaffold Graph Level C1CCC(CCC2CCCC(CCC3CCCCC3)C2)CC1
Np Classifier Class Cyanogenic glycosides
Deep Smiles OC[C@H]O[C@@H]OC[C@H]O[C@@H]OCcccccc6))))))C#N))))[C@@H][C@H][C@@H]6O))O))O)))))))[C@@H][C@H][C@@H]6O))O))O
Heavy Atom Count 32.0
Classyfire Class Organooxygen compounds
Scaffold Graph Node Level C1CCC(COC2CCCC(COC3CCCCO3)O2)CC1
Classyfire Subclass Carbohydrates and carbohydrate conjugates
Isotope Atom Count 0.0
Molecular Complexity 638.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 10.0
Uniprot Id n.a.
Iupac Name 2-phenyl-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyacetonitrile
Prediction Hob 0.0
Veber Rule False
Classyfire Superclass Organic oxygen compounds
Xlogp -2.7
Gsk 4 400 Rule False
Molecular Formula C20H27NO11
Scaffold Graph Node Bond Level c1ccc(COC2CCCC(COC3CCCCO3)O2)cc1
Prediction Swissadme 0.0
Inchi Key XUCIJNAGGSZNQT-SWRVSKMJSA-N
Silicos It Class Soluble
Fcsp3 0.65
Rotatable Bond Count 7.0
Synonyms amygdalin
Esol Class Very soluble
Functional Groups CC#N, CO, CO[C@@H](C)OC
Compound Name [(6-O-beta-D-glucopyranosyl-beta-D-glucopyranosyl)oxy](phenyl)acetonitrile
Prediction Hob Swissadme 0.0
Exact Mass 457.158
Formal Charge 0.0
Monoisotopic Mass 457.158
Hydrogen Bond Acceptor Count 12.0
Molecular Weight 457.4
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
Esol -0.6455284000000008
Inchi InChI=1S/C20H27NO11/c21-6-10(9-4-2-1-3-5-9)30-20-18(28)16(26)14(24)12(32-20)8-29-19-17(27)15(25)13(23)11(7-22)31-19/h1-5,10-20,22-28H,7-8H2/t10?,11-,12-,13-,14-,15+,16+,17-,18-,19-,20-/m1/s1
Smiles C1=CC=C(C=C1)C(C#N)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)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

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